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

ID: ALA1092457

PubChem CID: 46884479

Max Phase: Preclinical

Molecular Formula: C22H21N5O3

Molecular Weight: 403.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H21N5O3/c1-15-10-16(11-23)4-6-18(15)19-13-25-20(14-24-19)22(28)27(8-9-29-2)17-5-7-21(30-3)26-12-17/h4-7,10,12-14H,8-9H2,1-3H3

Standard InChI Key:  WKYGORFDNJDYEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.3319   -6.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443   -6.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629   -6.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597   -5.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0423   -5.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705   -5.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1892   -5.6802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -5.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1767   -4.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3243   -4.4373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6054   -3.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3289   -5.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0489   -6.4831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0408   -5.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3425   -7.7283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6289   -8.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756   -6.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7527   -4.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4623   -4.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1811   -4.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -6.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -7.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 13 15  2  0
  7  8  2  0
 14 16  1  0
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  8  9  1  0
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 18 19  1  0
  9 10  2  0
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  2  3  1  0
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 10 11  1  0
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  5  6  2  0
 20 23  1  0
 11 12  2  0
 23 24  1  0
 12  7  1  0
  4 25  1  0
  5  7  1  0
 17 26  1  0
  6  1  1  0
 26 27  1  0
 10 13  1  0
 27 28  1  0
  1  2  2  0
 13 14  1  0
  2 29  1  0
  3  4  2  0
 29 30  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092457

   5-(4-cyano-2-methylphenyl)-N-(2-methoxyethyl)-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: 403.44

Molecular Weight (Monoisotopic): 403.1644

AlogP: 3.02

#Rotatable Bonds: 7

Polar Surface Area: 101.23

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.97

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.89

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