Bis-(2-chloro-ethyl)-(3-methoxy-2-nitro-benzyl)-methyl-ammonium chloride

ID: ALA12191

Chembl Id: CHEMBL12191

PubChem CID: 379101

Max Phase: Preclinical

Molecular Formula: C13H19Cl3N2O3

Molecular Weight: 322.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C[N+](C)(CCCl)CCCl)c1[N+](=O)[O-].[Cl-]

Standard InChI:  InChI=1S/C13H19Cl2N2O3.ClH/c1-17(8-6-14,9-7-15)10-11-4-3-5-12(20-2)13(11)16(18)19;/h3-5H,6-10H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  QPSICOOQCRTECT-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: 322.21

Molecular Weight (Monoisotopic): 321.0767

AlogP: 3.03

#Rotatable Bonds: 8

Polar Surface Area: 52.37

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.32

Np Likeness Score: -0.32

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