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

ID: ALA4869870

PubChem CID: 164625212

Max Phase: Preclinical

Molecular Formula: C17H13Cl2NO2

Molecular Weight: 334.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc2[nH]c(-c3c(Cl)cccc3Cl)cc2c1

Standard InChI:  InChI=1S/C17H13Cl2NO2/c18-12-2-1-3-13(19)17(12)15-9-11-8-10(5-7-16(21)22)4-6-14(11)20-15/h1-4,6,8-9,20H,5,7H2,(H,21,22)

Standard InChI Key:  YGPVQAOKSAQPED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   32.1677  -27.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8842  -26.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8814  -25.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1659  -25.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4529  -26.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4496  -25.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6645  -25.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1827  -26.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6700  -27.0238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5943  -25.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3104  -25.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0233  -25.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7394  -25.9242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0202  -24.6893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3576  -26.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9474  -25.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1231  -25.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7127  -26.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1326  -27.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9555  -27.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3593  -24.9336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.3747  -27.7875    0.0000 Cl  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:

   

   ALA4869870

   ---

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: 334.20

Molecular Weight (Monoisotopic): 333.0323

AlogP: 5.16

#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: 4.53

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.44

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