4-(4-(3-Hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy)-butoxy)benzoic Acid

ID: ALA3287671

Chembl Id: CHEMBL3287671

PubChem CID: 56929215

Max Phase: Preclinical

Molecular Formula: C23H28O6

Molecular Weight: 400.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OCCCCOc2ccc(C(=O)O)cc2)ccc(C(=O)CC(C)C)c1O

Standard InChI:  InChI=1S/C23H28O6/c1-15(2)14-20(24)19-10-11-21(16(3)22(19)25)29-13-5-4-12-28-18-8-6-17(7-9-18)23(26)27/h6-11,15,25H,4-5,12-14H2,1-3H3,(H,26,27)

Standard InChI Key:  ULWCVJYRXWBACL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3287671

   4-[4-[3-Hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]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: 400.47

Molecular Weight (Monoisotopic): 400.1886

AlogP: 4.87

#Rotatable Bonds: 11

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.36

CX Basic pKa: ┄

CX LogP: 5.54

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: 0.09

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