Navigation

name Structure Reference Source Properties Activities Metabolism

Geldanamycin

AlkaPlorer ID: AK006483

Synonym: None

IUPAC Name: [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate

Structure

SMILES: COC1=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(=N)O)[C@@H](OC)/C=C\C=C(/C)C(O)=NC(=CC1=O)C2=O

copy

InChI: InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1

copy

InChIKey: QTQAWLPCGQOSGP-KSRBKZBZSA-N

copy

Reference

PubChem CID: 5288382

CAS: 30562-34-6

LOTUS: LTS0247312

SuperNatural Ⅲ: SN0314880-13

NPASS: NPC271621

Properties Information

Molecule Weight: 560.6440000000002

TPSA？: 167.96

MolLogP？: 3.662770000000002

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus amyloliquefaciens Bacillus amyloliquefaciens Activity nan None 10.1016/j.bmcl.2020.127168
Bacillus amyloliquefaciens Bacillus amyloliquefaciens MIC 200.0 ug.mL-1 10.1016/j.bmcl.2020.127168
Canis lupus familiaris Heat shock protein 90 beta IC50 10.0 nM 10.1021/jm400619b
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Potency 3539.7 nM None
Hepacivirus hominis Hepatitis C virus EC50 0.25 nM 10.1128/aac.01081-08
Hepacivirus hominis Hepatitis C virus EC50 1.2 nM 10.1128/aac.01081-08
Hepacivirus hominis Hepatitis C virus Ratio IC50 5.0 None 10.1128/aac.01081-08
Homo sapiens 3-phosphoinositide dependent protein kinase-1 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens 78 kDa glucose-regulated protein Potency 35481.3 nM None
Homo sapiens A2780 IC50 3.4 nM 10.1016/s0960-894x(01)00374-2
Homo sapiens A2780 IC50 70.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens A-375 IC50 60.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens A-431 IC50 40.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens A-431 IC50 200.0 nM 10.1016/j.bmc.2010.06.068
Homo sapiens A549 GI50 64.0 nM 10.1016/j.bmcl.2008.01.072
Homo sapiens A549 IC50 4.4 nM 10.1016/j.bmcl.2020.127168
Homo sapiens A549 IC50 97.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens A549 IC50 100.0 nM 10.1016/j.ejmech.2017.11.013
Homo sapiens A549 IC50 109.0 nM 10.1016/j.bmc.2016.05.041
Homo sapiens A549 IC50 150.0 nM 10.1021/np400308w
Homo sapiens A549 IC50 990.0 nM 10.1016/j.ejmech.2020.112624
Homo sapiens AMP-activated protein kinase, alpha-2 subunit Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 1406.8 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 1987.2 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 4991.7 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 14068.4 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 17711.1 nM None
Homo sapiens Bcr/Abl fusion protein IC50 1000.0 nM 10.1021/acs.jmedchem.5b01106
Homo sapiens Bcr/Abl fusion protein IC50 5000.0 nM 10.1021/acs.jmedchem.5b01106
Homo sapiens BGC-823 IC50 110.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens BT-474 Activity nan None 10.1021/ml400207m
Homo sapiens CaM kinase I delta Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase I gamma Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II alpha Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II beta Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II delta Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II gamma Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase IV Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM-kinase kinase beta Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens cAMP-dependent protein kinase alpha-catalytic subunit Thermal melting change 1.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Carbonyl reductase [NADPH] 1 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Carbonyl reductase [NADPH] 3 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Casein kinase I gamma 1 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I gamma 1 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Casein kinase I gamma 2 Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I isoform gamma-3 Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Cell line GI50 327.0 nM 10.1021/jm990947f
