Metabolite Gemcitabine Monophosphate

Name
Gemcitabine Monophosphate
Description
Not Available
Structure
Synonyms
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 343.178
Monoisotopic: 343.038092675
Chemical Formula
C9H12F2N3O7P
InChI Key
KNTREFQOVSMROS-QPPQHZFASA-N
InChI
InChI=1S/C9H12F2N3O7P/c10-9(11)6(15)4(3-20-22(17,18)19)21-7(9)14-2-1-5(12)13-8(14)16/h1-2,4,6-7,15H,3H2,(H2,12,13,16)(H2,17,18,19)/t4-,6-,7-/m1/s1
IUPAC Name
{[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)C1(F)F
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-002b-9600000000-361468008af9f6209148
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-71a506cda252c0ebddd4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002g-6039000000-db607041eda6dea6443c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-1900000000-7721eb4db61f43d9af34
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-d5d984819d3764c4c8e2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-8901000000-ca9ddfe79c93561521e8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00or-9000000000-48ba4ac658e897dff0ac
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-165.58391
predicted
DeepCCS 1.0 (2019)
[M+H]+167.97948
predicted
DeepCCS 1.0 (2019)
[M+Na]+175.27846
predicted
DeepCCS 1.0 (2019)
ChemSpider
439295
ChEMBL
CHEMBL3236427
ZINC
ZINC000013516753
PDBe Ligand
U7B
Predicted Properties
PropertyValueSource
Water Solubility14.5 mg/mLALOGPS
logP-0.12ALOGPS
logP-1.6Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.15Chemaxon
pKa (Strongest Basic)3.76Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area154.91 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity64.12 m3·mol-1Chemaxon
Polarizability26.03 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon