2-Chloro-4-(4-(4-(2-cyclopentylacetyl)-3-hydroxy-2-methylphenoxy)butoxy)benzoic Acid

ID: ALA3287684

Chembl Id: CHEMBL3287684

PubChem CID: 90643864

Max Phase: Preclinical

Molecular Formula: C25H29ClO6

Molecular Weight: 460.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OCCCCOc2ccc(C(=O)O)c(Cl)c2)ccc(C(=O)CC2CCCC2)c1O

Standard InChI:  InChI=1S/C25H29ClO6/c1-16-23(11-10-20(24(16)28)22(27)14-17-6-2-3-7-17)32-13-5-4-12-31-18-8-9-19(25(29)30)21(26)15-18/h8-11,15,17,28H,2-7,12-14H2,1H3,(H,29,30)

Standard InChI Key:  ZNRWBONOBRNVRG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3287684

   2-Chloro-4-[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: 460.95

Molecular Weight (Monoisotopic): 460.1653

AlogP: 6.05

#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: 3.37

CX Basic pKa: ┄

CX LogP: 6.57

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.30

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