2-[1-(3-Methyl-pyridin-2-yl)-1,4,5,6-tetrahydro-cyclopentaimidazole-2-sulfinylmethyl]-phenylamine

ID: ALA347149

PubChem CID: 9863325

Max Phase: Preclinical

Molecular Formula: C19H20N4OS

Molecular Weight: 352.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccnc1-n1c([S+]([O-])Cc2ccccc2N)nc2c1CCC2

Standard InChI:  InChI=1S/C19H20N4OS/c1-13-6-5-11-21-18(13)23-17-10-4-9-16(17)22-19(23)25(24)12-14-7-2-3-8-15(14)20/h2-3,5-8,11H,4,9-10,12,20H2,1H3

Standard InChI Key:  TUSMGQTVVLECGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    5.8629   -3.0509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1226   -3.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -4.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4783   -3.5963    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
    5.9821   -2.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0170   -4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7148   -3.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155   -4.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3501   -1.7354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4094   -2.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7401   -1.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -4.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -4.2230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3579   -3.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102   -5.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -4.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4391   -4.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4693   -0.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3788   -2.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525   -1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140   -5.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2194   -0.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4353   -5.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300   -5.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  0
  5  2  1  0
  6  1  1  0
  7  4  2  0
  8  5  1  0
  9  8  1  0
 10  6  2  0
 11  5  1  0
 12  6  1  0
 13  9  1  0
 14 13  1  0
 15  4  1  0
 16  7  1  0
 17  9  2  0
 18 15  1  0
 19 10  1  0
 20 12  1  0
 21 12  2  0
 22 13  2  0
 23 21  1  0
 24 17  1  0
 25 24  2  0
  7  3  1  0
 18 16  1  0
 19 23  2  0
 22 25  1  0
M  CHG  2   5   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA347149

   2-[1-(3-Methyl-pyridin-2-yl)-1,4,5,6-tetrahydro-cyclopentaimidazole-2-sulfinylmethyl]-phenylamine

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: 352.46

Molecular Weight (Monoisotopic): 352.1358

AlogP: 2.95

#Rotatable Bonds: 4

Polar Surface Area: 79.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.49

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -0.88

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