3,4-difluoro-2-((2-fluoro-4-iodophenyl)(methyl)amino)benzoicacid

ID: ALA4127455

PubChem CID: 117956192

Max Phase: Preclinical

Molecular Formula: C14H9F3INO2

Molecular Weight: 407.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1ccc(I)cc1F)c1c(C(=O)O)ccc(F)c1F

Standard InChI:  InChI=1S/C14H9F3INO2/c1-19(11-5-2-7(18)6-10(11)16)13-8(14(20)21)3-4-9(15)12(13)17/h2-6H,1H3,(H,20,21)

Standard InChI Key:  YRAJKOMCYWWATE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.3939   -8.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939   -9.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1083   -9.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1083  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -10.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6794  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6794   -9.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6794   -7.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1083   -7.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8228   -9.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8228   -8.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5373   -9.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2518   -9.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9662   -9.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9662  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2518  -10.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5373  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6807  -10.7875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   13.2518   -8.3125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -11.6125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8228  -10.7875    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
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 15 18  1  0
 13 19  1  0
 10 12  1  0
  3 10  1  0
  5 20  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4127455

   3,4-difluoro-2-(2-fluoro-4-iodo-N-methylanilino)benzoic 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: 407.13

Molecular Weight (Monoisotopic): 406.9630

AlogP: 4.17

#Rotatable Bonds: 3

Polar Surface Area: 40.54

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 1.27

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -1.42

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