{2-[1-(5-Chloro-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-dimethyl-amine

ID: ALA158292

PubChem CID: 10713587

Max Phase: Preclinical

Molecular Formula: C17H17ClN4OS

Molecular Weight: 360.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nccn1-c1ccc(Cl)cn1

Standard InChI:  InChI=1S/C17H17ClN4OS/c1-21(2)15-6-4-3-5-13(15)12-24(23)17-19-9-10-22(17)16-8-7-14(18)11-20-16/h3-11H,12H2,1-2H3

Standard InChI Key:  DQDAIFUYYLPMLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.8836   -3.0529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324   -3.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179   -2.9857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469   -2.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2293   -4.2220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045   -4.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381   -1.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -3.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073   -3.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889   -4.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0318   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -2.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744   -4.2311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8372   -1.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014   -0.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3803   -0.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980   -1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5481    0.1748    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4235   -4.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899   -5.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2699   -3.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587   -4.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314   -5.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -5.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  2  2  0
  6  8  1  0
  7  4  2  0
  8  3  1  0
  9  1  1  0
 10  6  1  0
 11  9  2  0
 12  3  1  0
 13 10  1  0
 14  4  1  0
 15  7  1  0
 16 17  1  0
 17 14  2  0
 18 16  1  0
 19  6  2  0
 20 10  2  0
 21 13  1  0
 22 13  1  0
 23 19  1  0
 24 23  2  0
  5 11  1  0
 16 15  2  0
 24 20  1  0
M  CHG  2   3   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA158292

   {2-[1-(5-Chloro-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-dimethyl-amine

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: 360.87

Molecular Weight (Monoisotopic): 360.0812

AlogP: 3.29

#Rotatable Bonds: 5

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -1.59

References

1. Yamada M, Yura T, Morimoto M, Harada T, Yamada K, Honma Y, Kinoshita M, Sugiura M..  (1996)  2-[(2-Aminobenzyl)sulfinyl]-1-(2-pyridyl)-1,4,5,6-tetrahydrocyclopent[d]imidazoles as a novel class of gastric H+/K+-ATPase inhibitors.,  39  (2): [PMID:8558532] [10.1021/jm950610n]

Source

Source(1):

• Scientific Literature