2-amino-N-(3-chloro-4-fluorophenyl)benzamide

ID: ALA2263369

PubChem CID: 16770166

Max Phase: Preclinical

Molecular Formula: C13H10ClFN2O

Molecular Weight: 264.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccccc1C(=O)Nc1ccc(F)c(Cl)c1

Standard InChI:  InChI=1S/C13H10ClFN2O/c14-10-7-8(5-6-11(10)15)17-13(18)9-3-1-2-4-12(9)16/h1-7H,16H2,(H,17,18)

Standard InChI Key:  QRNJDQFLQROCKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   10.4157  -15.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4146  -16.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1226  -16.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323  -16.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8294  -15.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208  -15.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5406  -16.7862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5356  -15.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2448  -15.5507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5325  -14.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9510  -15.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6587  -15.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3644  -15.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3617  -14.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6475  -13.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9447  -14.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6415  -13.0972    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0673  -13.9079    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2263369

   2-Amino-N-(3-chloro-4-fluorophenyl)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: 264.69

Molecular Weight (Monoisotopic): 264.0466

AlogP: 3.31

#Rotatable Bonds: 2

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.98

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -2.04

References

1. Mahiwal K, Kumar P, Narasimhan B.  (2012)  Synthesis, antimicrobial evaluation, ot-QSAR and mt-QSAR studies of 2-amino benzoic acid derivatives,  21  (3): [10.1007/s00044-010-9537-5]

2. Baugh SD, Pabba PK, Barbosa J, Coulter E, Desai U, Gay JP, Gopinathan S, Han Q, Hari R, Kimball SD, Nguyen HV, Ni CY, Powell DR, Smith A, Terranova KM, Wilson A, Yu XC, Lombardo VK..  (2015)  Design, synthesis, and in vivo activity of novel inhibitors of delta-5 desaturase for the treatment of metabolic syndrome.,  25  (18): [PMID:26235947] [10.1016/j.bmcl.2015.07.066]

Source

Source(1):

• Scientific Literature