ADAFOSBUVIR

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Search structure


Synonyms	AL-335 Adafosbuvir Al-335 JNJ-335
Status
Molecule Category	UNKNOWN
UNII	S83770Y75R


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

Structure


InChI Key	NIJYGVDQZBBONK-SEUXLIJBSA-N
Smiles	CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@@]1(F)O[C@@H](n2ccc(=O)[nH]c2=O)[C@](C)(O)[C@@H]1O)Oc1ccccc1
InChI	InChI=1S/C22H29FN3O10P/c1-13(2)34-17(28)14(3)25-37(32,36-15-8-6-5-7-9-15)33-12-22(23)18(29)21(4,31)19(35-22)26-11-10-16(27)24-20(26)30/h5-11,13-14,18-19,29,31H,12H2,1-4H3,(H,25,32)(H,24,27,30)/t14-,18-,19+,21+,22+,37-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H29FN3O10P
Molecular Weight	545.46
AlogP	0.98
Hydrogen Bond Acceptor	11.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	10.0
Polar Surface Area	178.41
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	37.0

Bioactivity

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

Assay Description	Organism	Bioactivity	Reference
Antiviral activity against HCV con1 subgenomic replicon infected in human HuH7 cells assessed as reduction in viral RNA replication by qRT-PCR analysis	Hepatitis C virus	70.0 nM
Antiviral activity against HCV genotype 1a H77 expressing NS5B measured after 3 days by bright-glo luciferase reporter gene assay	Hepatitis C virus	60.0 nM
Antiviral activity against HCV genotype 1b con1 subgenomic replicon expressing NS5B measured after 3 days by bright-glo luciferase reporter gene assay	Hepatitis C virus	40.0 nM
Antiviral activity against HCV genotype 2b subgenomic replicon expressing NS5B measured after 3 days by bright-glo luciferase reporter gene assay	Hepatitis C virus	40.0 nM
Antiviral activity against HCV genotype 3a NZL1 subgenomic replicon expressing NS5B measured after 3 days by bright-glo luciferase reporter gene assay	Hepatitis C virus	60.0 nM
Antiviral activity against HCV genotype 4a subgenomic replicon expressing NS5B measured after 3 days by bright-glo luciferase reporter gene assay	Hepatitis C virus	60.0 nM

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL4129286
DrugBank	DB14906
FDA SRS	S83770Y75R
PubChem	118596336
SureChEMBL	SCHEMBL17359926

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).