Homo sapiens CNE2Z IC50 310.0 nM 10.1016/j.bmcl.2020.127282
Homo sapiens CWR22R IC50 850.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens Cyclin-dependent kinase 2 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase 6 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase-like 1 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Cytochrome P450 2C9 Inhibition nan % 10.1016/j.bmcl.2011.04.102
Homo sapiens Cytochrome P450 2D6 Inhibition nan % 10.1016/j.bmcl.2011.04.102
Homo sapiens Cytochrome P450 3A4 Inhibition nan % 10.1016/j.bmcl.2011.04.102
Homo sapiens Death-associated protein kinase 3 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens DLD-1 GI50 37.0 nM 10.1016/j.bmcl.2008.01.072
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 2 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 6 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 6 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Dual specificity protein kinase CLK2 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity protein kinase CLK3 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificty protein kinase CLK1 Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Glycogen synthase kinase-3 beta Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens H4 Activity 35.18 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 39.26 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 41.33 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 72.93 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 74.67 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 81.41 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 87.25 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 87.8 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 313.52 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 398.91 % 10.1073/pnas.0709695104
Homo sapiens H4 Activity 546.8 % 10.1073/pnas.0709695104
Homo sapiens HCT-116 EC50 30.0 nM 10.1016/j.bmcl.2011.02.101
Homo sapiens HCT-116 EC50 30.0 nM 10.1016/j.bmcl.2011.04.102
Homo sapiens HCT-116 GI50 21.0 nM 10.1016/j.bmcl.2008.01.072
Homo sapiens HCT-116 GI50 67.0 nM 10.1016/j.bmcl.2005.05.046
Homo sapiens HCT-116 IC50 30.0 nM 10.1016/j.bmcl.2011.05.102
Homo sapiens HCT-116 IC50 100.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein 75 kDa, mitochondrial IC50 661.0 nM 10.1021/jm400619b
Homo sapiens Heat shock protein HSP90 Activity nan None 10.1016/j.bmcl.2019.126676
Homo sapiens Heat shock protein HSP90 Activity nan None 10.1021/jm8007486
Homo sapiens Heat shock protein HSP90 Activity nan None 10.1021/np070190s
Homo sapiens Heat shock protein HSP90 EC50 35.0 nM 10.1016/j.bmcl.2006.03.092
Homo sapiens Heat shock protein HSP90 FC 0.43 None 10.1016/j.bmc.2019.115253
Homo sapiens Heat shock protein HSP90 FC 1.89 None 10.1016/j.bmc.2019.115253
Homo sapiens Heat shock protein HSP90 FC nan None 10.1016/j.bmc.2019.115253
Homo sapiens Heat shock protein HSP90 IC50 16.0 nM 10.1016/j.bmcl.2018.03.009
Homo sapiens Heat shock protein HSP90 IC50 70.0 nM 10.1021/acs.jmedchem.5b01106
Homo sapiens Heat shock protein HSP90 IC50 200.0 nM 10.1016/s0960-894x(99)00185-7
