Bis-(2-chloro-propyl)-methyl-(2-nitro-benzyl)-ammonium chloride

ID: ALA12405

Chembl Id: CHEMBL12405

PubChem CID: 378958

Max Phase: Preclinical

Molecular Formula: C14H21Cl3N2O2

Molecular Weight: 320.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Cl)C[N+](C)(Cc1ccccc1[N+](=O)[O-])CC(C)Cl.[Cl-]

Standard InChI:  InChI=1S/C14H21Cl2N2O2.ClH/c1-11(15)8-18(3,9-12(2)16)10-13-6-4-5-7-14(13)17(19)20;/h4-7,11-12H,8-10H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  MIBFBWGCJOBPPE-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: 320.24

Molecular Weight (Monoisotopic): 319.0975

AlogP: 3.80

#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: 20

QED Weighted: 0.33

Np Likeness Score: -0.57

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]

Source

Source(1):

• Scientific Literature