MP-004   Click here for help

GtoPdb Ligand ID: 13656

Synonyms: example 20 [WO2017203083A1] | MP004
Compound class: Synthetic organic
Comment: MP-004 is a triazole compound that acts as an allosteric modulator of ryanodine receptor (RyR) calcium channels. A broader family of related compounds have previously been reported to promote RyR1 interaction with the FKBP12 protein [1]. MP-004 increases RyR/FKBP1A interactions. This is one of the compounds claimed in patent WO2017203083A1, for potential to improve or restore intracellular calcium homeostasis in human diseases [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 5
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 65.73
Molecular weight 292.4
XLogP 0.94
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 CN(C)CCN1C=C(CSC2=CC=C(C=C2)OC)N=N1
Isomeric SMILES N1=NN(C=C1CSC2=CC=C(OC)C=C2)CCN(C)C
InChI InChI=1S/C14H20N4OS/c1-17(2)8-9-18-10-12(15-16-18)11-20-14-6-4-13(19-3)5-7-14/h4-7,10H,8-9,11H2,1-3H3
InChI Key IPKFEKNXZHBLFH-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/)
References
1. Aizpurua JM, Miranda JI, Irastorza A, Torres E, Eceiza M, Sagartzazu-Aizpurua M, Ferrón P, Aldanondo G, Lasa-Fernández H, Marco-Moreno P et al.. (2021)
Discovery of a novel family of FKBP12 "reshapers" and their use as calcium modulators in skeletal muscle under nitro-oxidative stress.
Eur J Med Chem, 213: 113160. [PMID:33493827]
2. Illarramendi AV, Lopez de Munain arregi AJ, Celma PF, Aizpurua Ipaggaguirre JM, Irastorza Epelde A, Miranda Murua JI, Toral Ojeda I, Aldanondo Aistizabal G. (2017)
Triazoles for regulating intracellular calcium homeostasis.
Patent number: WO2017203083A1. Assignee: Universidad Del País Vasco, Administración General De La Comunidad Autónoma De Euskadi. Priority date: 23/05/2017. Publication date: 30/11/2017.