lacidipine   Click here for help

GtoPdb Ligand ID: 11740

Synonyms: GR-43659X | GR43659X | GX 1048 | GX-1048 | GX1048 | Lacipil® | Molap® | Motens®
Approved drug
lacidipine is an approved drug (UK (2013))
Compound class: Synthetic organic
Comment: Lacidipine (GR-43659X) is dihydropyridine calcium channel blocker. It has a slow onset of activity and a long duration of action.
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 7
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 90.93
Molecular weight 455.23
XLogP 5.77
No. Lipinski's rules broken 2
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 CCOC(=O)C1=C(C)NC(=C(C1c1ccccc1/C=C/C(=O)OC(C)(C)C)C(=O)OCC)C
Isomeric SMILES CCOC(=O)C1=C(NC(=C(C1c1ccccc1/C=C/C(=O)OC(C)(C)C)C(=O)OCC)C)C
InChI InChI=1S/C26H33NO6/c1-8-31-24(29)21-16(3)27-17(4)22(25(30)32-9-2)23(21)19-13-11-10-12-18(19)14-15-20(28)33-26(5,6)7/h10-15,23,27H,8-9H2,1-7H3/b15-14+
InChI Key GKQPCPXONLDCMU-CCEZHUSRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (2013))
IUPAC Name Click here for help
diethyl 2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylate
International Nonproprietary Names Click here for help
INN number INN
6093 lacidipine
Synonyms Click here for help
GR-43659X | GR43659X | GX 1048 | GX-1048 | GX1048 | Lacipil® | Molap® | Motens®
Database Links Click here for help
CAS Registry No. 103890-78-4 (source: WHO INN record)
DrugBank Ligand DB09236
GtoPdb PubChem SID 458923775
PubChem CID 5311217
Search Google for chemical match using the InChIKey GKQPCPXONLDCMU-CCEZHUSRSA-N
Search Google for chemicals with the same backbone GKQPCPXONLDCMU
Search PubMed clinical trials lacidipine
Search PubMed titles lacidipine
Search PubMed titles/abstracts lacidipine
UniChem Compound Search for chemical match using the InChIKey GKQPCPXONLDCMU-CCEZHUSRSA-N
UniChem Connectivity Search for chemical match using the InChIKey GKQPCPXONLDCMU-CCEZHUSRSA-N