PDE4 inhibitor 16   

GtoPdb Ligand ID: 10400

Compound class: Synthetic organic
Comment: This compound has been reported as a selective inhibitor of phosphodiesterase 4 (PDE4) [1]. Chemically this compound is a synthetic tetrahydro-isoquinoline analogue of the naturally occurring plant alkaloid berberine (PubChem CID 2353).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 54.56
Molecular weight 378.19
XLogP 3.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=CN1CCc2c(C1CCc1c[nH]c3c1ccc(c3)C)cc(c(c2)OC)OC
Isomeric SMILES O=CN1CCc2c([C@@H]1CCc1c[nH]c3c1ccc(c3)C)cc(c(c2)OC)OC
InChI InChI=1S/C23H26N2O3/c1-15-4-6-18-17(13-24-20(18)10-15)5-7-21-19-12-23(28-3)22(27-2)11-16(19)8-9-25(21)14-26/h4,6,10-14,21,24H,5,7-9H2,1-3H3/t21-/m0/s1
InChI Key OIDQRHGTWLIKKZ-NRFANRHFSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(S)-6,7-Dimethoxy-1-(2-(6-methyl-1H-indol-3-yl)ethyl)-3,4-dihydroisoquinoline-2(1H)-carbaldehyde
Database Links
GtoPdb PubChem SID 384403679
RCSB PDB Ligand AKO
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