N-ethyl-6-(4-methoxyphenyl)-N-(6-methoxypyridin-3-yl)-2-oxo-1,2-dihydropyridine-3-carboxamide

ID: ALA1093709

PubChem CID: 46883925

Max Phase: Preclinical

Molecular Formula: C21H21N3O4

Molecular Weight: 379.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1ccc(-c2ccc(OC)cc2)[nH]c1=O)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C21H21N3O4/c1-4-24(15-7-12-19(28-3)22-13-15)21(26)17-10-11-18(23-20(17)25)14-5-8-16(27-2)9-6-14/h5-13H,4H2,1-3H3,(H,23,25)

Standard InChI Key:  AYGBCOPDQGTTDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.6814   -4.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934   -4.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1104   -4.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3888   -3.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1150   -5.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8228   -4.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4010   -5.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4052   -6.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1228   -6.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -6.5006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8297   -5.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1286   -7.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4168   -8.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8228   -3.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -4.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -5.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6898   -5.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587   -5.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2561   -4.4597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9640   -3.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517   -5.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -5.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179   -5.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -6.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447   -6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532   -6.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104   -6.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6927   -6.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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  2  1  0
 12 13  1  0
  5  7  2  0
  6 14  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
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093709

   N-ethyl-6-(4-methoxyphenyl)-N-(6-methoxypyridin-3-yl)-2-oxo-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: 379.42

Molecular Weight (Monoisotopic): 379.1532

AlogP: 3.12

#Rotatable Bonds: 6

Polar Surface Area: 84.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.61

CX Basic pKa: 1.99

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.73

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