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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:35 UTC
HMDB IDHMDB0014365
Secondary Accession Numbers
  • HMDB14365
Metabolite Identification
Common NameNelfinavir
DescriptionNelfinavir, also known as viracept or 1UN, belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. Nelfinavir is a drug which is used in combination with other antiviral drugs in the treatment of hiv in both adults and children. Nelfinavir is a very strong basic compound (based on its pKa). An aryl sulfide that is used (as its mesylate salt) for treatment of HIV and also exhibits some anticancer properties.
Structure
Data?1582753170
Synonyms
ValueSource
ViraceptKegg
1UNHMDB
AG1343HMDB
NFVHMDB
NLFHMDB
Mesylate, nelfinavirHMDB
Nelfinavir mesylateHMDB
Roche brand OF nelfinavir mesylateHMDB
Agouron brand OF nelfinavir mesylateHMDB
Monomethane sulfonate, nelfinavirHMDB
Nelfinavir monomethane sulfonateHMDB
Sulfonate, nelfinavir monomethaneHMDB
Chemical FormulaC32H45N3O4S
Average Molecular Weight567.782
Monoisotopic Molecular Weight567.313077633
IUPAC Name(3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]-4-(phenylsulfanyl)butyl]-decahydroisoquinoline-3-carboxamide
Traditional Namenelfinavir
CAS Registry Number159989-64-7
SMILES
[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CSC1=CC=CC=C1)NC(=O)C1=C(C)C(O)=CC=C1)[C@@H](C2)C(=O)NC(C)(C)C
InChI Identifier
InChI=1S/C32H45N3O4S/c1-21-25(15-10-16-28(21)36)30(38)33-26(20-40-24-13-6-5-7-14-24)29(37)19-35-18-23-12-9-8-11-22(23)17-27(35)31(39)34-32(2,3)4/h5-7,10,13-16,22-23,26-27,29,36-37H,8-9,11-12,17-20H2,1-4H3,(H,33,38)(H,34,39)/t22-,23+,26-,27-,29+/m0/s1
InChI KeyQAGYKUNXZHXKMR-HKWSIXNMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid amides
Alternative Parents
Substituents
  • Alpha-amino acid amide
  • Alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Carboxamide group
  • Carboxylic acid salt
  • Secondary carboxylic acid amide
  • Tertiary amine
  • Tertiary aliphatic amine
  • Amino acid
  • Carboxylic acid
  • Carbonyl group
  • Amine
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point349.84 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0019 g/LNot Available
LogP6Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0019 g/LALOGPS
logP4.61ALOGPS
logP4.72ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)9.32ChemAxon
pKa (Strongest Basic)8.18ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area101.9 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity162.67 m³·mol⁻¹ChemAxon
Polarizability63.8 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+229.28931661259
DarkChem[M-H]-219.55631661259
DeepCCS[M-2H]-266.34730932474
DeepCCS[M+Na]+240.31130932474
AllCCS[M+H]+236.032859911
AllCCS[M+H-H2O]+234.932859911
AllCCS[M+NH4]+237.032859911
AllCCS[M+Na]+237.332859911
AllCCS[M-H]-217.632859911
AllCCS[M+Na-2H]-219.932859911
AllCCS[M+HCOO]-222.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Nelfinavir[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CSC1=CC=CC=C1)NC(=O)C1=C(C)C(O)=CC=C1)[C@@H](C2)C(=O)NC(C)(C)C4711.2Standard polar33892256
Nelfinavir[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CSC1=CC=CC=C1)NC(=O)C1=C(C)C(O)=CC=C1)[C@@H](C2)C(=O)NC(C)(C)C3743.2Standard non polar33892256
Nelfinavir[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CSC1=CC=CC=C1)NC(=O)C1=C(C)C(O)=CC=C1)[C@@H](C2)C(=O)NC(C)(C)C4687.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Nelfinavir,1TMS,isomer #1CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C4363.8Semi standard non polar33892256
Nelfinavir,1TMS,isomer #2CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C4413.7Semi standard non polar33892256
Nelfinavir,1TMS,isomer #3CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)[Si](C)(C)C4264.6Semi standard non polar33892256
Nelfinavir,1TMS,isomer #4CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C4313.5Semi standard non polar33892256
Nelfinavir,2TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C4355.6Semi standard non polar33892256
Nelfinavir,2TMS,isomer #2CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4210.0Semi standard non polar33892256
Nelfinavir,2TMS,isomer #3CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C4263.6Semi standard non polar33892256
Nelfinavir,2TMS,isomer #4CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)[Si](C)(C)C4242.4Semi standard non polar33892256
Nelfinavir,2TMS,isomer #5CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C4323.8Semi standard non polar33892256
Nelfinavir,2TMS,isomer #6CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C4230.6Semi standard non polar33892256
Nelfinavir,3TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4232.5Semi standard non polar33892256
Nelfinavir,3TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C)[Si](C)(C)C3888.2Standard non polar33892256
Nelfinavir,3TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C)[Si](C)(C)C5285.2Standard polar33892256
Nelfinavir,3TMS,isomer #2CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C4322.1Semi standard non polar33892256
Nelfinavir,3TMS,isomer #2CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C4105.9Standard non polar33892256
Nelfinavir,3TMS,isomer #2CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C5265.0Standard polar33892256
Nelfinavir,3TMS,isomer #3CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4219.8Semi standard non polar33892256
Nelfinavir,3TMS,isomer #3CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4040.2Standard non polar33892256
Nelfinavir,3TMS,isomer #3CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C5355.7Standard polar33892256
Nelfinavir,3TMS,isomer #4CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C4228.2Semi standard non polar33892256
Nelfinavir,3TMS,isomer #4CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C3993.8Standard non polar33892256
Nelfinavir,3TMS,isomer #4CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C5331.5Standard polar33892256
Nelfinavir,4TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4257.0Semi standard non polar33892256
Nelfinavir,4TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C4003.6Standard non polar33892256
Nelfinavir,4TMS,isomer #1CC1=C(O[Si](C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C5017.2Standard polar33892256
Nelfinavir,1TBDMS,isomer #1CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C(C)(C)C4584.4Semi standard non polar33892256
Nelfinavir,1TBDMS,isomer #2CC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C4637.7Semi standard non polar33892256
Nelfinavir,1TBDMS,isomer #3CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)[Si](C)(C)C(C)(C)C4509.4Semi standard non polar33892256
Nelfinavir,1TBDMS,isomer #4CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C(C)(C)C4551.7Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C(C)(C)C4740.4Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #2CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4619.6Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #3CC1=C(O)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4704.8Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #4CC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)[Si](C)(C)C(C)(C)C4655.4Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #5CC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)N[C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C(C)(C)C4740.4Semi standard non polar33892256
Nelfinavir,2TBDMS,isomer #6CC1=C(O)C=CC=C1C(=O)N([C@@H](CSC1=CC=CC=C1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)N(C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4677.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zfr-4920620000-3e97d75bc5482ebe02922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (1 TMS) - 70eV, Positivesplash10-0kg9-8911174000-b5a95eb726f2120de44f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS ("Nelfinavir,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nelfinavir GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Nelfinavir 35V, Positive-QTOFsplash10-0159-0108790000-37fcb21172a9ab3929df2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Nelfinavir 35V, Negative-QTOFsplash10-066r-0500490000-2b60cc13f05a81cee0512021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 10V, Positive-QTOFsplash10-0uxr-0200690000-77a23536b639a89f4cd82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 20V, Positive-QTOFsplash10-05mt-0901820000-013b242385d051fde1412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 40V, Positive-QTOFsplash10-0a4i-2902300000-292089c6320aca2e4bf32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 10V, Negative-QTOFsplash10-066r-1720190000-ff4bf8c8c081b81f42e82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 20V, Negative-QTOFsplash10-0a4i-1900100000-c01f4e3e23817695f9f52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 40V, Negative-QTOFsplash10-0a4i-3931000000-f277385d71a7ecbd185d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 10V, Positive-QTOFsplash10-014i-0000290000-808f2745b90a26e169ea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 20V, Positive-QTOFsplash10-014i-0302980000-8e50db73432875fa39a82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 40V, Positive-QTOFsplash10-0cdi-2902000000-b9e590ecbc4e167172f72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 10V, Negative-QTOFsplash10-0aor-0200950000-d9742f312986b00243122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 20V, Negative-QTOFsplash10-0a4i-0900000000-48e1526dd8ca736a1ffc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nelfinavir 40V, Negative-QTOFsplash10-0a4i-2903000000-de4b527f793c0b85d54b2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00220 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00220 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00220
