Navigation

name Structure Reference Source Properties Activities Metabolism

Distamycin A

AlkaPlorer ID: AK012237

Synonym: Stallimycin, Herperal, Dst 3, FI 6426, Distamycin 3

IUPAC Name: N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-carboxamide

Structure

SMILES: CN1C=C(NC(=O)C2=CC(NC(=O)C3=CC(NC=O)=CN3C)=CN2C)C=C1C(=O)NCCC(=N)N

copy

InChI: InChI=1S/C22H27N9O4/c1-29-9-13(26-12-32)6-17(29)21(34)28-15-8-18(31(3)11-15)22(35)27-14-7-16(30(2)10-14)20(33)25-5-4-19(23)24/h6-12H,4-5H2,1-3H3,(H3,23,24)(H,25,33)(H,26,32)(H,27,35)(H,28,34)

copy

InChIKey: UPBAOYRENQEPJO-UHFFFAOYSA-N

copy

Reference

PubChem CID: 3115

CAS: 636-47-5

SuperNatural Ⅲ: SN0376303

COCONUT: CNP0113980

Source

Species Genus Family Order Class Phylum Kingdom Domain
None Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 481.5170000000003

TPSA？: 181.06

MolLogP？: 0.8308700000000004

Number of H-Donors: 6

Number of H-Acceptors: 8

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Calf thymus DNA Binding constant 8000000.0 M-1 10.1021/jm00130a024
Bos taurus Calf thymus DNA C50 1.3 uM 10.1021/jm970114u
Bos taurus Calf thymus DNA C50 5.0 uM 10.1021/jm970114u
Bos taurus Calf thymus DNA Delta Tm 11.5 None 10.1021/jm00081a003
Bos taurus Calf thymus DNA IC50 4.3 ug.mL-1 10.1021/np50089a004
Bos taurus Calf thymus DNA Q 39.5 uM 10.1021/jm970114u
Enterococcus Enterococcus MIC 45500.0 nM 10.1021/jm010375a
Homo sapiens 786-0 GI50 100000.0 nM None
Homo sapiens A498 GI50 87902.25 nM None
Homo sapiens ACHN GI50 100000.0 nM None
Homo sapiens BJ Activity nan None 10.1021/jm301019w
Homo sapiens BT-549 GI50 100000.0 nM None
Homo sapiens CAKI-1 GI50 100000.0 nM None
Homo sapiens CCRF-CEM GI50 100000.0 nM None
Homo sapiens CCRF-CEM IC50 113000.0 nM 10.1016/j.bmc.2006.07.004
Homo sapiens COLO 205 GI50 100000.0 nM None
Homo sapiens DNA polymerase kappa Potency 794.3 nM None
Homo sapiens DNA topoisomerase I IC50 2700.0 nM 10.1021/jm9605804
Homo sapiens DU-145 GI50 100000.0 nM None
Homo sapiens EKVX GI50 100000.0 nM None
Homo sapiens Estrogen receptor IC50 20.0 nM 10.1021/jm9911229
Homo sapiens HCT-116 GI50 100000.0 nM None
Homo sapiens HCT-15 GI50 100000.0 nM None
Homo sapiens HeLa ID50 4.8e-05 M 10.1021/jm00124a008
Homo sapiens HEp-2 ID50 9.7e-05 M 10.1021/jm00124a008
Homo sapiens HL-60 GI50 100000.0 nM None
Homo sapiens HOP-62 GI50 100000.0 nM None
Homo sapiens Hs-578T GI50 53088.44 nM None
Homo sapiens HT-29 GI50 100000.0 nM None
Homo sapiens HT-29 IC50 54700.0 nM 10.1021/jm9605804
Homo sapiens IGROV-1 GI50 100000.0 nM None
Homo sapiens Jurkat IC50 20000.0 nM 10.1016/j.bmc.2006.07.004
Homo sapiens K562 GI50 100000.0 nM None
Homo sapiens K562 IC50 5000.0 nM 10.1016/s0960-894x(98)00544-7
Homo sapiens K562 IC50 12000.0 nM 10.1016/j.bmc.2006.07.004
Homo sapiens KB IC50 8400.0 nM 10.1021/jm9605804
Homo sapiens KM12 GI50 100000.0 nM None
Homo sapiens LOX IMVI GI50 100000.0 nM None
Homo sapiens M14 GI50 100000.0 nM None
Homo sapiens Malme-3M GI50 25527.01 nM None
Homo sapiens MCF7 GI50 100000.0 nM None
Homo sapiens MDA-MB-231 GI50 100000.0 nM None
Homo sapiens MDA-MB-435 GI50 100000.0 nM None
Homo sapiens MDA-N GI50 100000.0 nM None
Homo sapiens MOLT-4 GI50 100000.0 nM None
Homo sapiens MOLT-4 IC50 64600.0 nM 10.1016/j.bmc.2006.07.004
Homo sapiens NCI/ADR-RES GI50 100000.0 nM None
Homo sapiens NCI-H226 GI50 7870.46 nM None
Homo sapiens NCI-H23 GI50 100000.0 nM None
Homo sapiens NCI-H322M GI50 100000.0 nM None
Homo sapiens NCI-H460 GI50 100000.0 nM None
Homo sapiens OVCAR-3 GI50 100000.0 nM None
Homo sapiens OVCAR-5 GI50 100000.0 nM None
Homo sapiens OVCAR-8 GI50 100000.0 nM None
Homo sapiens PC-3 GI50 100000.0 nM None
Homo sapiens Raji ID50 24.0 ug ml-1 10.1021/jm00130a024
Homo sapiens RPMI-8226 GI50 100000.0 nM None
Homo sapiens RXF 393 GI50 100000.0 nM None
Homo sapiens SF-268 GI50 100000.0 nM None
Homo sapiens SF-295 GI50 100000.0 nM None
Homo sapiens SF-539 GI50 100000.0 nM None
Homo sapiens SK-MEL-2 GI50 100000.0 nM None
Homo sapiens SK-MEL-28 GI50 100000.0 nM None
Homo sapiens SK-MEL-5 GI50 100000.0 nM None
Homo sapiens SK-OV-3 GI50 100000.0 nM None
Homo sapiens SK-VLB IC50 10000.0 nM 10.1021/jm9605804
Homo sapiens SN12C GI50 100000.0 nM None
Homo sapiens SNB-19 GI50 100000.0 nM None
Homo sapiens SNB-75 GI50 22803.42 nM None
Homo sapiens SR GI50 100000.0 nM None
Homo sapiens SW-620 GI50 100000.0 nM None
Homo sapiens Telomerase reverse transcriptase Inhibition 10.0 % 10.1016/j.bmcl.2004.04.055
Homo sapiens Telomerase reverse transcriptase Inhibition nan % 10.1016/j.bmcl.2004.04.055
Homo sapiens TK-10 GI50 100000.0 nM None
Homo sapiens Transforming protein p21/H-Ras-1 IC50 200.0 nM 10.1021/jm9911229
Homo sapiens Transforming protein p21/H-Ras-1 IC50 200000.0 nM 10.1016/s0960-894x(98)00544-7
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 18.8 nM None
Homo sapiens U-251 GI50 100000.0 nM None
Homo sapiens UACC-257 GI50 100000.0 nM None
Homo sapiens UACC-62 GI50 61376.2 nM None
Homo sapiens UO-31 GI50 100000.0 nM None
Human papillomavirus type 16 Human papillomavirus type 16 IC50 33000.0 nM 10.1016/j.bmc.2013.04.023
Mus musculus FM3A IC50 150000.0 nM 10.1016/j.bmc.2006.07.004
Mus musculus FM3A ID50 31.0 ug ml-1 10.1021/jm00130a024
Mus musculus L1210 IC50 0.42 nM 10.1021/jm9911229
Mus musculus L1210 IC50 1.2 nM 10.1021/jm9911229
Mus musculus L1210 IC50 5.216 ug.mL-1 10.1016/S0960-894X(01)80515-1
Mus musculus L1210 IC50 10069.0 nM 10.1021/jm9911229
Mus musculus L1210 IC50 133000.0 nM 10.1016/j.bmc.2006.07.004
Mus musculus L1210 ID50 0.000488 M 10.1021/jm00124a008
Mus musculus L1210 ID50 27.0 ug ml-1 10.1021/jm00130a024
Mus musculus L1210 OD 200.0 mg kg-1 10.1016/S0960-894X(01)80515-1
Mus musculus L1210 OD 200.0 mg kg-1 10.1021/jm00124a008
Mus musculus L1210 Resistance index 14.1 None 10.1021/jm9911229
Mus musculus L1210 Resistance index 45.6 None 10.1021/jm9911229
Mus musculus L1210 R.I 14.1 None 10.1016/S0960-894X(01)80515-1
Mus musculus L1210 R.I 45.6 None 10.1016/S0960-894X(01)80515-1
Mus musculus L1210 T/C 113.0 % 10.1021/jm00124a008
Mus musculus L1210 T/C 113.0 % 10.1021/jm9911229
Mus musculus L1210 T/C 200.0 % 10.1021/jm9911229
Mus musculus L1210/LPAM ID50 0.000343 M 10.1021/jm00124a008
Mus musculus L1210/LPAM OD 200.0 mg kg-1 10.1021/jm00124a008
Mus musculus L1210/LPAM T/C 106.0 % 10.1021/jm00124a008
Mus musculus Mus musculus T/C 113.0 % 10.1016/S0960-894X(01)80515-1
Mus musculus P388 ID50 20.0 ug ml-1 10.1021/jm00130a024
Mus musculus RAW264.7 GI50 62.5 ug.mL-1 10.1016/j.bmc.2015.04.001
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 1.95 ug.mL-1 10.1016/j.bmc.2015.04.001
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 31.25 ug.mL-1 10.1016/j.bmc.2015.04.001
Plasmodium falciparum Plasmodium falciparum Potency 3380.8 nM None
Rattus norvegicus Peripheral myelin protein 22 Potency 36125.4 nM None
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 1.5 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 1.6 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 1.9 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 2.0 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 2.7 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 14.2 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 25.5 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 39.2 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus FC 72.6 None 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 0.125 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 0.25 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 0.5 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 1.0 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 4.0 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 50.0 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 200.0 ug.mL-1 10.1016/j.bmc.2010.02.005
Staphylococcus aureus Staphylococcus aureus MIC 45500.0 nM 10.1021/jm010375a
Tequatrovirus T4 Tequatrovirus T4 K app 6.5 M-1 10.1021/jm00059a011
None ADMET NCC 79.0 % 10.1021/jm010375a
None NON-PROTEIN TARGET Ratio 0.7 None 10.1021/jm00124a008
None No relevant target LogD -5.87 None 10.1021/jm990620e
None No relevant target LogP -0.87 None 10.1021/jm990620e
None No relevant target pKa 12.4 None 10.1021/jm990620e
None Nucleic Acid Binding constant 2.0 M-1 10.1021/jm00034a019
None Nucleic Acid Binding constant 6.5 M-1 10.1021/jm00034a019
None Nucleic Acid Binding constant 7.7 M-1 10.1021/jm00034a019
None Nucleic Acid Binding constant 348.0 M-1 10.1021/jm00034a019
None Nucleic Acid C50 0.46 uM 10.1016/s0960-894x(02)00467-5
None Nucleic Acid C50 1.8 uM 10.1016/s0960-894x(01)00719-3
None Nucleic Acid DC50 44.0 uM 10.1016/s0960-894x(02)00156-7
None Nucleic Acid Delta Tm 0.0 degrees C 10.1016/j.bmcl.2009.04.042
None Nucleic Acid Delta Tm 0.4 None 10.1021/jm00081a003
None Nucleic Acid Delta Tm 1.9 None 10.1021/jm00081a003
None Nucleic Acid Delta Tm 3.1 None 10.1021/jm00081a003
None Nucleic Acid Delta Tm 16.0 degrees C 10.1016/j.bmcl.2009.04.042
None Nucleic Acid Delta Tm 26.0 None 10.1021/jm010375a
None Nucleic Acid Delta Tm 30.5 None 10.1021/jm00081a003
None Nucleic Acid IC50 18.0 ug.mL-1 10.1021/np50089a004
None Nucleic Acid IC50 50000.0 nM 10.1016/s0960-894x(98)00544-7
None Nucleic Acid K app 2.03 M-1 10.1021/jm00059a011
None Nucleic Acid K app 348.0 M-1 10.1021/jm00059a011
None Nucleic Acid K app 25000.0 M-1 10.1021/jm00125a024
None Nucleic Acid K app 200000.0 M-1 10.1016/S0960-894X(01)80851-9
None Nucleic Acid K app 650000.0 M-1 10.1016/S0960-894X(01)80851-9
None Nucleic Acid K app 770000.0 M-1 10.1016/S0960-894X(01)80851-9
None Nucleic Acid K app 6700000.0 M-1 10.1016/s0960-894x(01)00719-3
None Nucleic Acid K app 34800000.0 M-1 10.1016/S0960-894X(01)80851-9
None Nucleic Acid K app 85000000.0 M-1 10.1021/jm00125a024
None Nucleic Acid Log Kd 6.06 None 10.1021/jm00370a007
None Nucleic Acid Q 1.6 uM 10.1021/jm970114u
None Nucleic Acid Q 130.0 uM 10.1021/jm970114u
None Nucleic Acid Ratio 4.4 None 10.1016/j.ejmech.2008.02.011
None Nucleic Acid Ratio 3400.0 None 10.1021/jm00125a024
None Nucleic Acid Tm 45.0 degrees C 10.1016/j.bmcl.2009.04.042
None Nucleic Acid Tm 65.0 degrees C 10.1016/j.bmcl.2009.04.042
None Unchecked Activity nan None 10.1016/j.bmc.2015.04.001
None Unchecked C50 0.07 uM 10.1021/jm00188a005
None Unchecked C50 0.68 uM 10.1021/jm00188a005
None Unchecked C50 2.4 uM 10.1021/jm00188a005
None Unchecked Inhibition 0.0 % 10.1016/j.bmcl.2004.04.055
None Unchecked Inhibition 75.0 % 10.1016/j.bmcl.2004.04.055
None Unchecked K app 7.74 M-1 10.1021/jm00059a011
None Unchecked Kd 200.0 nM 10.1016/j.bmc.2007.10.002
None Unchecked Kd 370.0 nM 10.1016/j.bmc.2007.10.002
None Unchecked Kd 2000.0 nM 10.1016/j.bmc.2007.10.002
None Unchecked Kd 3700.0 nM 10.1016/j.bmc.2007.10.002
None Unchecked Kd 7600.0 nM 10.1016/j.bmc.2007.10.002
None Unchecked Selectivity Index 2.0 None 10.1016/j.bmc.2015.04.001
None Unchecked Selectivity ratio 4.0 None 10.1016/j.bmc.2010.02.005

Metabolism Information