RIOCIGUAT

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H19FN8O2
Molecular Weight	422.4157
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of RIOCIGUAT

Structure Search

SMILES

COC(=O)N(C)C1=C(N)N=C(N=C1N)C2=NN(CC3=C(F)C=CC=C3)C4=C2C=CC=N4

InChI

InChIKey=WXXSNCNJFUAIDG-UHFFFAOYSA-N

InChI=1S/C20H19FN8O2/c1-28(20(30)31-2)15-16(22)25-18(26-17(15)23)14-12-7-5-9-24-19(12)29(27-14)10-11-6-3-4-8-13(11)21/h3-9H,10H2,1-2H3,(H4,22,23,25,26)

HIDE SMILES / InChI

Molecular Formula	C20H19FN8O2
Molecular Weight	422.4157
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 18:57:34 UTC 2023` Edited by `admin` on `Fri Dec 15 18:57:34 UTC 2023`
Record UNII	RU3FE2Y4XI
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

RIOCIGUAT

Official Name

English

BAY 63-2521

Code

English

RIOCIGUAT [VANDF]

Common Name

English

RIOCIGUAT [USAN]

Common Name

English

RIOCIGUAT [EP MONOGRAPH]

Common Name

English

RIOCIGUAT [MI]

Common Name

English

RIOCIGUAT [JAN]

Common Name

English

Riociguat [WHO-DD]

Common Name

English

RIOCIGUAT [USP-RS]

Common Name

English

ADEMPAS

Brand Name

English

Methyl N-(4,6-diamino-2-{1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl}pyrimidin-5-yl)-N-methylcarbamate

Systematic Name

English

BAY-63-2521

Code

English

RIOCIGUAT [USP MONOGRAPH]

Common Name

English

RIOCIGUAT [ORANGE BOOK]

Common Name

English

riociguat [INN]

Common Name

English

Classification Tree Code System Code

EMA ASSESSMENT REPORTS

ADEMPAS (AUTHORIZED: HYPERTENSION, PULMONARY)

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

NDF-RT

N0000190485

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

FDA ORPHAN DRUG

439514

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

FDA ORPHAN DRUG

406913

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

FDA ORPHAN DRUG

392113

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

FDA ORPHAN DRUG

669718

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

WHO-ATC

C02KX05

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

EU-Orphan Drug

EU/3/14/1299

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

NCI_THESAURUS

C29707

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

Code System Code Type Description

EVMPD

SUB32880

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

NCI_THESAURUS

C152225

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

INN

8857

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

ChEMBL

CHEMBL2107834

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

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DRUG CENTRAL

4807

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

NDF-RT

N0000190484

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

Guanylate Cyclase Stimulators [MoA]

USAN

ZZ-119

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

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PUBCHEM

11304743

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

FDA UNII

RU3FE2Y4XI

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

JAPANESE REVIEW

ADEMPAS

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

APPROVED JANUARY 2014

CAS

625115-55-1

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

RXCUI

1439816

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

RxNorm

MERCK INDEX

m9628

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

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Merck Index

CHEBI

76018

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

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DAILYMED

RU3FE2Y4XI

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

IUPHAR

5257

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

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RS_ITEM_NUM

1604519

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

EPA CompTox

DTXSID50978109

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

SMS_ID

100000125892

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

DRUG BANK

DB08931

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

WIKIPEDIA

RIOCIGUAT

Created by admin on Fri Dec 15 18:57:34 UTC 2023 , Edited by admin on Fri Dec 15 18:57:34 UTC 2023

PRIMARY

Related Record Type Details


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					R3SU5MS2Z0

GUANYLATE CYCLASE SOLUBLE .ALPHA.1.BETA.1

TARGET -> ACTIVATOR


					76UB6O122H

ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2

TRANSPORTER -> SUBSTRATE


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					9DX651UO0D

CYTOCHROME P450 1A1

METABOLIC ENZYME -> SUBSTRATE

Amount:


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> SUBSTRATE


					848C605P1X

CYTOCHROME P450 2J2

METABOLIC ENZYME -> SUBSTRATE


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					M2A18LL56O

METABOLITE LESS ACTIVE -> PARENT

Comments:

Riociguat is mainly cleared by metabolism by CYP1A1, CYP3A, CYP2C8 and CYP2J2. Formation of the major active metabolite, M1, is catalyzed by CYP1A1, which is inducible by polycyclic aromatic hydrocarbons such as those present in cigarette smoke. Has one-tenth to one-third of the biological activity of riociguat.


					K8SM8EU4LB

METHYL N-(4,6-DIAMINO-2-(1H-PYRAZOLO(3,4-B)PYRIDIN-3-YL)PYRIMIDIN-5-YL)-N-METHYL-CARBAMATE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

URINE

Related Record Type Details


					RU3FE2Y4XI

RIOCIGUAT

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Tmax	PHARMACOKINETIC				ORAL ADMINISTRATION

Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC