4-{4-[3-Hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]-butoxy}-3-methoxybenzoic Acid

ID: ALA3287695

Chembl Id: CHEMBL3287695

PubChem CID: 90643858

Max Phase: Preclinical

Molecular Formula: C24H30O7

Molecular Weight: 430.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)O)ccc1OCCCCOc1ccc(C(=O)CC(C)C)c(O)c1C

Standard InChI:  InChI=1S/C24H30O7/c1-15(2)13-19(25)18-8-10-20(16(3)23(18)26)30-11-5-6-12-31-21-9-7-17(24(27)28)14-22(21)29-4/h7-10,14-15,26H,5-6,11-13H2,1-4H3,(H,27,28)

Standard InChI Key:  XJICBRVIAXTUNH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3287695

   4-[4-[3-Hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]butoxy]-3-methoxybenzoic 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: 430.50

Molecular Weight (Monoisotopic): 430.1992

AlogP: 4.87

#Rotatable Bonds: 12

Polar Surface Area: 102.29

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 5.39

CX LogD: 2.31

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