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motugivatrep   Click here for help

GtoPdb Ligand ID: 14510

Synonyms: Avarept® | compound 1 [WO2024071349] | SJP-0132 | SJP0132
Approved drug
motugivatrep is an approved drug
Compound class: Synthetic organic
Comment: Motugivatrep (SJP-0132) is a selective transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonist [3]. It was designed to ameliorate the signs and symptoms dry eye disease.
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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Click here for structure editor
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 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 58.56
Molecular weight 403.4
XLogP 1.73
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 C1=CC(=C2C[C@@H](CCC2=C1)O)NC(=O)/C=C/3\CCOC4=CC(=CC=C34)C(F)(F)F
Isomeric SMILES C1CC2=C(C[C@@H]1O)C(=CC=C2)NC(=O)/C=C/3\CCOC4=C3C=CC(=C4)C(F)(F)F
InChI InChI=1S/C22H20F3NO3/c23-22(24,25)15-5-7-17-14(8-9-29-20(17)11-15)10-21(28)26-19-3-1-2-13-4-6-16(27)12-18(13)19/h1-3,5,7,10-11,16,27H,4,6,8-9,12H2,(H,26,28)/b14-10+/t16-/m1/s1
InChI Key MAWBBYZCTDJMDD-HFQYIWAZSA-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. Japan PMDA (2025)
IUPAC Name Click here for help
(2E)-N-[(7R)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]-2-[7-(trifluoromethyl)-2,3-dihydrochromen-4-ylidene]acetamide
International Nonproprietary Names Click here for help
INN number INN
12048 motugivatrep
Synonyms Click here for help
Avarept® | compound 1 [WO2024071349] | SJP-0132 | SJP0132
Database Links Click here for help
CAS Registry No. 920332-28-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL5095073
DrugBank Ligand DB21546
PubChem CID 137350798
Search Google for chemical match using the InChIKey MAWBBYZCTDJMDD-HFQYIWAZSA-N
Search Google for chemicals with the same backbone MAWBBYZCTDJMDD
Search PubMed clinical trials motugivatrep
Search PubMed titles motugivatrep
Search PubMed titles/abstracts motugivatrep
UniChem Compound Search for chemical match using the InChIKey MAWBBYZCTDJMDD-HFQYIWAZSA-N
UniChem Connectivity Search for chemical match using the InChIKey MAWBBYZCTDJMDD-HFQYIWAZSA-N