3,4-Dichloro-N-(5-phenylpyridin-2-yl)benzamide

ID: ALA498682

PubChem CID: 24949715

Max Phase: Preclinical

Molecular Formula: C18H12Cl2N2O

Molecular Weight: 343.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2ccccc2)cn1)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C18H12Cl2N2O/c19-15-8-6-13(10-16(15)20)18(23)22-17-9-7-14(11-21-17)12-4-2-1-3-5-12/h1-11H,(H,21,22,23)

Standard InChI Key:  BPZUZQPQBRVZKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.0464  -13.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0452  -13.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7608  -14.2823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4778  -13.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4749  -13.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7590  -12.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1936  -14.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9080  -13.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6239  -14.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6205  -15.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3354  -15.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0509  -15.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0469  -14.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3314  -13.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9067  -13.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3333  -12.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3345  -11.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6201  -11.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9041  -11.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9069  -12.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6219  -13.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3363  -16.3397    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.7671  -15.5107    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 10 11  1  0
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498682

   3,4-dichloro-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: 343.21

Molecular Weight (Monoisotopic): 342.0327

AlogP: 5.31

#Rotatable Bonds: 3

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.25

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

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