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmc.2013.06.042
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmcl.2010.12.088
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmcl.2019.126676
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmcl.2020.127374
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmcl.2021.128134
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.bmcl.2022.128589
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1016/j.ejmech.2014.09.078
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1021/acs.jmedchem.5b01354
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1021/acs.jnatprod.5b00054
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1021/jm200553w
Homo sapiens Heat shock protein HSP90 Inhibition nan % 10.1038/nchembio.83
Homo sapiens Heat shock protein HSP90 Kd 1200.0 nM 10.1021/acs.jmedchem.8b01732
Homo sapiens Heat shock protein HSP90 Kd 1200.0 nM 10.1021/jm010468s
Homo sapiens Heat shock protein HSP90 Tm 3.2 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Heat shock protein HSP 90-alpha Activity nan None 10.1016/j.bmc.2010.10.029
Homo sapiens Heat shock protein HSP 90-alpha Activity nan None 10.1021/np400308w
Homo sapiens Heat shock protein HSP 90-alpha Concentration 5.0 uM 10.1016/j.bmcl.2004.12.087
Homo sapiens Heat shock protein HSP 90-alpha IC50 14.0 nM 10.1016/j.ejmech.2016.10.038
Homo sapiens Heat shock protein HSP 90-alpha IC50 14.0 nM 10.1016/j.ejmech.2017.11.054
Homo sapiens Heat shock protein HSP 90-alpha IC50 20.0 nM 10.1021/jm701385c
Homo sapiens Heat shock protein HSP 90-alpha IC50 27.0 nM 10.1016/j.bmcl.2018.03.009
Homo sapiens Heat shock protein HSP 90-alpha IC50 28.0 nM 10.1021/jm400619b
Homo sapiens Heat shock protein HSP 90-alpha IC50 40.0 nM 10.1016/j.bmcl.2011.02.101
Homo sapiens Heat shock protein HSP 90-alpha IC50 40.0 nM 10.1016/j.bmcl.2011.04.102
Homo sapiens Heat shock protein HSP 90-alpha IC50 40.0 nM 10.1016/j.bmcl.2011.05.102
Homo sapiens Heat shock protein HSP 90-alpha IC50 41.55 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein HSP 90-alpha IC50 42.05 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein HSP 90-alpha IC50 44.33 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein HSP 90-alpha IC50 49.46 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein HSP 90-alpha IC50 53.75 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens Heat shock protein HSP 90-alpha IC50 74.0 nM 10.1016/j.bmcl.2014.03.100
Homo sapiens Heat shock protein HSP 90-alpha IC50 100.0 nM 10.1016/j.bmcl.2020.127168
Homo sapiens Heat shock protein HSP 90-alpha IC50 140.0 nM 10.1016/j.ejmech.2014.07.101
Homo sapiens Heat shock protein HSP 90-alpha IC50 272.0 nM 10.1007/s00044-011-9557-9
Homo sapiens Heat shock protein HSP 90-alpha IC50 780.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens Heat shock protein HSP 90-alpha Inhibition nan % 10.1016/j.bmc.2018.02.021
Homo sapiens Heat shock protein HSP 90-alpha Inhibition nan % 10.1016/j.bmcl.2021.128134
Homo sapiens Heat shock protein HSP 90-alpha Kd 714.0 nM 10.1021/jm401801t
Homo sapiens Heat shock protein HSP 90-alpha Kd 775.0 nM 10.1021/jm980403y
Homo sapiens Heat shock protein HSP 90-alpha Kd 1215.0 nM 10.1021/jm980403y
Homo sapiens Heat shock protein HSP 90-alpha Ratio 2.09 None 10.1016/j.ejmech.2016.05.033
Homo sapiens Heat shock protein HSP 90-alpha Ratio 2.7 None 10.1016/j.ejmech.2017.11.013
Homo sapiens Heat shock protein HSP 90-beta Activity 0.05 uM 10.1021/jm9004708
Homo sapiens Heat shock protein HSP 90-beta Activity 281.0 nM 10.1021/jm9004708
