N-[2-(2-Methyl-5-nitro-imidazol-1-yl)-ethyl]-4-(2-nitro-imidazol-1-yl)-butyramide

ID: ALA291316

Chembl Id: CHEMBL291316

Cas Number: 154094-91-4

PubChem CID: 160389

Max Phase: Preclinical

Molecular Formula: C13H17N7O5

Molecular Weight: 351.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCNC(=O)CCCn1ccnc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H17N7O5/c1-10-16-9-12(19(22)23)18(10)8-5-14-11(21)3-2-6-17-7-4-15-13(17)20(24)25/h4,7,9H,2-3,5-6,8H2,1H3,(H,14,21)

Standard InChI Key:  KGGFDKXOKZXDQY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA291316

   N-(2-(2-Methyl-5-nitro-1H-imidazolyl)ethyl)-4-(2-nitro-1H-imidazolyl)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: 351.32

Molecular Weight (Monoisotopic): 351.1291

AlogP: 0.80

#Rotatable Bonds: 9

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: 0.18

CX LogD: 0.18

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.47

References

1. Hay MP, Lee HH, Wilson WR, Roberts PB, Denny WA..  (1995)  Hypoxia-selective antitumor agents. 10. bis(nitroimidazoles) and related Bis(nitroheterocycles): development of derivatives with higher rates of metabolic activation under hypoxia and improved aqueous solubility.,  38  (11): [PMID:7783125] [10.1021/jm00011a013]

2. 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]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays