5-(2,3-dimethylphenyl)-N-isopropyl-N-(6-methoxypyridin-3-yl)pyrazine-2-carboxamide

ID: ALA1092459

PubChem CID: 46830095

Max Phase: Preclinical

Molecular Formula: C22H24N4O2

Molecular Weight: 376.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C(=O)c2cnc(-c3cccc(C)c3C)cn2)C(C)C)cn1

Standard InChI:  InChI=1S/C22H24N4O2/c1-14(2)26(17-9-10-21(28-5)25-11-17)22(27)20-13-23-19(12-24-20)18-8-6-7-15(3)16(18)4/h6-14H,1-5H3

Standard InChI Key:  OEBYQAZSQJUSMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.2354   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227    0.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6144    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066    1.9156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148    1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304    1.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464    1.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258    2.7438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7728   -0.5399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647    0.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -1.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492   -2.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -0.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578    2.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356   -1.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 13 14  1  0
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 10 13  1  0
 17 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092459

   5-(2,3-dimethylphenyl)-N-isopropyl-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: 376.46

Molecular Weight (Monoisotopic): 376.1899

AlogP: 4.22

#Rotatable Bonds: 5

Polar Surface Area: 68.21

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.97

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.44

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