3-(2-(3-chloropyridin-4-yl)-1H-indol-5-yl)propanoic acid

ID: ALA4877893

PubChem CID: 164627496

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O2

Molecular Weight: 300.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc2[nH]c(-c3ccncc3Cl)cc2c1

Standard InChI:  InChI=1S/C16H13ClN2O2/c17-13-9-18-6-5-12(13)15-8-11-7-10(2-4-16(20)21)1-3-14(11)19-15/h1,3,5-9,19H,2,4H2,(H,20,21)

Standard InChI Key:  IWNHOHBRZROIEO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.0154  -11.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7320  -11.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7291  -10.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0136   -9.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3005  -11.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2972  -10.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5122  -10.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0302  -10.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5175  -11.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4421   -9.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1581  -10.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8712   -9.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5872  -10.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8680   -9.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2052  -10.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7948  -10.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9705  -10.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5601  -10.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9800  -11.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8029  -11.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2068   -9.3627    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
M  END

Alternative Forms

1. Parent:

   

   ALA4877893

   ---

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: 300.75

Molecular Weight (Monoisotopic): 300.0666

AlogP: 3.90

#Rotatable Bonds: 4

Polar Surface Area: 65.98

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.58

CX Basic pKa: 3.66

CX LogP: 2.83

CX LogD: 0.31

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.50

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