bevemipretide   Click here for help

GtoPdb Ligand ID: 13258

Synonyms: SBT-272 | SBT272
Compound class: Peptide
Comment: Bevemipretide is a modified tripeptide (H-DArg-2,6-diMeTyr-Unk, from PubChem) that helps to stabilise the cardiolipin-rich inner mitochondrial membrane and promotes antioxidant, neuroprotective and mitochondria-protective effects in upper motor neurons (UMNs) [1].
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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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 CC1=C(C[C@@H](C(=O)N[C@@H](CCCCN)C2=NC(=NO2)CC3=CC=CC=C3)NC(=O)[C@@H](CCCN=C(N)N)N)C(=CC(=C1)O)C
Isomeric SMILES CC1=CC(=CC(=C1C[C@@H](C(=O)N[C@@H](CCCCN)C2=NC(=NO2)CC3=CC=CC=C3)NC(=O)[C@@H](CCCN=C(N)N)N)C)O
InChI InChI=1S/C31H45N9O4/c1-19-15-22(41)16-20(2)23(19)18-26(38-28(42)24(33)11-8-14-36-31(34)35)29(43)37-25(12-6-7-13-32)30-39-27(40-44-30)17-21-9-4-3-5-10-21/h3-5,9-10,15-16,24-26,41H,6-8,11-14,17-18,32-33H2,1-2H3,(H,37,43)(H,38,42)(H4,34,35,36)/t24-,25+,26+/m1/s1
InChI Key XEYINAAYNXIXPY-ZNZIZOMTSA-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 Peptide
IUPAC Name Click here for help
(2R)-2-amino-N-[(2S)-1-[[(1S)-5-amino-1-(3-benzyl-1,2,4-oxadiazol-5-yl)pentyl]amino]-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-yl]-5-(diaminomethylideneamino)pentanamide
International Nonproprietary Names Click here for help
INN number INN
12830 bevemipretide
Synonyms Click here for help
SBT-272 | SBT272
Database Links Click here for help
CAS Registry No. 2356106-71-1 (source: WHO INN record)
DrugBank Ligand DB18037
GtoPdb PubChem SID 491300040
PubChem CID 138688997
Search Google for chemical match using the InChIKey XEYINAAYNXIXPY-ZNZIZOMTSA-N
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UniChem Compound Search for chemical match using the InChIKey XEYINAAYNXIXPY-ZNZIZOMTSA-N
UniChem Connectivity Search for chemical match using the InChIKey XEYINAAYNXIXPY-ZNZIZOMTSA-N