Dimethyl-{2-[1-(5-methyl-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-amine

ID: ALA157099

PubChem CID: 10759607

Max Phase: Preclinical

Molecular Formula: C18H20N4OS

Molecular Weight: 340.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2ccnc2[S+]([O-])Cc2ccccc2N(C)C)nc1

Standard InChI:  InChI=1S/C18H20N4OS/c1-14-8-9-17(20-12-14)22-11-10-19-18(22)24(23)13-15-6-4-5-7-16(15)21(2)3/h4-12H,13H2,1-3H3

Standard InChI Key:  WGLOYXMPOZGDLL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.8840   -3.0519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329   -3.3992    0.0000 C   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
    6.0468   -2.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2304   -4.2218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053   -4.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4352   -1.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -3.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -3.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9897   -4.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -4.2365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8371   -1.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9952   -1.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3790   -0.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -4.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -5.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -4.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2696   -3.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5486    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -5.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7200   -5.8791    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  3  1  0
 13 10  1  0
 14  4  1  0
 15  7  1  0
 16 14  2  0
 17 16  1  0
 18  6  2  0
 19 10  2  0
 20 13  1  0
 21 13  1  0
 22 17  1  0
 23 18  1  0
 24 23  2  0
  5 11  1  0
 17 15  2  0
 24 19  1  0
M  CHG  2   3   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA157099

   Dimethyl-{2-[1-(5-methyl-pyridin-2-yl)-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: 340.45

Molecular Weight (Monoisotopic): 340.1358

AlogP: 2.95

#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: 3.62

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -1.41

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