5-(4-cyano-2-methylphenyl)-N-ethyl-N-(6-methoxypyridin-3-yl)pyrazine-2-carboxamide

ID: ALA1094002

PubChem CID: 46884478

Max Phase: Preclinical

Molecular Formula: C21H19N5O2

Molecular Weight: 373.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1cnc(-c2ccc(C#N)cc2C)cn1)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C21H19N5O2/c1-4-26(16-6-8-20(28-3)25-11-16)21(27)19-13-23-18(12-24-19)17-7-5-15(10-22)9-14(17)2/h5-9,11-13H,4H2,1-3H3

Standard InChI Key:  ZKKNPTBHTDGIHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6153   -6.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3329   -6.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -6.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447   -5.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309   -5.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7609   -5.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4758   -5.6828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1908   -5.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878   -4.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4634   -4.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561   -4.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983   -4.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6133   -4.4385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8936   -3.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6180   -5.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3284   -4.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059   -5.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -6.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6258   -6.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3434   -6.4866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3353   -5.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6316   -7.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9218   -8.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7659   -6.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3238   -3.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -6.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -7.3382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
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  7  8  2  0
 14 16  1  0
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  8  9  1  0
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  4  5  1  0
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  9 10  2  0
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  2  3  1  0
 20 21  1  0
 10 11  1  0
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  5  6  2  0
 20 23  1  0
 11 12  2  0
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 12  7  1  0
  4 25  1  0
  5  7  1  0
 17 26  1  0
  6  1  1  0
 10 13  1  0
  2 27  1  0
 27 28  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094002

   5-(4-cyano-2-methylphenyl)-N-ethyl-N-(6-methoxypyridin-3-yl)pyrazine-2-carboxamide

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: 373.42

Molecular Weight (Monoisotopic): 373.1539

AlogP: 3.39

#Rotatable Bonds: 5

Polar Surface Area: 92.00

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.98

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -1.97

References

1. Brown A, Ellis D, Wallace O, Ralph M..  (2010)  Identification of amide bioisosteres of triazole oxytocin antagonists.,  20  (7): [PMID:20189387] [10.1016/j.bmcl.2010.02.018]

Source

Source(1):

• Scientific Literature