N-(4-(4-acetamidophenoxy)phenyl)nicotinamide

ID: ALA2269046

PubChem CID: 10831502

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)c3cccnc3)cc2)cc1

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

Standard InChI Key:  AIQNWGQXQDLBFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   23.7879   -5.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7868   -6.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4948   -7.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2045   -6.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2017   -5.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4930   -5.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0788   -7.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9078   -5.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6171   -5.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6168   -6.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3252   -7.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0324   -6.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0266   -5.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3177   -5.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3714   -6.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6633   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3720   -5.9196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9567   -6.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2492   -7.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2481   -7.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9604   -8.3679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6651   -7.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7421   -7.1239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7463   -7.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4561   -8.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0407   -8.3532    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:

   

   ALA2269046

   N-[4-(4-acetamidophenoxy)phenyl]pyridine-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: 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: 3.51

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.17

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