2N-(2-dimethylaminoethyl)-4-{4-[4-di(2-chloroethyl)aminophenylcarboxamido]-1-methyl-1H-2-imidazolylcarboxamido}-1-methyl-1H-2-imidazolecarboxamide

ID: ALA172446

Chembl Id: CHEMBL172446

Cas Number: 147056-64-2

PubChem CID: 3025806

Max Phase: Preclinical

Molecular Formula: C25H33Cl2N9O3

Molecular Weight: 578.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNC(=O)c1nc(NC(=O)c2nc(NC(=O)c3ccc(N(CCCl)CCCl)cc3)cn2C)cn1C

Standard InChI:  InChI=1S/C25H33Cl2N9O3/c1-33(2)14-11-28-24(38)21-29-20(16-34(21)3)32-25(39)22-30-19(15-35(22)4)31-23(37)17-5-7-18(8-6-17)36(12-9-26)13-10-27/h5-8,15-16H,9-14H2,1-4H3,(H,28,38)(H,31,37)(H,32,39)

Standard InChI Key:  DKABPCCFZSSDAH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA172446

   4-((4-(Bis(2-chloroethyl)amino)benzoyl)amino)-N-(2-(((2-(dimethylamino)ethyl)amino)carbonyl)-1-methyl-1H-imidazol-4-yl)-1-methyl-1H-imidazole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 578.50

Molecular Weight (Monoisotopic): 577.2083

AlogP: 2.23

#Rotatable Bonds: 13

Polar Surface Area: 129.42

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.03

CX Basic pKa: 8.51

CX LogP: 2.84

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: -0.96

References

1. Lee M, Rhodes AL, Wyatt MD, D'Incalci M, Forrow S, Hartley JA..  (1993)  In vitro cytotoxicity of GC sequence directed alkylating agents related to distamycin.,  36  (7): [PMID:8464041] [10.1021/jm00059a011]

Source

Source(1):

• Scientific Literature