N-{6-[2-(2-Dimethylamino-phenylmethanesulfinyl)-imidazol-1-yl]-pyridin-3-yl}-acetamide

ID: ALA155083

PubChem CID: 10833852

Max Phase: Preclinical

Molecular Formula: C19H21N5O2S

Molecular Weight: 383.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(-n2ccnc2[S+]([O-])Cc2ccccc2N(C)C)nc1

Standard InChI:  InChI=1S/C19H21N5O2S/c1-14(25)22-16-8-9-18(21-12-16)24-11-10-20-19(24)27(26)13-15-6-4-5-7-17(15)23(2)3/h4-12H,13H2,1-3H3,(H,22,25)

Standard InChI Key:  ZNNNROZVKDIUCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    5.8904   -3.0523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -3.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -2.9846    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0516   -2.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -4.2220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7091   -4.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4407   -1.6958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -3.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5128   -3.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9939   -4.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0390   -4.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9206    0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129   -2.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5429    0.1827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776   -4.2394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350   -1.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1372    0.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6019   -0.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3772   -0.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007   -1.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4334   -4.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -5.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0818    1.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624   -4.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2673   -3.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -5.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -5.8848    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  8  1  0
  7  4  2  0
  8  3  1  0
  9  1  1  0
 10  6  1  0
 11  9  2  0
 12 14  1  0
 13  3  1  0
 14 19  1  0
 15 10  1  0
 16  4  1  0
 17 12  2  0
 18  7  1  0
 19 20  1  0
 20 16  2  0
 21  6  2  0
 22 10  2  0
 23 12  1  0
 24 15  1  0
 25 15  1  0
 26 21  1  0
 27 26  2  0
  5 11  1  0
 19 18  2  0
 27 22  1  0
M  CHG  2   3   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA155083

   N-{6-[2-(2-Dimethylamino-phenylmethanesulfinyl)-imidazol-1-yl]-pyridin-3-yl}-acetamide

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: 383.48

Molecular Weight (Monoisotopic): 383.1416

AlogP: 2.60

#Rotatable Bonds: 6

Polar Surface Area: 86.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 1.75

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.61

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