nilvadipine   Click here for help

GtoPdb Ligand ID: 10160

Synonyms: Escor® | FR-34235 | FR34235
Compound class: Synthetic organic
Comment: Nilvadipine is a dihydropyridine class L-type calcium channel blocker that is used as an anti-hypertensive drug [1]. The INN indicates that nilvadipine is a mixture of enantiomers. We show the chemical structure without specified stereochemistry to represent the mixture.
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 6
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 131.56
Molecular weight 385.13
XLogP 3.69
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES COC(=O)C1=C(C#N)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(C)C)C
Isomeric SMILES COC(=O)C1=C(C#N)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(C)C)C
InChI InChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3
InChI Key FAIIFDPAEUKBEP-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
5459 nilvadipine
Synonyms Click here for help
Escor® | FR-34235 | FR34235
Database Links Click here for help
BindingDB Ligand 50103634
ChEMBL Ligand CHEMBL517427
DrugCentral Ligand 1934
GtoPdb PubChem SID 381118870
PubChem CID 4494
Search Google for chemical match using the InChIKey FAIIFDPAEUKBEP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FAIIFDPAEUKBEP
Search PubMed clinical trials nilvadipine
Search PubMed titles nilvadipine
Search PubMed titles/abstracts nilvadipine
UniChem Compound Search for chemical match using the InChIKey FAIIFDPAEUKBEP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FAIIFDPAEUKBEP-UHFFFAOYSA-N