5BrUTP   

GtoPdb Ligand ID: 1731

Synonyms: 5-bromo-UTP | 5-bromouridine triphosphate | bromouridine 5'-triphosphate
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 15
Hydrogen bond donors 7
Rotatable bonds 8
Topological polar surface area 293.8
Molecular weight 561.88
XLogP -4.74
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES OC1C(COP(=O)(OP(=O)(OP(=O)(O)O)O)O)OC(C1O)n1cc(Br)c(=O)[nH]c1=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cc(Br)c(=O)[nH]c1=O
InChI InChI=1S/C9H14BrN2O15P3/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(25-8)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h1,4-6,8,13-14H,2H2,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1
InChI Key IWFHOSULCAJGRM-UAKXSSHOSA-N
Classification
Compound class Synthetic organic
IUPAC Name
[(2R,3S,4R,5R)-5-(5-bromo-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
Synonyms
5-bromo-UTP | 5-bromouridine triphosphate | bromouridine 5'-triphosphate
Database Links
CAS Registry No. 3398-50-3 (source: Scifinder)
GtoPdb PubChem SID 135651412
PubChem CID 9872620
RCSB PDB Ligand BUP
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