2-(Di-p-tolyl-methanesulfinyl)-N-pyridin-4-yl-nicotinamide

ID: ALA111351

PubChem CID: 15247229

Max Phase: Preclinical

Molecular Formula: C26H23N3O2S

Molecular Weight: 441.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(c2ccc(C)cc2)[S+]([O-])c2ncccc2C(=O)Nc2ccncc2)cc1

Standard InChI:  InChI=1S/C26H23N3O2S/c1-18-5-9-20(10-6-18)24(21-11-7-19(2)8-12-21)32(31)26-23(4-3-15-28-26)25(30)29-22-13-16-27-17-14-22/h3-17,24H,1-2H3,(H,27,29,30)

Standard InChI Key:  OJGOUOFUNRKTBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.5254   -2.9767    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578   -3.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9424   -3.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789   -2.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457   -3.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4386   -1.8683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0214   -4.3213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2337   -2.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -4.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556   -2.1016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8480    0.5817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5750   -1.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207   -4.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271   -3.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6871   -5.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081   -5.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908   -2.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3274   -5.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8351   -1.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347   -0.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533   -0.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4897    0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0712    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577   -4.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1910   -6.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359   -4.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  1  1  0
  6  4  1  0
  7  2  1  0
  8  1  1  0
  9  5  1  0
 10  5  1  0
 11  4  2  0
 12 27  1  0
 13  6  1  0
 14 10  1  0
 15  9  2  0
 16  9  1  0
 17 10  2  0
 18  3  1  0
 19 16  2  0
 20 14  2  0
 21 17  1  0
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 23 21  2  0
 24 19  1  0
 25 13  2  0
 26 13  1  0
 27 26  2  0
 28 25  1  0
 29  7  2  0
 30 24  1  0
 31 23  1  0
 32 29  1  0
 32 18  2  0
 20 23  1  0
 24 22  2  0
 12 28  2  0
M  CHG  2   1   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA111351

   2-(Di-p-tolyl-methanesulfinyl)-N-pyridin-4-yl-nicotinamide

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: 441.56

Molecular Weight (Monoisotopic): 441.1511

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 77.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.88

CX Basic pKa: 5.61

CX LogP: 4.80

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -0.93

References

1. Terauchi H, Tanitame A, Tada K, Nakamura K, Seto Y, Nishikawa Y..  (1997)  Nicotinamide derivatives as a new class of gastric H+/K(+)-ATPase inhibitors. 1. Synthesis and structure-activity relationships of N-substituted 2-(benzhydryl- and benzylsulfinyl)nicotinamides.,  40  (3): [PMID:9022797] [10.1021/jm9605593]

Source

Source(1):

• Scientific Literature