ripasudil   Click here for help

GtoPdb Ligand ID: 10423

Synonyms: Glanatec® | K-115 (ripasudil hydrochloride dihydrate)
Approved drug
ripasudil is an approved drug (Japan (2014))
Compound class: Synthetic organic
Comment: Ripasudil is an isoquinoline class Rho-associated kinase (ROCK) inhibitor [1-2]. We present the parent molecule here. The hydrochloride dihydrate is referred to using the research code K-115 (see PubChem CID 11625386).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 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.

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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 70.68
Molecular weight 323.11
XLogP 1.51
No. Lipinski's rules broken 0
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.

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Canonical SMILES CC1CNCCCN1S(=O)(=O)c1cccc2c1c(F)cnc2
Isomeric SMILES C[C@H]1CNCCCN1S(=O)(=O)c1cccc2c1c(F)cnc2
InChI InChI=1S/C15H18FN3O2S/c1-11-8-17-6-3-7-19(11)22(20,21)14-5-2-4-12-9-18-10-13(16)15(12)14/h2,4-5,9-11,17H,3,6-8H2,1H3/t11-/m0/s1
InChI Key QSKQVZWVLOIIEV-NSHDSACASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (2014))
IUPAC Name Click here for help
4-fluoro-5-[[(2S)-2-methyl-1,4-diazepan-1-yl]sulfonyl]isoquinoline
International Nonproprietary Names Click here for help
INN number INN
9691 ripasudil
Synonyms Click here for help
Glanatec® | K-115 (ripasudil hydrochloride dihydrate)
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9680440
Reactome Reaction Reactome logo R-HSA-9680443
Other databases
BindingDB Ligand 50087135
CAS Registry No. 223645-67-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL3426621
DrugBank Ligand DB13165
DrugCentral Ligand 4938
GtoPdb PubChem SID 385612183
PubChem CID 9863672
Search Google for chemical match using the InChIKey QSKQVZWVLOIIEV-NSHDSACASA-N
Search Google for chemicals with the same backbone QSKQVZWVLOIIEV
Search PubMed clinical trials ripasudil
Search PubMed titles ripasudil
Search PubMed titles/abstracts ripasudil
UniChem Compound Search for chemical match using the InChIKey QSKQVZWVLOIIEV-NSHDSACASA-N
UniChem Connectivity Search for chemical match using the InChIKey QSKQVZWVLOIIEV-NSHDSACASA-N