N-[5-(3-Chlorophenyl)pyridin-2-yl]benzamide

ID: ALA445028

PubChem CID: 24949560

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O

Molecular Weight: 308.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2cccc(Cl)c2)cn1)c1ccccc1

Standard InChI:  InChI=1S/C18H13ClN2O/c19-16-8-4-7-14(11-16)15-9-10-17(20-12-15)21-18(22)13-5-2-1-3-6-13/h1-12H,(H,20,21,22)

Standard InChI Key:  FVYRTNUAQBLSIV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.8438  -19.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450  -20.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1295  -20.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875  -20.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846  -19.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313  -18.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032  -20.6094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0176  -20.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334  -20.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7300  -21.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448  -21.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602  -21.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1562  -20.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408  -20.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163  -19.3698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569  -18.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557  -18.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701  -17.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860  -18.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832  -18.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682  -19.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967  -19.3768    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  4  7  1  0
  8 15  2  0
  3  4  2  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
  2  3  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA445028

   N-[5-(3-chlorophenyl)pyridin-2-yl]benzamide

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: 308.77

Molecular Weight (Monoisotopic): 308.0716

AlogP: 4.65

#Rotatable Bonds: 3

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.24

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.57

References

1. Heitman LH, van Veldhoven JP, Zweemer AM, Ye K, Brussee J, IJzerman AP..  (2008)  False positives in a reporter gene assay: identification and synthesis of substituted N-pyridin-2-ylbenzamides as competitive inhibitors of firefly luciferase.,  51  (15): [PMID:18646744] [10.1021/jm8004509]

Source

Source(1):

• Scientific Literature