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suvadronabinol   Click here for help

GtoPdb Ligand ID: 13225

Compound class: Synthetic organic
Comment: Suvadronabinol is the international non-proprietary name (INN) for a synthetic Δ9-tetrahydrocannabinol (dronabinol) analogue/cannabinoid receptor agonist.
2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 101.93
Molecular weight 513.67
XLogP 5.74
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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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/)

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Canonical SMILES CCCCCC1=CC2=C([C@@H]3C=C(C)CC[C@H]3C(C)(C)O2)C(=C1)OC(=O)[C@]([H])(C(C)C)NC(=O)CCC(=O)O
Isomeric SMILES [H][C@](NC(=O)CCC(O)=O)(C(C)C)C(=O)OC1=CC(CCCCC)=CC=2OC(C)(C)[C@@H]3CCC(C)=C[C@H]3C12
InChI InChI=1S/C30H43NO6/c1-7-8-9-10-20-16-23(36-29(35)28(18(2)3)31-25(32)13-14-26(33)34)27-21-15-19(4)11-12-22(21)30(5,6)37-24(27)17-20/h15-18,21-22,28H,7-14H2,1-6H3,(H,31,32)(H,33,34)/t21-,22-,28+/m1/s1
InChI Key QAIKRQKSCBZKKS-XJGOYTCSSA-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
3-{[(2S)-1-{[(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-yl]oxy}-3-methyl-1-oxobutan-2-yl]carbamoyl}propanoic acid
International Nonproprietary Names Click here for help
INN number INN
12398 suvadronabinol
Database Links Click here for help
CAS Registry No. 1225194-84-2 (source: WHO INN record)
GtoPdb PubChem SID 491300007
PubChem CID 171037447
Search Google for chemical match using the InChIKey QAIKRQKSCBZKKS-XJGOYTCSSA-N
Search Google for chemicals with the same backbone QAIKRQKSCBZKKS
Search PubMed clinical trials suvadronabinol
Search PubMed titles suvadronabinol
Search PubMed titles/abstracts suvadronabinol
UniChem Compound Search for chemical match using the InChIKey QAIKRQKSCBZKKS-XJGOYTCSSA-N
UniChem Connectivity Search for chemical match using the InChIKey QAIKRQKSCBZKKS-XJGOYTCSSA-N