2-(5,7-difluoro-1H-indol-3-yl)-2-methylpropanoic acid

ID: ALA2286177

PubChem CID: 14649313

Max Phase: Preclinical

Molecular Formula: C12H11F2NO2

Molecular Weight: 239.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C(=O)O)c1c[nH]c2c(F)cc(F)cc12

Standard InChI:  InChI=1S/C12H11F2NO2/c1-12(2,11(16)17)8-5-15-10-7(8)3-6(13)4-9(10)14/h3-5,15H,1-2H3,(H,16,17)

Standard InChI Key:  HEXZERJMHSJOKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    8.2800   -3.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2788   -4.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9924   -4.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9906   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5667   -2.9491    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9922   -5.4225    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7047   -3.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7096   -4.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4957   -4.4325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9768   -3.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4879   -3.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7378   -2.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5423   -2.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1002   -2.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7954   -1.3507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9119   -2.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5192   -1.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  8  2  0
  7  4  2  0
  4  1  1  0
  1  5  1  0
  3  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 12 16  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286177

   2-(5,7-difluoro-1H-indol-3-yl)-2-methylpropanoic 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: 239.22

Molecular Weight (Monoisotopic): 239.0758

AlogP: 2.81

#Rotatable Bonds: 2

Polar Surface Area: 53.09

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: -0.08

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -0.59

References

1. KATO Y, KATAYAMA M, MARUMO S.  (2001)  Synthesis of 2-(5, 7-Difluoro-3-indolyl)-propionic Acid (5, 7-F2-IPA) and 2-(5, 7-Difluoro-3-indolyl)isobutyric Acid (5, 7-F2-IIBA) and Their Respective Auxin and Antiauxin Activities,  26  (3): [10.1584/jpestics.26.266]

Source

Source(1):

• Scientific Literature