2-(4-Ethylsulfanyl-3-methyl-pyridin-2-ylmethanesulfinyl)-1-phenylsulfanylmethyl-1H-benzoimidazole

ID: ALA9829

PubChem CID: 14894189

Max Phase: Preclinical

Molecular Formula: C23H23N3OS3

Molecular Weight: 453.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1ccnc(C[S+]([O-])c2nc3ccccc3n2CSc2ccccc2)c1C

Standard InChI:  InChI=1S/C23H23N3OS3/c1-3-28-22-13-14-24-20(17(22)2)15-30(27)23-25-19-11-7-8-12-21(19)26(23)16-29-18-9-5-4-6-10-18/h4-14H,3,15-16H2,1-2H3

Standard InChI Key:  UNPUZXGPMVPVOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.7684   -6.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -7.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -7.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2   4   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA9829

   2-(4-Ethylsulfanyl-3-methyl-pyridin-2-ylmethanesulfinyl)-1-phenylsulfanylmethyl-1H-benzoimidazole

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: 453.66

Molecular Weight (Monoisotopic): 453.1003

AlogP: 5.91

#Rotatable Bonds: 8

Polar Surface Area: 53.77

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.08

CX Basic pKa: 2.86

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: -1.03

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]

Source

Source(1):

• Scientific Literature