Homo sapiens Heat shock protein HSP 90-beta Activity nan None 10.1016/j.bmc.2010.10.029
Homo sapiens Heat shock protein HSP 90-beta IC50 10.0 nM 10.1016/j.bmc.2014.06.006
Homo sapiens Heat shock protein HSP 90-beta IC50 20.0 nM 10.1016/j.bmc.2008.10.087
Homo sapiens Heat shock protein HSP 90-beta IC50 22.0 nM 10.1021/jm400619b
Homo sapiens Heat shock protein HSP 90-beta IC50 348.0 nM 10.1021/jm301488q
Homo sapiens Heat shock protein HSP 90-beta Inhibition 100.0 % 10.1016/j.bmc.2014.06.006
Homo sapiens Heat shock protein HSP 90-beta Inhibition nan % 10.1016/j.bmc.2014.06.006
Homo sapiens Heat shock protein HSP 90-beta Inhibition nan % 10.1016/j.bmc.2018.02.021
Homo sapiens Heat shock protein HSP 90-beta Inhibition nan % 10.1016/j.ejmech.2014.07.101
Homo sapiens Heat shock protein HSP 90-beta Inhibition nan % 10.1021/jm401686b
Homo sapiens Heat shock protein HSP 90-beta Kd 152.0 nM 10.1021/jm401801t
Homo sapiens Heat shock protein HSP 90-beta Kd 158.0 nM 10.1021/acs.jmedchem.6b00591
Homo sapiens Heat shock protein HSP 90-beta Kd 670.0 nM 10.1021/jm900098v
Homo sapiens Heat shock protein HSP 90-beta Kd 1000.0 nM 10.1016/j.bmcl.2011.09.096
Homo sapiens HEK293 Activity 15.8 % 10.1016/j.bmcl.2015.11.073
Homo sapiens HeLa IC50 798.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens HeLa IC50 5000.0 nM 10.1021/ml200108y
Homo sapiens HepG2 IC50 40.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens HepG2 IC50 300.0 nM 10.1021/np4000679
Homo sapiens HepG2 IC50 370.0 nM 10.1021/np3001738
Homo sapiens HepG2 IC50 1740.0 nM 10.1016/j.bmcl.2020.127282
Homo sapiens HERG IC50 nan None 10.1016/j.bmcl.2011.04.102
Homo sapiens Histone deacetylase 6 Inhibition nan % 10.1016/j.ejmech.2022.114582
Homo sapiens HL-60 IC50 6.1 nM 10.1016/j.bmcl.2020.127168
Homo sapiens Hsp90 co-chaperone Cdc37 Activity nan None 10.1021/np200029q
Homo sapiens HT-1080 Activity nan None 10.1016/j.bmcl.2022.128589
Homo sapiens HT-29 IC50 24.5 nM 10.1021/jm049693a
Homo sapiens HUVEC IC50 19.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens Inactive serine/threonine-protein kinase VRK3 Thermal melting change -0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens K562 EC50 nan None 10.1016/j.bmcl.2008.01.072
Homo sapiens K562 IC50 3.5 nM 10.1016/j.bmcl.2020.127168
Homo sapiens K562 IC50 22.1 nM 10.1021/jm049693a
Homo sapiens Liver microsome Stability 46.6 % 10.1124/dmd.110.036418
Homo sapiens Liver microsome Stability 73.0 % 10.1124/dmd.110.036418
Homo sapiens Liver microsome Stability 75.3 % 10.1124/dmd.110.036418
Homo sapiens Liver microsomes t1/2 nan None 10.1016/j.bmcl.2011.04.102
Homo sapiens LNCaP IC50 430.0 nM 10.1016/j.ejmech.2014.07.101
Homo sapiens LNCaP C4-2B IC50 500.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens LS174T IC50 450.0 nM 10.1021/jm060647f
Homo sapiens Lysine-specific demethylase 4B IC50 700.0 nM 10.1021/acs.jmedchem.2c00680
Homo sapiens Lysine-specific demethylase 4C IC50 700.0 nM 10.1021/acs.jmedchem.2c00680
Homo sapiens Lysine-specific demethylase 5A IC50 130.0 nM 10.1021/acs.jmedchem.2c00680
Homo sapiens Lysine-specific demethylase 6B IC50 400.0 nM 10.1021/acs.jmedchem.2c00680
Homo sapiens MAP kinase ERK1 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens MAP kinase p38 beta Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens MAP kinase p38 beta Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens MCF7 Activity nan None 10.1016/j.bmc.2019.115253
Homo sapiens MCF7 Activity nan None 10.1016/j.bmcl.2007.01.017
Homo sapiens MCF7 Activity nan None 10.1021/acs.jnatprod.5b00054
Homo sapiens MCF7 FC 1.01 None 10.1016/j.bmc.2019.115253
