Methyl 3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoate

ID: ALA4128403

PubChem CID: 22025654

Max Phase: Preclinical

Molecular Formula: C14H9F3INO2

Molecular Weight: 407.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(F)c(F)c1Nc1ccc(I)cc1F

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

Standard InChI Key:  DMQWKKMEUVXKQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   11.3372   -6.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3372   -6.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0516   -7.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0516   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3372   -8.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6227   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6227   -7.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6227   -5.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0516   -5.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7661   -6.9922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4806   -7.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951   -6.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9095   -7.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9095   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951   -8.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4806   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6240   -8.6422    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951   -6.1672    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3372   -9.4672    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7661   -8.6422    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0516   -4.9297    0.0000 C   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
 14 17  1  0
 12 18  1  0
 10 11  1  0
  3 10  1  0
  5 19  1  0
  4 20  1  0
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4128403

   Methyl 3,4-difluoro-2-(2-fluoro-4-iodoanilino)benzoate

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: 4.24

#Rotatable Bonds: 3

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 6.07

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: -1.58

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