Diethyl-{2-[1-(3-methoxy-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-amine

ID: ALA154018

PubChem CID: 10572097

Max Phase: Preclinical

Molecular Formula: C20H24N4O2S

Molecular Weight: 384.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccccc1C[S+]([O-])c1nccn1-c1ncccc1OC

Standard InChI:  InChI=1S/C20H24N4O2S/c1-4-23(5-2)17-10-7-6-9-16(17)15-27(25)20-22-13-14-24(20)19-18(26-3)11-8-12-21-19/h6-14H,4-5,15H2,1-3H3

Standard InChI Key:  GLTJUAHCOAIPCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1340   -3.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4148   -2.9886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0515   -2.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2293   -4.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -4.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7029   -3.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090   -3.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9848   -4.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0341   -4.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4380   -1.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -2.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396   -1.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -4.2367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4577   -2.5239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296   -4.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -5.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6044   -0.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -3.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607   -4.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0003   -1.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2400   -2.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -3.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -4.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3822   -0.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382   -5.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218   -5.8852    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  7  1  0
  7  3  1  0
  8  1  1  0
  9  6  1  0
 10  8  2  0
 11  4  2  0
 12  3  1  0
 13  4  1  0
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 15 13  1  0
 16  6  2  0
 17  9  2  0
 18 11  1  0
 19 14  1  0
 20 14  1  0
 21 13  2  0
 22 15  1  0
 23 19  1  0
 24 20  1  0
 25 21  1  0
 26 16  1  0
 27 26  2  0
  5 10  1  0
 25 18  2  0
 17 27  1  0
M  CHG  2   3   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA154018

   N,N-diethyl-2-[[1-(3-methoxypyridin-2-yl)imidazol-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: 384.51

Molecular Weight (Monoisotopic): 384.1620

AlogP: 3.43

#Rotatable Bonds: 8

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.44

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.01

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