N-ethyl-N-(6-methoxypyridin-3-yl)-2-oxo-6-phenyl-1,2-dihydropyridine-3-carboxamide

ID: ALA1091770

PubChem CID: 46883888

Max Phase: Preclinical

Molecular Formula: C20H19N3O3

Molecular Weight: 349.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1ccc(-c2ccccc2)[nH]c1=O)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C20H19N3O3/c1-3-23(15-9-12-18(26-2)21-13-15)20(25)16-10-11-17(22-19(16)24)14-7-5-4-6-8-14/h4-13H,3H2,1-2H3,(H,22,24)

Standard InChI Key:  UIBHNPAXZOZMPF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.7494   -4.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654   -4.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1818   -4.4470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608   -3.2142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1864   -5.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8935   -4.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4685   -5.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4726   -6.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896   -6.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9085   -6.4995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9004   -5.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -7.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4842   -8.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8889   -3.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359   -4.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449   -5.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7578   -5.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233   -5.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208   -4.4602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -3.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169   -5.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -5.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890   -5.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -6.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -6.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
 12 13  1  0
  5  7  2  0
  6 14  1  0
  2  4  2  0
  7  8  1  0
  8  9  2  0
  3  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  2  0
 11  5  1  0
  3  6  1  0
  9 12  1  0
  1 15  1  0
 15 19  1  0
 18 16  2  0
 16 17  1  0
 17  1  2  0
 18 19  1  0
 15 20  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091770

   N-ethyl-N-(6-methoxypyridin-3-yl)-2-oxo-6-phenyl-1,2-dihydropyridine-3-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: 349.39

Molecular Weight (Monoisotopic): 349.1426

AlogP: 3.11

#Rotatable Bonds: 5

Polar Surface Area: 75.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.61

CX Basic pKa: 1.99

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.86

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