α-mangostin derivative 4e   Click here for help

GtoPdb Ligand ID: 13470

Synonyms: compound 4e [PMID: 32115956]
PDB Ligand
Compound class: Synthetic organic
Comment: This is a synthetic derivative of α-mangostin [1]. It has much improved PDE4 inhibitor potency than the naturally occurring compound .
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 111.52
Molecular weight 536.61
XLogP 5.13
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES C/C(=C\CC1=C(C(=CC2=C1C(=O)C3=C(C=C4C(=C3O)C=CC(C)(C)O4)O2)OCCCCCCC(=O)O)OC)/C
Isomeric SMILES O=C1C2=C(C=C3OC(C)(C)C=CC3=C2O)OC4=CC(OCCCCCCC(O)=O)=C(OC)C(C/C=C(\C)/C)=C41
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)
InChI Key QHLZYKWHQKCZMD-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
7-[5-hydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-6-oxopyrano[3,2-b]xanthen-9-yl]oxyheptanoic acid
Synonyms Click here for help
compound 4e [PMID: 32115956]
Database Links Click here for help
BindingDB Ligand 50527193
ChEMBL Ligand CHEMBL4471352
GtoPdb PubChem SID 500839880
PubChem CID 145997874
RCSB PDB Ligand M36
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