delavirdine   Click here for help

GtoPdb Ligand ID: 12674

Synonyms: DLV | Rescriptor® | U-90152 | U90152
Approved drug PDB Ligand
delavirdine is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Delavirdine is a non-nucleoside reverse transcriptase inhibitor (NNRTI), that is used to treat HIV-1 infections.

delavirdine is commercially available from our sponsors

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 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 9
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 114.52
Molecular weight 456.56
XLogP 1.54
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 CC(C)NC1=CC=CN=C1N2CCN(CC2)C(=O)C3=CC4=C(C=CC(=C4)NS(=O)(=O)C)N3
Isomeric SMILES CC(C)NC1=C(N=CC=C1)N2CCN(CC2)C(=O)C3=CC4=C(N3)C=CC(=C4)NS(=O)(=O)C
InChI InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3
InChI Key WHBIGIKBNXZKFE-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
Approved drug? Yes. FDA (1997)
IUPAC Name Click here for help
N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-indol-5-yl]methanesulfonamide
International Nonproprietary Names Click here for help
INN number INN
7234 delavirdine
Synonyms Click here for help
DLV | Rescriptor® | U-90152 | U90152
Database Links Click here for help
BindingDB Ligand 1944
ChEBI CHEBI:119573
ChEMBL Ligand CHEMBL593
DrugBank Ligand DB00705
GtoPdb PubChem SID 483123222
PubChem CID 5625
RCSB PDB Ligand SPP
Search Google for chemical match using the InChIKey WHBIGIKBNXZKFE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WHBIGIKBNXZKFE
Search PubMed clinical trials delavirdine
Search PubMed titles delavirdine
Search PubMed titles/abstracts delavirdine
UniChem Compound Search for chemical match using the InChIKey WHBIGIKBNXZKFE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WHBIGIKBNXZKFE-UHFFFAOYSA-N

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MedChemExpress
Delavirdine (links to external site)
Cat. No. HY-10571