2-(1H-Benzoimidazole-2-sulfinylmethyl)-4-chloro-phenylamine

ID: ALA279086

PubChem CID: 14064689

Max Phase: Preclinical

Molecular Formula: C14H12ClN3OS

Molecular Weight: 305.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(Cl)cc1C[S+]([O-])c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C14H12ClN3OS/c15-10-5-6-11(16)9(7-10)8-20(19)14-17-12-3-1-2-4-13(12)18-14/h1-7H,8,16H2,(H,17,18)

Standard InChI Key:  ZJGQPJPPHVKIGR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.1349   -3.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244   -4.2294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956   -3.0632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168   -2.9813    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797   -2.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0387   -4.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -3.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4549   -3.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684   -3.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9873   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4130   -2.1602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518   -2.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -4.2373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -2.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2697   -0.9179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4544   -5.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -3.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -5.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7031   -4.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  7  1  0
  6  2  1  0
  7  4  1  0
  8  3  1  0
  9  5  1  0
 10  5  2  0
 11  4  1  0
 12  9  2  0
 13 10  1  0
 14  9  1  0
 15 13  2  0
 16 13  1  0
 17  6  2  0
 18  8  2  0
 19 17  1  0
 20 18  1  0
  6  8  1  0
 19 20  2  0
 12 15  1  0
M  CHG  2   4   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA279086

   2-(1H-Benzoimidazole-2-sulfinylmethyl)-4-chloro-phenylamine

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: 305.79

Molecular Weight (Monoisotopic): 305.0390

AlogP: 3.11

#Rotatable Bonds: 3

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.36

CX Basic pKa: 2.76

CX LogP: 2.33

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: -0.90

References

1. Adelstein GW, Yen CH, Haack RA, Yu S, Gullikson G, Price DV, Anglin C, Decktor DL, Tsai H, Keith RH..  (1988)  Substituted 2-[(2-benzimidazolylsulfinyl)methyl]anilines as potential inhibitors of H+/K+ ATPase.,  31  (6): [PMID:2836591] [10.1021/jm00401a024]

Source

Source(1):

• Scientific Literature