UFP

5-FLUORO-2'-DEOXYURIDINE-5'-MONOPHOSPHATE

Created:	1999-07-08
Last modified:	2024-09-27

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30 entries where UFP is found as a standalone ligand5 entries where UFP is covalently linked to polymer or other heterogen groups 6 entries where UFP is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	3
Bond Count	34
Aromatic Bond Count	0

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Chemical Component Summary
Name	5-FLUORO-2'-DEOXYURIDINE-5'-MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate
Formula	C₉ H₁₂ F N₂ O₈ P
Molecular Weight	326.172
Type	DNA LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O
SMILES	CACTVS	3.341	O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(OC1N2C=C(C(=O)NC2=O)F)COP(=O)(O)O)O
Canonical SMILES	CACTVS	3.341	O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)F)COP(=O)(O)O)O
InChI	InChI	1.03	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	InChI	1.03	HFEKDTCAMMOLQP-RRKCRQDMSA-N

Drug Info: DrugBank

DrugBank ID	DB03761
Name	5-fluoro-2'-deoxyuridine-5'-monophosphate
Groups	experimental
Synonyms	F-dUMP 5FdUMP 5-fluorodeoxyuridine monophosphate 5-fluoro-2'-deoxyuridine-5'-monophosphate
Categories	Deoxyribonucleotides Deoxyuracil Nucleotides Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Pyrimidine Nucleotides Pyrimidines Uracil Nucleotides
CAS number	134-46-3

Drug Targets

Name	Target Sequence	Pharmacological Action
Thymidylate synthase	MKQYLELMQKVLDEGTQKNDRTGTGTLSIFGHQMRFNLQDGFPLVTTKRC...	unknown
Thymidylate synthase	MLEQPYLDLAKKVLDEGHFKPDRTHTGTYSIFGHQMRFDLSKGFPLLTTK...	unknown
Thymidylate synthase ThyX	MKIDILDKGFVELVDVMGNDLSAVRAARVSFDMGLKDEERDRHLIEYLMK...	unknown
Thymidylate synthase 1	MTQFDKQYNSIIKDIINNGISDEEFDVRTKWDSDGTPAHTLSVISKQMRF...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682