3,4-difluoro-2-(phenylamino)benzoicacid

ID: ALA4130265

PubChem CID: 75202781

Max Phase: Preclinical

Molecular Formula: C13H9F2NO2

Molecular Weight: 249.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(F)c(F)c1Nc1ccccc1

Standard InChI:  InChI=1S/C13H9F2NO2/c14-10-7-6-9(13(17)18)12(11(10)15)16-8-4-2-1-3-5-8/h1-7,16H,(H,17,18)

Standard InChI Key:  LVWANKKKCGGFQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   11.3343   -7.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3343   -8.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0488   -8.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0488   -9.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3343   -9.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6199   -9.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6199   -8.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6199   -6.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0488   -6.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7633   -8.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4777   -8.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1922   -8.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9067   -8.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9067   -9.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1922   -9.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4777   -9.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3343  -10.6948    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7633   -9.8698    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
 10 11  1  0
  3 10  1  0
  5 17  1  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4130265

   2-Anilino-3,4-difluorobenzoic acid

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: 249.22

Molecular Weight (Monoisotopic): 249.0601

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: 4.66

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.88

Np Likeness Score: -1.16

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