Drug Information
| Drug General Information | Top | |||
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| Drug ID |
D05ULR
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| Drug Name |
Sildenafil
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| Synonyms |
sildenafil; 139755-83-2; VIAGRA; Sildenafil [INN:BAN]; UK-92480; UNII-3M7OB98Y7H; UK-92,480-10; C22H30N6O4S; HSDB 7305; CHEMBL192; UK 92480-10; CHEBI:9139; 3M7OB98Y7H; BNRNXUUZRGQAQC-UHFFFAOYSA-N; Sildenafil
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| Drug Type |
Small molecular drug
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| Indication | Erectile dysfunction [ICD-11: HA01.1; ICD-10: N48.4; ICD-9: 302.72, 607.84] | Approved | [1] | |
| Coronavirus Disease 2019 (COVID-19) [ICD-11: 1D6Y] | Phase 3 | [2] | ||
| Therapeutic Class |
Antiviral Agents
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| Structure |
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Download2D MOL |
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| Formula |
C22H30N6O4S
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| Canonical SMILES |
CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C
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| InChI |
1S/C22H30N6O4S/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29)
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| InChIKey |
BNRNXUUZRGQAQC-UHFFFAOYSA-N
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| CAS Number |
CAS 139755-83-2
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| PubChem Compound ID | ||||
| ChEBI ID |
CHEBI:9139
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Blautia hansenii DSM20583
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Sildenafil citrate can be metabolized by Blautia hansenii DSM20583 (log2FC = -0.494; p = 0.01). | |||
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Studied Microbe: Clostridium difficile 120
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Sildenafil citrate can be metabolized by Clostridium difficile 120 (log2FC = -0.424; p = 0.02). | |||
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Studied Microbe: Clostridium sp.
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|
[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Sildenafil citrate can be metabolized by Clostridium sp. (log2FC = -0.524; p = 0.003). | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | HUMAN phosphodiesterase type 5 (PDE5) | Target Info | Inhibitor | [4], [5] |
| References | Top | |||
|---|---|---|---|---|
| REF 1 | FDA Approved Drug Products from FDA Official Website. 2019. Application Number: (ANDA) 206401. | |||
| REF 2 | ClinicalTrials.gov (NCT04304313) A Pilot Study of Sildenafil in COVID-19. U.S. National Institutes of Health. | |||
| REF 3 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 4 | Nitric oxide inhibits the replication cycle of severe acute respiratory syndrome coronavirus. J Virol. 2005 Feb;79(3):1966-9. doi: 10.1128/JVI.79.3.1966-1969.2005. | |||
| REF 5 | Any possible role of phosphodiesterase type 5 inhibitors in the treatment of severe COVID19 infections A lesson from urology. Clin Immunol. 2020 May;214:108414. | |||
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