2N-(2-dimethylaminoethyl)-4-[4-(4-formamido-1-methyl-1H-2-imidazolylcarboxamido)-1-methyl-1H-2-imidazolylcarboxamido]-1-methyl-1H-2-imidazolecarboxamide

ID: ALA167216

Chembl Id: CHEMBL167216

Cas Number: 147056-66-4

PubChem CID: 1265

Max Phase: Preclinical

Molecular Formula: C20H27N11O4

Molecular Weight: 485.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H27N11O4/c1-28(2)7-6-21-18(33)15-24-13(9-30(15)4)26-20(35)17-25-14(10-31(17)5)27-19(34)16-23-12(22-11-32)8-29(16)3/h8-11H,6-7H2,1-5H3,(H,21,33)(H,22,32)(H,26,35)(H,27,34)

Standard InChI Key:  PFRKDKQPQSBYQX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA167216

   N-(2-(((2-(Dimethylamino)ethyl)amino)carbonyl)-1-methyl-1H-imidazol-4-yl)-4-(((4-(formylamino)-1-methyl-1H-imidazol-2-yl)carbonyl)amino)-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: 485.51

Molecular Weight (Monoisotopic): 485.2247

AlogP: -0.75

#Rotatable Bonds: 10

Polar Surface Area: 173.10

Molecular Species: BASE

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.67

CX Basic pKa: 8.51

CX LogP: -0.33

CX LogD: -1.47

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -0.67

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