N-Benzyl-2-(3-trifluoromethyl-phenoxy)-nicotinamide

ID: ALA168121

PubChem CID: 14555265

Max Phase: Preclinical

Molecular Formula: C20H15F3N2O2

Molecular Weight: 372.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)c1cccnc1Oc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H15F3N2O2/c21-20(22,23)15-8-4-9-16(12-15)27-19-17(10-5-11-24-19)18(26)25-13-14-6-2-1-3-7-14/h1-12H,13H2,(H,25,26)

Standard InChI Key:  UNBQKBYWCORREK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -0.9708   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9708   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4500   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0667   -2.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -2.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4583   -1.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042   -5.3542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -4.4542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -5.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -2.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -4.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  2  1  0
  5  9  2  0
  6  1  1  0
  7  4  1  0
  8  1  2  0
  9 10  1  0
 10  6  1  0
 11  4  2  0
 12  3  1  0
 13  3  1  0
 14  3  1  0
 15  7  1  0
 16  2  2  0
 17 15  1  0
 18 19  2  0
 19 21  1  0
 20  8  1  0
 21 10  2  0
 22 17  2  0
 23 17  1  0
 24 20  2  0
 25 23  2  0
 26 22  1  0
 27 25  1  0
 16 24  1  0
 18  5  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA168121

   N-benzyl-2-[3-(trifluoromethyl)phenoxy]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: 372.35

Molecular Weight (Monoisotopic): 372.1086

AlogP: 4.82

#Rotatable Bonds: 5

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: 12.92

CX Basic pKa: 1.71

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.74

References

1. Vinick FJ, Saccomano NA, Koe BK, Nielsen JA, Williams IH, Thadeio PF, Jung S, Meltz M, Johnson J, Lebel LA..  (1991)  Nicotinamide ethers: novel inhibitors of calcium-independent phosphodiesterase and [3H]rolipram binding.,  34  (1): [PMID:1825116] [10.1021/jm00105a015]

Source

Source(1):

• Scientific Literature