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

ID: ALA348090

PubChem CID: 10666915

Max Phase: Preclinical

Molecular Formula: C17H17N5O3S

Molecular Weight: 371.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17N5O3S/c1-20(2)15-6-4-3-5-13(15)12-26(25)17-18-9-10-21(17)16-8-7-14(11-19-16)22(23)24/h3-11H,12H2,1-2H3

Standard InChI Key:  MZPJNZSZBPJMFU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.8916   -3.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336   -3.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -2.9889    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371    0.1838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0533   -2.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357   -4.2196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3801   -0.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7100   -4.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4385   -1.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133   -3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947   -4.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391   -4.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9201    0.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026   -0.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3182    0.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152   -2.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745   -4.2418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9984   -1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8366   -1.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4338   -4.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9987   -5.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5615   -4.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693   -3.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343   -5.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -5.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  7  1  0
  5  1  1  0
  6  2  2  0
  7 19  1  0
  8 10  1  0
  9  5  2  0
 10  3  1  0
 11  1  1  0
 12  8  1  0
 13 11  2  0
 14  4  1  0
 15  9  1  0
 16  4  2  0
 17  3  1  0
 18 12  1  0
 19 20  2  0
 20  5  1  0
 21  8  2  0
 22 12  2  0
 23 18  1  0
 24 18  1  0
 25 21  1  0
 26 25  2  0
  6 13  1  0
  7 15  2  0
 26 22  1  0
M  CHG  4   3   1   4   1  14  -1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA348090

   Dimethyl-{2-[1-(5-nitro-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-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: 371.42

Molecular Weight (Monoisotopic): 371.1052

AlogP: 2.55

#Rotatable Bonds: 6

Polar Surface Area: 100.15

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -1.58

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