IMPPAT Phytochemical information: 
Uridine-diphosphate-N-acetylglucosamine
Uridine-diphosphate-N-acetylglucosamine
Summary

SMILES: OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
InChI: InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChIKey: LFTYTUAZOPRMMI-CFRASDGPSA-N
DeepSMILES: OC[C@H]O[C@H]OP=O)OP=O)OC[C@H]O[C@H][C@@H][C@@H]5O))O))nccc=O)[nH]c6=O))))))))))))O)))O)))[C@@H][C@H][C@@H]6O))O))NC=O)C
Scaffold Graph/Node/Bond level: O=c1ccn(C2CCC(CO[PH](=O)O[PH](=O)OC3CCCCO3)O2)c(=O)[nH]1
Scaffold Graph/Node level: OC1CCN(C2CCC(COP(O)OP(O)OC3CCCCO3)O2)C(O)N1
Scaffold Graph level: CC(CCC1CCC(C2CCC(C)CC2C)C1)CC(C)CC1CCCCC1
Functional groups: CO; COP(=O)(O)OP(=O)(O)O[C@H](C)OC; COC; cn(C)c; c=O; c[nH]c; CC(=O)NC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Nucleosides, nucleotides, and analogues
ClassyFire Class: Pyrimidine nucleotides
ClassyFire Subclass: Pyrimidine nucleotide sugars
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Aminosugars and aminoglycosides
NP Classifier Class: Aminosugars
Synonymous chemical names:
uridine diphosphate n-acetylglucosamine
External chemical identifiers:
CID:CID_445675; ChEMBL:CHEMBL388154; ChEBI:CHEBI:16264; ZINC:ZINC000008551100; SureChEMBL:SCHEMBL1521296
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Uridine-diphosphate-N-acetylglucosamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 607.36
Log P RDKit -4.65
Topological polar surface area (Å2) RDKit 305.86
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 22
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.53
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Uridine-diphosphate-N-acetylglucosamine
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.112914
Uridine-diphosphate-N-acetylglucosamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -14.72
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No