2-(4-Fluoro-phenoxy)-N-(4-methyl-benzyl)-nicotinamide

ID: ALA354430

PubChem CID: 14555282

Max Phase: Preclinical

Molecular Formula: C20H17FN2O2

Molecular Weight: 336.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)c2cccnc2Oc2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C20H17FN2O2/c1-14-4-6-15(7-5-14)13-23-19(24)18-3-2-12-22-20(18)25-17-10-8-16(21)9-11-17/h2-12H,13H2,1H3,(H,23,24)

Standard InChI Key:  HUSMLXYFWREJSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -0.2583   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -2.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833   -2.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -2.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -4.6417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -1.3500    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  3  2  0
  8  4  1  0
  9  5  1  0
 10 17  2  0
 11  9  1  0
 12 21  2  0
 13 10  1  0
 14  2  2  0
 15  8  1  0
 16  8  2  0
 17 16  1  0
 18 15  2  0
 19 11  1  0
 20 11  2  0
 21 20  1  0
 22 19  2  0
 23  6  1  0
 24 12  1  0
 25 23  2  0
 14 25  1  0
 18 10  1  0
 22 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA354430

   2-(4-fluorophenoxy)-N-[(4-methylphenyl)methyl]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: 336.37

Molecular Weight (Monoisotopic): 336.1274

AlogP: 4.25

#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: 12.94

CX Basic pKa: 1.71

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.80

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