corynanthine   

GtoPdb Ligand ID: 5345

Synonyms: rauhimbine
Comment: Corynanthine is one of the two diastereoisomers of yohimbine (the other is rauwolscine).
2D Structure
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Physico-chemical Properties
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
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-DKJBZYCGSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
methyl (1S,15R,18S,19S,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
rauhimbine
Database Links
CAS Registry No. 483-10-3
ChEMBL Ligand CHEMBL31410
GtoPdb PubChem SID 178102007
PubChem CID 92766
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Wikipedia Corynanthine