Molecule Details
| InChIKey | GHASVSINZRGABV-UHFFFAOYSA-N |
|---|---|
| Compound Name | 5-Fluorouracil |
| Canonical SMILES | O=c1[nH]cc(F)c(=O)[nH]1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 2 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.35 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00544 |
|---|---|
| Drug Name | Fluorouracil |
| CAS Number | 51-21-8 |
| Groups | approved investigational |
| ATC Codes | L01BC52 L01BC02 |
| Description | A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the thymidylate synthetase conversion of deoxyuridylic acid to thymidylic acid. |
Categories: Antimetabolites Antineoplastic Agents Antineoplastic and Immunomodulating Agents BCRP/ABCG2 Substrates Cardiotoxic antineoplastic agents Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP1A2 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2A6 Substrates Cytochrome P-450 CYP2A6 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C8 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Cytotoxins Drugs causing inadvertant photosensitivity Fluoropyrimidines Fluorouracil and prodrugs Immunologic Factors Immunosuppressive Agents Misc. Skin and Mucous Membrane Agents Moderate Risk QTc-Prolonging Agents Myelosuppressive Agents Narrow Therapeutic Index Drugs Noxae Nucleic Acid Synthesis Inhibitors Nucleoside Metabolic Inhibitor Photosensitizing Agents Pyrimidine Analogues Pyrimidines Pyrimidinones QTc Prolonging Agents Thyroxine-binding globulin inducers Toxic Actions
Cross-references: BindingDB: 50340677 ChEBI: 46345 CHEMBL185 ChemSpider: 3268 Drugs Product Database (DPD): 6311 C07649 D00584 PDB: URF PharmGKB: PA128406956 PubChem:3385 PubChem:46508557 RxCUI: 4492 Therapeutic Targets Database: DAP000829 Wikipedia: Fluorouracil ZINC: ZINC000038212689
Target Activities (2)
DrugBank Target Actions (24)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P02768 | ALB | Albumin | binder | carriers |
| P05543 | P05543 | Thyroxine-binding globulin | inducer | carriers |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | inhibitor | enzymes |
| O95045 | O95045 | Uridine phosphorylase 2 | substrate | enzymes |
| P04818 | TYMS | Thymidylate synthase | substrate | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | substrate | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | substrate | enzymes |
| P11172 | UMPS | Uridine 5'-monophosphate synthase | substrate | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | substrate | enzymes |
| P19971 | TYMP | Thymidine phosphorylase | substrate | enzymes |
| P42898 | P42898 | Methylenetetrahydrofolate reductase (NADPH) | substrate | enzymes |
| Q06203 | Q06203 | Amidophosphoribosyltransferase | substrate | enzymes |
| Q12882 | Q12882 | Dihydropyrimidine dehydrogenase [NADP(+)] | substrate | enzymes |
| Q16831 | UPP1 | Uridine phosphorylase 1 | substrate | enzymes |
| P12461 | P12461 | Thymidylate synthase | inhibitor | targets |
| Q12882 | Q12882 | Dihydropyrimidine dehydrogenase [NADP(+)] | inhibitor | targets |
| O14746 | TERT | Telomerase reverse transcriptase | other/unknown | targets |
| P04818 | TYMS | Thymidylate synthase | other/unknown | targets |
| O15438 | ABCC3 | ATP-binding cassette sub-family C member 3 | substrate | transporters |
| O15439 | O15439 | ATP-binding cassette sub-family C member 4 | substrate | transporters |
| O15440 | O15440 | ATP-binding cassette sub-family C member 5 | substrate | transporters |
| Q99808 | SLC29A1 | Equilibrative nucleoside transporter 1 | substrate | transporters |
| Q9UNQ0 | ABCG2 | Broad substrate specificity ATP-binding cassette transporter ABCG2 | substrate | transporters |
| Q9Y694 | Q9Y694 | Solute carrier family 22 member 7 | substrate | transporters |