DELEOBUVIR

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Search structure


Synonyms	BI 207127 BI-207127 Deleobuvir
Status
Molecule Category	UNKNOWN
UNII	58BU988K90
EPA CompTox	DTXSID40235516


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	BMAIGAHXAJEULY-UKTHLTGXSA-N
Smiles	Cn1c(C2(NC(=O)c3ccc4c(C5CCCC5)c(-c5ncc(Br)cn5)n(C)c4c3)CCC2)nc2ccc(/C=C/C(=O)O)cc21
InChI	InChI=1S/C34H33BrN6O3/c1-40-26-17-22(10-11-24(26)29(21-6-3-4-7-21)30(40)31-36-18-23(35)19-37-31)32(44)39-34(14-5-15-34)33-38-25-12-8-20(9-13-28(42)43)16-27(25)41(33)2/h8-13,16-19,21H,3-7,14-15H2,1-2H3,(H,39,44)(H,42,43)/b13-9+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C34H33BrN6O3
Molecular Weight	653.58
AlogP	6.85
Hydrogen Bond Acceptor	7.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	7.0
Polar Surface Area	114.93
Molecular species	ACID
Aromatic Rings	5.0
Heavy Atoms	44.0

Bioactivity

Mechanism of Action	Action	Reference
Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor	INHIBITOR	PubMed

Assay Description	Organism	Bioactivity	Reference
Antiviral activity against Hepatitis C virus genotype 4	Hepatitis C virus genotype 4	11.0 nM
Antiviral activity against Hepatitis C virus genotype 5	Hepatitis C virus genotype 5	11.0 nM
Antiviral activity against Hepatitis C virus genotype 6	Hepatitis C virus genotype 6	11.0 nM
Antiviral activity against Hepatitis C virus genotype 2	Hepatitis C virus genotype 2	11.0 nM
Antiviral activity against Hepatitis C virus genotype 3	Hepatitis C virus genotype 3	11.0 nM
Antiviral activity against Hepatitis C virus genotype 1b	Hepatitis C virus subtype 1b	11.0 nM
Antiviral activity against Hepatitis C virus genotype 1a	Hepatitis C virus subtype 1a	23.0 nM
Inhibition of HCV genotype 1b NS5Bdelta21 RNA dependent RNA polymerase expressed in Escherichia coli JM109 (DE3)	Hepatitis C virus subtype 1b	50.0 nM
Antiviral activity against Hepatitis C virus genotype 1a by cell-based assay	Hepatitis C virus subtype 1a	43.0 nM
Antiviral activity against Hepatitis C virus genotype 1b by cell-based assay	Hepatitis C virus subtype 1b	17.0 nM
Enzymatic assay with HCV NS5B polymerase D21	Hepatitis C virus	19.0 nM
Cell based replicon assay, genotype 1a	Hepatitis C virus	23.0 nM
Cell based replicon assay, genotype 1b	Hepatitis C virus	11.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL2403318
DrugBank	DB14850
FDA SRS	58BU988K90
PharmGKB	PA166128130
PubChem	56948249
SureChEMBL	SCHEMBL900174

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).