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name Structure Reference Source Properties Activities Metabolism

10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0?,?.0¹?,²?]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

AlkaPlorer ID: AK194311

Synonym: None

IUPAC Name: (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione

Structure

SMILES: CCC1=C2CN3C(=CC4=C(COC(=O)[C@]4(O)CC)C3=O)C2=NC2=CC=C(O)C=C12

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InChI: InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1

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InChIKey: FJHBVJOVLFPMQE-QFIPXVFZSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Apis cerana Apis Apidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota

Properties Information

Molecule Weight: 392.4110000000001

TPSA？: 101.65

MolLogP？: 2.3476

Number of H-Donors: 2

Number of H-Acceptors: 7

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Canis lupus familiaris Canis familiaris AUC 410.0 ng.hr.mL-1 10.1021/acs.jmedchem.7b01133
Canis lupus familiaris Canis familiaris Cmax 2505.03 nM 10.1021/acs.jmedchem.7b01133
Canis lupus familiaris Canis familiaris T1/2 2.67 hr 10.1021/acs.jmedchem.7b01133
Canis lupus familiaris MDCK-II GI50 139.0 nM 10.1016/j.ejmech.2020.113045
Homo sapiens 16HBE14o- IC50 300.0 nM 10.1021/acsmedchemlett.0c00031
Homo sapiens 786-0 GI50 1.0 nM None
Homo sapiens 786-0 Log IC50 -8.3 nM 10.1021/jm049405a
Homo sapiens A204 Log IC50 -7.7 nM 10.1021/jm049405a
Homo sapiens A2780 IC50 9.0 nM 10.1016/j.bmcl.2012.07.061
Homo sapiens A-427 Log IC50 -9.0 nM 10.1021/jm049405a
Homo sapiens A498 GI50 58.61 nM None
Homo sapiens A498 GI50 220.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens A498 Log IC50 -6.9 nM 10.1021/jm049405a
Homo sapiens A549 Activity nan None 10.1021/acs.jmedchem.0c00305
Homo sapiens A549 GI50 52.48 nM None
Homo sapiens A549 IC50 1.62 nM 10.1016/j.bmc.2018.08.008
Homo sapiens A549 IC50 2.72 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens A549 IC50 3.8 nM 10.1021/acs.jmedchem.1c01493
Homo sapiens A549 IC50 11.0 nM 10.1021/acs.jmedchem.0c00305
Homo sapiens A549 IC50 11.9 nM 10.1021/acs.jmedchem.1c01493
Homo sapiens A549 IC50 16.0 nM 10.1021/jm0004751
Homo sapiens A549 IC50 18.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens A549 IC50 28.0 nM 10.1016/j.bmcl.2021.128146
Homo sapiens A549 IC50 45.4 nM 10.1016/j.ejmech.2020.112628
Homo sapiens A549 IC50 47.0 nM 10.1016/j.bmcl.2011.03.025
Homo sapiens A549 IC50 80.0 nM 10.1016/j.bmcl.2008.10.074
Homo sapiens A549 IC50 88.0 nM 10.1016/j.bmcl.2009.06.010
Homo sapiens A549 IC50 200.0 nM 10.1021/acs.jnatprod.8b00191
Homo sapiens A549 IC50 259.0 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens A549 IC50 300.0 nM 10.1021/acsmedchemlett.0c00031
Homo sapiens A549 IC50 6600.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens A549 Inhibition nan % 10.1021/acs.jmedchem.0c00305
Homo sapiens A549 Log IC50 -7.4 nM 10.1021/jm049405a
Homo sapiens A704 Log IC50 -5.0 nM 10.1021/jm049405a
Homo sapiens Acetylcholinesterase Inhibition 13.0 % 10.1021/jm0004751
Homo sapiens ACHN GI50 1.0 nM None
Homo sapiens ACHN GI50 5.9 nM 10.1016/j.bmc.2018.11.037
Homo sapiens ACHN Log IC50 -8.3 nM 10.1021/jm049405a
Homo sapiens ATP-binding cassette sub-family G member 2 Activity 40.0 % 10.1124/mol.64.3.610
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None 10.1002/ijc.11484
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None 10.1002/ijc.20216
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None 10.1006/bbrc.2001.4267
