6-[2-(2-Dimethylamino-phenylmethanesulfinyl)-imidazol-1-yl]-nicotinonitrile

ID: ALA154737

PubChem CID: 10641681

Max Phase: Preclinical

Molecular Formula: C18H17N5OS

Molecular Weight: 351.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nccn1-c1ccc(C#N)cn1

Standard InChI:  InChI=1S/C18H17N5OS/c1-22(2)16-6-4-3-5-15(16)13-25(24)18-20-9-10-23(18)17-8-7-14(11-19)12-21-17/h3-10,12H,13H2,1-2H3

Standard InChI Key:  AZGZAJMBDVNLER-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.8844   -3.0523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1331   -3.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168   -2.9874    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2293   -4.2207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -4.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -1.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009   -3.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5077   -3.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174    0.9803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9890   -4.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5490    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0317   -4.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4117   -2.1548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727   -4.2310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -0.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387   -1.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017   -0.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4234   -4.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -5.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -3.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -4.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285   -5.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -5.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  2  2  0
  6  8  1  0
  7  4  2  0
  8  3  1  0
  9  1  1  0
 10 12  3  0
 11  6  1  0
 12 16  1  0
 13  9  2  0
 14  3  1  0
 15 11  1  0
 16 19  1  0
 17  4  1  0
 18  7  1  0
 19 17  2  0
 20  6  2  0
 21 11  2  0
 22 15  1  0
 23 15  1  0
 24 20  1  0
 25 24  2  0
  5 13  1  0
 16 18  2  0
 25 21  1  0
M  CHG  2   3   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA154737

   6-[2-(2-Dimethylamino-phenylmethanesulfinyl)-imidazol-1-yl]-nicotinonitrile

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: 351.44

Molecular Weight (Monoisotopic): 351.1154

AlogP: 2.51

#Rotatable Bonds: 5

Polar Surface Area: 80.80

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -1.68

References

1. Yamada M, Yura T, Morimoto M, Harada T, Yamada K, Honma Y, Kinoshita M, Sugiura M..  (1996)  2-[(2-Aminobenzyl)sulfinyl]-1-(2-pyridyl)-1,4,5,6-tetrahydrocyclopent[d]imidazoles as a novel class of gastric H+/K+-ATPase inhibitors.,  39  (2): [PMID:8558532] [10.1021/jm950610n]

Source

Source(1):

• Scientific Literature