U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H37N3O7S
Molecular Weight 547.664
Optical Activity ( - )
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DARUNAVIR

SMILES

[H][C@]12OCC[C@@]1([H])[C@H](CO2)OC(=O)N[C@@H](CC3=CC=CC=C3)[C@H](O)CN(CC(C)C)S(=O)(=O)C4=CC=C(N)C=C4

InChI

InChIKey=CJBJHOAVZSMMDJ-HEXNFIEUSA-N
InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1

HIDE SMILES / InChI
Molecular Formula C27H37N3O7S
Molecular Weight 547.664
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:28:19 UTC 2023
Edited
by admin
on Fri Dec 15 16:28:19 UTC 2023
Record UNII
YO603Y8113
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DARUNAVIR
EMA EPAR   HSDB   INN   MART.   MI   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
Darunavir [WHO-DD]
Common Name English
(3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(ISOBUTYL)AMINO)-1-BENZYL-2-HYDROXYPROPYL)CARBAMATE
Common Name English
((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-2-HYDROXY-1-(PHENYLMETHYL)PROPYL)-CARBAMIC ACID (3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ESTER
Common Name English
Carbamic acid, [(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-, (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester
Systematic Name English
DARUNAVIR [MART.]
Common Name English
(3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ((2S,3R)-4-((4-AMINO-N-ISOBUTYLPHENYL)SULFONAMIDO)-3-HYDROXY-1-PHENYLBUTAN-2-YL)CARBAMATE
Systematic Name English
TMC114
Code English
(-)-DARUNAVIR
Common Name English
DARUNAVIR [USAN]
Common Name English
DARUNAVIR [ORANGE BOOK]
Common Name English
darunavir [INN]
Common Name English
DRV
Common Name English
DARUNAVIR [MI]
Common Name English
DARUNAVIR [EMA EPAR]
Common Name English
TMC-41629
Code English
DARUNAVIR [HSDB]
Common Name English
TMC-114
Code English
DARUNAVIR [VANDF]
Common Name English
UIC-94017
Code English
TMC 114
Code English
Classification Tree Code System Code
WHO-ATC J05AE10
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
LIVERTOX NBK547994
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
NDF-RT N0000175889
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
WHO-ATC J05AR14
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
NDF-RT N0000000246
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
WHO-VATC QJ05AE10
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
NCI_THESAURUS C783
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
Code System Code Type Description
CAS
206361-99-1
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
EPA CompTox
DTXSID0046779
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
DAILYMED
YO603Y8113
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
NDF-RT
N0000190114
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY Cytochrome P450 3A Inhibitors [MoA]
LACTMED
Darunavir
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
WIKIPEDIA
DARUNAVIR
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
INN
8305
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
HSDB
7788
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
ChEMBL
CHEMBL1323
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
FDA UNII
YO603Y8113
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
USAN
RR-31
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
MERCK INDEX
m4099
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY Merck Index
EVMPD
SUB25394
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
NCI_THESAURUS
C65364
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
DRUG CENTRAL
4143
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
DRUG BANK
DB01264
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
CHEBI
367163
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
SMS_ID
100000089367
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
RXCUI
460132
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY RxNorm
PUBCHEM
213039
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
MESH
C482292
Created by admin on Fri Dec 15 16:28:19 UTC 2023 , Edited by admin on Fri Dec 15 16:28:19 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
Structure of DARUNAVIR DIHYDRATE
SOLVATE->ANHYDROUS
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
Ki
Structure of DARUNAVIR ETHANOLATE
SOLVATE->ANHYDROUS
OATP1B1
TRANSPORTER -> INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
HUMAN IMMUNODEFICIENCY VIRUS TYPE 1
TARGET ORGANISM->INHIBITOR
Structure of DARUNAVIR DIHYDRATE
SALT/SOLVATE -> PARENT
Structure of DARUNAVIR
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
OATP-8
TRANSPORTER -> INHIBITOR
Structure of DARUNAVIR
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
Structure of DARUNAVIR PROPYLENE GLYCOLATE
SALT/SOLVATE -> PARENT
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
Structure of DARUNAVIR ETHANOLATE
SALT/SOLVATE -> PARENT
Structure of DARUNAVIR PROPYLENE GLYCOLATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of 1-DEOXY-1-((4-((((2R,3S)-3-(((((3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL)OXY)CARBONYL)AMINO)-2-HYDROXY-4-PHENYLBUTYL)(2-METHYLPROPYL)AMINO)SULFONYL)PHENYL)AMINO)-.BETA.-D-GLUCOPYRANURONIC ACID
METABOLITE -> PARENT
URINE
Structure of (1R,2S)-1-((((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)METHYL)-2-(((((3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL)OXY)CARBONYL)AMINO)-3-PHENYLPROPYL .BETA.-D-GLUCOPYRANOSIDURONIC ACID
METABOLITE -> PARENT
URINE
Structure of Hydroxy darunavir
METABOLITE -> PARENT
FECAL; URINE
Structure of R-426855
METABOLITE -> PARENT
FECAL; URINE
Structure of Hydroxy darunavir
METABOLITE -> PARENT
PLASMA
Structure of R-330326
METABOLITE -> PARENT
FECAL; URINE
Structure of R-426855
METABOLITE -> PARENT
PLASMA
Structure of R-374699
METABOLITE -> PARENT
URINE
Structure of ((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-2-HYDROXY-1-((4-HYDROXYPHENYL)METHYL)PROPYL)CARBAMIC ACID (3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ESTER
METABOLITE -> PARENT
FECAL
Structure of R-330326
METABOLITE -> PARENT
PLASMA
Related Record Type Details
Structure of Hydroxy darunavir
IMPURITY -> PARENT
Structure of DARUNAVIR DICARBAMATE
IMPURITY -> PARENT
Related Record Type Details
Structure of DARUNAVIR
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC INTRAVENOUS ADMINISTRATION

Tmax PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966