N-Benzyl-2-(4-methoxy-phenoxy)-nicotinamide

ID: ALA353878

PubChem CID: 14776561

Max Phase: Preclinical

Molecular Formula: C20H18N2O3

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Oc2ncccc2C(=O)NCc2ccccc2)cc1

Standard InChI:  InChI=1S/C20H18N2O3/c1-24-16-9-11-17(12-10-16)25-20-18(8-5-13-21-20)19(23)22-14-15-6-3-2-4-7-15/h2-13H,14H2,1H3,(H,22,23)

Standard InChI Key:  OBSLWFYKNKDXGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.3625   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -2.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -1.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -2.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -4.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -5.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.1125    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 14  2  0
 11  2  2  0
 12  8  1  0
 13  8  2  0
 14 13  1  0
 15 12  2  0
 16  9  1  0
 17 10  1  0
 18  6  1  0
 19 16  1  0
 20 16  2  0
 21 17  1  0
 22 18  2  0
 23 19  2  0
 24 20  1  0
 25 24  2  0
 11 22  1  0
 15 10  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA353878

   N-benzyl-2-(4-methoxyphenoxy)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: 334.38

Molecular Weight (Monoisotopic): 334.1317

AlogP: 3.81

#Rotatable Bonds: 6

Polar Surface Area: 60.45

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: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.34

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