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

ID: ALA169269

PubChem CID: 14555263

Max Phase: Preclinical

Molecular Formula: C20H15N3O2

Molecular Weight: 329.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(Oc2ncccc2C(=O)NCc2ccccc2)c1

Standard InChI:  InChI=1S/C20H15N3O2/c21-13-16-8-4-9-17(12-16)25-20-18(10-5-11-22-20)19(24)23-14-15-6-2-1-3-7-15/h1-12H,14H2,(H,23,24)

Standard InChI Key:  NADFJKQNWLNBTH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.6542   -1.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -4.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -2.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -1.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375   -2.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -3.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -1.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -2.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  8  3  0
  5  1  1  0
  6  3  1  0
  7  1  2  0
  8 11  1  0
  9  3  2  0
 10  5  1  0
 11 13  2  0
 12  6  1  0
 13 10  1  0
 14  2  2  0
 15 12  1  0
 16 18  1  0
 17  7  1  0
 18 10  2  0
 19 16  2  0
 20 15  2  0
 21 15  1  0
 22 17  2  0
 23 21  2  0
 24 20  1  0
 25 23  1  0
 14 22  1  0
 11 19  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA169269

   N-benzyl-2-(3-cyanophenoxy)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: 329.36

Molecular Weight (Monoisotopic): 329.1164

AlogP: 3.68

#Rotatable Bonds: 5

Polar Surface Area: 75.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 1.71

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.92

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