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None 10.1124/mol.63.1.65
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None 10.1124/mol.64.3.610
Homo sapiens ATP-binding cassette sub-family G member 2 Activity nan None None
Homo sapiens ATP-binding cassette sub-family G member 2 IC50 176.0 nM 10.1158/0008-5472.can-03-3344
Homo sapiens ATP-binding cassette sub-family G member 2 Km 4000.0 nM 10.1006/bbrc.2001.5850
Homo sapiens Bel-7402 IC50 13.0 nM 10.1016/j.bmcl.2005.04.063
Homo sapiens Bel-7402 IC50 3190.0 nM 10.1016/j.bmcl.2005.02.072
Homo sapiens BT-20 Log IC50 -6.5 nM 10.1021/jm049405a
Homo sapiens BT-549 GI50 1.0 nM None
Homo sapiens BXPC-3 Log IC50 -7.1 nM 10.1021/jm049405a
Homo sapiens CAKI-1 GI50 1.0 nM None
Homo sapiens CAKI-2 Log IC50 -5.3 nM 10.1021/jm049405a
Homo sapiens CAPAN-1 Activity nan None 10.1021/acs.jmedchem.0c00305
Homo sapiens CAPAN-1 IC50 8.0 nM 10.1021/acs.jmedchem.0c00305
Homo sapiens CCD-841CoN IC50 4980.0 nM 10.1016/j.bmcl.2021.128146
Homo sapiens CCRF-CEM GI50 1.0 nM None
Homo sapiens CFPAC-1 Log IC50 -8.3 nM 10.1021/jm049405a
Homo sapiens COLO 205 GI50 55.59 nM None
Homo sapiens COLO 205 IC50 220.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens Cytochrome P450 3A4 Ki 26000.0 nM 10.2174/138920005774330639
Homo sapiens Cytochrome P450 3A4 Kinact 0.1 min-1 10.2174/138920005774330639
Homo sapiens DLD-1 Log IC50 -6.8 nM 10.1021/jm049405a
Homo sapiens DNA topoisomerase I Activity nan None 10.1016/j.bmc.2011.06.056
Homo sapiens DNA topoisomerase I Activity nan None 10.1021/jm801153y
Homo sapiens DNA topoisomerase I Activity nan None 10.1021/np060213n
Homo sapiens DNA topoisomerase I CC50 800.0 nM 10.1021/jm00105a017
Homo sapiens DNA topoisomerase I EC50 70.0 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens DNA topoisomerase I EC50 320.0 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens DNA topoisomerase I IC50 1000.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens DNA topoisomerase I IC50 5500.0 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens DNA topoisomerase I Inhibition 1.0 % 10.1016/j.ejmech.2013.01.058
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.bmc.2015.03.031
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.bmcl.2013.03.108
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.ejmech.2012.05.002
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.ejmech.2015.03.005
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.ejmech.2016.03.063
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1016/j.ejmech.2020.112528
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1021/acs.jmedchem.0c00305
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1021/acs.jmedchem.0c00727
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1021/jm5003588
Homo sapiens DNA topoisomerase I Inhibition nan % 10.1021/jm9605445
Homo sapiens DNA topoisomerase I K app 0.06 1/min 10.1016/j.bmcl.2004.08.010
Homo sapiens DNA topoisomerase I K app 0.12 1/min 10.1016/j.bmcl.2004.08.010
Homo sapiens DNA topoisomerase I Ratio 1.0 None 10.1021/jm970765q
Homo sapiens DU-145 GI50 1.0 nM None
Homo sapiens DU-145 GI50 4.3 nM 10.1016/j.bmc.2018.11.037
Homo sapiens DU-145 IC50 4.0 nM 10.1016/j.bmcl.2008.01.082
Homo sapiens DU-145 IC50 13.0 nM 10.1016/s0960-894x(99)00428-x
Homo sapiens DU-145 IC50 30.0 nM 10.1016/j.ejmech.2013.01.058
Homo sapiens DU-145 IC50 110.0 nM 10.1016/j.bmcl.2013.03.108
Homo sapiens DU-145 Log IC50 -9.0 nM 10.1021/jm049405a
Homo sapiens EKVX GI50 178.24 nM None
Homo sapiens FaDu Log IC50 -8.9 nM 10.1021/jm049405a
