3'-Ethoxy-(1,1'-biphenyl)-4-carboxylic acid

ID: ALA4559162

Cas Number: 202208-73-9

PubChem CID: 2758738

Max Phase: Preclinical

Molecular Formula: C15H14O3

Molecular Weight: 242.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cccc(-c2ccc(C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C15H14O3/c1-2-18-14-5-3-4-13(10-14)11-6-8-12(9-7-11)15(16)17/h3-10H,2H2,1H3,(H,16,17)

Standard InChI Key:  XPDQGPUCKPVYNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   12.9540  -11.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9528  -11.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6609  -12.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3705  -11.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3677  -11.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6591  -10.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0754  -12.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0753  -13.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7828  -13.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4909  -13.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4869  -12.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7789  -11.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1997  -13.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2021  -14.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9063  -13.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6566   -9.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3631   -9.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0720   -9.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559162

   4-(3-ethoxyphenyl)benzoic Acid

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: 242.27

Molecular Weight (Monoisotopic): 242.0943

AlogP: 3.45

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.06

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 0.36

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -0.70

References

1. Pollinger J, Schierle S, Gellrich L, Ohrndorf J, Kaiser A, Heitel P, Chaikuad A, Knapp S, Merk D..  (2019)  A Novel Biphenyl-based Chemotype of Retinoid X Receptor Ligands Enables Subtype and Heterodimer Preferences.,  10  (9): [PMID:31531208] [10.1021/acsmedchemlett.9b00306]

2. Zhang, L L and 7 more authors.  1996-07-05  Discovery of novel retinoic acid receptor agonists having potent antiproliferative activity in cervical cancer cells.  [PMID:8709094]

3. Canan Koch, S S SS and 6 more authors.  1999-02-25  Synthesis of retinoid X receptor-specific ligands that are potent inducers of adipogenesis in 3T3-L1 cells.  [PMID:10052980]

Source

Source(1):

• Scientific Literature