Details of the Drug

General Information of Drug (ID: DMPV1LU)

Drug Name
2'-deoxyuridylic acid
Synonyms
dUMP; 2'-deoxyuridylic acid; Deoxyuridine monophosphate; Deoxyuridylic acid; 2'-Deoxyuridine 5'-monophosphate; 2'-deoxy-5'-uridylic acid; Deoxyuridine 5'-phosphate; 2'-Deoxyuridine 5'-phosphate; Deoxy-UMP; 2'-Deoxyuridylate; 964-26-1; 2'-DEOXYURIDINE-5'-MONOPHOSPHATE; Deoxyuridine 5'-monophosphate; 5'-Uridylic acid, 2'-deoxy-; deoxyuridylate; Uridine, 2'-deoxy-, 5'-phosphate; EINECS 213-518-9; Uridine, 2'-deoxy-, 5'-(dihydrogen phosphate); BRN 0042143; CHEMBL211312; CHEBI:17622; JSRLJPSBLDHEIO-SHYZEUOFSA-N; 42155-08-8; 1tsy; 1tsv
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) 308.18
Logarithm of the Partition Coefficient (xlogp) -3.3
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 8
Chemical Identifiers
Formula
C9H13N2O8P
IUPAC Name
[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Canonical SMILES
C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(=O)(O)O)O
InChI
InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChIKey
JSRLJPSBLDHEIO-SHYZEUOFSA-N
Cross-matching ID
PubChem CID
65063
ChEBI ID
CHEMBL211312
CAS Number
964-26-1
UNII
N9J10KFG94
DrugBank ID
DB03800
TTD ID
D0CZ3C
INTEDE ID
DR2009
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Deoxyuridine triphosphate nucleotidohydrolase (Bact dut) TTY8KJS DUT_ECOLI Inhibitor [1]
Candida Thymidylate synthase (Candi TMP1) TTU6BFZ TYSY_CANAL Inhibitor [1]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Thymidylate synthase (TYMS) DEASG0Q TYSY_HUMAN Substrate [2]
Thymidylate synthase (thyA) DEH4O6C TYSY_LACCA Substrate [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
ATP-binding cassette sub-family C member 5 (ABCC5) OT34G4US MRP5_HUMAN Regulation of Drug Effects [4]
Molecular Interaction Atlas (MIA) 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 Distribution of mutations in human thymidylate synthase yielding resistance to 5-fluorodeoxyuridine. J Biol Chem. 2002 Sep 27;277(39):36304-11.
3 Role of the conserved tryptophan 82 of Lactobacillus casei thymidylate synthase. Chem Biol. 1995 Sep;2(9):609-14.
4 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.