ID: ALA1257016

Max Phase: Preclinical

Molecular Formula: C12H15Cl2F3N3O4P

Molecular Weight: 424.14

Molecule Type: Small molecule

Representations

Canonical SMILES:  NP(=O)(OCc1ccc([N+](=O)[O-])cc1C(F)(F)F)N(CCCl)CCCl

Standard InChI:  InChI=1S/C12H15Cl2F3N3O4P/c13-3-5-19(6-4-14)25(18,23)24-8-9-1-2-10(20(21)22)7-11(9)12(15,16)17/h1-2,7H,3-6,8H2,(H2,18,23)

Standard InChI Key:  NMKVYOCGAZOCKD-UHFFFAOYSA-N

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

Properties

Molecular Weight: 424.14

Molecular Weight (Monoisotopic): 423.0129

AlogP: 3.98

#Rotatable Bonds: 9

Polar Surface Area: 98.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.64

CX Basic pKa:

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.28

Np Likeness Score: -0.90

References

1. Hall BS, Wu X, Hu L, Wilkinson SR..  (2010)  Exploiting the drug-activating properties of a novel trypanosomal nitroreductase.,  54  (3): [PMID:20028822] [10.1128/aac.01213-09]

2. Hu L, Wu X, Han J, Chen L, Vass SO, Browne P, Hall BS, Bot C, Gobalakrishnapillai V, Searle PF, Knox RJ, Wilkinson SR..  (2011)  Synthesis and structure-activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs.,  21  (13): [PMID:21620697] [10.1016/j.bmcl.2011.05.009]

Source

Source(1):

• Scientific Literature