2-(5,7-Difluoro-3-indolyl)propionic acid

ID: ALA2286349

PubChem CID: 76330968

Max Phase: Preclinical

Molecular Formula: C11H9F2NO2

Molecular Weight: 225.19

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H9F2NO2/c1-5(11(15)16)8-4-14-10-7(8)2-6(12)3-9(10)13/h2-5,14H,1H3,(H,15,16)

Standard InChI Key:  HOPCVKDYTJHMQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.4602   -3.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591   -3.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735   -4.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1718   -2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -2.6778    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -5.1540    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -3.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8916   -3.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786   -4.1629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -3.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707   -2.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9210   -2.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7264   -1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -1.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849   -2.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798   -1.0774    0.0000 O   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
 12 14  1  0
 13 15  1  0
 13 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286349

   2-(5,7-difluoro-1H-indol-3-yl)propanoic 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: 225.19

Molecular Weight (Monoisotopic): 225.0601

AlogP: 2.63

#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: 3.89

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -0.58

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