N-Benzyl-2-(3-methoxy-phenoxy)-nicotinamide

ID: ALA423073

PubChem CID: 14555264

Max Phase: Preclinical

Molecular Formula: C20H18N2O3

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(Oc2ncccc2C(=O)NCc2ccccc2)c1

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

Standard InChI Key:  KNHDISMMLBIKBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.4292   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500   -3.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -3.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -3.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -4.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -4.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -2.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -5.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -5.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -5.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -4.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -6.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -3.6417    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  9  2  0
 12  2  2  0
 13 10  1  0
 14 11  1  0
 15 17  1  0
 16  6  1  0
 17  7  2  0
 18 15  2  0
 19 13  1  0
 20 13  2  0
 21 14  1  0
 22 16  2  0
 23 19  2  0
 24 20  1  0
 25 24  2  0
 12 22  1  0
 11 18  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA423073

   N-benzyl-2-(3-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: 1.70

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.42

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