CMP-sialic acid   

GtoPdb Ligand ID: 4663

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 19
Hydrogen bond donors 10
Rotatable bonds 12
Topological polar surface area 332.72
Molecular weight 614.15
XLogP -5.15
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES OCC(C(C1OC(CC(C1NC(=O)C)O)(OP(=O)(OCC1OC(C(C1O)O)n1ccc(nc1=O)N)O)C(=O)O)O)O
Isomeric SMILES OC[C@H]([C@H]([C@@H]1O[C@](C[C@@H]([C@H]1NC(=O)C)O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)N)O)C(=O)O)O)O
InChI InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1
InChI Key TXCIAUNLDRJGJZ-BILDWYJOSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
(2R,4S,5R,6R)-2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Database Links
CAS Registry No. 3063-71-6 (source: Scifinder)
ChEBI CHEBI:16556
GtoPdb PubChem SID 178101378
PubChem CID 448209
RCSB PDB Ligand NCC
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