Homo sapiens MCF7 GI50 35600.0 nM 10.1016/j.bmcl.2007.08.069
Homo sapiens MCF7 IC50 6.5 nM 10.1021/jm049693a
Homo sapiens MCF7 IC50 7.7 nM 10.1016/j.bmcl.2020.127168
Homo sapiens MCF7 IC50 9.8 nM 10.1016/j.bmcl.2013.03.116
Homo sapiens MCF7 IC50 16.1 nM 10.1016/j.bmcl.2009.10.091
Homo sapiens MCF7 IC50 40.0 nM 10.1021/np5002048
Homo sapiens MCF7 IC50 42.7 nM 10.1021/acs.jnatprod.5b00054
Homo sapiens MCF7 IC50 53.0 nM 10.1021/ml200108y
Homo sapiens MCF7 IC50 110.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens MCF7 IC50 9600.0 nM 10.1016/j.bmcl.2009.06.040
Homo sapiens MCF7 Inhibition 81.0 % 10.1021/np5002048
Homo sapiens MDA-MB-231 Activity 0.06 uM 10.1021/acs.jmedchem.6b00085
Homo sapiens MDA-MB-231 Activity nan None 10.1021/acs.jmedchem.6b00085
Homo sapiens MDA-MB-231 IC50 50.0 nM 10.1016/j.ejmech.2014.07.101
Homo sapiens MDA-MB-231 IC50 50.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens MDA-MB-231 IC50 60.0 nM 10.1016/j.ejmech.2017.11.013
Homo sapiens MDA-MB-231 IC50 110.0 nM 10.1016/j.bmc.2016.05.041
Homo sapiens MDA-MB-231 IC50 620.0 nM 10.1016/j.bmcl.2020.127282
Homo sapiens MDA-MB-231 IC50 1900.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens MGC-803 IC50 3300.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens Mitogen-activated protein kinase 6 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Mitogen-activated protein kinase 6 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Mitogen-activated protein kinase kinase kinase 5 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Mitogen-activated protein kinase kinase kinase 5 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Myotonin-protein kinase Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens NCI-H1975 Activity 9.89 % 10.1016/j.ejmech.2016.10.038
Homo sapiens NCI-H1975 Activity 11.22 % 10.1016/j.ejmech.2016.10.038
Homo sapiens NCI-H1975 Activity 13.18 % 10.1016/j.ejmech.2016.10.038
Homo sapiens NCI-H1975 Activity 65.71 % 10.1016/j.ejmech.2016.10.038
Homo sapiens NCI-H1975 GI50 560.0 nM 10.1016/j.ejmech.2017.11.054
Homo sapiens NCI-H1975 IC50 36.0 nM 10.1016/j.bmcl.2011.05.102
Homo sapiens NCI-H446 IC50 2200.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens PC-3 FC 0.261 None 10.1038/nchembio790
Homo sapiens PC-3 IC50 730.0 nM 10.1016/j.ejmech.2020.112624
Homo sapiens PDZ-binding kinase Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Receptor-interacting serine/threonine-protein kinase 1 Inhibition nan % 10.1038/nchembio.83
Homo sapiens Ribosomal protein S6 kinase alpha 3 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Ribosomal protein S6 kinase alpha 3 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens RPMI-8226 GI50 3.0 nM 10.1021/acsmedchemlett.7b00193
Homo sapiens RWPE-1 IC50 3800.0 nM 10.1021/acs.jnatprod.1c00297
Homo sapiens Serine/threonine-protein kinase 10 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 10 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase 16 Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 17A Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 2 Thermal melting change 1.7 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 2 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase 25 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 38 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase Chk2 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase GAK Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase MST1 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST2 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase