3-Methoxy-2-[2-(2-pyrrol-1-yl-phenylmethanesulfinyl)-imidazol-1-yl]-pyridine

ID: ALA158074

PubChem CID: 10714669

Max Phase: Preclinical

Molecular Formula: C20H18N4O2S

Molecular Weight: 378.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccnc1-n1ccnc1[S+]([O-])Cc1ccccc1-n1cccc1

Standard InChI:  InChI=1S/C20H18N4O2S/c1-26-18-9-6-10-21-19(18)24-14-11-22-20(24)27(25)15-16-7-2-3-8-17(16)23-12-4-5-13-23/h2-14H,15H2,1H3

Standard InChI Key:  NPDRAPQLYPGAJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    5.8862   -3.0520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -3.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -2.9892    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0492   -2.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2316   -4.2236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -4.2429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -4.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036   -3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9876   -4.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5115   -3.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0357   -4.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4367   -1.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8407   -1.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238   -4.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -3.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -3.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -3.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4613   -2.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -4.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9915   -5.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -0.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -1.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2436   -2.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3819   -0.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -5.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -5.8834    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  9  1  0
  7  8  1  0
  8  3  1  0
  9  7  1  0
 10  1  1  0
 11 10  2  0
 12  4  2  0
 13  3  1  0
 14  4  1  0
 15  6  1  0
 16  6  1  0
 17 16  2  0
 18 15  2  0
 19 14  1  0
 20  7  2  0
 21  9  2  0
 22 12  1  0
 23 14  2  0
 24 19  1  0
 25 23  1  0
 26 20  1  0
 27 26  2  0
  5 11  1  0
 25 22  2  0
 21 27  1  0
 17 18  1  0
M  CHG  2   3   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA158074

   3-Methoxy-2-[2-[(2-pyrrol-1-ylphenyl)methylsulfinyl]imidazol-1-yl]pyridine

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: 378.46

Molecular Weight (Monoisotopic): 378.1150

AlogP: 3.37

#Rotatable Bonds: 6

Polar Surface Area: 67.93

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.96

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -1.00

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