GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

corynanthine   Click here for help

GtoPdb Ligand ID: 5345

Synonyms: rauhimbine
Compound class: Natural product
Comment: Corynanthine is one of the two diastereoisomers of yohimbine (the other is rauwolscine).
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
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

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
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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/)

✖
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

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/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
mitragynine
Click here for ligand page
Targets
μ receptor
ajmalicine
Click here for ligand page
Targets
CYP2D6
rescinnamine
Click here for ligand page
deserpidine
Click here for ligand page
reserpine
Click here for ligand page
Targets
Vesicular monoamine transporter 1; Vesicular monoamine transporter 2
[3H]rauwolscine
Click here for ligand page
Targets
α2A-adrenoceptor; α2B-adrenoceptor; α2C-adrenoceptor; 5-HT2B receptor
rauwolscine
Click here for ligand page
Targets
α2A-adrenoceptor; α2B-adrenoceptor; α2C-adrenoceptor; 5-HT1B receptor; 5-HT1D receptor; 5-HT2B receptor; 5-ht1e receptor
yohimbine
Click here for ligand page
Targets
α2A-adrenoceptor; α2B-adrenoceptor; α2C-adrenoceptor; 5-HT1A receptor; 5-HT1B receptor; 5-HT1D receptor; 5-HT1F receptor; 5-HT2B receptor; 5-HT5A receptor; 5-HT7 receptor; 5-ht1e receptor