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)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: CHEBI:2129
CAS Number: 134-46-3
DrugBank ID: DB03761
TTD ID: D0I0OH

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]

------------------------------------------------------------------------------------

Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

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.