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

ID: ALA353471

PubChem CID: 14776563

Max Phase: Preclinical

Molecular Formula: C20H18N2O3

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1Oc1ncccc1C(=O)NCc1ccccc1

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

Standard InChI Key:  LWTUWJATXJDMMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.0750   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -3.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -2.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -3.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -1.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -4.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -4.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -5.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -5.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -3.2042    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  2  2  0
 12  9  1  0
 13 10  1  0
 14  6  1  0
 15  7  2  0
 16  9  2  0
 17 12  1  0
 18 13  2  0
 19 13  1  0
 20 14  2  0
 21 15  1  0
 22 21  2  0
 23 19  2  0
 24 18  1  0
 25 23  1  0
 11 20  1  0
 16 22  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA353471

   N-benzyl-2-(2-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: 12.91

CX Basic pKa: 1.65

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.29

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