1-Methyl-2-(pyridin-2-ylmethanesulfinyl)-1H-benzoimidazole

ID: ALA9788

PubChem CID: 13018821

Max Phase: Preclinical

Molecular Formula: C14H13N3OS

Molecular Weight: 271.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([S+]([O-])Cc2ccccn2)nc2ccccc21

Standard InChI:  InChI=1S/C14H13N3OS/c1-17-13-8-3-2-7-12(13)16-14(17)19(18)10-11-6-4-5-9-15-11/h2-9H,10H2,1H3

Standard InChI Key:  GJZKHCQRLXBCRY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    5.1356   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -3.0605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2240   -4.2238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4142   -2.9858    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0363   -4.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485   -3.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -3.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156   -2.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2643   -3.4091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9778   -2.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6103   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4660   -5.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2830   -3.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470   -2.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849   -2.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933   -5.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7018   -4.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428   -2.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2656   -1.7499    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  3  1  0
  6  2  1  0
  7  4  1  0
  8  4  1  0
  9 10  2  0
 10  7  1  0
 11  3  1  0
 12  5  2  0
 13  6  2  0
 14  9  1  0
 15 10  1  0
 16 12  1  0
 17 13  1  0
 18 19  1  0
 19 15  2  0
  5  6  1  0
 16 17  2  0
 18 14  2  0
M  CHG  2   4   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA9788

   1-Methyl-2-(pyridin-2-ylmethylsulfinyl)benzimidazole

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: 271.35

Molecular Weight (Monoisotopic): 271.0779

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 53.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.37

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: -1.23

References

1. Sih JC, Im WB, Robert A, Graber DR, Blakeman DP..  (1991)  Studies on (H(+)-K+)-ATPase inhibitors of gastric acid secretion. Prodrugs of 2-[(2-pyridinylmethyl)sulfinyl]benzimidazole proton-pump inhibitors.,  34  (3): [PMID:1848293] [10.1021/jm00107a026]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data