sofosbuvir
Chemical compound
Also known as GI-7977 · PSI 7977 · Sovaldi® · isopropyl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate · GS-7977 · S)-Isopropyl 2-((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)- (phenoxy)phosphorylamino)propanoate
- Formula
- C₂₂H₂₉FN₃O₉P
1
- C₂₂H₂₉FN₃O₉P
- Mass
- 529.1625 Da
1
- 529.1625 Da
Overview
Chemistry
All data
70 statements · 61% with external sources · numbers in brackets are citations
- Canonical SMILES
- CC(C)OC(=O)C(C)NP(=O)(OCC1C(C(C(O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
1
- CC(C)OC(=O)C(C)NP(=O)(OCC1C(C(C(O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
- Isomeric SMILES
- C[C@@H](C(=O)OC(C)C)N[P@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
1
- C[C@@H](C(=O)OC(C)C)N[P@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
- Defined daily dose
- 0.4 g route of administration: oral administration
- Medical condition treated
- hepatitis C
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- hepatitis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- liver cirrhosis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- hepatitis C
- LiverTox likelihood score
- LiverTox toxicity likelihood category E*
1
Sources- 1.Stated in LiverToxncbi.nlm.nih.gov/books/n/livertox/SofosbuvirRetrieved 2021-04-08
- LiverTox toxicity likelihood category E*
- Legal status (medicine)
- boxed warning
1
Sources- 1.“FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.”nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802
- boxed warning
- Significant drug interaction
- amiodarone side effect: sinus bradycardia
- amiodarone side effect: atrioventricular block
On other databases
37 identifiers linking sofosbuvir across the web's reference databases
- ATC codeJ05AX15
- CAB ID33918
- CAS Registry Number1190307-88-0
- ChEBI ID85083
- ChEMBL IDCHEMBL1259059
- ChemSpider ID26286922
- DeCS ID55930
- DrugBank IDDB08934
- DrugCentral ID4811
- DSSTox substance IDDTXSID701027632
- EC number695-717-4
- ECHA Substance Infocard ID100.224.393
- Electronic Essential Medicines List medicine ID296
- Freebase ID/m/0hncg8p
- Golden ID (archived)Sofosbuvir-YERWX5
- Guide to Pharmacology Ligand ID7368
- HSDB ID8226
- InChIInChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1
- InChIKeyTTZHDVOVKQGIBA-IQWMDFIBSA-N
- KEGG IDD10366
- LiverTox IDSofosbuvir
- MedlinePlus drug identifiera614014
- MeSH descriptor IDD000069474
- MeSH tree codeD03.383.742.686.850.877.500
- Microsoft Academic ID (discontinued)2778390639
- NDF-RT IDN0000189539
- OpenAlex IDC2778390639
- PDB ligand IDWG6
- Probes And Drugs IDPD010569
- PubChem CID45375808
- Reaxys registry number20867484
- RxNorm CUI1484911
- SureChEMBL ID2010114
- UMLS CUIC2976303
- UniChem compound ID1002085
- UNIIWJ6CA3ZU8B
- WikiProjectMed IDSofosbuvir