N-(4-phenoxyphenyl)isonicotinamide

ID: ALA2269043

Cas Number: 255904-98-4

PubChem CID: 821534

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ccccc2)cc1)c1ccncc1

Standard InChI:  InChI=1S/C18H14N2O2/c21-18(14-10-12-19-13-11-14)20-15-6-8-17(9-7-15)22-16-4-2-1-3-5-16/h1-13H,(H,20,21)

Standard InChI Key:  RUPICOJYZCVQSL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   22.5828   -0.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5816   -1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2897   -2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9993   -1.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9965   -0.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2879   -0.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8736   -2.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7027   -0.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4119   -0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4117   -1.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1201   -2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8272   -1.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8215   -0.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1125   -0.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1662   -1.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4582   -2.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1669   -0.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7516   -1.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0440   -2.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0429   -2.9155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7553   -3.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4599   -2.9148    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
M  END

Alternative Forms

1. Parent:

   

   ALA2269043

   N-(4-Phenoxyphenyl)isonicotinamide

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: 290.32

Molecular Weight (Monoisotopic): 290.1055

AlogP: 4.13

#Rotatable Bonds: 4

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.29

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

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