MST4 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST4 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK2 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK6 Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase OSR1 Thermal melting change 0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK 4 Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK6 Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK6 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase PAK7 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PCTAIRE-1 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM1 Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM1 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase PIM2 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM2 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase PIM3 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM3 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase PLK1 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK4 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK4 Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Serine/threonine-protein kinase RIO2 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK1 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK2 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens SH-SY5Y Activity nan None 10.1016/j.bmc.2008.12.047
Homo sapiens SH-SY5Y EC50 42.69 nM 10.1016/j.bmc.2008.12.047
Homo sapiens SK-BR-3 Activity 10.0 % 10.1016/j.bmc.2013.06.042
Homo sapiens SK-BR-3 Activity 16.0 % 10.1016/j.bmc.2013.06.042
Homo sapiens SK-BR-3 Activity 18.0 % 10.1016/j.bmc.2013.06.042
Homo sapiens SK-BR-3 Activity 65.0 % 10.1016/j.bmc.2013.06.042
Homo sapiens SK-BR-3 Activity nan None 10.1016/j.bmcl.2007.01.017
Homo sapiens SK-BR-3 Activity nan None 10.1021/acs.jmedchem.0c01700
Homo sapiens SK-BR-3 GI50 nan None 10.1016/j.ejmech.2017.11.054
Homo sapiens SK-BR-3 IC50 8.5 nM 10.1016/j.bmcl.2013.03.116
Homo sapiens SK-BR-3 IC50 15.8 nM 10.1016/j.bmcl.2009.10.091
Homo sapiens SK-BR-3 IC50 41.0 nM 10.1021/jm900098v
Homo sapiens SK-BR-3 IC50 70.0 nM 10.1021/jm00019a010
Homo sapiens SK-BR-3 IC50 70.0 nM 10.1021/jm00019a011
Homo sapiens SK-BR-3 IC50 870.0 nM 10.1016/j.ejmech.2020.112624
Homo sapiens SK-OV-3 IC50 940.0 nM 10.1016/j.ejmech.2020.112624
Homo sapiens SMMC-7721 IC50 110.0 nM 10.1016/j.bmcl.2020.127282
Homo sapiens SW1990 IC50 290.0 nM 10.1016/j.bmcl.2016.07.040
Homo sapiens SW480 IC50 310.0 nM 10.1016/j.ejmech.2014.09.078
Homo sapiens SW480 IC50 510.0 nM 10.1016/j.bmcl.2020.127282
Homo sapiens SW-620 IC50 6.2 nM 10.1021/jm049693a
Homo sapiens TRAF2- and NCK-interacting kinase Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Tyrosine-protein kinase FES Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076
Homo sapiens Tyrosine-protein kinase JAK1 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens U-87 MG IC50 810.0 nM 10.1016/j.ejmech.2020.112624
Homo sapiens Vitamin D receptor Potency 79432.8 nM None
Human immunodeficiency virus 1 Human immunodeficiency virus 1 Activity nan None 10.1021/np400889x
Lepidium sativum Lepidium sativum Activity 50.0 % 10.1021/np50047a016
Lepidium sativum Lepidium sativum Activity nan None 10.1021/np50047a016
Mus musculus 661W Activity 1.65 uM 10.1016/j.ejmech.2021.113428
Mus musculus Liver t1/2 nan None 10.1016/j.bmcl.2011.04.102
Mus musculus Mus musculus Activity 273.0 U/L 10.1016/j.ejmech.2014.07.101
Mus musculus Mus musculus Activity 273.0 U/L 10.1016/j.ejmech.2014.09.078
Mus musculus Mus musculus Activity 317.2 U/L 10.1016/j.ejmech.2014.07.101
