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

ID: ALA171394

PubChem CID: 14555262

Max Phase: Preclinical

Molecular Formula: C19H15FN2O2

Molecular Weight: 322.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H15FN2O2/c20-15-8-4-9-16(12-15)24-19-17(10-5-11-21-19)18(23)22-13-14-6-2-1-3-7-14/h1-12H,13H2,(H,22,23)

Standard InChI Key:  KQUXIWCKLIRVAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.3792   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167   -1.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375   -2.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -0.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500   -3.9417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -3.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  3  1  0
  6  1  2  0
  7  4  1  0
  8  3  2  0
  9  7  1  0
 10  5  1  0
 11  9  2  0
 12 11  1  0
 13  2  2  0
 14 10  1  0
 15 17  1  0
 16  6  1  0
 17  7  2  0
 18 15  2  0
 19 14  1  0
 20 14  2  0
 21 16  2  0
 22 20  1  0
 23 19  2  0
 24 22  2  0
 13 21  1  0
 11 18  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA171394

   N-benzyl-2-(3-fluorophenoxy)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: 322.34

Molecular Weight (Monoisotopic): 322.1118

AlogP: 3.94

#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: 1.70

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.89

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