yohimbine   Click here for help

GtoPdb Ligand ID: 102

Synonyms: Actibine® | corynine | quebrachin | yohimbin
Approved drug
yohimbine is an approved drug (FDA (no date available))
Comment: Yohimbine exerts actions on many receptors of the dopamine, serotonin and adrenergic families, with highest activity as an antagonist of α2-adrenoceptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 65.56
Molecular weight 354.19
XLogP 2.72
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
Isomeric SMILES COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1
InChI InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
InChI Key BLGXFZZNTVWLAY-SCYLSFHTSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (no date available))
IUPAC Name Click here for help
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate
Synonyms Click here for help
Actibine® | corynine | quebrachin | yohimbin
Database Links Click here for help
BitterDB Ligand 70
CAS Registry No. 146-48-5 (source: Scifinder)
ChEBI CHEBI:10093
ChEMBL Ligand CHEMBL15245
DrugBank Ligand DB01392
DrugCentral Ligand 3659
GtoPdb PubChem SID 135652727
PubChem CID 8969
Search Google for chemical match using the InChIKey BLGXFZZNTVWLAY-SCYLSFHTSA-N
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Wikipedia Yohimbine