Details of the Drug

General Information of Drug (ID: DME1AGO)

Drug Name
5-Fluoro-2'-Deoxyuridine-5'-Monophosphate
Synonyms
5-fluorodeoxyuridine monophosphate; FLUORODEOXYURIDYLATE; 5-fluoro-2'-deoxyuridine-5'-monophosphate; F-dUMP; 134-46-3; FdUMP; CHEMBL886; CHEBI:2129; UNII-7CJ707H131; 7CJ707H131; 88410-68-8; 5-FLUORO-2-DEOXYURIDINE MONOPHOSPHATE (FDUMP); [(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate; UFP; Poly(dF5U); Poly(5'-FU); Poly(5-fluoro-2'-deoxyuridylic acid); 5FdUMP; DB03761; 5'-Uridylic acid, 2'-deoxy-5-fluoro-; AC1L1RES; 5'-Uridylic acid,2'-deoxy-5-fluoro-, homopolymer
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 326.17
Logarithm of the Partition Coefficient (xlogp) -2.8
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 9
Chemical Identifiers
Formula
C9H12FN2O8P
IUPAC Name
[(2R,3S,5R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Canonical SMILES
C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)F)COP(=O)(O)O)O
InChI
InChI=1S/C9H12FN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1
InChIKey
HFEKDTCAMMOLQP-RRKCRQDMSA-N
Cross-matching ID
PubChem CID
8642
ChEBI ID
CHEMBL886
CAS Number
134-46-3
UNII
7CJ707H131
DrugBank ID
DB03761
TTD ID
D0I0OH
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Candida Thymidylate synthase (Candi TMP1) TTU6BFZ TYSY_CANAL Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
ATP-binding cassette sub-family C member 11 (ABCC11) OTVHL7OR MRP8_HUMAN Drug Response [2]
ATP-binding cassette sub-family C member 5 (ABCC5) OT34G4US MRP5_HUMAN Regulation of Drug Effects [3]
Tumor necrosis factor ligand superfamily member 10 (TNFSF10) OT4PXBTA TNF10_HUMAN Regulation of Drug Effects [4]
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References

1 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
2 MRP8/ABCC11 directly confers resistance to 5-fluorouracil. Mol Cancer Ther. 2007 Jan;6(1):122-7.
3 The multidrug resistance protein 5 (ABCC5) confers resistance to 5-fluorouracil and transports its monophosphorylated metabolites. Mol Cancer Ther. 2005 May;4(5):855-63.
4 Potentiation of the sensitivity of renal cell carcinoma cells to TRAIL-mediated apoptosis by subtoxic concentrations of 5-fluorouracil. Eur J Cancer. 2002 Jan;38(1):167-76. doi: 10.1016/s0959-8049(01)00339-2.