Dimethyl-[2-(1-pyridin-2-yl-4,5,6,7-tetrahydro-1H-benzoimidazole-2-sulfinylmethyl)-phenyl]-amine

ID: ALA157835

PubChem CID: 10714809

Max Phase: Preclinical

Molecular Formula: C21H24N4OS

Molecular Weight: 380.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nc2c(n1-c1ccccn1)CCCC2

Standard InChI:  InChI=1S/C21H24N4OS/c1-24(2)18-11-5-3-9-16(18)15-27(26)21-23-17-10-4-6-12-19(17)25(21)20-13-7-8-14-22-20/h3,5,7-9,11,13-14H,4,6,10,12,15H2,1-2H3

Standard InChI Key:  QNKBKPSAPPUDQK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    5.1362   -3.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908   -3.0522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2342   -4.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4456   -3.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -2.9892    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -4.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0543   -2.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7020   -4.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -3.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4340   -1.6942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626   -4.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2777   -3.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4645   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4248   -4.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413   -1.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -5.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5998   -0.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -4.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -3.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7050   -4.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -5.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -5.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0035   -1.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7168   -5.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3775   -0.6150    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  1  0
  5  1  1  0
  6  3  1  0
  7  2  1  0
  8  9  1  0
  9  5  1  0
 10  8  1  0
 11  7  2  0
 12  5  1  0
 13 10  1  0
 14  4  1  0
 15  6  1  0
 16  8  2  0
 17  7  1  0
 18 10  2  0
 19 11  1  0
 20 13  1  0
 21 13  1  0
 22 14  1  0
 23 15  1  0
 24 16  1  0
 25 17  2  0
 26 24  2  0
 27 25  1  0
  4  6  2  0
 23 22  1  0
 27 19  2  0
 26 18  1  0
M  CHG  2   5   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA157835

   Dimethyl-[2-(1-pyridin-2-yl-4,5,6,7-tetrahydro-1H-benzoimidazole-2-sulfinylmethyl)-phenyl]-amine

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: 380.52

Molecular Weight (Monoisotopic): 380.1671

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.60

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.23

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