{2-[1-(4,6-Dimethyl-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-dimethyl-amine

ID: ALA154784

PubChem CID: 10831988

Max Phase: Preclinical

Molecular Formula: C19H22N4OS

Molecular Weight: 354.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)nc(-n2ccnc2[S+]([O-])Cc2ccccc2N(C)C)c1

Standard InChI:  InChI=1S/C19H22N4OS/c1-14-11-15(2)21-18(12-14)23-10-9-20-19(23)25(24)13-16-7-5-6-8-17(16)22(3)4/h5-12H,13H2,1-4H3

Standard InChI Key:  AXZBMMTZBCBKLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.8873   -3.0526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326   -3.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0496   -2.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171   -2.9851    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -4.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4396   -1.6959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -4.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -3.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053   -3.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -4.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0305   -4.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367   -1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114   -2.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6019   -0.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702   -4.2321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -1.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3810   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4284   -4.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -5.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -4.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2681   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7826   -0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4340   -5.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7184   -5.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  2  2  0
  6  3  2  0
  7  8  1  0
  8  4  1  0
  9  1  1  0
 10  7  1  0
 11  9  2  0
 12  3  1  0
 13  4  1  0
 14  6  1  0
 15 10  1  0
 16 12  2  0
 17 16  1  0
 18  7  2  0
 19 10  2  0
 20 15  1  0
 21 15  1  0
 22 14  1  0
 23 16  1  0
 24 18  1  0
 25 24  2  0
  5 11  1  0
 17 14  2  0
 25 19  1  0
M  CHG  2   4   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA154784

   {2-[1-(4,6-Dimethyl-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-dimethyl-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: 354.48

Molecular Weight (Monoisotopic): 354.1514

AlogP: 3.26

#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: 3.92

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -1.15

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