3-(4-pentyloxy-phenyl)-3-phenyl-propionic acid

Names and Identifiers

Canonical SMILES: CCCCCOc1ccc(C(CC(=O)O)c2ccccc2)cc1

Standard InChI: InChI=1S/C20H24O3/c1-2-3-7-14-23-18-12-10-17(11-13-18)19(15-20(21)22)16-8-5-4-6-9-16/h4-6,8-13,19H,2-3,7,14-15H2,1H3,(H,21,22)

Standard InChI Key: CRZYIJHWMNLUAC-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.1319    3.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1307    2.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8456    2.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620    2.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5591    3.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8438    3.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8454    1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1308    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5597    0.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5554    0.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2689   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9844    0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9820    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2679    1.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4164    1.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7018    0.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4166    2.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6994   -0.2797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4134    0.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1283   -0.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8423    0.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5572   -0.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2713    0.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  3  7  1  0
  8 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 15 17  2  0
 12 18  1  0
  7  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  2  0
 20 21  1  0
  2  3  1  0
 21 22  1  0
 10 11  1  0
 22 23  1  0
M  END

Alternative Forms

Parent:

ALA389454
3-[4-(Pentyloxy)phenyl]-3-phenylpropanoic acid

Associated Targets(Human)

FFAR1 Tchem Free fatty acid receptor 1 (4763 Activities)

Discover Target: FFAR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ffar1 Free fatty acid receptor 1 (306 Activities)

Discover Target: Ffar1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Biocomponents

Calculated Properties

Molecular Weight: 312.41	Molecular Weight (Monoisotopic): 312.1725	AlogP: 4.86	#Rotatable Bonds: 9
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: 4.29	CX Basic pKa: ┄	CX LogP: 5.09	CX LogD: 2.12
Aromatic Rings: 2	Heavy Atoms: 23	QED Weighted: 0.67	Np Likeness Score: -0.12

References

1. Song F, Lu S, Gunnet J, Xu JZ, Wines P, Proost J, Liang Y, Baumann C, Lenhard J, Murray WV, Demarest KT, Kuo GH.. (2007) Synthesis and biological evaluation of 3-aryl-3-(4-phenoxy)-propionic acid as a novel series of G protein-coupled receptor 40 agonists., 50 (12): [PMID:17500511] [10.1021/jm070130j]

Source

Source(1):

Scientific Literature