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CHEBI:9139 - sildenafil
| Formula | C22H30N6O4S |
| Net Charge | 0 |
| Average Mass | 474.587 |
| Monoisotopic Mass | 474.20492 |
| SMILES | CCCc1nn(C)c2c(=O)nc(-c3cc(S(=O)(=O)N4CCN(C)CC4)ccc3OCC)nc12 |
| InChI | 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) |
| InChIKey | BNRNXUUZRGQAQC-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that blocks the action of 3',5'-cyclic-GMP phosphodiesterase (EC 3.1.4.35). antiviral agent A substance that destroys or inhibits replication of viruses. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. |
| Applications: | antispasmodic drug A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder. hepatoprotective agent Any compound that is able to prevent damage to the liver. hypoglycemic agent A drug which lowers the blood glucose level. antifibrotic agent Any agent which acts to reduce fibrosis. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. anti-ulcer drug One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. vasodilator agent A drug used to cause dilation of the blood vessels. antiglaucoma drug Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye. renoprotective agent Any compound that is able to prevent damage to the kidneys. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antiparkinson drug A drug used in the treatment of Parkinson's disease. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| sildenafil (CHEBI:9139) has role anti-anaemic agent (CHEBI:75835) |
| sildenafil (CHEBI:9139) has role anti-ulcer drug (CHEBI:49201) |
| sildenafil (CHEBI:9139) has role antibacterial agent (CHEBI:33282) |
| sildenafil (CHEBI:9139) has role antifibrotic agent (CHEBI:233423) |
| sildenafil (CHEBI:9139) has role antiglaucoma drug (CHEBI:39456) |
| sildenafil (CHEBI:9139) has role antihypertensive agent (CHEBI:35674) |
| sildenafil (CHEBI:9139) has role antineoplastic agent (CHEBI:35610) |
| sildenafil (CHEBI:9139) has role antiparkinson drug (CHEBI:48407) |
| sildenafil (CHEBI:9139) has role antispasmodic drug (CHEBI:53784) |
| sildenafil (CHEBI:9139) has role antiviral agent (CHEBI:22587) |
| sildenafil (CHEBI:9139) has role cardiovascular drug (CHEBI:35554) |
| sildenafil (CHEBI:9139) has role EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor (CHEBI:71942) |
| sildenafil (CHEBI:9139) has role hepatoprotective agent (CHEBI:62868) |
| sildenafil (CHEBI:9139) has role hypoglycemic agent (CHEBI:35526) |
| sildenafil (CHEBI:9139) has role neuroprotective agent (CHEBI:63726) |
| sildenafil (CHEBI:9139) has role renoprotective agent (CHEBI:231911) |
| sildenafil (CHEBI:9139) has role vasodilator agent (CHEBI:35620) |
| sildenafil (CHEBI:9139) is a piperazines (CHEBI:26144) |
| sildenafil (CHEBI:9139) is a pyrazolopyrimidine (CHEBI:38669) |
| sildenafil (CHEBI:9139) is a sulfonamide (CHEBI:35358) |
| Incoming Relation(s) |
| sildenafil citrate (CHEBI:58987) has part sildenafil (CHEBI:9139) |
| IUPAC Name |
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| 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one |
| INNs | Source |
|---|---|
| sildenafil | KEGG DRUG |
| sildenafilo | WHO MedNet |
| Synonyms | Source |
|---|---|
| 1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine | ChemIDplus |
| HIP-0908 | ChEMBL |
| HIP0908 | ChEMBL |
| UK-92480 | ChEMBL |
| Registry Numbers | Sources |
|---|---|
| Beilstein:7673458 | Beilstein |
| CAS:139755-83-2 | KEGG COMPOUND |
| CAS:139755-83-2 | ChemIDplus |
| Citations |
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