Homo sapiens H4 Log IC50 -6.5 nM 10.1021/jm049405a
Homo sapiens HCC 2998 GI50 388.15 nM None
Homo sapiens HCT-116 Activity 2.81 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity 2.91 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity 3.11 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity 7.12 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity 8.29 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity 24.42 % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Activity nan None 10.1021/acs.jmedchem.0c00305
Homo sapiens HCT-116 GI50 20.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens HCT-116 GI50 23.0 nM 10.1016/j.bmc.2018.11.037
Homo sapiens HCT-116 GI50 401.79 nM None
Homo sapiens HCT-116 IC50 0.55 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens HCT-116 IC50 0.78 nM 10.1016/j.bmc.2018.08.008
Homo sapiens HCT-116 IC50 4.0 nM 10.1021/acs.jmedchem.0c00305
Homo sapiens HCT-116 IC50 7.0 nM 10.1016/j.bmcl.2005.02.072
Homo sapiens HCT-116 IC50 10.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 IC50 31.0 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens HCT-116 IC50 55.1 nM 10.1016/j.ejmech.2020.112628
Homo sapiens HCT-116 IC50 166.0 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens HCT-116 IC50 1000.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens HCT-116 Inhibition nan % 10.1016/j.ejmech.2020.112528
Homo sapiens HCT-116 Inhibition nan % 10.1021/acs.jmedchem.0c00305
Homo sapiens HCT-15 GI50 7.112 nM None
Homo sapiens HCT-15 Log IC50 -7.1 nM 10.1021/jm049405a
Homo sapiens HEK293 IC50 1000.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens HEK293 IG50 0.005 uM 10.1021/jm500943z
Homo sapiens HEK-293T IC50 14.2 nM 10.1021/acs.jmedchem.1c01493
Homo sapiens HeLa Activity nan None 10.1021/acsmedchemlett.9b00304
Homo sapiens HeLa IC50 25.7 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens HeLa IC50 38.8 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens HeLa IC50 145.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens HeLa IC50 300.0 nM 10.1021/acsmedchemlett.0c00031
Homo sapiens HeLa IC50 349.0 nM 10.1021/acsmedchemlett.1c00615
Homo sapiens HeLa IC50 1000.0 nM 10.1021/acsmedchemlett.1c00615
Homo sapiens HeLa IC50 13100.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens Hep 3B2 GI50 177.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens HepG2 IC50 480.0 nM 10.1016/j.bmcl.2018.12.059
Homo sapiens HepG2 IC50 relative 200.0 nM 10.6019/EOS300108
Homo sapiens Histone deacetylase Inhibition nan % 10.1016/j.bmcl.2013.03.108
Homo sapiens Histone deacetylase 1 IC50 nan None 10.1016/j.bmcl.2013.03.108
Homo sapiens Histone deacetylase 6 IC50 nan None 10.1016/j.bmcl.2013.03.108
Homo sapiens Histone deacetylase 6 Inhibition 0.05 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 19.63 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 8 IC50 nan None 10.1016/j.bmcl.2013.03.108
Homo sapiens HL-60 GI50 1.0 nM None
Homo sapiens HL-60 IC50 2.0 nM 10.1016/j.bmcl.2021.128146
Homo sapiens HL-60 IC50 19.0 nM 10.1016/j.bmcl.2005.04.063
Homo sapiens HL-60 IC50 2400.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens HOC-21 cell line IC50 0.0412 ug.mL-1 10.1021/jm970765q
Homo sapiens HOC-21 cell line IC50 0.1231 ug.mL-1 10.1021/jm00045a007
Homo sapiens Homo sapiens Activity 1.4 None 10.1021/jm00069a020
Homo sapiens Homo sapiens Activity 1.7 None 10.1021/jm00069a020
Homo sapiens Homo sapiens Activity 13.0 % 10.1021/jm00069a020
Homo sapiens Homo sapiens Activity 24.0 % 10.1021/jm00069a020
Homo sapiens Homo sapiens Activity 38.0 % 10.1021/jm00069a020
Homo sapiens Homo sapiens K 148.0 1/Maa 10.1021/jm00069a020
Homo sapiens Homo sapiens K 636.0 1/Maa 10.1021/jm00069a020
Homo sapiens Homo sapiens k_elim 0.00841 hr-1 10.1124/dmd.110.035451
Homo sapiens Homo sapiens k_elim 0.0813 hr-1 10.1124/dmd.110.035451
Homo sapiens Homo sapiens Lactone 19.5 % 10.1021/jm000144o
Homo sapiens Homo sapiens MRT 10.0 hr 10.1016/j.bmcl.2016.12.085
Homo sapiens Homo sapiens T1/2 0.3317 hr 10.1021/jm00069a020
Homo sapiens Homo sapiens T1/2 0.5333 hr 10.1021/jm000144o
Homo sapiens Homo sapiens T1/2 0.5717 hr 10.1021/jm00069a020
Homo sapiens Homo sapiens T1/2 0.5833 hr 10.1021/jm00069a020
Homo sapiens HOP-62 GI50 1.0 nM None
Homo sapiens HOP-92 GI50 19.14 nM None
Homo sapiens Hs-578T GI50 79.07 nM None
Homo sapiens Hs-578T Log IC50 -6.3 nM 10.1021/jm049405a
Homo sapiens HT-1080 Log IC50 -7.3 nM 10.1021/jm049405a
Homo sapiens HT1197 Log IC50 -5.0 nM 10.1021/jm049405a
Homo sapiens HT-29 GI50 75.34 nM None
Homo sapiens HT-29 IC50 5.9 nM 10.1016/j.bmcl.2011.03.025
Homo sapiens HT-29 IC50 12.0 nM 10.1016/j.bmcl.2008.01.082
Homo sapiens HT-29 IC50 18.54 nM 10.1016/j.bmc.2015.03.031
Homo sapiens HT-29 IC50 20.0 nM 10.1016/j.bmcl.2021.128146
Homo sapiens HT-29 IC50 22.0 nM 10.1016/s0960-894x(99)00428-x
Homo sapiens HT-29 IC50 27.3 nM 10.1016/s0960-894x(02)01080-6
Homo sapiens HT-29 IC50 30.0 nM 10.1016/j.ejmech.2013.01.058
Homo sapiens HT-29 IC50 54.0 nM 10.1016/j.ejmech.2016.03.063
Homo sapiens HT-29 IC50 96.0 nM 10.1021/acsmedchemlett.7b00189
Homo sapiens HT-29 IC50 106.67 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens HT-29 IC50 119.0 nM 10.1021/acsmedchemlett.7b00189
Homo sapiens HT-29 IC50 120.0 nM 10.1016/j.bmcl.2008.10.074
Homo sapiens HT-29 IC50 170.0 nM 10.1016/j.bmcl.2009.06.010
Homo sapiens HT-29 IC50 670.0 nM 10.1016/j.bmcl.2008.03.074
Homo sapiens HT-29 IC50 2740.0 nM 10.1016/j.ejmech.2017.03.040
Homo sapiens HT-29 IC50 3710.0 nM 10.1016/j.ejmech.2017.03.040
Homo sapiens HT-29 IC50 11500.0 nM 10.1016/j.bmcl.2008.03.074
Homo sapiens HT-29 Log IC50 -7.5 nM 10.1021/jm049405a
Homo sapiens HT-29 Ratio 0.866 None 10.1021/acs.jmedchem.6b00616
Homo sapiens HT-29 Ratio 2.039 None 10.1021/acs.jmedchem.6b00616
Homo sapiens HT-29 Ratio 7.395 None 10.1021/acs.jmedchem.6b00616
Homo sapiens HT-29 Ratio IC50 0.74 None 10.1016/j.ejmech.2017.03.040
Homo sapiens HT-29 Ratio IC50 0.82 None 10.1021/acsmedchemlett.7b00189
Homo sapiens HT-29 Ratio IC50 17.0 None 10.1016/j.bmcl.2008.03.074
Homo sapiens IGROV-1 GI50 542.0 nM None
Homo sapiens Jurkat IC50 1000.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens K562 GI50 21.04 nM None
Homo sapiens KM12 GI50 21.23 nM None
Homo sapiens L02 IC50 18.0 nM 10.1021/acs.jmedchem.0c00305
Homo sapiens LNCaP GI50 12.2 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens LNCaP Log IC50 -5.5 nM 10.1021/jm049405a
Homo sapiens LoVo IC50 301.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens LoVo Log IC50 -6.4 nM 10.1021/jm049405a
Homo sapiens LOX IMVI GI50 1.0 nM None
Homo sapiens LOX IMVI GI50 5.3 nM 10.1016/j.bmc.2018.11.037
Homo sapiens M14 GI50 1.0 nM None
Homo sapiens Malme-3M GI50 114.02 nM None
Homo sapiens Malme-3M Log IC50 -5.2 nM 10.1021/jm049405a
Homo sapiens MCF7 GI50 3.0 nM 10.1016/j.bmc.2018.11.037
Homo sapiens MCF7 GI50 10.0 nM None
Homo sapiens MCF7 IC50 0.1 nM 10.1021/acs.jnatprod.8b00191
Homo sapiens MCF7 IC50 370.0 nM 10.1016/s0960-894x(99)00428-x
Homo sapiens MCF7 IC50 515.0 nM 10.1016/j.ejmech.2016.03.063
Homo sapiens MCF7 IC50 660.0 nM 10.1016/j.bmcl.2021.128146
Homo sapiens MCF7 IC50 1250.0 nM 10.1016/j.bmcl.2018.12.059
