Bis-(2-chloro-ethyl)-methyl-(5-methyl-2-nitro-benzyl)-ammonium chloride

ID: ALA274634

Chembl Id: CHEMBL274634

PubChem CID: 377472

Max Phase: Preclinical

Molecular Formula: C13H19Cl3N2O2

Molecular Weight: 306.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([N+](=O)[O-])c(C[N+](C)(CCCl)CCCl)c1.[Cl-]

Standard InChI:  InChI=1S/C13H19Cl2N2O2.ClH/c1-11-3-4-13(16(18)19)12(9-11)10-17(2,7-5-14)8-6-15;/h3-4,9H,5-8,10H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  ISZVFCDIKRANOB-UHFFFAOYSA-M

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: 306.21

Molecular Weight (Monoisotopic): 305.0818

AlogP: 3.33

#Rotatable Bonds: 7

Polar Surface Area: 43.14

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.34

Np Likeness Score: -0.70

References

1. Tercel M, Wilson WR, Anderson RF, Denny WA..  (1996)  Hypoxia-selective antitumor agents. 12. Nitrobenzyl quaternary salts as bioreductive prodrugs of the alkylating agent mechlorethamine.,  39  (5): [PMID:8676343] [10.1021/jm9507791]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays