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oliceridine   Click here for help

GtoPdb Ligand ID: 7334

Synonyms: Olinvyk® | TRV130 | TRV130A
Approved drug PDB Ligand
oliceridine is an approved drug (FDA (2020))
Compound class: Synthetic organic
Comment: Oliceridine (TRV130) is an opioid compound. It was developed to exhibit biased-signalling (specifically bias towards G protein signalling), with the aim of reducing the adverse effects associated with use of other opioid drugs [1-2].
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 3
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 71.62
Molecular weight 386.2
XLogP 3.12
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
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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 COc1ccsc1CNCCC1(CCOC2(C1)CCCC2)c1ccccn1
Isomeric SMILES COc1ccsc1CNCC[C@]1(CCOC2(C1)CCCC2)c1ccccn1
InChI InChI=1S/C22H30N2O2S/c1-25-18-7-15-27-19(18)16-23-13-10-21(20-6-2-5-12-24-20)11-14-26-22(17-21)8-3-4-9-22/h2,5-7,12,15,23H,3-4,8-11,13-14,16-17H2,1H3/t21-/m1/s1
InChI Key DMNOVGJWPASQDL-OAQYLSRUSA-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
Approved drug? Yes. US FDA (2020)
IUPAC Name Click here for help
[(3-methoxythiophen-2-yl)methyl]({2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]ethyl})amine
International Nonproprietary Names Click here for help
INN number INN
10250 oliceridine
Synonyms Click here for help
Olinvyk® | TRV130 | TRV130A
Database Links Click here for help
ChEMBL Ligand CHEMBL2443262
DrugCentral Ligand 5406
GtoPdb PubChem SID 178103906
PubChem CID 66553195
RCSB PDB Ligand WH2
Search Google for chemical match using the InChIKey DMNOVGJWPASQDL-OAQYLSRUSA-N
Search Google for chemicals with the same backbone DMNOVGJWPASQDL
Search PubMed clinical trials oliceridine
Search PubMed titles oliceridine
Search PubMed titles/abstracts oliceridine
UniChem Compound Search for chemical match using the InChIKey DMNOVGJWPASQDL-OAQYLSRUSA-N
UniChem Connectivity Search for chemical match using the InChIKey DMNOVGJWPASQDL-OAQYLSRUSA-N
Wikipedia TRV130