Diethyl-[2-(1-pyridin-3-yl-1,4,5,6-tetrahydro-cyclopentaimidazole-2-sulfinylmethyl)-phenyl]-amine

ID: ALA156239

PubChem CID: 10715658

Max Phase: Preclinical

Molecular Formula: C22H26N4OS

Molecular Weight: 394.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccccc1C[S+]([O-])c1nc2c(n1-c1cccnc1)CCC2

Standard InChI:  InChI=1S/C22H26N4OS/c1-3-25(4-2)20-12-6-5-9-17(20)16-28(27)22-24-19-11-7-13-21(19)26(22)18-10-8-14-23-15-18/h5-6,8-10,12,14-15H,3-4,7,11,13,16H2,1-2H3

Standard InChI Key:  ZBKNEWUUKUILRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    5.1234   -3.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2173   -4.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678   -3.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4148   -2.9886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780   -3.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0205   -4.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7118   -4.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135   -3.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0059   -4.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9827   -2.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108   -2.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -4.2273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4628   -0.9337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627   -3.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6121   -5.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411   -1.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4294   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -4.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -5.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -4.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2993   -3.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2181   -0.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7379   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8956   -4.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8597   -1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379   -5.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -5.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  2  1  0
  7  8  1  0
  8  4  1  0
  9  7  1  0
 10  3  1  0
 11  4  1  0
 12  9  1  0
 13 16  2  0
 14  5  1  0
 15  6  1  0
 16 10  1  0
 17  7  2  0
 18 14  1  0
 19  9  2  0
 20 12  1  0
 21 12  1  0
 22 26  2  0
 23 10  2  0
 24 21  1  0
 25 20  1  0
 26 23  1  0
 27 17  1  0
 28 27  2  0
  5  6  2  0
 15 18  1  0
 22 13  1  0
 28 19  1  0
M  CHG  2   4   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA156239

   N,N-diethyl-2-[(3-pyridin-3-yl-5,6-dihydro-4H-cyclopenta[d]imidazol-2-yl)sulfinylmethyl]aniline

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: 394.54

Molecular Weight (Monoisotopic): 394.1827

AlogP: 3.91

#Rotatable Bonds: 7

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: 5.19

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.29

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