N-Benzyl-2-(3,4-dichloro-phenoxy)-nicotinamide

ID: ALA352655

PubChem CID: 14555266

Max Phase: Preclinical

Molecular Formula: C19H14Cl2N2O2

Molecular Weight: 373.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)c1cccnc1Oc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C19H14Cl2N2O2/c20-16-9-8-14(11-17(16)21)25-19-15(7-4-10-22-19)18(24)23-12-13-5-2-1-3-6-13/h1-11H,12H2,(H,23,24)

Standard InChI Key:  QMICEZITCWWQRG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.3625   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -3.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -2.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -3.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -5.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -1.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -4.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292   -5.1542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -4.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -5.7667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -2.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -2.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -3.0500    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  7  2  0
  6  3  1  0
  7  9  1  0
  8  1  2  0
  9  4  1  0
 10 12  2  0
 11  3  2  0
 12 15  1  0
 13  6  1  0
 14  5  1  0
 15  9  2  0
 16 10  1  0
 17  2  2  0
 18 13  1  0
 19  8  1  0
 20 18  2  0
 21 18  1  0
 22 19  2  0
 23 21  2  0
 24 20  1  0
 25 23  1  0
 17 22  1  0
  5 10  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA352655

   N-benzyl-2-(3,4-dichlorophenoxy)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: 373.24

Molecular Weight (Monoisotopic): 372.0432

AlogP: 5.11

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: 1.71

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.73

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