2-(4-Methoxy-pyridin-2-ylmethanesulfinyl)-3H-thieno[3,4-d]imidazole-6-carboxylic acid methyl ester

ID: ALA140419

PubChem CID: 14014816

Max Phase: Preclinical

Molecular Formula: C14H13N3O4S2

Molecular Weight: 351.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1scc2[nH]c([S+]([O-])Cc3cc(OC)ccn3)nc12

Standard InChI:  InChI=1S/C14H13N3O4S2/c1-20-9-3-4-15-8(5-9)7-23(19)14-16-10-6-22-12(11(10)17-14)13(18)21-2/h3-6H,7H2,1-2H3,(H,16,17)

Standard InChI Key:  VWHFVVXDEBXKIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.3864   -3.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658   -3.9593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1881   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155   -3.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7784   -2.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7096   -3.6194    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3681   -3.0845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3346   -2.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2444   -5.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5877   -3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9544   -2.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -2.0268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186   -2.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5984   -5.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393   -2.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0176   -5.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6790   -1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638   -2.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1510   -6.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1257   -2.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  1  1  0
  6  5  1  0
  7  3  1  0
  8  4  1  0
  9  5  2  0
 10  3  1  0
 11  8  1  0
 12 11  1  0
 13 12  2  0
 14  8  1  0
 15 10  2  0
 16 12  1  0
 17 16  2  0
 18 10  1  0
 19 13  1  0
 20 17  1  0
 21 17  1  0
 22 18  1  0
 23 21  1  0
  7  9  1  0
  6  4  1  0
 19 20  2  0
M  CHG  2   8   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA140419

   methyl 2-[(4-methoxypyridin-2-yl)methylsulfinyl]-1H-thieno[3,4-d]imidazole-4-carboxylate

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: 351.41

Molecular Weight (Monoisotopic): 351.0347

AlogP: 2.12

#Rotatable Bonds: 5

Polar Surface Area: 100.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.62

CX Basic pKa: 3.77

CX LogP: 1.48

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -0.78

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