3-Chloro-4-(2,4-dichloro-phenylsulfanyl)-phenylamine hydrochloride

ID: ALA2448005

PubChem CID: 9862795

Max Phase: Preclinical

Molecular Formula: C12H9Cl4NS

Molecular Weight: 304.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Nc1ccc(Sc2ccc(Cl)cc2Cl)c(Cl)c1

Standard InChI:  InChI=1S/C12H8Cl3NS.ClH/c13-7-1-3-11(9(14)5-7)17-12-4-2-8(16)6-10(12)15;/h1-6H,16H2;1H

Standard InChI Key:  WVCCGXUWURXFKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    1.7143   -6.0268    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0585   -3.5365    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445   -3.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -3.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -3.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -3.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004   -3.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -3.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445   -4.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -4.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2129   -4.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -4.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6263   -2.7181    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4822   -2.7056    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9269   -5.1774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8017   -5.2025    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  3  2  0
  6  4  1  0
  7  6  2  0
  8  5  1  0
  9  3  1  0
 10  4  2  0
 11 16  2  0
 12 17  1  0
 13  5  1  0
 14  6  1  0
 15 11  1  0
 16 10  1  0
 17  9  2  0
 18 12  1  0
  7 11  1  0
  8 12  2  0
M  END

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: 304.63

Molecular Weight (Monoisotopic): 302.9443

AlogP: 5.38

#Rotatable Bonds: 2

Polar Surface Area: 26.02

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.94

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: -1.07

References

1. Liu G, Link JT, Pei Z, Reilly EB, Leitza S, Nguyen B, Marsh KC, Okasinski GF, von Geldern TW, Ormes M, Fowler K, Gallatin M..  (2000)  Discovery of novel p-arylthio cinnamides as antagonists of leukocyte function-associated antigen-1/intracellular adhesion molecule-1 interaction. 1. Identification of an additional binding pocket based on an anilino diaryl sulfide lead.,  43  (21): [PMID:11052808] [10.1021/jm0002782]

Source

Source(1):

• Scientific Literature