clamikalant   Click here for help

GtoPdb Ligand ID: 13270

Synonyms: HMR-1883 | HMR1883
Compound class: Synthetic organic
Comment: Clamikalant (HMR-1883) is an ATP-sensitive potassium (KATP) channel blocker, with selectivity for Kir6.2/SUR1-composed K(ATP) channels. It is formulated as clamikalant sodium for experimental use.
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 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 8
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 134.2
Molecular weight 470.97
XLogP 0.75
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 CNC(=S)[N-]S(=O)(=O)C1=CC(=CC=C1OC)CCNC(=O)C2=CC(=CC=C2OC)Cl
Isomeric SMILES CNC(=S)[N-]S(=O)(=O)C1=C(C=CC(=C1)CCNC(=O)C2=C(C=CC(=C2)Cl)OC)OC
InChI InChI=1S/C19H22ClN3O5S2/c1-21-19(29)23-30(25,26)17-10-12(4-6-16(17)28-3)8-9-22-18(24)14-11-13(20)5-7-15(14)27-2/h4-7,10-11H,8-9H2,1-3H3,(H3,21,22,23,24,29)/p-1
InChI Key JRZBLRXVQSGTJE-UHFFFAOYSA-M
Bioactivity Comments
Clamikalant is a more potent inhibitor of KATPs in cardiac muscle cells compared to those found in pancreatic beta-cells or in the coronary vascular system. It inhibits currents via human SUR2A/Kir6.2 channel with an IC50 of 4300 nM [1].