MZ-101   Click here for help

GtoPdb Ligand ID: 13115

Synonyms: MZ101
Compound class: Synthetic organic
Comment: MZ-101 is a preclinical, small molecule, selective inhibitor of glycogen synthase 1 (GYS1; P13807) [1]. It was designed as a strategy for the treatment of glycogen storage disorders such as Pompe disease, via a mechanism that reduces glycogen synthesis and storage in muscle. Inhibition of GYS1 is proposed as an alternative/or adjunct to alpha glucosidase (GAA) enzyme replacement therapy for Pompe 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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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 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 86.16
Molecular weight 449.52
XLogP 2.91
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 CC(C)C1=CC=C(C=C1)[C@H](C2=CC=CC=C2)NC(=O)[C@@H]3C[C@H](CN3C(=O)CC4=CN=NN4)F
Isomeric SMILES CC(C)C1=CC=C(C=C1)[C@@H](NC(=O)[C@@H]2C[C@@H](F)CN2C(=O)CC3=CN=NN3)C4=CC=CC=C4
InChI InChI=1S/C25H28FN5O2/c1-16(2)17-8-10-19(11-9-17)24(18-6-4-3-5-7-18)28-25(33)22-12-20(26)15-31(22)23(32)13-21-14-27-30-29-21/h3-11,14,16,20,22,24H,12-13,15H2,1-2H3,(H,28,33)(H,27,29,30)/t20-,22+,24+/m1/s1
InChI Key VIXMWFGMNPKXHI-SFLYRZDNSA-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
(2S,4R)-4-fluoro-N-[(S)-phenyl-(4-propan-2-ylphenyl)methyl]-1-[2-(2H-triazol-4-yl)acetyl]pyrrolidine-2-carboxamide
Synonyms Click here for help
MZ101
Database Links Click here for help
GtoPdb PubChem SID 491299897
PubChem CID 165139769
Search Google for chemical match using the InChIKey VIXMWFGMNPKXHI-SFLYRZDNSA-N
Search Google for chemicals with the same backbone VIXMWFGMNPKXHI
UniChem Compound Search for chemical match using the InChIKey VIXMWFGMNPKXHI-SFLYRZDNSA-N
UniChem Connectivity Search for chemical match using the InChIKey VIXMWFGMNPKXHI-SFLYRZDNSA-N