4-(2-Chloro-ethylamino)-N-(1,2-dimethyl-1H-imidazol-4-yl)-benzamide derivative

ID: ALA81217

Chembl Id: CHEMBL81217

Cas Number: 147056-67-5

PubChem CID: 3025807

Max Phase: Preclinical

Molecular Formula: C30H38Cl2N12O4

Molecular Weight: 701.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNC(=O)c1nc(NC(=O)c2nc(NC(=O)c3nc(NC(=O)c4ccc(N(CCCl)CCCl)cc4)cn3C)cn2C)cn1C

Standard InChI:  InChI=1S/C30H38Cl2N12O4/c1-40(2)15-12-33-28(46)24-34-22(17-41(24)3)38-30(48)26-36-23(18-43(26)5)39-29(47)25-35-21(16-42(25)4)37-27(45)19-6-8-20(9-7-19)44(13-10-31)14-11-32/h6-9,16-18H,10-15H2,1-5H3,(H,33,46)(H,37,45)(H,38,48)(H,39,47)

Standard InChI Key:  QTDSAAJVUBUGHT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA81217

   4-(((4-((4-(Bis(2-chloroethyl)amino)benzoyl)amino)-1-methyl-1H-imidazol-2-yl)carbonyl)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: 701.62

Molecular Weight (Monoisotopic): 700.2516

AlogP: 2.22

#Rotatable Bonds: 15

Polar Surface Area: 176.34

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.95

CX Basic pKa: 8.51

CX LogP: 3.01

CX LogD: 1.87

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.14

Np Likeness Score: -0.78

References

1. Hartley JA, Wyatt MD, Garbiras BJ, Richter C, Lee M.  (1994)  Probing the importance of the second chloroethyl arm of a benzoic acid mustard derivative of an imidazole-containing analogue of distamycin,  4  (20): [10.1016/S0960-894X(01)80402-9]

2. 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