5-(2-Nitro-imidazol-1-yl)-pentanoic acid [2-(2-methyl-5-nitro-imidazol-1-yl)-ethyl]-amide

ID: ALA338467

Chembl Id: CHEMBL338467

Cas Number: 154094-92-5

PubChem CID: 369983

Max Phase: Preclinical

Molecular Formula: C14H19N7O5

Molecular Weight: 365.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCNC(=O)CCCCn1ccnc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H19N7O5/c1-11-17-10-13(20(23)24)19(11)9-6-15-12(22)4-2-3-7-18-8-5-16-14(18)21(25)26/h5,8,10H,2-4,6-7,9H2,1H3,(H,15,22)

Standard InChI Key:  QRJAWFYCJLNBRT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA338467

   N-(2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl)-2-nitro-1H-imidazole-1-pentanamide

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: 365.35

Molecular Weight (Monoisotopic): 365.1448

AlogP: 1.19

#Rotatable Bonds: 10

Polar Surface Area: 151.02

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 0.63

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: -1.38

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