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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:39 UTC
HMDB IDHMDB0014513
Secondary Accession Numbers
  • HMDB14513
Metabolite Identification
Common NameCidofovir
DescriptionCidofovir is only found in individuals that have used or taken this drug. It is an injectable antiviral medication for the treatment of cytomegalovirus (CMV) retinitis in patients with AIDS. It suppresses CMV replication by selective inhibition of viral DNA synthesis. [Wikipedia ]Cidofovir acts through the selective inhibition of viral DNA polymerase.Biochemical data support selective inhibition of CMV DNA polymerase by cidofovir diphosphate, the active intracellular metabolite of cidofovir. Cidofovir diphosphate inhibits herpesvirus polymerases at concentrations that are 8- to 600-fold lower than those needed to inhibit human cellular DNA polymerase alpha, beta, and gamma(1,2,3). Incorporation of cidofovir into the growing viral DNA chain results in reductions in the rate of viral DNA synthesis.
Structure
Data?1582753188
Synonyms
ValueSource
(S)-(3-(4-Amino-2-oxopyrimidin-1(2H)-yl)-1-hydroxypropan-2-yloxy)methylphosphonic acidChEBI
(S)-1-(3-Hydroxy-2-phosphonomethoxypropyl)cytosineChEBI
(S)-1-[3-Hydroxy-2-(phosphonomethoxy)propyl]cytosineChEBI
(S)-1-[3-Hydroxy-2-(phosphonylmethoxy)propyl]cytosineChEBI
(S)-HPMPCChEBI
1-(S)-[3-Hydroxy-2-(phosphonomethoxy)propyl]cytosineChEBI
1-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]cytosineChEBI
[(S)-2-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-1-hydroxymethyl-ethoxymethyl]-phosphonic acidChEBI
CDVChEBI
(S)-(3-(4-Amino-2-oxopyrimidin-1(2H)-yl)-1-hydroxypropan-2-yloxy)methylphosphonateGenerator
[(S)-2-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-1-hydroxymethyl-ethoxymethyl]-phosphonateGenerator
Cidofovir anhydrousHMDB
HPMPCHMDB
Cidofovir, (R)-isomerHMDB
Cidofovir, sodium saltHMDB
1-((3-Hydroxy-2-phosphonylmethoxy)propyl)cytosineHMDB
Cidofovir sodiumHMDB
VistideHMDB
1-(3-Hydroxy-2-phosphonylmethoxypropyl)cytosineHMDB
Cidofovir, (+-)-isomerHMDB
CidofovirChEBI
Chemical FormulaC8H14N3O6P
Average Molecular Weight279.187
Monoisotopic Molecular Weight279.062021707
IUPAC Name({[(2S)-1-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
Traditional Namecidofovir
CAS Registry Number113852-37-2
SMILES
NC1=NC(=O)N(C[C@@H](CO)OCP(O)(O)=O)C=C1
InChI Identifier
InChI=1S/C8H14N3O6P/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16)/t6-/m0/s1
InChI KeyVWFCHDSQECPREK-LURJTMIESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentPyrimidones
Alternative Parents
Substituents
  • Aminopyrimidine
  • Pyrimidone
  • Hydropyrimidine
  • Imidolactam
  • Organophosphonic acid
  • Organophosphonic acid derivative
  • Heteroaromatic compound
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point480 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility11.5 g/LNot Available
LogP-3.9Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.5 g/LALOGPS
logP-2.1ALOGPS
logP-3.4ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.19ChemAxon
pKa (Strongest Basic)2.15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area145.68 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.43 m³·mol⁻¹ChemAxon
Polarizability24.44 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+160.96331661259
DarkChem[M-H]-158.68731661259
DeepCCS[M+H]+158.99730932474
DeepCCS[M-H]-156.63930932474
DeepCCS[M-2H]-189.52530932474
DeepCCS[M+Na]+165.0930932474
AllCCS[M+H]+159.132859911
AllCCS[M+H-H2O]+155.832859911
AllCCS[M+NH4]+162.132859911
AllCCS[M+Na]+163.032859911
AllCCS[M-H]-156.032859911
AllCCS[M+Na-2H]-156.332859911
AllCCS[M+HCOO]-156.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CidofovirNC1=NC(=O)N(C[C@@H](CO)OCP(O)(O)=O)C=C13618.2Standard polar33892256
CidofovirNC1=NC(=O)N(C[C@@H](CO)OCP(O)(O)=O)C=C12449.5Standard non polar33892256
CidofovirNC1=NC(=O)N(C[C@@H](CO)OCP(O)(O)=O)C=C12854.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cidofovir,1TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O2590.9Semi standard non polar33892256
Cidofovir,1TMS,isomer #2C[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N)=NC1=O2631.1Semi standard non polar33892256
Cidofovir,1TMS,isomer #3C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C12693.4Semi standard non polar33892256
Cidofovir,2TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C2600.3Semi standard non polar33892256
Cidofovir,2TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C2610.2Standard non polar33892256
Cidofovir,2TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C3921.5Standard polar33892256
Cidofovir,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O)C=C12697.5Semi standard non polar33892256
Cidofovir,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O)C=C12723.6Standard non polar33892256
Cidofovir,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O)C=C14110.6Standard polar33892256
Cidofovir,2TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C2617.7Semi standard non polar33892256
Cidofovir,2TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C2600.8Standard non polar33892256
Cidofovir,2TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C3778.4Standard polar33892256
Cidofovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C)C=C12715.8Semi standard non polar33892256
Cidofovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C)C=C12663.4Standard non polar33892256
Cidofovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C)C=C13768.2Standard polar33892256
Cidofovir,2TMS,isomer #5C[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C2602.8Semi standard non polar33892256
