7-((5-Hydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-6-oxo-2H,6H-pyrano[3,2-b]xanthen-9-yl)oxy)heptanoic Acid

ID: ALA4471352

Chembl Id: CHEMBL4471352

PubChem CID: 145997874

Max Phase: Preclinical

Molecular Formula: C31H36O8

Molecular Weight: 536.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(OCCCCCCC(=O)O)cc2oc3cc4c(c(O)c3c(=O)c2c1CC=C(C)C)C=CC(C)(C)O4

Standard InChI:  InChI=1S/C31H36O8/c1-18(2)11-12-20-26-22(17-24(30(20)36-5)37-15-9-7-6-8-10-25(32)33)38-23-16-21-19(13-14-31(3,4)39-21)28(34)27(23)29(26)35/h11,13-14,16-17,34H,6-10,12,15H2,1-5H3,(H,32,33)

Standard InChI Key:  QHLZYKWHQKCZMD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4471352

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 536.62

Molecular Weight (Monoisotopic): 536.2410

AlogP: 6.77

#Rotatable Bonds: 11

Polar Surface Area: 115.43

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.94

CX Basic pKa: ┄

CX LogP: 6.96

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: 2.12

References

1. Liang J, Huang YY, Zhou Q, Gao Y, Li Z, Wu D, Yu S, Guo L, Chen Z, Huang L, Liang SH, He X, Wu R, Luo HB..  (2020)  Discovery and Optimization of α-Mangostin Derivatives as Novel PDE4 Inhibitors for the Treatment of Vascular Dementia.,  63  (6): [PMID:32115956] [10.1021/acs.jmedchem.0c00060]

2. Huang YY, Deng J, Tian YJ, Liang J, Xie X, Huang Y, Zhu J, Zhu Z, Zhou Q, He X, Luo HB..  (2021)  Mangostanin Derivatives as Novel and Orally Active Phosphodiesterase 4 Inhibitors for the Treatment of Idiopathic Pulmonary Fibrosis with Improved Safety.,  64  (18.0): [PMID:34520193] [10.1021/acs.jmedchem.1c01085]

Source

Source(1):

• Scientific Literature