2-[4-(2,2,3,3,4,4,4-Heptafluoro-butoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-3H-thieno[3,4-d]imidazole

ID: ALA141803

PubChem CID: 15133685

Max Phase: Preclinical

Molecular Formula: C16H12F7N3O2S2

Molecular Weight: 475.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OCC(F)(F)C(F)(F)C(F)(F)F)ccnc1C[S+]([O-])c1nc2cscc2[nH]1

Standard InChI:  InChI=1S/C16H12F7N3O2S2/c1-8-11(6-30(27)13-25-9-4-29-5-10(9)26-13)24-3-2-12(8)28-7-14(17,18)15(19,20)16(21,22)23/h2-5H,6-7H2,1H3,(H,25,26)

Standard InChI Key:  CWKGGZFYHLURKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.8999   -2.6340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6891   -1.5237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580   -1.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778   -1.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392   -3.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  2  0
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M  CHG  2   9   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA141803

   2-[[4-(2,2,3,3,4,4,4-heptafluorobutoxy)-3-methylpyridin-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: 475.41

Molecular Weight (Monoisotopic): 475.0259

AlogP: 4.85

#Rotatable Bonds: 7

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.23

CX Basic pKa: 4.19

CX LogP: 4.21

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

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