3,4-difluoro-2-((2-fluorophenyl)amino)benzamide

ID: ALA4129409

PubChem CID: 117955700

Max Phase: Preclinical

Molecular Formula: C13H9F3N2O

Molecular Weight: 266.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(F)c(F)c1Nc1ccccc1F

Standard InChI:  InChI=1S/C13H9F3N2O/c14-8-3-1-2-4-10(8)18-12-7(13(17)19)5-6-9(15)11(12)16/h1-6,18H,(H2,17,19)

Standard InChI Key:  QMDWUIYZDQAEGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   10.4442   -7.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4442   -8.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1586   -8.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1586   -9.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4442  -10.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7297   -9.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7297   -8.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7297   -7.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1586   -7.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8731   -8.5854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5876   -8.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3021   -8.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0165   -8.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0165   -9.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3021  -10.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5876   -9.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3021   -7.7604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4442  -11.0604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8731  -10.2354    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 12 17  1  0
 10 11  1  0
  3 10  1  0
  5 18  1  0
  4 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4129409

   3,4-Difluoro-2-(2-fluoroanilino)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: 266.22

Molecular Weight (Monoisotopic): 266.0667

AlogP: 2.95

#Rotatable Bonds: 3

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: 13.63

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: -1.53

References

1. Chakrabarty S, Monlish DA, Gupta M, Wright TD, Hoang VT, Fedak M, Chopra I, Flaherty PT, Madura J, Mannepelli S, Burow ME, Cavanaugh JE..  (2018)  Structure activity relationships of anthranilic acid-based compounds on cellular and in vivo mitogen activated protein kinase-5 signaling pathways.,  28  (13): [PMID:29803729] [10.1016/j.bmcl.2018.05.029]

Source

Source(1):

• Scientific Literature