3',5'-Dimethyl-(1,1'-biphenyl)-4-carboxylic acid

ID: ALA4551787

Cas Number: 505082-92-8

PubChem CID: 2758604

Max Phase: Preclinical

Molecular Formula: C15H14O2

Molecular Weight: 226.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)cc(-c2ccc(C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C15H14O2/c1-10-7-11(2)9-14(8-10)12-3-5-13(6-4-12)15(16)17/h3-9H,1-2H3,(H,16,17)

Standard InChI Key:  KQVFDBZDLRABMX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   31.8567  -10.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8555  -11.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5636  -12.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2732  -11.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2704  -10.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5618  -10.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9781  -12.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9780  -12.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6855  -13.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3936  -12.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3896  -12.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6816  -11.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1025  -13.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1048  -14.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8090  -12.9376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5593   -9.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1475  -12.1275    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
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551787

   4-(3,5-dimethylphenyl)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: 226.28

Molecular Weight (Monoisotopic): 226.0994

AlogP: 3.67

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -0.38

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