N-(4-(4-acetamidophenoxy)phenyl)picolinamide

ID: ALA2269045

PubChem CID: 10783847

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)c3ccccn3)cc2)cc1

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

Standard InChI Key:  NCVBYYDVAKFQGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.8714   -6.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8703   -7.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5783   -7.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2880   -7.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2851   -6.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5765   -5.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1622   -7.5793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9913   -5.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7005   -6.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7003   -7.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4087   -7.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1158   -7.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1101   -6.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4012   -5.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4548   -7.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7468   -7.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4555   -6.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402   -7.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3326   -7.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3315   -8.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0439   -8.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7485   -8.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8256   -7.5572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8298   -8.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5396   -8.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1242   -8.7866    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:

   

   ALA2269045

   N-[4-(4-acetamidophenoxy)phenyl]pyridine-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: 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: 0.49

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.27

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