Cidofovir,2TMS,isomer #5C[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C2762.0Standard non polar33892256
Cidofovir,2TMS,isomer #5C[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C4041.5Standard polar33892256
Cidofovir,3TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2610.8Semi standard non polar33892256
Cidofovir,3TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2658.4Standard non polar33892256
Cidofovir,3TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C3619.2Standard polar33892256
Cidofovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O[Si](C)(C)C)C=C12698.6Semi standard non polar33892256
Cidofovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O[Si](C)(C)C)C=C12705.8Standard non polar33892256
Cidofovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O)O[Si](C)(C)C)C=C13558.8Standard polar33892256
Cidofovir,3TMS,isomer #3C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O2574.3Semi standard non polar33892256
Cidofovir,3TMS,isomer #3C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O2795.5Standard non polar33892256
Cidofovir,3TMS,isomer #3C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O3709.6Standard polar33892256
Cidofovir,3TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C12703.4Semi standard non polar33892256
Cidofovir,3TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C12725.2Standard non polar33892256
Cidofovir,3TMS,isomer #4C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C13351.7Standard polar33892256
Cidofovir,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O2623.6Semi standard non polar33892256
Cidofovir,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O2731.4Standard non polar33892256
Cidofovir,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O3444.7Standard polar33892256
Cidofovir,4TMS,isomer #1C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C12713.2Semi standard non polar33892256
Cidofovir,4TMS,isomer #1C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C12736.4Standard non polar33892256
Cidofovir,4TMS,isomer #1C[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C13193.7Standard polar33892256
Cidofovir,4TMS,isomer #2C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C2619.0Semi standard non polar33892256
Cidofovir,4TMS,isomer #2C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C2737.4Standard non polar33892256
Cidofovir,4TMS,isomer #2C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C3219.5Standard polar33892256
Cidofovir,4TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)O[Si](C)(C)C2648.4Semi standard non polar33892256
Cidofovir,4TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)O[Si](C)(C)C2771.5Standard non polar33892256
Cidofovir,4TMS,isomer #3C[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)O[Si](C)(C)C3058.9Standard polar33892256
Cidofovir,5TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2666.0Semi standard non polar33892256
Cidofovir,5TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2742.3Standard non polar33892256
Cidofovir,5TMS,isomer #1C[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2933.3Standard polar33892256
Cidofovir,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O2871.0Semi standard non polar33892256
Cidofovir,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N)=NC1=O2871.0Semi standard non polar33892256
Cidofovir,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C12944.5Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3076.9Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3039.0Standard non polar33892256
Cidofovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3994.9Standard polar33892256
Cidofovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O)C=C13146.1Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O)C=C13132.3Standard non polar33892256
Cidofovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O)C=C14114.2Standard polar33892256
Cidofovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C(C)(C)C3085.2Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C(C)(C)C2997.1Standard non polar33892256
Cidofovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N)=NC1=O)O[Si](C)(C)C(C)(C)C3852.5Standard polar33892256
Cidofovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13163.5Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13070.1Standard non polar33892256
Cidofovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13836.8Standard polar33892256
Cidofovir,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C3062.0Semi standard non polar33892256
Cidofovir,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C3147.9Standard non polar33892256
Cidofovir,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C3992.7Standard polar33892256
Cidofovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3297.5Semi standard non polar33892256
Cidofovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3185.6Standard non polar33892256
Cidofovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3744.1Standard polar33892256
Cidofovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13366.2Semi standard non polar33892256
Cidofovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13284.7Standard non polar33892256
Cidofovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C13706.2Standard polar33892256
Cidofovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O3266.9Semi standard non polar33892256
Cidofovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O3351.5Standard non polar33892256
Cidofovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O3771.5Standard polar33892256
Cidofovir,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13364.7Semi standard non polar33892256
Cidofovir,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13250.8Standard non polar33892256
Cidofovir,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13549.8Standard polar33892256
Cidofovir,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O3292.0Semi standard non polar33892256
Cidofovir,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O3285.0Standard non polar33892256
Cidofovir,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O3563.0Standard polar33892256
Cidofovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13549.8Semi standard non polar33892256
Cidofovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13375.6Standard non polar33892256
Cidofovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C[C@@H](CO[Si](C)(C)C(C)(C)C)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C13492.9Standard polar33892256
Cidofovir,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3489.5Semi standard non polar33892256
Cidofovir,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3441.5Standard non polar33892256
Cidofovir,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O)O[Si](C)(C)C(C)(C)C3427.8Standard polar33892256
Cidofovir,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)O[Si](C)(C)C(C)(C)C3481.4Semi standard non polar33892256
Cidofovir,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)O[Si](C)(C)C(C)(C)C3410.7Standard non polar33892256
Cidofovir,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(CO[C@H](CO)CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)O[Si](C)(C)C(C)(C)C3334.1Standard polar33892256
Cidofovir,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3668.6Semi standard non polar33892256
Cidofovir,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3503.0Standard non polar33892256
Cidofovir,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CN1C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1=O)OCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3302.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cidofovir GC-MS (Non-derivatized) - 70eV, Positivesplash10-003r-9820000000-aa7cf1e5b61efad3d0f92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cidofovir GC-MS (1 TMS) - 70eV, Positivesplash10-008c-7944000000-f609f0eec561142266d62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cidofovir GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 10V, Positive-QTOFsplash10-001i-0290000000-038de61e1070c6bf959e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 20V, Positive-QTOFsplash10-001i-9530000000-e84e35d965622e5b208a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 40V, Positive-QTOFsplash10-0j4i-9700000000-0a34ce1648d60bc6bc112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 10V, Negative-QTOFsplash10-004i-2290000000-7c97d41d12fa58e21a132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 20V, Negative-QTOFsplash10-02ci-9480000000-c2815452e80e1a83b6182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 40V, Negative-QTOFsplash10-01ox-9200000000-6321e41040f16d71637a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 10V, Positive-QTOFsplash10-001i-0290000000-7d98ba2e3a98c2228dae2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 20V, Positive-QTOFsplash10-0159-0910000000-6524ca93000937bb11132021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 40V, Positive-QTOFsplash10-02u0-9300000000-843eaedb395204ad01282021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 10V, Negative-QTOFsplash10-004i-0090000000-da9719fb0cbd12dc3e522021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 20V, Negative-QTOFsplash10-03fr-5950000000-b7fb54b7fe21f1e0e3462021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cidofovir 40V, Negative-QTOFsplash10-0006-9100000000-cca88b97e143183784da2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00369 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00369 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00369
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID54636
KEGG Compound IDC06909
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCidofovir
METLIN IDNot Available
PubChem Compound60613
PDB IDNot Available
ChEBI ID3696
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in transferase activity, transferring glycosyl groups
Specific function:
May have a role in maintaining the integrity of the blood vessels. Has growth promoting activity on endothelial cells, angiogenic activity in vivo and chemotactic activity on endothelial cells in vitro. Catalyzes the reversible phosphorolysis of thymidine. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:
TYMP
Uniprot ID:
P19971
Molecular weight:
49954.965
References
  1. De Clercq E: The next ten stories on antiviral drug discovery (part E): advents, advances, and adventures. Med Res Rev. 2011 Jan;31(1):118-60. doi: 10.1002/med.20179. [PubMed:19844936 ]

Transporters

General function:
Involved in ion transmembrane transporter activity
Specific function:
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:
SLC22A6
Uniprot ID:
Q4U2R8
Molecular weight:
61815.8
References
  1. Cihlar T, Ho ES: Fluorescence-based assay for the interaction of small molecules with the human renal organic anion transporter 1. Anal Biochem. 2000 Jul 15;283(1):49-55. [PubMed:10929807 ]
  2. Cihlar T, Lin DC, Pritchard JB, Fuller MD, Mendel DB, Sweet DH: The antiviral nucleotide analogs cidofovir and adefovir are novel substrates for human and rat renal organic anion transporter 1. Mol Pharmacol. 1999 Sep;56(3):570-80. [PubMed:10462545 ]
  3. Ho ES, Lin DC, Mendel DB, Cihlar T: Cytotoxicity of antiviral nucleotides adefovir and cidofovir is induced by the expression of human renal organic anion transporter 1. J Am Soc Nephrol. 2000 Mar;11(3):383-93. [PubMed:10703662 ]