3-(2-(4-chloro-2-(trifluoromethyl)phenyl)-1H-indol-5-yl)propanoic acid

ID: ALA4868676

PubChem CID: 164624629

Max Phase: Preclinical

Molecular Formula: C18H13ClF3NO2

Molecular Weight: 367.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc2[nH]c(-c3ccc(Cl)cc3C(F)(F)F)cc2c1

Standard InChI:  InChI=1S/C18H13ClF3NO2/c19-12-3-4-13(14(9-12)18(20,21)22)16-8-11-7-10(2-6-17(24)25)1-5-15(11)23-16/h1,3-5,7-9,23H,2,6H2,(H,24,25)

Standard InChI Key:  BJVOTKFIAYOZGU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   41.6031  -11.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3195  -10.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3166  -10.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6013   -9.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8883  -10.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8850  -10.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1000   -9.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6181  -10.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1053  -11.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0296   -9.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7455  -10.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4585   -9.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1745  -10.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4553   -8.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7931  -10.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3829   -9.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5587   -9.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1483  -10.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5682  -11.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3909  -11.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3233  -10.5214    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.7948   -9.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6197   -9.0817    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.3817   -8.3683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.1993   -8.3623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868676

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 367.75

Molecular Weight (Monoisotopic): 367.0587

AlogP: 5.52

#Rotatable Bonds: 4

Polar Surface Area: 53.09

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 5.20

CX LogD: 2.46

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.64

References

1. Zhao X, Yoon DO, Yoo J, Park HJ..  (2021)  Structure-Activity Relationship Study and Biological Evaluation of 2-(Disubstituted phenyl)-indole-5-propanoic Acid Derivatives as GPR40 Full Agonists.,  64  (7.0): [PMID:33769827] [10.1021/acs.jmedchem.1c00031]

Source

Source(1):

• Scientific Literature