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

ID: ALA169911

PubChem CID: 14555275

Max Phase: Preclinical

Molecular Formula: C19H14F2N2O2

Molecular Weight: 340.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)cc1)c1cccnc1Oc1ccc(F)cc1

Standard InChI:  InChI=1S/C19H14F2N2O2/c20-14-5-3-13(4-6-14)12-23-18(24)17-2-1-11-22-19(17)25-16-9-7-15(21)8-10-16/h1-11H,12H2,(H,23,24)

Standard InChI Key:  OBGJFEVKZBCMIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.7500   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -2.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7875   -1.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -2.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -2.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -4.4917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -2.0667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -2.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -3.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -1.1917    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 19  2  0
 11 18  2  0
 12  9  1  0
 13 10  1  0
 14 11  1  0
 15  2  2  0
 16  8  1  0
 17  8  2  0
 18 23  1  0
 19 17  1  0
 20 22  2  0
 21 16  2  0
 22 12  1  0
 23 12  2  0
 24  6  1  0
 25 24  2  0
 15 25  1  0
 21 10  1  0
 20 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA169911

   N-(4-Fluorobenzyl)-2-(4-Fluorophenoxy)-nicotinamide

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: 340.33

Molecular Weight (Monoisotopic): 340.1023

AlogP: 4.08

#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: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.65

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