4-{2-[1-(3-Methoxy-pyridin-2-yl)-1H-imidazole-2-sulfinylmethyl]-phenyl}-morpholine

ID: ALA157828

PubChem CID: 10763398

Max Phase: Preclinical

Molecular Formula: C20H22N4O3S

Molecular Weight: 398.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccnc1-n1ccnc1[S+]([O-])Cc1ccccc1N1CCOCC1

Standard InChI:  InChI=1S/C20H22N4O3S/c1-26-18-7-4-8-21-19(18)24-10-9-22-20(24)28(25)15-16-5-2-3-6-17(16)23-11-13-27-14-12-23/h2-10H,11-15H2,1H3

Standard InChI Key:  XVTUCURXKWATAK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1337   -3.3996    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
    6.0486   -2.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314   -4.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7044   -4.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.2380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -3.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881   -4.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5108   -3.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352   -4.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4364   -1.6974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -2.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8399   -1.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362   -3.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4603   -2.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2671   -3.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5582   -4.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -4.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920   -5.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6038   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -4.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981   -1.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2423   -2.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -5.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -5.8824    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  9  1  0
  8  3  1  0
  9  6  1  0
 10  1  1  0
 11 10  2  0
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 14  4  1  0
 15 23  1  0
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 17  7  1  0
 18  7  1  0
 19  6  2  0
 20  9  2  0
 21 12  1  0
 22 17  1  0
 23 18  1  0
 24 14  2  0
 25 16  1  0
 26 24  1  0
 27 19  1  0
 28 27  2  0
  5 11  1  0
 26 21  2  0
 20 28  1  0
 22 15  1  0
M  CHG  2   3   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA157828

   4-[2-[[1-(3-Methoxypyridin-2-yl)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: 398.49

Molecular Weight (Monoisotopic): 398.1413

AlogP: 2.42

#Rotatable Bonds: 6

Polar Surface Area: 75.47

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.97

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.09

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