dasabuvir   Click here for help

GtoPdb Ligand ID: 11270

Synonyms: ABT-333 | ABT333 | Exviera®
Approved drug
dasabuvir is an approved drug (EMA (2019))
Compound class: Synthetic organic
Comment: Dasabuvir is a non-nucleoside inhibitor of the hepatitis C virus (HCV) RNA-dependent RNA polymerase NS5B [1]. It blocks viral RNA replication.

dasabuvir 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 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 118.12
Molecular weight 493.17
XLogP 5.82
No. Lipinski's rules broken 1

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 COc1c(cc(cc1C(C)(C)C)n1ccc(=O)[nH]c1=O)c1ccc2c(c1)ccc(c2)NS(=O)(=O)C
Isomeric SMILES COc1c(cc(cc1C(C)(C)C)n1ccc(=O)[nH]c1=O)c1ccc2c(c1)ccc(c2)NS(=O)(=O)C
InChI InChI=1S/C26H27N3O5S/c1-26(2,3)22-15-20(29-11-10-23(30)27-25(29)31)14-21(24(22)34-4)18-7-6-17-13-19(28-35(5,32)33)9-8-16(17)12-18/h6-15,28H,1-5H3,(H,27,30,31)
InChI Key NBRBXGKOEOGLOI-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. EMA (2019)
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
N-[6-[3-tert-butyl-5-(2,4-dioxopyrimidin-1-yl)-2-methoxyphenyl]naphthalen-2-yl]methanesulfonamide
International Nonproprietary Names Click here for help
INN number INN
9741 dasabuvir
Synonyms Click here for help
ABT-333 | ABT333 | Exviera®
Database Links Click here for help
CAS Registry No. 1132935-63-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL3137312
DrugBank Ligand DB09183
DrugCentral Ligand 4914
GtoPdb PubChem SID 434321705
PubChem CID 56640146
Search Google for chemical match using the InChIKey NBRBXGKOEOGLOI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NBRBXGKOEOGLOI
Search PubMed clinical trials dasabuvir
Search PubMed titles dasabuvir
Search PubMed titles/abstracts dasabuvir
UniChem Compound Search for chemical match using the InChIKey NBRBXGKOEOGLOI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NBRBXGKOEOGLOI-UHFFFAOYSA-N

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MedChemExpress
Dasabuvir (links to external site)
Cat. No. HY-13998