2-(4-(trifluoromethyl)-1H-indol-3-yl)acetic acid

ID: ALA2270133

Cas Number: 959236-36-3

PubChem CID: 34176016

Max Phase: Preclinical

Molecular Formula: C11H8F3NO2

Molecular Weight: 243.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1c[nH]c2cccc(C(F)(F)F)c12

Standard InChI:  InChI=1S/C11H8F3NO2/c12-11(13,14)7-2-1-3-8-10(7)6(5-15-8)4-9(16)17/h1-3,5,15H,4H2,(H,16,17)

Standard InChI Key:  UXRJBWIYZWRBBW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    1.5693   -3.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -3.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830   -4.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2813   -2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -3.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -3.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -4.1172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756   -3.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7869   -2.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920   -1.3808    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -1.3852    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2708   -0.9666    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416   -1.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484   -1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007   -2.4276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1032   -1.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270133

   2-[4-(trifluoromethyl)-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: 243.18

Molecular Weight (Monoisotopic): 243.0507

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: 4.15

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: -0.48

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -0.47

References

1. Katayama M, Masui Y, Kageyama E, Kawabata Y, Kanayama K..  (2008)  Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.,  72  (8): [PMID:18685200] [10.1271/bbb.80138]

Source

Source(1):

• Scientific Literature