temuterkib   Click here for help

GtoPdb Ligand ID: 9975

Synonyms: LY-3214996 | LY3214996
PDB Ligand
Compound class: Synthetic organic
Comment: LY3214996 is an ERK1/2 inhibitor that is in early stage clinical development for the potential treatment of advanced non-hematological tumours, in particular for malignancies carrying activating MAPK pathway alterations, and which are refractory to RAF and MEK inhibitors.
(Note: ERK1= MAPK3, ERK2= MAPK1). The chemical structure of LY3214996 matches that for the INN compound temuterkib that was surfaced in WHO Proposed list 125 in July 2021.

temuterkib is commercially available from our sponsors

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 8
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 116.65
Molecular weight 453.19
XLogP 0.69
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 O=C1c2cc(sc2C(N1CCN1CCOCC1)(C)C)c1ccnc(n1)Nc1ccnn1C
Isomeric SMILES O=C1c2cc(sc2C(N1CCN1CCOCC1)(C)C)c1ccnc(n1)Nc1ccnn1C
InChI InChI=1S/C22H27N7O2S/c1-22(2)19-15(20(30)29(22)9-8-28-10-12-31-13-11-28)14-17(32-19)16-4-6-23-21(25-16)26-18-5-7-24-27(18)3/h4-7,14H,8-13H2,1-3H3,(H,23,25,26)
InChI Key JNPRPMBJODOFEC-UHFFFAOYSA-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
6,6-dimethyl-2-[2-[(2-methylpyrazol-3-yl)amino]pyrimidin-4-yl]-5-(2-morpholin-4-ylethyl)thieno[2,3-c]pyrrol-4-one
International Nonproprietary Names Click here for help
INN number INN
11680 temuterkib
Synonyms Click here for help
LY-3214996 | LY3214996
Database Links Click here for help
CAS Registry No. 1951483-29-6 (source: WHO INN record)
GtoPdb PubChem SID 374883862
PubChem CID 121408882
RCSB PDB Ligand KE8
Search Google for chemical match using the InChIKey JNPRPMBJODOFEC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JNPRPMBJODOFEC
Search PubMed clinical trials temuterkib
Search PubMed titles temuterkib
Search PubMed titles/abstracts temuterkib
UniChem Compound Search for chemical match using the InChIKey JNPRPMBJODOFEC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JNPRPMBJODOFEC-UHFFFAOYSA-N

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MedChemExpress
Temuterkib (links to external site)
Cat. No. HY-101494