rac-4,4,4-trifluoro-3-(7-methyl-1H-indol-3-yl)butanoic acid

ID: ALA2287134

PubChem CID: 76316442

Max Phase: Preclinical

Molecular Formula: C13H12F3NO2

Molecular Weight: 271.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(C(CC(=O)O)C(F)(F)F)c[nH]c12

Standard InChI:  InChI=1S/C13H12F3NO2/c1-7-3-2-4-8-9(6-17-12(7)8)10(5-11(18)19)13(14,15)16/h2-4,6,10,17H,5H2,1H3,(H,18,19)

Standard InChI Key:  DDTSWUGTULJWRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   33.0181   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0169   -3.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7317   -4.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7299   -2.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4453   -3.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4456   -3.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2359   -4.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7242   -3.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2351   -2.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6411   -2.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4660   -2.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2222   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8720   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6948   -1.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4510   -0.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6282   -0.7262    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3972   -1.4519    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.8027   -0.7249    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.7319   -5.1983    0.0000 C   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
  9 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 12 16  1  0
 12 17  1  0
 12 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287134

   4,4,4-trifluoro-3-(7-methyl-1H-indol-3-yl)butanoic 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: 271.24

Molecular Weight (Monoisotopic): 271.0820

AlogP: 3.60

#Rotatable Bonds: 3

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: 4.60

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 0.51

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: -0.27

References

1. KATAYAMA M, GAUTAM RK.  (1997)  Synthesis and Biological Activities of Fluorinated Plant Growth Regulators, 4, 4, 4-Trifluoro-3-(3-indolyl)butyric Acids and 4, 4, 4-Trifluoro-3-(2-indolyl)butyric Acid Bearing a Methyl Group on the Indole Nucleus,  22  (4): [10.1584/jpestics.22.331]

Source

Source(1):

• Scientific Literature