mavacamten   Click here for help

GtoPdb Ligand ID: 11265

Synonyms: Camzyos® | MYK-461 | MYK461
Approved drug PDB Ligand
mavacamten is an approved drug (FDA (2022), EMA (2023))
Compound class: Synthetic organic
Comment: Mavacamten (MYK-461) is an orally active myosin allosteric modulator [1] that was developed by MyoKardia as a novel treatment for obstructive hypertrophic cardiomyopathy (HCM). In 2020 MyoKardia was bought by Bristol Myers Squibb. The compound interacts with both α and β cardiac myosins in vitro. Preclinical pharmacokinetics are reported in [2]. Mavacamten attenuates hypertrophic and profibrotic gene expression in rodent models of HCM [1].
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. 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.

✖
Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 66.89
Molecular weight 273.15
XLogP 3.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

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.

✖
Canonical SMILES C[C@@H](c1ccccc1)Nc1cc(=O)n(c(=O)[nH]1)C(C)C
Isomeric SMILES C[C@@H](c1ccccc1)Nc1cc(=O)n(c(=O)[nH]1)C(C)C
InChI InChI=1S/C15H19N3O2/c1-10(2)18-14(19)9-13(17-15(18)20)16-11(3)12-7-5-4-6-8-12/h4-11,16H,1-3H3,(H,17,20)/t11-/m0/s1
InChI Key RLCLASQCAPXVLM-NSHDSACASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2022), EMA (2023))
IUPAC Name Click here for help
6-[[(1S)-1-phenylethyl]amino]-3-propan-2-yl-1H-pyrimidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
10492 mavacamten
Synonyms Click here for help
Camzyos® | MYK-461 | MYK461
Database Links Click here for help
CAS Registry No. 1642288-47-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297517
DrugBank Ligand DB14921
GtoPdb PubChem SID 434321700
PubChem CID 117761397
RCSB PDB Ligand XB2
Search Google for chemical match using the InChIKey RLCLASQCAPXVLM-NSHDSACASA-N
Search Google for chemicals with the same backbone RLCLASQCAPXVLM
Search PubMed clinical trials mavacamten
Search PubMed titles mavacamten
Search PubMed titles/abstracts mavacamten
UniChem Compound Search for chemical match using the InChIKey RLCLASQCAPXVLM-NSHDSACASA-N
UniChem Connectivity Search for chemical match using the InChIKey RLCLASQCAPXVLM-NSHDSACASA-N