Homo sapiens MCF7 Retention_time 8.85 min 10.1016/j.ejmech.2016.03.063
Homo sapiens MDA-MB-231 GI50 3.443 nM None
Homo sapiens MDA-MB-231 GI50 512.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens MDA-MB-231 IC50 176.0 nM 10.1016/j.bmcl.2014.01.049
Homo sapiens MDA-MB-231 IC50 1970.0 nM 10.1016/j.ejmech.2016.03.063
Homo sapiens MDA-MB-231 Log IC50 -5.3 nM 10.1021/jm049405a
Homo sapiens MDA-MB-435 GI50 52.72 nM None
Homo sapiens MDA-N GI50 2.065 nM None
Homo sapiens MES-SA Log IC50 -7.1 nM 10.1021/jm049405a
Homo sapiens MIA PaCa-2 IC50 13.0 nM 10.1021/acs.jmedchem.0c00305
Homo sapiens MIA PaCa-2 Log IC50 -6.6 nM 10.1021/jm049405a
Homo sapiens MKN-28 GI50 110.0 nM 10.1016/j.bmc.2018.11.037
Homo sapiens MKN-45 IC50 8.0 nM 10.1021/jm0004751
Homo sapiens MOLT-4 GI50 1.0 nM None
Homo sapiens MRC5 IC50 15300.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens Multidrug resistance-associated protein 1 Activity nan None None
Homo sapiens NCI/ADR-RES GI50 67.92 nM None
Homo sapiens NCI-H128 IC50 6.0 nM 10.1021/jm0004751
Homo sapiens NCI-H1975 IC50 810.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens NCI-H226 GI50 1.0 nM None
Homo sapiens NCI-H226 GI50 277.0 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens NCI-H23 GI50 1.0 nM None
Homo sapiens NCI-H322M GI50 1.871 nM None
Homo sapiens NCI-H460 GI50 1.0 nM None
Homo sapiens NCI-H460 IC50 3.3 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens NCI-H460 IC50 47.0 nM 10.1021/acsmedchemlett.7b00189
Homo sapiens NCI-H460 IC50 50.0 nM 10.1016/j.ejmech.2017.03.040
Homo sapiens NCI-H460 IC50 50.0 nM 10.1021/acsmedchemlett.7b00189
Homo sapiens NCI-H460 IC50 60.0 nM 10.1016/j.ejmech.2017.03.040
Homo sapiens NCI-H460 IC50 80.0 nM 10.1021/jm060285b
Homo sapiens NCI-H460 IC50 130.0 nM 10.1021/jm801153y
Homo sapiens NCI-H460 IC50 210.0 nM 10.1016/j.bmcl.2004.09.039
Homo sapiens NCI-H460 IC50 220.0 nM 10.1016/j.bmcl.2008.03.074
Homo sapiens NCI-H460 IC50 220.0 nM 10.1016/j.bmcl.2008.04.016
Homo sapiens NCI-H460 Ratio IC50 0.83 None 10.1016/j.ejmech.2017.03.040
Homo sapiens NCI-H522 GI50 3.7 nM 10.1016/j.bmc.2018.11.037
Homo sapiens NCI-H522 GI50 38.28 nM None
Homo sapiens OVCAR-3 GI50 11.56 nM None
Homo sapiens OVCAR-4 GI50 2.265 nM None
Homo sapiens OVCAR-5 GI50 4.721 nM None
Homo sapiens OVCAR-8 GI50 20.51 nM None
Homo sapiens PANC-1 Log IC50 -5.1 nM 10.1021/jm049405a
Homo sapiens PC-3 GI50 7.464 nM None
Homo sapiens PC-3 IC50 2.6 nM 10.1016/j.bmcl.2012.07.061
Homo sapiens PC-3 IC50 35.3 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens PC-3 IC50 35.6 nM 10.1016/j.bmcl.2004.08.010
Homo sapiens PC-3 Log IC50 -6.7 nM 10.1021/jm049405a
Homo sapiens PC-6 IC50 0.43 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens PC-6 IC50 5.1 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens PC-6 Ratio IC50 12.0 None 10.1016/j.bmcl.2009.02.031
Homo sapiens Plasma Stability 20.0 % 10.1016/j.bmc.2015.03.031
Homo sapiens QG-56 IC50 0.0009 ug.mL-1 10.1021/jm970765q
Homo sapiens QG-56 IC50 0.00317 ug.mL-1 10.1021/jm00045a007
Homo sapiens QG-56 IC50 2.8 nM 10.1016/j.bmcl.2009.02.031
Homo sapiens Raji IC50 5.0 nM 10.1016/j.ejmech.2020.112528
Homo sapiens RPMI-7951 IC50 260.0 nM 10.1021/acsmedchemlett.0c00131
Homo sapiens RPMI-8226 GI50 235.5 nM None
Homo sapiens RXF 393 GI50 59.57 nM None
Homo sapiens Serum albumin Activity 1.4 None 10.1021/jm00027a005
Homo sapiens Serum albumin Activity 1.7 None 10.1021/jm00027a005
Homo sapiens Serum albumin K 150.0 1/Maa 10.1021/jm00027a005
Homo sapiens Serum albumin K 640.0 1/Maa 10.1021/jm00027a005
Homo sapiens SF-268 GI50 1.0 nM None
Homo sapiens SF-295 GI50 1.0 nM None
Homo sapiens SF-539 GI50 1.0 nM None
Homo sapiens SiHa IC50 300.0 nM 10.1021/acsmedchemlett.0c00031
Homo sapiens SJRH30 GI50 9.3 nM 10.1021/acs.jmedchem.0c00727
Homo sapiens SK-BR-3 IC50 4.0 nM 10.1021/jm0004751
Homo sapiens SK-HEP1 IC50 300.0 nM 10.1021/acsmedchemlett.0c00031
Homo sapiens SK-MEL-2 GI50 23.12 nM None
Homo sapiens SK-MEL-24 IC50 480.0 nM 10.1021/acsmedchemlett.0c00131
Homo sapiens SK-MEL-28 GI50 19.41 nM None
Homo sapiens SK-MEL-28 Log IC50 -7.3 nM 10.1021/jm049405a
Homo sapiens SK-MEL-5 GI50 10.23 nM None
Homo sapiens SK-OV-3 GI50 14.03 nM None
Homo sapiens SK-OV-3 GI50 23.0 nM 10.1016/j.bmc.2018.11.037
Homo sapiens SK-OV-3 IC50 11.0 nM 10.1021/jm0004751
Homo sapiens SK-OV-3 IC50 720.0 nM 10.1016/s0960-894x(99)00428-x
Homo sapiens SN12C GI50 1.0 nM None
Homo sapiens SNB-19 GI50 1.0 nM None
Homo sapiens SNB-75 GI50 26.85 nM None
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity 50.0 % 10.1124/dmd.104.001909
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity 50.0 % 10.1124/dmd.32.3.291
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity 85.0 % 10.1124/dmd.104.001909
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity 85.0 % 10.1124/dmd.32.3.291
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity nan None 10.1124/dmd.104.001909
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity nan None 10.1124/dmd.32.3.291
Homo sapiens Solute carrier organic anion transporter family member 1B3 Activity nan None 10.1124/dmd.104.001909
Homo sapiens Solute carrier organic anion transporter family member 1B3 Activity nan None 10.1124/dmd.32.3.291
Homo sapiens Solute carrier organic anion transporter family member 2B1 Activity nan None 10.1124/dmd.104.001909
Homo sapiens Solute carrier organic anion transporter family member 2B1 Activity nan None 10.1124/dmd.32.3.291
Homo sapiens SR GI50 1.0 nM None
Homo sapiens SW-620 GI50 53.95 nM None
Homo sapiens T-24 Log IC50 -8.2 nM 10.1021/jm049405a
Homo sapiens T47D GI50 1.0 nM None
Homo sapiens T47D Log IC50 -7.3 nM 10.1021/jm049405a
Homo sapiens T98G Log IC50 -7.3 nM 10.1021/jm049405a
Homo sapiens TE-8 IC50 1000.0 nM 10.1016/j.bmcl.2019.03.034
Homo sapiens TK-10 GI50 93.33 nM None
Homo sapiens U-251 GI50 1.0 nM None
Homo sapiens U-251 GI50 2.8 nM 10.1016/j.bmc.2018.11.037
Homo sapiens U-251 IC50 21.0 nM 10.1016/j.ejmech.2016.03.063
Homo sapiens U373 MG Log IC50 -9.0 nM 10.1021/jm049405a
Homo sapiens U-87 MG Log IC50 -8.1 nM 10.1021/jm049405a
Homo sapiens UACC-257 GI50 13.03 nM None
Homo sapiens UACC-62 GI50 1.0 nM None
Homo sapiens UDP-glucuronosyltransferase 1-1 IC50 360000.0 nM 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-1 IC50 nan None 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-1 Inhibition 40.0 % 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-1 Km 24000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-1 Km 25000.0 nM 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-1 Vmax 134.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-6 Activity nan None None
Homo sapiens UDP-glucuronosyltransferase 1-6 Km 97000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-6 Vmax 28.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-7 Activity nan None None
Homo sapiens UDP-glucuronosyltransferase 1-7 Km 5000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-7 Vmax 1.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-9 Km 13000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-9 Vmax 20.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1A4 Km 147000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1A4 Vmax 132.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 2B15 Activity nan None None
