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

ID: ALA157861

PubChem CID: 10760730

Max Phase: Preclinical

Molecular Formula: C18H20N4O2S

Molecular Weight: 356.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ccnc2[S+]([O-])Cc2ccccc2N(C)C)nc1

Standard InChI:  InChI=1S/C18H20N4O2S/c1-21(2)16-7-5-4-6-14(16)13-25(23)18-19-10-11-22(18)17-9-8-15(24-3)12-20-17/h4-12H,13H2,1-3H3

Standard InChI Key:  WDLFLRDORRSKQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.8846   -3.0519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1332   -3.3993    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
    6.0474   -2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2307   -4.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050   -4.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4356   -1.6984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7043   -3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5092   -3.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9891   -4.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -4.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717   -4.2370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8381   -1.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6029   -0.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798   -0.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9962   -1.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5494    0.1820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9930   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603   -4.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -5.8802    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 17  1  0
 17 14  2  0
 18  6  2  0
 19 16  1  0
 20 10  2  0
 21 13  1  0
 22 13  1  0
 23 19  1  0
 24 18  1  0
 25 24  2  0
  5 11  1  0
 16 15  2  0
 25 20  1  0
M  CHG  2   3   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA157861

   {2-[1-(5-Methoxy-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: 356.45

Molecular Weight (Monoisotopic): 356.1307

AlogP: 2.65

#Rotatable Bonds: 6

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: 3.59

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.20

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