Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:45 UTC
HMDB IDHMDB0014843
Secondary Accession Numbers
  • HMDB14843
Metabolite Identification
Common NameDelavirdine
DescriptionDelavirdine, also known as rescriptor, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Major toxicity of delavirdine is rash and should be advised to promptly notify their physician should rash occur. The rash normally resolves in 3 to 14 days and may be treated symptomatically while therapy with delavirdine is continued. Delavirdine is a drug which is used for the treatment of hiv-1 infection in combination with appropriate antiretroviral agents when therapy is warranted. Delavirdine is a very strong basic compound (based on its pKa). In humans, delavirdine is involved in delavirdine action pathway. Delavirdine is only found in individuals that have used or taken this drug. It is a potent, non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1. Delavirdine is a non-nucleoside reverse transcriptase inhibitor (nNRTI) with activity against Human Immunodeficiency Virus Type 1 (HIV-1). Any patient experiencing severe rash or rash accompanied by symptoms such as fever, blistering, oral lesions, conjunctivitis, swelling, muscle or joint aches should discontinue medication and consult a physician. HIV-2 RT and eukaryotic DNA polymerases (such as human DNA polymerases alpha, beta, or sigma) are not inhibited by Delavirdine.
Structure
Data?1582753226
Synonyms
ValueSource
(N-[2-[4-[3-(1-Methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulfonamide)ChEBI
1-(3-((1-Methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)piperazineChEBI
2-(4-(5-Methanesulfonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamineChEBI
N-(2-(1-(3-(Isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulfonamideChEBI
N-{2-[4-(3-isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamideChEBI
(N-[2-[4-[3-(1-Methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulphonamide)Generator
1-(3-((1-Methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulphonyl)amino)-1H-indol-2-yl)carbonyl)piperazineGenerator
2-(4-(5-Methanesulphonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamineGenerator
N-(2-(1-(3-(Isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulphonamideGenerator
N-{2-[4-(3-isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulphonamideGenerator
Mesylate, delavirdineHMDB
Pfizer brand OF delavirdine mesilateHMDB
Delavirdine mesylateHMDB
RescriptorHMDB
Chemical FormulaC22H28N6O3S
Average Molecular Weight456.561
Monoisotopic Molecular Weight456.194359482
IUPAC NameN-[2-(4-{3-[(propan-2-yl)amino]pyridin-2-yl}piperazine-1-carbonyl)-1H-indol-5-yl]methanesulfonamide
Traditional Namedelavirdine
CAS Registry Number136817-59-9
SMILES
CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2
InChI Identifier
InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3
InChI KeyWHBIGIKBNXZKFE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPhenylalanine and derivatives
Alternative Parents
Substituents
  • Phenylalanine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Aromatic monoterpenoid
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point226 - 228 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.086 g/LNot Available
LogP2.8Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.086 g/LALOGPS
logP2.77ALOGPS
logP1.02ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)9.39ChemAxon
pKa (Strongest Basic)6.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area110.43 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.64 m³·mol⁻¹ChemAxon
Polarizability50.01 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+208.1231661259
DarkChem[M-H]-207.38531661259
DeepCCS[M+H]+200.65230932474
DeepCCS[M-H]-198.25630932474
DeepCCS[M-2H]-231.13830932474
DeepCCS[M+Na]+206.56430932474
AllCCS[M+H]+209.632859911
AllCCS[M+H-H2O]+207.532859911
AllCCS[M+NH4]+211.532859911
AllCCS[M+Na]+212.032859911
AllCCS[M-H]-201.532859911
AllCCS[M+Na-2H]-202.432859911
AllCCS[M+HCOO]-203.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DelavirdineCC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C25395.0Standard polar33892256
DelavirdineCC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C24191.3Standard non polar33892256
DelavirdineCC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C24389.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Delavirdine,1TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C4245.9Semi standard non polar33892256
Delavirdine,1TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C3766.6Standard non polar33892256
Delavirdine,1TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C5551.1Standard polar33892256
Delavirdine,1TMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC14277.6Semi standard non polar33892256
Delavirdine,1TMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC13735.6Standard non polar33892256
Delavirdine,1TMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC15725.4Standard polar33892256
Delavirdine,1TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC14208.9Semi standard non polar33892256
Delavirdine,1TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC13749.9Standard non polar33892256
Delavirdine,1TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC15657.1Standard polar33892256
Delavirdine,2TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C4025.7Semi standard non polar33892256
Delavirdine,2TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C3889.0Standard non polar33892256
Delavirdine,2TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C5123.6Standard polar33892256
Delavirdine,2TMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C4126.6Semi standard non polar33892256
Delavirdine,2TMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C3839.5Standard non polar33892256
