MITAPIVAT

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H26N4O3S
Molecular Weight	450.553
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of MITAPIVAT

Structure Search

SMILES

O=C(N1CCN(CC2CC2)CC1)C3=CC=C(NS(=O)(=O)C4=CC=CC5=C4N=CC=C5)C=C3

InChI

InChIKey=XAYGBKHKBBXDAK-UHFFFAOYSA-N

InChI=1S/C24H26N4O3S/c29-24(28-15-13-27(14-16-28)17-18-6-7-18)20-8-10-21(11-9-20)26-32(30,31)22-5-1-3-19-4-2-12-25-23(19)22/h1-5,8-12,18,26H,6-7,13-17H2

HIDE SMILES / InChI

Molecular Formula	C24H26N4O3S
Molecular Weight	450.553
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 `Sat Dec 16 10:52:28 UTC 2023` Edited by `admin` on `Sat Dec 16 10:52:28 UTC 2023`
Record UNII	2WTV10SIKH
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

MITAPIVAT

Official Name

English

8-QUINOLINESULFONAMIDE, N-(4-((4-(CYCLOPROPYLMETHYL)-1-PIPERAZINYL)CARBONYL)PHENYL)-

Systematic Name

English

N-(4-((4-(CYCLOPROPYLMETHYL)-1-PIPERAZINYL)CARBONYL)PHENYL)-8-QUINOLINESULFONAMIDE

Systematic Name

English

mitapivat [INN]

Common Name

English

PKR-IN-1

Common Name

English

Mitapivat [WHO-DD]

Common Name

English

AG-348

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

739920

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

FDA ORPHAN DRUG

781120

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

Code System Code Type Description

CAS

1260075-17-9

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

RXCUI

2594468

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

PUBCHEM

59634741

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

INN

10226

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

DAILYMED

2WTV10SIKH

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

SMS_ID

100000183177

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

FDA UNII

2WTV10SIKH

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

NCI_THESAURUS

C157039

Created by admin on Sat Dec 16 10:52:29 UTC 2023 , Edited by admin on Sat Dec 16 10:52:29 UTC 2023

PRIMARY

Related Record Type Details


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR

Comments:

P-gp–mediated transport of digoxin across Caco-2 cells

Qualification:

IC50

Amount:


					ZWU1WKR153

PYRUVATE KINASE PKM-2

TARGET -> ACTIVATOR

Comments:

519 % activation over baseline

Qualification:

EC50

Amount:


					D9SCP0G3HF

HISTAMINE H3 RECEPTOR

TARGET->INVERSE AGONIST

Qualification:

IC50

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR

Amount:


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> INDUCER

Comments:

More than two-fold increase in mRNA expression concentration dependence. Use of mitapivat should be avoided with substrates of CYP3A, CYP2B6, or CYP2C that have narrow therapeutic index.

Amount:


					KM3KSE3QH9

MITAPIVAT SULFATE ANHYDROUS

SALT/SOLVATE -> PARENT

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Amount:


					N4JTA67V3O

MITAPIVAT SULFATE

SALT/SOLVATE -> PARENT

Amount:


					D9SCP0G3HF

HISTAMINE H3 RECEPTOR

OFF-TARGET->INHIBITOR

Comments:

BINDING ASSAY

Qualification:

IC50

Amount:


					CWT22I5484

CYTOCHROME P450 19A1

OFF-TARGET->INHIBITOR

Qualification:

IC50

Amount:


					6NX7S8K6QD

PYRUVATE KINASE PKL

TARGET -> ACTIVATOR

Comments:

292 PERCENT ACTIVATION

Qualification:

EC50

Amount:


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> INDUCER

Comments:

More than two-fold increase in mRNA expression concentration dependence. Use of mitapivat should be avoided with substrates of CYP3A, CYP2B6, or CYP2C that have narrow therapeutic index.

Amount:


					11F03GK3UH

PYRUVATE KINASE PKR

TARGET -> ACTIVATOR

Comments:

519% activation over baseline

Interaction Type:

ALLOSTERIC

Qualification:

EC50

Amount:


					0UY97CSG1T

CYTOCHROME P450 2B6

METABOLIC ENZYME -> INDUCER

Amount:


					SEV29N8JND

POTASSIUM VOLTAGE-GATED CHANNEL SUBFAMILY H MEMBER 2

OFF-TARGET->INHIBITOR

Qualification:

IC50

Amount:


					D9SCP0G3HF

HISTAMINE H3 RECEPTOR

OFF-TARGET->INHIBITOR

Comments:

FUNCTIONAL ASSAY

Qualification:

IC50

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INDUCER

Comments:

Concentration-dependent increase in CYP3A4/5. Use of mitapivat should be avoided with substrates of CYP3A, CYP2B6, or CYP2C that have narrow therapeutic index. More than two-fold increase in mRNA expression.

Amount:

Related Record Type Details


					63Y72EL3ZH

MITAPIVAT METABOLITE M426

METABOLITE INACTIVE -> PARENT

Amount:


					U7783U5B3W

AGI-8702

METABOLITE LESS ACTIVE -> PARENT

Interaction Type:

MAJOR

Amount:


					63Y72EL3ZH

MITAPIVAT METABOLITE M426

METABOLITE INACTIVE -> PARENT

Amount:


					6MN2KY4U63

N-(2-aminoethyl)-4-(quinoline-8-sulfonamido)benzamide

METABOLITE INACTIVE -> PARENT

Amount:

Related Record Type Details


					2WTV10SIKH

MITAPIVAT

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC