[1-Chloromethyl-3-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3-dihydro-1H-benzo[e]indol-5-yl]-carbamic acid 3-methyl-2-nitro-3H-imidazol-4-ylmethyl ester

ID: ALA305925

Chembl Id: CHEMBL305925

PubChem CID: 9809705

Max Phase: Preclinical

Molecular Formula: C31H29ClN6O8

Molecular Weight: 649.06

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc2cc(C(=O)N3CC(CCl)c4c3cc(NC(=O)OCc3cnc([N+](=O)[O-])n3C)c3ccccc43)[nH]c2c(OC)c1OC

Standard InChI:  InChI=1S/C31H29ClN6O8/c1-36-18(13-33-30(36)38(41)42)15-46-31(40)35-21-11-23-25(20-8-6-5-7-19(20)21)17(12-32)14-37(23)29(39)22-9-16-10-24(43-2)27(44-3)28(45-4)26(16)34-22/h5-11,13,17,34H,12,14-15H2,1-4H3,(H,35,40)

Standard InChI Key:  SGYKVLLOHIVPDZ-UHFFFAOYSA-N

Associated Targets(Human)

SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SC-3 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 649.06Molecular Weight (Monoisotopic): 648.1735AlogP: 5.72#Rotatable Bonds: 9
Polar Surface Area: 163.08Molecular Species: NEUTRALHBA: 10HBD: 2
#RO5 Violations: 2HBA (Lipinski): 14HBD (Lipinski): 2#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.42CX Basic pKa: CX LogP: 4.06CX LogD: 4.06
Aromatic Rings: 5Heavy Atoms: 46QED Weighted: 0.12Np Likeness Score: -0.58

References

1. Hay MP, Sykes BM, Denny WA, Wilson WR..  (1999)  A 2-nitroimidazole carbamate prodrug of 5-amimo-1-(chloromethyl)-3-[(5,6,7-trimethoxyindol-2-yl)carbony l]-1,2-dihydro-3H--benz[E]indole (amino-seco-CBI-TMI) for use with ADEPT and GDEPT.,  (15): [PMID:10465553] [10.1016/s0960-894x(99)00381-9]

Source