2-(4-Fluoro-phenoxy)-N-isopropyl-nicotinamide

ID: ALA169474

PubChem CID: 14555280

Max Phase: Preclinical

Molecular Formula: C15H15FN2O2

Molecular Weight: 274.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)c1cccnc1Oc1ccc(F)cc1

Standard InChI:  InChI=1S/C15H15FN2O2/c1-10(2)18-14(19)13-4-3-9-17-15(13)20-12-7-5-11(16)6-8-12/h3-10H,1-2H3,(H,18,19)

Standard InChI Key:  JAFMQAZQUFBGLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.9792    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -0.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -1.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -3.4042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417    0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0917    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792    0.6000    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  3  2  0
  7  1  2  0
  8  5  1  0
  9 14  2  0
 10  9  1  0
 11  2  2  0
 12  8  1  0
 13  8  2  0
 14 13  1  0
 15 12  2  0
 16  4  1  0
 17 18  2  0
 18 11  1  0
 19 16  1  0
 20 16  1  0
 17  6  1  0
 15  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA169474

   2-(4-fluorophenoxy)-N-propan-2-ylpyridine-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: 274.30

Molecular Weight (Monoisotopic): 274.1118

AlogP: 3.15

#Rotatable Bonds: 4

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: 13.07

CX Basic pKa: 1.71

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.93

Np Likeness Score: -1.85

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