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Details

Stereochemistry ACHIRAL
Molecular Formula C19H16F2N8O2
Molecular Weight 426.3803
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VERICIGUAT

SMILES

COC(=Nc1c(=N)[nH]c(-c2c3cc(cnc3n(Cc4ccccc4F)n2)F)nc1N)O

InChI

InChIKey=QZFHIXARHDBPBY-UHFFFAOYSA-N
InChI=1S/C19H16F2N8O2/c1-31-19(30)25-14-15(22)26-17(27-16(14)23)13-11-6-10(20)7-24-18(11)29(28-13)8-9-4-2-3-5-12(9)21/h2-7H,8H2,1H3,(H,25,30)(H4,22,23,26,27)

HIDE SMILES / InChI

Molecular Formula C19H16F2N8O2
Molecular Weight 426.3803
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Vericiguat, discovered at Bayer, is the first soluble guanylate cyclase (sGC) stimulator. Vericiguat is currently being studied in a Phase III clinical program for the treatment of heart failure with reduced ejection fraction (HFrEF).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1005 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Discovery of the Soluble Guanylate Cyclase Stimulator Vericiguat (BAY 1021189) for the Treatment of Chronic Heart Failure.
2017 Jun 22
Patents

Sample Use Guides

Starting dose of 2.5 mg taken orally once daily with food, on a background of standard of care. Dose will be uptitrated to 5 mg and to 10 mg.
Route of Administration: Oral
Studies on the in
Substance Class Chemical
Created
by admin
on Sat Jun 26 04:30:00 UTC 2021
Edited
by admin
on Sat Jun 26 04:30:00 UTC 2021
Record UNII
LV66ADM269
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VERICIGUAT
INN  
USAN   INN  
Official Name English
METHYL N-(4,6-DIAMINO-2-(5-FLUORO-1-(2-FLUOROBENZYL)-1H-PYRAZOLO(3,4-B)PYRIDIN-3-YL)PYRIMIDIN-5-YL)CARBAMATE
Systematic Name English
VERICIGUAT [INN]
Common Name English
METHYL (4,6-DIAMINO-2-(5-FLUORO-1-((2-FLUOROPHENYL)METHYL)-1H-PYRAZOLO(3,4-B)PYRIDIN-3-YL(PYRIMIDIN-5-YL)CARBAMATE
Systematic Name English
METHYL (4,6-DIAMINO-2-(5-FLUORO-1-(2-FLUOROBENZYL)-1H-PYRAZOLO(3,4-B)PYRIDIN-3-YL)PYRIMIDIN-5-YL)CARBAMATE
Systematic Name English
BAY-1021189
Code English
VERICIGUAT [WHO-DD]
Common Name English
VERQUVO
Brand Name English
MK-1242
Code English
VERICIGUAT [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
Code System Code Type Description
FDA UNII
LV66ADM269
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
INN
9805
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
DRUG BANK
DB15456
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
NCI_THESAURUS
C152862
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
CAS
1350653-20-1
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
PUBCHEM
54674461
Created by admin on Sat Jun 26 04:30:01 UTC 2021 , Edited by admin on Sat Jun 26 04:30:01 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TRANSPORTER -> SUBSTRATE
BINDER->LIGAND
Protein binding (primarily to serum albumin) of vericiguat is about 98%.
BINDING
TRANSPORTER -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
TARGET -> ACTIVATOR
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC IN HEALTHY SUBJECTS
PHARMACOKINETIC
Tmax PHARMACOKINETIC FASTED STATE
PHARMACOKINETIC
ABSOLUTE BIOAVAILABILITY PHARMACOKINETIC FED CONDITION
PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC IN PATIENTS WITH HEART FAILURE
NUCLEIC ACID FEATURE
Tmax PHARMACOKINETIC HIGH-FAT, HIGH-CALORIE MEAL
PHARMACOKINETIC