Mus musculus Mus musculus Activity 317.2 U/L 10.1016/j.ejmech.2014.09.078
Mus musculus Mus musculus Inhibition 6.0 % 10.1021/jm00019a010
Mus musculus Mus musculus Inhibition 25.0 % 10.1021/jm00019a010
Mus musculus Mus musculus Inhibition 30.0 % 10.1021/jm00019a010
Mus musculus Mus musculus Inhibition nan % 10.1021/jm00019a010
Mus musculus Mus musculus Inhibition nan % 10.1021/jm00019a011
Mus musculus Mus musculus LD50 1.0 mg.kg-1 10.1021/np50047a016
Mus musculus Nuclear receptor ROR-gamma Potency 4466.8 nM None
Mus musculus P19 Activity 55.22 % 10.1016/j.bmc.2016.12.027
Mus musculus P19 Activity 59.14 % 10.1016/j.bmc.2016.12.027
Mus musculus P19 IC50 100.0 nM 10.1016/j.bmcl.2006.12.041
Oryctolagus cuniculus Heat shock protein HSP 90 Activity nan None 10.1016/j.bmc.2010.10.029
Oryctolagus cuniculus Heat shock protein HSP 90 IC50 282.0 nM 10.1016/j.bmc.2014.06.006
Oryctolagus cuniculus Heat shock protein HSP 90 IC50 2000.0 nM 10.1016/j.bmcl.2010.12.088
Oryctolagus cuniculus Heat shock protein HSP 90 Inhibition nan % 10.1016/j.bmcl.2010.12.088
Plasmodium falciparum Plasmodium falciparum IC50 20.0 nM 10.1016/j.ejmech.2020.113084
Plasmodium falciparum Plasmodium falciparum IC50 148.0 nM 10.1021/jm401801t
Plasmodium falciparum Plasmodium falciparum IC50 169.0 nM 10.1021/jm500535j
Plasmodium falciparum Plasmodium falciparum IC50 176.0 nM 10.1021/jm500535j
Plasmodium falciparum Plasmodium falciparum IC50 204.0 nM 10.1021/jm500535j
Plasmodium falciparum Plasmodium falciparum IC50 257.0 nM 10.1021/jm500535j
Plasmodium falciparum Plasmodium falciparum IC50 658.0 nM 10.1021/jm500535j
Plasmodium falciparum 3D7 HSP90 Kd 169.0 nM 10.1021/acs.jmedchem.6b00591
Plasmodium falciparum 3D7 HSP90 Kd 318.0 nM 10.1021/jm401801t
Rattus norvegicus L6 IC50 6000.0 nM 10.1021/jm401801t
Rattus norvegicus Liver microsomes t1/2 nan None 10.1016/j.bmcl.2011.02.101
Rattus norvegicus Liver microsomes t1/2 nan None 10.1016/j.bmcl.2011.04.102
Rattus norvegicus PC-12 Activity nan None 10.1016/j.bmcl.2015.11.073
Rattus norvegicus PC-12 Inhibition nan % 10.1016/j.bmcl.2015.11.073
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/np50047a016
Saccharomyces cerevisiae S288c Heat shock protein HSP 90 (HSP82) IC50 2300.0 nM 10.1016/j.bmcl.2009.06.040
Saccharomyces cerevisiae S288c Heat shock protein HSP 90 (HSP82) IC50 4800.0 nM 10.1016/j.bmcl.2005.05.046
Saccharomyces cerevisiae S288c Heat shock protein HSP 90 (HSP82) Inhibition 90.0 % 10.1016/j.bmcl.2005.05.046
Saccharomyces cerevisiae S288c Heat shock protein HSP 90 (HSP82) Kd 1200.0 nM 10.1016/j.bmc.2008.10.087
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 25.39 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 2.76 % 10.6019/CHEMBL4495565
Shewanella oneidensis Shewanella oneidensis Activity nan None 10.1016/j.bmcl.2020.127168
Shewanella oneidensis Shewanella oneidensis MIC 200.0 ug.mL-1 10.1016/j.bmcl.2020.127168
Staphylococcus Staphylococcus Inhibition nan % 10.1021/acs.jnatprod.2c01151
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1016/j.bmcl.2020.127168
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1021/acs.jnatprod.2c01151
Staphylococcus aureus Staphylococcus aureus Inhibition nan % 10.1021/acs.jnatprod.2c01151
Staphylococcus aureus Staphylococcus aureus MIC 200.0 ug.mL-1 10.1016/j.bmcl.2020.127168
None ADMET Activity nan None 10.1016/j.bmcl.2007.01.017
None ADMET Activity nan None 10.1021/ml400207m
None ADMET IC50 141.0 nM 10.1016/j.ejmech.2014.09.078
None ADMET IC50 1800.0 nM 10.1016/j.bmcl.2006.12.041
None ADMET Ratio 1800.0 None 10.1016/j.bmcl.2006.12.041
