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

ID: ALA2286176

Cas Number: 215363-30-7

PubChem CID: 14649308

Max Phase: Preclinical

Molecular Formula: C10H7F2NO2

Molecular Weight: 211.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1c[nH]c2c(F)cc(F)cc12

Standard InChI:  InChI=1S/C10H7F2NO2/c11-6-2-7-5(1-9(14)15)4-13-10(7)8(12)3-6/h2-4,13H,1H2,(H,14,15)

Standard InChI Key:  NTDMXSJQNSXGNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   13.7060   -8.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0477   -8.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0477   -7.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8727   -7.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4905   -8.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6373   -7.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2873   -7.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8727   -8.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1026   -8.6772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0941   -7.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7051   -7.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4275   -6.6705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1807   -7.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6356   -9.4246    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.6365   -6.5716    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  1  0
  6  3  2  0
 10  1  1  0
  7  8  1  0
  5 11  2  0
 10  7  1  0
  2  6  1  0
 12  4  1  0
 13 10  2  0
  3  4  1  0
  8  2  2  0
  5  1  1  0
  7  4  2  0
 12 13  1  0
  2 14  1  0
  3 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286176

   2-(5,7-Difluoro-1H-indol-3-yl)acetic 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: 211.17

Molecular Weight (Monoisotopic): 211.0445

AlogP: 2.07

#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: 3.79

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: -1.27

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.80

Np Likeness Score: -0.75

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