4-((4-ethylphenoxy)methyl)benzoic acid

ID: ALA4580801

Cas Number: 380176-04-5

PubChem CID: 585022

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(OCc2ccc(C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C16H16O3/c1-2-12-5-9-15(10-6-12)19-11-13-3-7-14(8-4-13)16(17)18/h3-10H,2,11H2,1H3,(H,17,18)

Standard InChI Key:  IMLWGYVDZQECIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    6.4659  -22.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648  -23.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1728  -23.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8825  -23.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8797  -22.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1711  -21.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5920  -23.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5932  -24.3019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2990  -23.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7581  -21.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505  -22.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3427  -21.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462  -21.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392  -20.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9306  -21.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334  -21.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410  -22.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2223  -20.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152  -21.0349    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  1  0
  7  9  2  0
  4  7  1  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580801

   4-[(4-Ethylphenoxy)methyl]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: 256.30

Molecular Weight (Monoisotopic): 256.1099

AlogP: 3.53

#Rotatable Bonds: 5

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: 4.16

CX LogD: 1.03

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.89

Np Likeness Score: -0.55

References

1. Heitel P, Gellrich L, Kalinowsky L, Heering J, Kaiser A, Ohrndorf J, Proschak E, Merk D..  (2019)  Computer-Assisted Discovery and Structural Optimization of a Novel Retinoid X Receptor Agonist Chemotype.,  10  (2): [PMID:30783504] [10.1021/acsmedchemlett.8b00551]

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