3-Chloro-N-(5-phenylpyridin-2-yl)benzamide

ID: ALA498681

Cas Number: 1044239-41-9

PubChem CID: 24949714

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O

Molecular Weight: 308.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2ccccc2)cn1)c1cccc(Cl)c1

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

Standard InChI Key:  QIWVNWJRDJKHCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    6.7755  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7743  -13.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899  -13.7944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2069  -13.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2040  -12.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4881  -12.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9227  -13.7924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6371  -13.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3530  -13.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3496  -14.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0645  -15.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7800  -14.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7760  -13.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0605  -13.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6358  -12.5527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0624  -12.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636  -11.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3492  -10.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332  -11.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360  -12.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3510  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0654  -15.8518    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
 11 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498681

   3-Chloro-N-(5-phenylpyridin-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: 2.25

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.65

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