Dimethyl-[2-(1-methyl-4-phenyl-1H-imidazole-2-sulfinylmethyl)-phenyl]-amine

ID: ALA347356

PubChem CID: 10497316

Max Phase: Preclinical

Molecular Formula: C19H21N3OS

Molecular Weight: 339.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nc(-c2ccccc2)cn1C

Standard InChI:  InChI=1S/C19H21N3OS/c1-21(2)18-12-8-7-11-16(18)14-24(23)19-20-17(13-22(19)3)15-9-5-4-6-10-15/h4-13H,14H2,1-3H3

Standard InChI Key:  XQNLEAABDFAJEY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.1364   -3.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338   -4.2289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8895   -3.0569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418   -4.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179   -2.9857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465   -3.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983   -3.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099   -2.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625   -4.2380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857   -5.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1376   -2.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4235   -4.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9819   -5.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428   -4.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -3.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2150   -5.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097   -5.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4315   -5.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119   -5.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -6.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5623   -5.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -6.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  8  1  0
  8  5  1  0
  9  7  1  0
 10  5  1  0
 11  9  1  0
 12  4  1  0
 13  3  1  0
 14  7  2  0
 15  9  2  0
 16 11  1  0
 17 11  1  0
 18 12  2  0
 19 12  1  0
 20 14  1  0
 21 20  2  0
 22 19  2  0
 23 18  1  0
 24 22  1  0
  6  4  2  0
 21 15  1  0
 24 23  2  0
M  CHG  2   5   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA347356

   N,N-dimethyl-2-[(1-methyl-4-phenylimidazol-2-yl)sulfinylmethyl]aniline

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: 339.46

Molecular Weight (Monoisotopic): 339.1405

AlogP: 3.46

#Rotatable Bonds: 5

Polar Surface Area: 44.12

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -0.83

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