4-chloro-2-nitrophenyl phenyl sulfide

ID: ALA196910

Chembl Id: CHEMBL196910

Cas Number: 4548-56-5

PubChem CID: 376977

Max Phase: Preclinical

Molecular Formula: C12H8ClNO2S

Molecular Weight: 265.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(Cl)ccc1Sc1ccccc1

Standard InChI:  InChI=1S/C12H8ClNO2S/c13-9-6-7-12(11(8-9)14(15)16)17-10-4-2-1-3-5-10/h1-8H

Standard InChI Key:  GSQPMKQJTMHIFH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA196910

   4-Chloro-2-nitro-1-(phenylthio)benzene

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: 265.72

Molecular Weight (Monoisotopic): 264.9964

AlogP: 4.40

#Rotatable Bonds: 3

Polar Surface Area: 43.14

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.61

Np Likeness Score: -1.93

References

1. Parveen S, Khan MO, Austin SE, Croft SL, Yardley V, Rock P, Douglas KT..  (2005)  Antitrypanosomal, antileishmanial, and antimalarial activities of quaternary arylalkylammonium 2-amino-4-chlorophenyl phenyl sulfides, a new class of trypanothione reductase inhibitor, and of N-acyl derivatives of 2-amino-4-chlorophenyl phenyl sulfide.,  48  (25): [PMID:16335933] [10.1021/jm050819t]

2. PubChem BioAssay data set, 

3. García AM, Brea J, Morales-García JA, Perez DI, González A, Alonso-Gil S, Gracia-Rubio I, Ros-Simó C, Conde S, Cadavid MI, Loza MI, Perez-Castillo A, Valverde O, Martinez A, Gil C..  (2014)  Modulation of cAMP-specific PDE without emetogenic activity: new sulfide-like PDE7 inhibitors.,  57  (20): [PMID:25264825] [10.1021/jm501090m]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays