3-(2-(2,6-dimethylphenyl)-1H-indol-5-yl)propanoic acid

ID: ALA4872298

PubChem CID: 164619456

Max Phase: Preclinical

Molecular Formula: C19H19NO2

Molecular Weight: 293.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1-c1cc2cc(CCC(=O)O)ccc2[nH]1

Standard InChI:  InChI=1S/C19H19NO2/c1-12-4-3-5-13(2)19(12)17-11-15-10-14(7-9-18(21)22)6-8-16(15)20-17/h3-6,8,10-11,20H,7,9H2,1-2H3,(H,21,22)

Standard InChI Key:  UIEVDFIZTUJBOQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.1801  -17.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8966  -17.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8938  -16.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1784  -15.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4653  -17.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4620  -16.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6769  -15.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1951  -16.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6824  -17.2650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6067  -15.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3228  -16.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0357  -15.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7518  -16.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0326  -14.9305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3700  -16.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9598  -15.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1355  -15.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7251  -16.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1450  -17.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9679  -17.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3717  -15.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3871  -18.0287    0.0000 C   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
 16 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872298

   ---

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: 293.37

Molecular Weight (Monoisotopic): 293.1416

AlogP: 4.47

#Rotatable Bonds: 4

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: 4.70

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.15

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