3-(4-(4-(2-Cyclopentylacetyl)-3-hydroxy-2-methylphenoxy)-butoxy)benzoic Acid

ID: ALA3287676

Chembl Id: CHEMBL3287676

PubChem CID: 90643861

Max Phase: Preclinical

Molecular Formula: C25H30O6

Molecular Weight: 426.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OCCCCOc2cccc(C(=O)O)c2)ccc(C(=O)CC2CCCC2)c1O

Standard InChI:  InChI=1S/C25H30O6/c1-17-23(12-11-21(24(17)27)22(26)15-18-7-2-3-8-18)31-14-5-4-13-30-20-10-6-9-19(16-20)25(28)29/h6,9-12,16,18,27H,2-5,7-8,13-15H2,1H3,(H,28,29)

Standard InChI Key:  UUGVIOPJBPICMU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3287676

   3-[4-[4-(2-Cyclopentylacetyl)-3-hydroxy-2-methylphenoxy]butoxy]benzoic acid

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

Calculated Properties

Molecular Weight: 426.51

Molecular Weight (Monoisotopic): 426.2042

AlogP: 5.40

#Rotatable Bonds: 11

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.84

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.18

References

1. Dhanya RP, Sheffler DJ, Dahl R, Davis M, Lee PS, Yang L, Nickols HH, Cho HP, Smith LH, D'Souza MS, Conn PJ, Der-Avakian A, Markou A, Cosford ND..  (2014)  Design and synthesis of systemically active metabotropic glutamate subtype-2 and -3 (mGlu2/3) receptor positive allosteric modulators (PAMs): pharmacological characterization and assessment in a rat model of cocaine dependence.,  57  (10): [PMID:24735492] [10.1021/jm5000563]

Source

Source(1):

• Scientific Literature