clevidipine   Click here for help

GtoPdb Ligand ID: 7468

Synonyms: Cleviprex®
Approved drug
clevidipine is an approved drug (FDA (2008))
Compound class: Synthetic organic
Comment: Clevidipine is a dihydropyridine class L-type calcium channel blocker, whic is highly selective for vascular smooth muscle over myocardial smooth muscle.
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 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 90.93
Molecular weight 455.09
XLogP 5.65
No. Lipinski's rules broken 1
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 CCCC(=O)OCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)OC)C
Isomeric SMILES CCCC(=O)OCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)OC)C
InChI InChI=1S/C21H23Cl2NO6/c1-5-7-15(25)29-10-30-21(27)17-12(3)24-11(2)16(20(26)28-4)18(17)13-8-6-9-14(22)19(13)23/h6,8-9,18,24H,5,7,10H2,1-4H3
InChI Key KPBZROQVTHLCDU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2008))
IUPAC Name Click here for help
O3-(butanoyloxymethyl) O5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
International Nonproprietary Names Click here for help
INN number INN
7490 clevidipine
Synonyms Click here for help
Cleviprex®
Database Links Click here for help
CAS Registry No. 167221-71-8
ChEMBL Ligand CHEMBL1237132
DrugBank Ligand DB04920
DrugCentral Ligand 674
GtoPdb PubChem SID 187051771
PubChem CID 153994
Search Google for chemical match using the InChIKey KPBZROQVTHLCDU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KPBZROQVTHLCDU
Search PubMed clinical trials clevidipine
Search PubMed titles clevidipine
Search PubMed titles/abstracts clevidipine
UniChem Compound Search for chemical match using the InChIKey KPBZROQVTHLCDU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KPBZROQVTHLCDU-UHFFFAOYSA-N
Wikipedia Clevidipine