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

ID: ALA1093367

PubChem CID: 46884441

Max Phase: Preclinical

Molecular Formula: C20H17N5O2

Molecular Weight: 359.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)C(=O)c2cnc(-c3ccc(C#N)cc3C)cn2)cn1

Standard InChI:  InChI=1S/C20H17N5O2/c1-13-8-14(9-21)4-6-16(13)17-11-23-18(12-22-17)20(26)25(2)15-5-7-19(27-3)24-10-15/h4-8,10-12H,1-3H3

Standard InChI Key:  OJOXFOACQKDTBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6152   -6.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3329   -6.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480   -6.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0448   -5.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310   -5.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7612   -5.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4761   -5.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1912   -5.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1883   -4.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637   -4.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7564   -4.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8988   -4.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6139   -4.4368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8942   -3.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -5.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3290   -4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9064   -5.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9107   -6.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6263   -6.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3440   -6.4851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3360   -5.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322   -7.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223   -8.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -6.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020   -6.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863   -7.3357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  3  4  2  0
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  7  8  2  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
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  4 25  1  0
  5  7  1  0
  6  1  1  0
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 26 27  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093367

   5-(4-cyano-2-methylphenyl)-N-(6-methoxypyridin-3-yl)-N-methylpyrazine-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: 359.39

Molecular Weight (Monoisotopic): 359.1382

AlogP: 3.00

#Rotatable Bonds: 4

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: 1.99

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.84

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