DRONEDARONE

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NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C31H44N2O5S
Molecular Weight	556.756
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DRONEDARONE

Structure Search

SMILES

CCCCN(CCCC)CCCOC1=CC=C(C=C1)C(=O)C2=C(CCCC)OC3=CC=C(NS(C)(=O)=O)C=C23

InChI

InChIKey=ZQTNQVWKHCQYLQ-UHFFFAOYSA-N

InChI=1S/C31H44N2O5S/c1-5-8-12-29-30(27-23-25(32-39(4,35)36)15-18-28(27)38-29)31(34)24-13-16-26(17-14-24)37-22-11-21-33(19-9-6-2)20-10-7-3/h13-18,23,32H,5-12,19-22H2,1-4H3

HIDE SMILES / InChI

Molecular Formula	C31H44N2O5S
Molecular Weight	556.756
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:18:50 UTC 2023` Edited by `admin` on `Fri Dec 15 16:18:50 UTC 2023`
Record UNII	JQZ1L091Y2
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DRONEDARONE

Official Name

English

dronedarone [INN]

Common Name

English

METHANESULFONAMIDE, N-(2-BUTYL-3-(4-(3-(DIBUTYLAMINO)PROPOXY)BENZOYL)-5-BENZOFURANYL)-

Systematic Name

English

SR33589

Code

English

SR-33589

Code

English

DRONEDARONE [VANDF]

Common Name

English

N-(2-BUTYL-3-(4-(3-(DIBUTYLAMINO)PROPROXY)BENZOYL)BENZOFURAN-5-YL)METHANESULFONAMIDE

Common Name

English

DRONEDARONE [EMA EPAR]

Common Name

English

Dronedarone [WHO-DD]

Common Name

English

DRONEDARONE [MI]

Common Name

English

DRONEDARONE [MART.]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QC01BD07

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

LIVERTOX

NBK548208

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

NDF-RT

N0000175426

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

WHO-ATC

C01BD07

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

NCI_THESAURUS

C47793

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

Code System Code Type Description

WIKIPEDIA

DRONEDARONE

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

DRUG BANK

DB04855

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

NDF-RT

N0000185503

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

P-Glycoprotein Inhibitors [MoA]

RXCUI

233698

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

RxNorm

SMS_ID

100000081006

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

PUBCHEM

208898

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

MESH

C118667

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

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EPA CompTox

DTXSID3048653

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

HSDB

7928

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

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MERCK INDEX

m4768

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

Merck Index

NDF-RT

N0000182137

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

Cytochrome P450 2D6 Inhibitors [MoA]

IUPHAR

7465

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

CAS

141626-36-0

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

EVMPD

SUB06408MIG

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

DAILYMED

JQZ1L091Y2

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

ChEMBL

CHEMBL184412

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

NDF-RT

N0000190114

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

Cytochrome P450 3A Inhibitors [MoA]

CHEBI

50659

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

NCI_THESAURUS

C65485

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

INN

7382

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

FDA UNII

JQZ1L091Y2

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

DRUG CENTRAL

4112

Created by admin on Fri Dec 15 16:18:50 UTC 2023 , Edited by admin on Fri Dec 15 16:18:50 UTC 2023

PRIMARY

Related Record Type Details


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MINOR


					JQZ1L091Y2

EXCRETED UNCHANGED

Comments:

Mass balance indicates that orally administered dronedarone is ultimately excreted in the urine (6 %) and feces (84 %) primarily as metabolites. Dronedarone was extensively metabolized; only low amounts of dronedarone were detected in feces and dronedarone was non-existent in urine.

Interaction Type:

AMOUNT EXCRETED

Qualification:

URINE

Amount:


					FA36DV299Q

DRONEDARONE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

LOW

Qualification:

Ki

Amount:


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

LOW

Qualification:

Ki

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR

Related Record Type Details


					N9M9R8L6HY

N-(2-BUTYL-3-(4-(3-HYDROXYPROPOXY)BENZOYL)-5-BENZOFURANYL)METHANESULFONAMIDE

METABOLITE -> PARENT

Qualification:

FECAL; URINE


					P7K8A6HQU5

3-(4-((2-BUTYL-5-((METHYLSULFONYL)AMINO)-3-BENZOFURANYL)CARBONYL)PHENOXY)PROPANOIC ACID

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA


					V4SVV994JM

N-(2-BUTYL-3-(4-(3-(2-HYDROXYETHYLAMINO)PROPOXY)BENZOYL)BENZOFURAN-5-YL)METHANESULFONAMIDE

METABOLITE -> PARENT

Qualification:

FECAL; URINE


					HJS89VA2WC

(5-AMINO-2-BUTYL-3-BENZOFURANYL)(4-(3-(DIBUTYLAMINO)PROPOXY)PHENYL)METHANONE

METABOLITE -> PARENT

Amount:


					4QS7YH22HT

(2S,3S,4S,5R,6S)-6-(4-(3-(DIBUTYLAMINO)PROPOXY)BENZOYL)OXY-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID

METABOLITE -> PARENT

Qualification:

FECAL; URINE


					C3801M93QC

DEBUTYLDRONEDARONE

METABOLITE LESS ACTIVE -> PARENT

Comments:

Dronedarone is extensively metabolized, mainly by CYP 3A

Interaction Type:

MAJOR

Qualification:

PLASMA

Related Record Type Details


					JQZ1L091Y2

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				IN HEPATICALLY IMPAIRED PATIENTS DOSE

Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				IN HEALTHY SUBJECTS DOSE