N-(4-(4-acetamidophenoxy)phenyl)isonicotinamide

ID: ALA2269047

PubChem CID: 10569659

Max Phase: Preclinical

Molecular Formula: C20H17N3O3

Molecular Weight: 347.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(Oc2ccc(NC(=O)c3ccncc3)cc2)cc1

Standard InChI:  InChI=1S/C20H17N3O3/c1-14(24)22-16-2-6-18(7-3-16)26-19-8-4-17(5-9-19)23-20(25)15-10-12-21-13-11-15/h2-13H,1H3,(H,22,24)(H,23,25)

Standard InChI Key:  WTVYVUWZTINQTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.5563  -11.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5551  -12.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632  -12.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9728  -12.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700  -11.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614  -10.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471  -12.5320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761  -10.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854  -11.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3851  -12.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0935  -12.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007  -12.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7950  -11.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0860  -10.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397  -12.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317  -12.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403  -11.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250  -12.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175  -12.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164  -13.3450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288  -13.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334  -13.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5105  -12.5099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5146  -13.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2244  -13.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8090  -13.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 12 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269047

   N-[4-(4-acetamidophenoxy)phenyl]pyridine-4-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: 347.37

Molecular Weight (Monoisotopic): 347.1270

AlogP: 4.08

#Rotatable Bonds: 5

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.29

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.10

References

1. Balcells M, Avilla J, Profitos J, Canela R..  (2000)  Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs.,  48  (1): [PMID:10637056] [10.1021/jf990404e]

Source

Source(1):

• Scientific Literature