Dimethyl-[2-(1-pyridin-3-yl-1H-imidazole-2-sulfinylmethyl)-phenyl]-amine

ID: ALA439644

PubChem CID: 10520191

Max Phase: Preclinical

Molecular Formula: C17H18N4OS

Molecular Weight: 326.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccccc1C[S+]([O-])c1nccn1-c1cccnc1

Standard InChI:  InChI=1S/C17H18N4OS/c1-20(2)16-8-4-3-6-14(16)13-23(22)17-19-10-11-21(17)15-7-5-9-18-12-15/h3-12H,13H2,1-2H3

Standard InChI Key:  CBECFPXQDIKSGX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.1359   -3.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8902   -3.0521    0.0000 N   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
    5.2338   -4.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -4.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -3.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9837   -4.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4448   -3.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0401   -4.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3300   -2.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2635   -4.2418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3877   -0.9221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9444   -1.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4248   -4.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9876   -5.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495   -4.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606   -3.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -2.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6046   -1.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -5.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -5.8912    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  3  1  0
  7  5  1  0
  8  2  1  0
  9  4  1  0
 10  2  1  0
 11  3  1  0
 12  7  1  0
 13 14  2  0
 14 10  1  0
 15  5  2  0
 16  7  2  0
 17 21  2  0
 18 12  1  0
 19 12  1  0
 20 10  2  0
 21 20  1  0
 22 15  1  0
 23 22  2  0
  8  9  2  0
 17 13  1  0
 16 23  1  0
M  CHG  2   3   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA439644

   N,N-dimethyl-2-[(1-pyridin-3-ylimidazol-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: 326.43

Molecular Weight (Monoisotopic): 326.1201

AlogP: 2.64

#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: 5.12

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.21

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