6-(4-Methoxy-phenyl)-2-(4-methoxy-pyridin-2-ylmethanesulfinyl)-3H-thieno[3,4-d]imidazole

ID: ALA141979

PubChem CID: 14403024

Max Phase: Preclinical

Molecular Formula: C19H17N3O3S2

Molecular Weight: 399.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2scc3[nH]c([S+]([O-])Cc4cc(OC)ccn4)nc23)cc1

Standard InChI:  InChI=1S/C19H17N3O3S2/c1-24-14-5-3-12(4-6-14)18-17-16(10-26-18)21-19(22-17)27(23)11-13-9-15(25-2)7-8-20-13/h3-10H,11H2,1-2H3,(H,21,22)

Standard InChI Key:  ZWIGOJFHYCFEQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.5662   -3.9596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5163   -3.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789   -2.6300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1210   -4.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -3.6196    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
    7.3357   -2.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874   -3.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2454   -5.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539   -2.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004   -2.0264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -2.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774   -3.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000   -5.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0197   -5.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383   -2.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -1.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4986   -6.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1546   -6.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7259   -6.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -7.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4015   -7.7785    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  4  1  0
  6  1  2  0
  7  6  1  0
  8  3  1  0
  9  4  2  0
 10  8  1  0
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 12 10  1  0
 13 12  2  0
 14  8  1  0
 15 12  1  0
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 20 21  1  0
 21 17  2  0
 22 16  1  0
 23 18  1  0
 24 18  1  0
 25 20  1  0
 26 24  1  0
 27 25  1  0
  7  9  1  0
  5  3  1  0
 22 20  2  0
 19 23  2  0
M  CHG  2   8   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA141979

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

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: 399.50

Molecular Weight (Monoisotopic): 399.0711

AlogP: 4.01

#Rotatable Bonds: 6

Polar Surface Area: 83.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.16

CX Basic pKa: 3.77

CX LogP: 2.83

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -0.62

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