Homo sapiens UDP-glucuronosyltransferase 2B15 Km 186000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 2B15 Vmax 2.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UO-31 GI50 14.35 nM None
Homo sapiens WiDr IC50 14.0 nM 10.1021/jm0004751
Homo sapiens WiDr Log IC50 -6.6 nM 10.1021/jm049405a
Homo sapiens ZR-75-1 Log IC50 -7.4 nM 10.1021/jm049405a
Mus musculus DNA topoisomerase I IC50 4000.0 nM 10.1021/jm0004751
Mus musculus L1210 IC50 8.9 nM 10.1021/jm00105a017
Mus musculus L1210 IC50 40.0 nM 10.1016/j.ejmech.2013.01.058
Mus musculus Mus musculus BWC 45.0 % 10.1016/j.bmcl.2005.02.072
Mus musculus Mus musculus ILS 144.0 % 10.1021/jm00105a017
Mus musculus Mus musculus MTD 86.0 uM kg-1 10.1021/jm00105a017
Mus musculus Mus musculus T/C 67.0 % 10.1021/jm00045a007
Mus musculus Mus musculus T/C 191.0 % 10.1021/jm00045a007
Mus musculus Mus musculus T/C 258.0 % 10.1021/jm00045a007
Mus musculus Mus musculus TW 1.93 None 10.1016/j.bmcl.2005.02.072
Mus musculus Mus musculus TWI 41.5 % 10.1016/j.bmcl.2005.02.072
Mus musculus P388 IC50 0.00144 ug.mL-1 10.1021/jm970765q
Mus musculus P388 IC50 0.00693 ug.mL-1 10.1021/jm00045a007
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition -0.04081 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 9.29 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 25.05 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.3015 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -28.1 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.12 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.08 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.02 % 10.6019/CHEMBL4495565
None ADMET CL 23.99 uL.min-1.(10^6cells)-1 10.6019/CHEMBL3301361
None ADMET CL 25.12 mL.min-1.g-1 10.6019/CHEMBL3301361
None ADMET Drugexcretion 37.0 % 10.1016/j.bmcl.2016.12.085
None ADMET Drug uptake nan None 10.1021/acs.jmedchem.0c00305
None ADMET KDMPC 160.0 M-1 10.1021/jm000144o
None ADMET KDMPC 260.0 M-1 10.1021/jm000144o
None ADMET Lactone 6.0 % 10.1021/jm000144o
None ADMET Lactone 15.3 % 10.1021/jm000144o
None ADMET Lactone 37.5 % 10.1021/jm000144o
None ADMET Lethal toxicity 0.0 None 10.1016/j.bmcl.2005.02.072
None ADMET PPB 90.52 % 10.6019/CHEMBL3301361
None ADMET PPB 92.32 % 10.6019/CHEMBL3301361
None ADMET T1/2 0.09 hr 10.1016/j.bmcl.2004.08.010
None ADMET T1/2 0.19 hr 10.1016/j.bmcl.2004.08.010
None ADMET T1/2 0.3317 hr 10.1021/jm00027a005
None ADMET T1/2 0.3483 hr 10.1021/jm000144o
None ADMET T1/2 0.4067 hr 10.1021/jm000144o
None ADMET T1/2 0.5833 hr 10.1021/jm00027a005
None ADMET T1/2 0.6017 hr 10.1021/jm000144o
None NON-PROTEIN TARGET Activity 27.0 mg 10.1021/jm0004751
None NON-PROTEIN TARGET Activity 177.0 mg 10.1021/jm0004751
None NON-PROTEIN TARGET Activity nan None 10.1016/j.bmc.2014.11.043
None NON-PROTEIN TARGET GI50 66.0 nM 10.1016/j.ejmech.2010.09.023
None NON-PROTEIN TARGET IC50 4.0 nM 10.1016/j.bmc.2009.02.023
None NON-PROTEIN TARGET IC50 4.28 nM 10.1016/j.bmc.2015.03.031
None NON-PROTEIN TARGET IC50 6.0 nM 10.1016/j.bmcl.2008.01.082
None NON-PROTEIN TARGET IC50 8.0 nM 10.1016/j.ejmech.2016.03.063
None NON-PROTEIN TARGET IC50 30.0 nM 10.1016/j.ejmech.2016.03.063
None NON-PROTEIN TARGET IC50 46.0 nM 10.1016/j.bmc.2009.02.023
None NON-PROTEIN TARGET IC50 80.0 nM 10.1021/jm0108092
None NON-PROTEIN TARGET IC50 82.5 nM None
None NON-PROTEIN TARGET IC50 300.0 nM 10.1016/j.bmc.2009.02.023
None NON-PROTEIN TARGET Log IC50 -9.0 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -8.7 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -8.0 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.9 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.7 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.6 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.5 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.3 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -7.0 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -6.9 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -6.5 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -6.4 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -6.3 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -6.1 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -5.6 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -5.4 nM 10.1021/jm049405a
None NON-PROTEIN TARGET Log IC50 -5.0 nM 10.1021/jm049405a
None NON-PROTEIN TARGET T/C 146.0 % 10.1021/jm00045a007
None No relevant target Drug metabolism nan None 10.1021/acsmedchemlett.7b00189
None No relevant target LogD7.4 1.6 None 10.6019/CHEMBL3301361
None No relevant target pKa 9.2 None 10.1021/acs.jmedchem.1c01493
None No relevant target Solubility 0.25 ug.mL-1 10.1016/j.ejmech.2020.112528
None No relevant target Solubility 0.87 ug.mL-1 10.1016/j.bmcl.2018.12.059
None No relevant target Solubility 7.741 ug.mL-1 10.1016/j.bmcl.2023.129128
None No relevant target Solubility 11.01 nM 10.1021/acs.jmedchem.1c01493
None No relevant target Solubility 17.64 ug.mL-1 10.1016/j.bmcl.2023.129128
None No relevant target Solubility 77.41 ug.mL-1 10.1016/j.bmcl.2023.129128
None Unchecked CR 75.0 % 10.1021/jm0004751
None Unchecked GI50 86.0 nM 10.1021/acs.jmedchem.7b00788
None Unchecked GI50 1710.0 nM 10.1021/acs.jmedchem.7b00788
None Unchecked GI50 2830.0 nM 10.1021/acs.jmedchem.0c00727
None Unchecked IC50 3.3 nM 10.1016/j.bmcl.2005.04.063
None Unchecked IC50 5.0 nM 10.1021/jm000144o
None Unchecked IC50 22.0 nM 10.1016/j.bmcl.2005.04.063
None Unchecked IC50 50.0 nM 10.1021/jm000144o
None Unchecked IC50 510.0 nM 10.1021/acsmedchemlett.0c00131
None Unchecked Inhibition nan % 10.1016/j.bmc.2019.115215
None Unchecked IR 98.2 % 10.1021/jm0004751
None Unchecked PR 8.0 % 10.1021/jm0004751
None Unchecked Ratio 142.0 None 10.1021/acs.jmedchem.0c00727
None Unchecked Ratio IC50 1.06 None 10.1021/acsmedchemlett.7b00189
None Unchecked RTG 0.15 None 10.1021/jm0004751

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT010332 CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC.O=C(O)[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O>>CCc1c2c(nc3ccc(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC MNXR173554
AKRT010333 CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC.O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>CCc1c2c(nc3ccc(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC R08259
AKRT010334 CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC.O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>CCc1c2c(nc3ccc(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 None
AKRT010336 CCc1c2c(nc3ccc(OC(=O)N4CCC(N)CC4)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC>>CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC R08258
AKRT010337 CCc1c2c(nc3ccc(OC(=O)N4CCC(N5CCCCC5)CC4)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC>>CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC R08255
AKRT010339 CCc1c2c(nc3ccc(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC>>CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC R08260