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

ID: ALA347850

PubChem CID: 10570645

Max Phase: Preclinical

Molecular Formula: C20H18N4OS

Molecular Weight: 362.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccnc1-n1ccnc1[S+]([O-])Cc1ccccc1-n1cccc1

Standard InChI:  InChI=1S/C20H18N4OS/c1-16-7-6-10-21-19(16)24-14-11-22-20(24)26(25)15-17-8-2-3-9-18(17)23-12-4-5-13-23/h2-14H,15H2,1H3

Standard InChI Key:  CHSPNPXDCSGELC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.8914   -3.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -3.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4154   -2.9878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0517   -2.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338   -4.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -4.2480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7069   -4.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026   -3.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -4.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112   -3.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0382   -4.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354   -1.6949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120   -2.1525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296   -4.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -3.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387   -1.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3713   -3.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629   -3.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -4.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0008   -5.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5980   -0.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4550   -2.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -1.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411   -5.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -5.8867    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  6  1  0
 15  6  1  0
 16  4  1  0
 17 15  2  0
 18 14  2  0
 19  7  2  0
 20  9  2  0
 21 12  1  0
 22 16  1  0
 23 16  2  0
 24 23  1  0
 25 19  1  0
 26 25  2  0
  5 11  1  0
 24 21  2  0
 20 26  1  0
 17 18  1  0
M  CHG  2   3   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA347850

   3-Methyl-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: 362.46

Molecular Weight (Monoisotopic): 362.1201

AlogP: 3.67

#Rotatable Bonds: 5

Polar Surface Area: 58.70

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.61

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -1.15

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