N-(2-Imidazol-1-yl-ethyl)-4-(2-nitro-imidazol-1-yl)-butyramide

ID: ALA127410

Chembl Id: CHEMBL127410

Cas Number: 154094-94-7

PubChem CID: 369981

Max Phase: Preclinical

Molecular Formula: C12H16N6O3

Molecular Weight: 292.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCn1ccnc1[N+](=O)[O-])NCCn1ccnc1

Standard InChI:  InChI=1S/C12H16N6O3/c19-11(14-4-8-16-7-3-13-10-16)2-1-6-17-9-5-15-12(17)18(20)21/h3,5,7,9-10H,1-2,4,6,8H2,(H,14,19)

Standard InChI Key:  XROWHSGXXSTTBN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA127410

   N-(2-(1H-Imidazol-1-yl)ethyl)-2-nitro-1H-imidazole-1-butanamide

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: 292.30

Molecular Weight (Monoisotopic): 292.1284

AlogP: 0.58

#Rotatable Bonds: 8

Polar Surface Area: 107.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.78

CX LogP: 0.03

CX LogD: -0.04

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -1.65

References

1. Hay MP, Wilson WR, Moselen JW, Palmer BD, Denny WA..  (1994)  Hypoxia-selective antitumor agents. 8. Bis(nitroimidazolyl)alkanecarboxamides: a new class of hypoxia-selective cytotoxins and hypoxic cell radiosensitisers.,  37  (3): [PMID:8308864] [10.1021/jm00029a010]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays