Bis-(2-chloro-ethyl)-methyl-(4-nitro-benzyl)-ammonium chloride

ID: ALA417072

Chembl Id: CHEMBL417072

PubChem CID: 376257

Max Phase: Preclinical

Molecular Formula: C12H17Cl3N2O2

Molecular Weight: 292.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](CCCl)(CCCl)Cc1ccc([N+](=O)[O-])cc1.[Cl-]

Standard InChI:  InChI=1S/C12H17Cl2N2O2.ClH/c1-16(8-6-13,9-7-14)10-11-2-4-12(5-3-11)15(17)18;/h2-5H,6-10H2,1H3;1H/q+1;/p-1

Standard InChI Key:  CUHZJDXACCFDQB-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: 292.19

Molecular Weight (Monoisotopic): 291.0662

AlogP: 3.02

#Rotatable Bonds: 7

Polar Surface Area: 43.14

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.98

CX LogD: -0.98

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.34

Np Likeness Score: -0.48

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. Tercel M, Wilson WR, Denny WA..  (1993)  Nitrobenzyl mustard quaternary salts: a new class of hypoxia-selective cytotoxins showing very high in vitro selectivity.,  36  (17): [PMID:8355257] [10.1021/jm00069a019]

Source

Source(1):

• Scientific Literature