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID57718
KEGG Compound IDC07257
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNelfinavir
METLIN IDNot Available
PubChem Compound64143
PDB ID1UN
ChEBI ID7496
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 References
  1. Kaldor SW, Kalish VJ, Davies JF 2nd, Shetty BV, Fritz JE, Appelt K, Burgess JA, Campanale KM, Chirgadze NY, Clawson DK, Dressman BA, Hatch SD, Khalil DA, Kosa MB, Lubbehusen PP, Muesing MA, Patick AK, Reich SH, Su KS, Tatlock JH: Viracept (nelfinavir mesylate, AG1343): a potent, orally bioavailable inhibitor of HIV-1 protease. J Med Chem. 1997 Nov 21;40(24):3979-85. [PubMed:9397180 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular weight:
55627.365
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular weight:
55768.94
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular weight:
56277.81
References
  1. Hesse LM, von Moltke LL, Shader RI, Greenblatt DJ: Ritonavir, efavirenz, and nelfinavir inhibit CYP2B6 activity in vitro: potential drug interactions with bupropion. Drug Metab Dispos. 2001 Feb;29(2):100-2. [PubMed:11159797 ]
  2. Tanabe M, Hashimoto M, Ono H: Imidazoline I(1) receptor-mediated reduction of muscle rigidity in the reserpine-treated murine model of Parkinson's disease. Eur J Pharmacol. 2008 Jul 28;589(1-3):102-5. doi: 10.1016/j.ejphar.2008.06.013. Epub 2008 Jun 7. [PubMed:18602099 ]
  3. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A5
Uniprot ID:
P20815
Molecular weight:
57108.065
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A7
Uniprot ID:
P24462
Molecular weight:
57525.03
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular weight:
76448.0
References
  1. Tirona RG, Leake BF, Wolkoff AW, Kim RB: Human organic anion transporting polypeptide-C (SLC21A6) is a major determinant of rifampin-mediated pregnane X receptor activation. J Pharmacol Exp Ther. 2003 Jan;304(1):223-8. [PubMed:12490595 ]
General function:
Involved in ATP binding
Specific function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular weight:
141477.3
References
  1. Perloff MD, von Moltke LL, Fahey JM, Daily JP, Greenblatt DJ: Induction of P-glycoprotein expression by HIV protease inhibitors in cell culture. AIDS. 2000 Jun 16;14(9):1287-9. [PubMed:10894301 ]
  2. Choo EF, Leake B, Wandel C, Imamura H, Wood AJ, Wilkinson GR, Kim RB: Pharmacological inhibition of P-glycoprotein transport enhances the distribution of HIV-1 protease inhibitors into brain and testes. Drug Metab Dispos. 2000 Jun;28(6):655-60. [PubMed:10820137 ]
  3. Schwab D, Fischer H, Tabatabaei A, Poli S, Huwyler J: Comparison of in vitro P-glycoprotein screening assays: recommendations for their use in drug discovery. J Med Chem. 2003 Apr 24;46(9):1716-25. [PubMed:12699389 ]
  4. Kim RB, Fromm MF, Wandel C, Leake B, Wood AJ, Roden DM, Wilkinson GR: The drug transporter P-glycoprotein limits oral absorption and brain entry of HIV-1 protease inhibitors. J Clin Invest. 1998 Jan 15;101(2):289-94. [PubMed:9435299 ]
General function:
Involved in ATP binding
Specific function:
Xenobiotic transporter that may play an important role in the exclusion of xenobiotics from the brain. May be involved in brain-to-blood efflux. Appears to play a major role in the multidrug resistance phenotype of several cancer cell lines. When overexpressed, the transfected cells become resistant to mitoxantrone, daunorubicin and doxorubicin, display diminished intracellular accumulation of daunorubicin, and manifest an ATP- dependent increase in the efflux of rhodamine 123
Gene Name:
ABCG2
Uniprot ID:
Q9UNQ0
Molecular weight:
72313.5
References
  1. Gupta A, Zhang Y, Unadkat JD, Mao Q: HIV protease inhibitors are inhibitors but not substrates of the human breast cancer resistance protein (BCRP/ABCG2). J Pharmacol Exp Ther. 2004 Jul;310(1):334-41. Epub 2004 Mar 8. [PubMed:15007102 ]
General function:
Involved in ion transmembrane transporter activity
Specific function:
Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:
SLC22A1
Uniprot ID:
O15245
Molecular weight:
61187.4
References
  1. Zhang L, Gorset W, Washington CB, Blaschke TF, Kroetz DL, Giacomini KM: Interactions of HIV protease inhibitors with a human organic cation transporter in a mammalian expression system. Drug Metab Dispos. 2000 Mar;28(3):329-34. [PubMed:10681378 ]
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:
SLCO1A2
Uniprot ID:
P46721
Molecular weight:
74144.1
References
  1. Cvetkovic M, Leake B, Fromm MF, Wilkinson GR, Kim RB: OATP and P-glycoprotein transporters mediate the cellular uptake and excretion of fexofenadine. Drug Metab Dispos. 1999 Aug;27(8):866-71. [PubMed:10421612 ]

Only showing the first 10 proteins. There are 13 proteins in total.