1-[2-(5-Methyl-pyridin-2-ylmethanesulfinyl)-3H-thieno[3,4-d]imidazol-6-yl]-ethanone

ID: ALA140420

PubChem CID: 15133692

Max Phase: Preclinical

Molecular Formula: C14H13N3O2S2

Molecular Weight: 319.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1scc2[nH]c([S+]([O-])Cc3ccc(C)cn3)nc12

Standard InChI:  InChI=1S/C14H13N3O2S2/c1-8-3-4-10(15-5-8)7-21(19)14-16-11-6-20-13(9(2)18)12(11)17-14/h3-6H,7H2,1-2H3,(H,16,17)

Standard InChI Key:  FVWWJIDZVRWKPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.3866   -3.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5660   -3.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1883   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5158   -3.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1204   -4.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7100   -3.6195    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680   -3.0845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3350   -2.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2448   -5.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -2.0267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -2.2680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -2.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987   -5.5418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786   -1.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -2.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0182   -5.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -1.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  0
  5  1  2  0
  6  4  1  0
  7  5  1  0
  8  3  1  0
  9  4  2  0
 10  8  1  0
 11  5  1  0
 12 14  2  0
 13  8  1  0
 14 10  1  0
 15 11  2  0
 16 12  1  0
 17 19  1  0
 18 14  1  0
 19 18  2  0
 20 11  1  0
 21 17  1  0
  7  9  1  0
  6  3  1  0
 16 17  2  0
M  CHG  2   8   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA140420

   1-[2-[(5-methylpyridin-2-yl)methylsulfinyl]-1H-thieno[3,4-d]imidazol-4-yl]ethanone

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: 319.41

Molecular Weight (Monoisotopic): 319.0449

AlogP: 2.84

#Rotatable Bonds: 4

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.83

CX Basic pKa: 2.87

CX LogP: 1.71

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.98

References

1. Weidmann K, Herling AW, Lang HJ, Scheunemann KH, Rippel R, Nimmesgern H, Scholl T, Bickel M, Metzger H..  (1992)  2-[(2-pyridylmethyl)sulfinyl]-1H-thieno[3,4-d]imidazoles. A novel class of gastric H+/K(+)-ATPase inhibitors.,  35  (3): [PMID:1310742] [10.1021/jm00081a004]

Source

Source(1):

• Scientific Literature