None ADMET Selectivity Index 7.6 None 10.1021/acs.jnatprod.1c00297
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Molecular identity unknown Activity 121.0 % 10.1016/j.bmcl.2006.12.041
None NON-PROTEIN TARGET Activity 100.0 % 10.1016/j.bmcl.2006.12.041
None NON-PROTEIN TARGET EC50 89.0 nM 10.1016/j.bmcl.2011.04.102
None NON-PROTEIN TARGET GI 50.0 % 10.1016/j.bmc.2008.10.087
None NON-PROTEIN TARGET GI50 59.0 nM 10.1016/j.bmcl.2008.01.072
None NON-PROTEIN TARGET GI50 430.0 nM 10.1016/j.ejmech.2016.10.038
None NON-PROTEIN TARGET GI50 560.0 nM 10.1016/j.ejmech.2016.10.038
None NON-PROTEIN TARGET IC50 30.0 nM 10.1016/j.bmc.2016.05.041
None NON-PROTEIN TARGET IC50 30.0 nM 10.1016/j.ejmech.2016.05.033
None NON-PROTEIN TARGET IC50 40.0 nM 10.1016/j.ejmech.2014.09.078
None NON-PROTEIN TARGET IC50 56.0 nM 10.1016/j.bmc.2016.05.041
None NON-PROTEIN TARGET IC50 60.0 nM 10.1016/j.ejmech.2016.05.033
None NON-PROTEIN TARGET IC50 89.0 nM 10.1016/j.bmcl.2011.05.102
None NON-PROTEIN TARGET IC50 150.0 nM 10.1016/j.bmc.2016.05.041
None NON-PROTEIN TARGET LC50 2000.0 nM 10.1016/j.bmc.2014.06.006
None No relevant target solubility nan None 10.1016/j.bmcl.2011.02.101
None No relevant target solubility nan None 10.1016/j.bmcl.2011.04.102
None No relevant target Solubility 2.0 ug.mL-1 10.1021/np4000679
None Unchecked Activity 0.0 % 10.1021/np200029q
None Unchecked Activity 80.0 % 10.1021/np070190s
None Unchecked Activity nan None 10.1016/j.bmcl.2022.128589
None Unchecked Activity nan None 10.1021/np200029q
None Unchecked EC50 57.0 nM 10.1016/j.bmcl.2008.01.072
None Unchecked FC 3.0 None 10.1016/j.bmc.2013.06.042
None Unchecked IC50 50.0 nM 10.1016/j.bmcl.2011.04.102
None Unchecked IC50 50.0 nM 10.1016/j.bmcl.2011.05.102
None Unchecked IC50 50.0 nM 10.1016/s0960-894x(99)00185-7
None Unchecked IC50 60.0 nM 10.1016/s0960-894x(99)00185-7
None Unchecked IC50 100.0 nM 10.1021/np070190s
None Unchecked IC50 1000.0 nM 10.1021/acs.jmedchem.5b01106
None Unchecked IC50 1000.0 nM 10.1039/C6MD00340K
None Unchecked IC50 2130.0 nM 10.1016/j.ejmech.2020.112624
None Unchecked IC50 7000.0 nM 10.1021/jm701558c
None Unchecked IC50 22000.0 nM 10.1016/j.bmcl.2007.08.069
None Unchecked Inhibition nan % 10.1016/j.bmc.2013.06.042
None Unchecked Inhibition nan % 10.1016/j.bmc.2018.02.021
None Unchecked Inhibition nan % 10.1021/np200029q
None Unchecked Inhibition nan % 10.1038/nchembio790
None Unchecked Inhibition nan % 10.1038/nchembio.83
None Unchecked Kd 103.0 nM 10.1021/jm401801t
None Unchecked Kd 510.0 nM 10.1021/acs.jmedchem.6b00591
None Unchecked Kd 1200.0 nM 10.1021/jm701558c
None Unchecked Kd 1200.0 nM 10.1039/C6MD00340K
None Unchecked Kd 1220.0 nM 10.1016/j.ejmech.2020.112624
None Unchecked Kd 10500.0 nM 10.1016/j.ejmech.2020.112624
None Unchecked MEC 0.11 uM 10.1016/j.bmcl.2008.01.072
None Unchecked MEC 0.33 uM 10.1016/j.bmcl.2008.01.072
None Unchecked Potency 15848.9 nM None
None Unchecked Potency 17782.8 nM None
None Unchecked Ratio IC50 2.15 None 10.1016/j.ejmech.2020.112624
None Unchecked Ratio IC50 2.27 None 10.1016/j.ejmech.2020.112624
None Unchecked Ratio IC50 2.45 None 10.1016/j.ejmech.2020.112624
None Unchecked Ratio IC50 2.62 None 10.1016/j.ejmech.2020.112624
None Unchecked Ratio IC50 2.92 None 10.1016/j.ejmech.2020.112624
None Unchecked Tm 2.0 degrees C 10.1016/j.bmc.2008.11.076

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011178 COC1=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)/C=C\C=C(/C)C(=O)NC(=CC1=O)C2=O>>COc1c(O)cc2c(O)c1C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)C=C(C)[C@H](OC(N)=O)[C@@H](OC)C=CC=C(C)C(=O)N2 enzymemap_23992