2-(2-Morpholin-4-yl-phenylmethanesulfinyl)-1-pyridin-2-yl-1,4,5,6-tetrahydro-cyclopentaimidazole

ID: ALA156377

PubChem CID: 10835299

Max Phase: Preclinical

Molecular Formula: C22H24N4O2S

Molecular Weight: 408.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [O-][S+](Cc1ccccc1N1CCOCC1)c1nc2c(n1-c1ccccn1)CCC2

Standard InChI:  InChI=1S/C22H24N4O2S/c27-29(16-17-6-1-2-8-19(17)25-12-14-28-15-13-25)22-24-18-7-5-9-20(18)26(22)21-10-3-4-11-23-21/h1-4,6,8,10-11H,5,7,9,12-16H2

Standard InChI Key:  SSXIISFXVGKSIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    5.1244   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -3.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -4.2073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4838   -3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -2.9891    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0212   -4.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9863   -2.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136   -4.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130   -3.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2977   -4.2218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0064   -4.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526   -1.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4094   -2.1659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -3.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3657   -3.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160   -5.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -3.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950   -4.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -4.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463   -1.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4472   -4.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -5.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722   -0.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -2.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840   -4.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4354   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8589   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -5.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2242   -0.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  2  1  0
  8  9  1  0
  9  5  1  0
 10 11  1  0
 11  8  1  0
 12  7  2  0
 13  5  1  0
 14 25  1  0
 15  4  1  0
 16  6  1  0
 17 10  1  0
 18 10  1  0
 19  8  2  0
 20  7  1  0
 21 16  1  0
 22 11  2  0
 23 12  1  0
 24 17  1  0
 25 18  1  0
 26 19  1  0
 27 20  2  0
 28 26  2  0
 29 27  1  0
  4  6  2  0
 21 15  1  0
 29 23  2  0
 28 22  1  0
 24 14  1  0
M  CHG  2   5   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA156377

   4-[2-[(3-pyridin-2-yl-5,6-dihydro-4H-cyclopenta[d]imidazol-2-yl)sulfinylmethyl]phenyl]morpholine

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: 408.53

Molecular Weight (Monoisotopic): 408.1620

AlogP: 2.90

#Rotatable Bonds: 5

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: 2.05

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -1.46

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