Delavirdine,2TMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C5106.2Standard polar33892256
Delavirdine,2TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC14102.3Semi standard non polar33892256
Delavirdine,2TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC13852.6Standard non polar33892256
Delavirdine,2TMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC15299.4Standard polar33892256
Delavirdine,3TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C4002.3Semi standard non polar33892256
Delavirdine,3TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C3969.9Standard non polar33892256
Delavirdine,3TMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C4801.0Standard polar33892256
Delavirdine,1TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C4451.3Semi standard non polar33892256
Delavirdine,1TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C4014.4Standard non polar33892256
Delavirdine,1TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C5523.5Standard polar33892256
Delavirdine,1TBDMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC14461.1Semi standard non polar33892256
Delavirdine,1TBDMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC13971.8Standard non polar33892256
Delavirdine,1TBDMS,isomer #2CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC15663.3Standard polar33892256
Delavirdine,1TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC14385.5Semi standard non polar33892256
Delavirdine,1TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC13980.8Standard non polar33892256
Delavirdine,1TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC15635.2Standard polar33892256
Delavirdine,2TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C4410.4Semi standard non polar33892256
Delavirdine,2TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C4364.0Standard non polar33892256
Delavirdine,2TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C5117.4Standard polar33892256
Delavirdine,2TBDMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C4510.1Semi standard non polar33892256
Delavirdine,2TBDMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C4336.1Standard non polar33892256
Delavirdine,2TBDMS,isomer #2CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C5076.2Standard polar33892256
Delavirdine,2TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC14446.8Semi standard non polar33892256
Delavirdine,2TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC14312.3Standard non polar33892256
Delavirdine,2TBDMS,isomer #3CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC15268.7Standard polar33892256
Delavirdine,3TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C4541.6Semi standard non polar33892256
Delavirdine,3TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C4657.4Standard non polar33892256
Delavirdine,3TBDMS,isomer #1CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C4849.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Delavirdine GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-1869800000-919b00dc1b3b74381f732017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delavirdine 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 - Delavirdine 10V, Positive-QTOFsplash10-0bt9-1149800000-a0f76f90872cbd99d53c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 20V, Positive-QTOFsplash10-03di-1219000000-cb09ea0c014410a3499e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 40V, Positive-QTOFsplash10-001r-2920000000-12fdf4d7579108e38ed22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 10V, Negative-QTOFsplash10-0a6r-7011900000-47425ff75ae0b4e2aab52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 20V, Negative-QTOFsplash10-004i-9121100000-a64588514bc1394a9cf52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 40V, Negative-QTOFsplash10-004i-9200000000-116fecaf8ef4fa6935bc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 10V, Positive-QTOFsplash10-0a4i-0000900000-75f8f7bd14bf867bf7022021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 20V, Positive-QTOFsplash10-0a4i-0010900000-5d8c991ffb8be58102262021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 40V, Positive-QTOFsplash10-0079-1933300000-5ce651b88994073e97ed2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 10V, Negative-QTOFsplash10-0a4i-0010900000-6d8ef33136c03f3466f92021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 20V, Negative-QTOFsplash10-06r2-0008900000-4a049c134472e688dda82021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delavirdine 40V, Negative-QTOFsplash10-004i-9652200000-831ce982d916abfa06282021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00705 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00705 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00705
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5423
KEGG Compound IDC06941
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDelavirdine
METLIN IDNot Available
PubChem Compound5625
PDB IDSPP
ChEBI ID119573
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 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 ]
  3. Voorman RL, Maio SM, Payne NA, Zhao Z, Koeplinger KA, Wang X: Microsomal metabolism of delavirdine: evidence for mechanism-based inactivation of human cytochrome P450 3A. J Pharmacol Exp Ther. 1998 Oct;287(1):381-8. [PubMed:9765359 ]
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. 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. 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:
CYP3A5
Uniprot ID:
P20815
Molecular weight:
57108.065
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
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 ]
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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular weight:
55824.275
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 ]