Dimethyl-{2-[1-(2-pyridin-2-yl-ethyl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-amine

ID: ALA157726

PubChem CID: 10522104

Max Phase: Preclinical

Molecular Formula: C19H22N4OS

Molecular Weight: 354.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nccn1CCc1ccccn1

Standard InChI:  InChI=1S/C19H22N4OS/c1-22(2)18-9-4-3-7-16(18)15-25(24)19-21-12-14-23(19)13-10-17-8-5-6-11-20-17/h3-9,11-12,14H,10,13,15H2,1-2H3

Standard InChI Key:  XJIQCDYZEIKAJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.1349   -3.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -2.9883    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8930   -3.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388   -4.2209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7075   -4.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9898   -4.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453   -4.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4486   -3.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106   -2.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666   -2.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -4.2447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869   -0.6171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5403   -0.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306   -4.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907   -5.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7048    0.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -3.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -4.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -0.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4316   -5.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208   -5.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658    0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1262    0.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  2  0
  5  6  1  0
  6  2  1  0
  7  5  1  0
  8  4  1  0
  9  3  1  0
 10  2  1  0
 11  3  1  0
 12  7  1  0
 13 15  2  0
 14 11  1  0
 15 14  1  0
 16  5  2  0
 17  7  2  0
 18 13  1  0
 19 12  1  0
 20 12  1  0
 21 15  1  0
 22 16  1  0
 23 22  2  0
 24 25  1  0
 25 21  2  0
  9  8  2  0
 17 23  1  0
 24 18  2  0
M  CHG  2   2   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA157726

   Dimethyl-{2-[1-(2-pyridin-2-yl-ethyl)-1H-imidazole-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: 354.48

Molecular Weight (Monoisotopic): 354.1514

AlogP: 2.89

#Rotatable Bonds: 7

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: 5.40

CX LogP: 2.31

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.17

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