4-(4-(4-(3,3-Dimethylbutanoyl)-3-hydroxy-2-methylphenoxy)-butoxy)-5-methoxycyclohexa-1,3-dienecarboxylic Acid

ID: ALA3287724

Chembl Id: CHEMBL3287724

PubChem CID: 90643888

Max Phase: Preclinical

Molecular Formula: C25H32O7

Molecular Weight: 444.52

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H32O7/c1-16-20(11-9-18(23(16)27)19(26)15-25(2,3)4)31-12-6-7-13-32-21-10-8-17(24(28)29)14-22(21)30-5/h8-11,14,27H,6-7,12-13,15H2,1-5H3,(H,28,29)

Standard InChI Key:  UJDHAHLKIGUYNG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3287724

   4-[4-[4-(3,3-Dimethylbutanoyl)-3-hydroxy-2-methylphenoxy]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: 444.52

Molecular Weight (Monoisotopic): 444.2148

AlogP: 5.26

#Rotatable Bonds: 11

Polar Surface Area: 102.29

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 5.69

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -0.01

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