4-[2-(1-Pyridin-2-yl-1H-imidazole-2-sulfinylmethyl)-phenyl]-morpholine

ID: ALA350037

PubChem CID: 11793395

Max Phase: Preclinical

Molecular Formula: C19H20N4O2S

Molecular Weight: 368.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [O-][S+](Cc1ccccc1N1CCOCC1)c1nccn1-c1ccccn1

Standard InChI:  InChI=1S/C19H20N4O2S/c24-26(19-21-9-10-23(19)18-7-3-4-8-20-18)15-16-5-1-2-6-17(16)22-11-13-25-14-12-22/h1-10H,11-15H2

Standard InChI Key:  HSFJYWJTQZKKPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.8916   -3.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326   -3.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4154   -2.9878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2339   -4.2136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0520   -2.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -4.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -4.2414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7025   -3.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916   -4.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5116   -3.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0384   -4.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -1.6947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120   -2.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -3.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655   -3.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -4.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -4.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8391   -1.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -5.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5982   -0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553   -3.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -4.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411   -5.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9959   -1.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259   -5.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  2  0
  5  1  1  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
 12  5  2  0
 13  3  1  0
 14 22  1  0
 15  7  1  0
 16  7  1  0
 17  6  2  0
 18  5  1  0
 19  9  2  0
 20 12  1  0
 21 15  1  0
 22 16  1  0
 23 17  1  0
 24 18  2  0
 25 23  2  0
 26 24  1  0
  4 11  1  0
 26 20  2  0
 19 25  1  0
 21 14  1  0
M  CHG  2   3   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA350037

   4-[2-[(1-Pyridin-2-ylimidazol-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: 368.46

Molecular Weight (Monoisotopic): 368.1307

AlogP: 2.41

#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: 2.15

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.50

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