GLASDEGIB

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H22N6O
Molecular Weight	374.439
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of GLASDEGIB

Structure Search

SMILES

CN1CC[C@H](C[C@@H]1C2=NC3=CC=CC=C3N2)NC(=O)NC4=CC=C(C=C4)C#N

InChI

InChIKey=SFNSLLSYNZWZQG-VQIMIIECSA-N

InChI=1S/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/t16-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H22N6O
Molecular Weight	374.439
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:37:59 UTC 2023` Edited by `admin` on `Sat Dec 16 01:37:59 UTC 2023`
Record UNII	K673DMO5H9
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GLASDEGIB

Official Name

English

UREA, N-((2R,4R)-2-(1H-BENZIMIDAZOL-2-YL)-1-METHYL-4-PIPERIDINYL)-N'-(4-CYANOPHENYL)-

Systematic Name

English

glasdegib [INN]

Common Name

English

GLASDEGIB [USAN]

Common Name

English

N-((2R,4R)-2-(1H-BENZIMIDAZOL-2-YL)-1-METHYLPIPERIDIN-4-YL)-N'-(4-CYANOPHENYL)UREA

Systematic Name

English

GLASDEGIB [MI]

Common Name

English

PF-04449913

Code

English

PF-4449913

Code

English

Glasdegib [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2189

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

FDA ORPHAN DRUG

608617

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

FDA ORPHAN DRUG

585517

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

NDF-RT

N0000184149

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

Code System Code Type Description

LACTMED

Glasdegib

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

ChEMBL

CHEMBL2043437

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

DAILYMED

K673DMO5H9

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

NCI_THESAURUS

C84862

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

USAN

AB-120

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

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EPA CompTox

DTXSID201025881

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

DRUG CENTRAL

5304

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

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MERCK INDEX

m12133

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

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EVMPD

SUB179278

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

CHEBI

145428

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

DRUG BANK

DB11978

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

FDA UNII

K673DMO5H9

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

INN

9930

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

PUBCHEM

25166913

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

SMS_ID

100000164688

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

WIKIPEDIA

Glasdegib

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

RXCUI

2105845

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

CAS

1095173-27-5

Created by admin on Sat Dec 16 01:37:59 UTC 2023 , Edited by admin on Sat Dec 16 01:37:59 UTC 2023

PRIMARY

Related Record Type Details


					4Y7R3PBO4V

GLASDEGIB HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR


					TH2EV99S4Z

GLASDEGIB MALEATE

SALT/SOLVATE -> PARENT


					K673DMO5H9

GLASDEGIB

EXCRETED UNCHANGED

Comments:

Following a single oral dose of 100 mg radiolabeled glasdegib, 49% of the administered dose was eliminated in the urine (17% unchanged), and 42% was eliminated in the feces (20% unchanged).

Qualification:

FECAL; URINE


					76UB6O122H

ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2

TRANSPORTER -> INHIBITOR


					6NP3XSMIP3

MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1

TRANSPORTER -> INHIBITOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Comments:

Glasdegib is 91% bound to human plasma proteins in vitro

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

Glasdegib is metabolized primarily by the CYP3A4 pathway.

Interaction Type:

MAJOR


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					5H2T9QGD7G

GLASDEGIB DIHYDROCHLORIDE

SALT/SOLVATE -> PARENT


					B46KUN2O9L

MATE-2

TRANSPORTER -> INHIBITOR


					AFZ53L1WQ4

SMOOTHENED HOMOLOG

TARGET -> INHIBITOR

Interaction Type:

COMPETITIVE INHIBITOR

Qualification:

IC50

Amount:


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> SUBSTRATE

Comments:

Glasdegib is metabolized primarily by the CYP3A4 pathway, with minor contributions by CYP2C8 and UGT1A9

Interaction Type:

MINOR


					76UB6O122H

ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2

TRANSPORTER -> SUBSTRATE


					3318TFY23Q

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A9

METABOLIC ENZYME -> SUBSTRATE

Comments:

Glasdegib is metabolized primarily by the CYP3A4 pathway, with minor contributions by CYP2C8 and UGT1A9

Interaction Type:

MINOR

Related Record Type Details


					MX88GLV6JK

GLASDEGIB N-OXIDE

METABOLITE -> PARENT

Comments:

Glasdegib was the most abundant circulating component in plasma, constituting 69% of plasma radioactivity, with minor circulating metabolites each being <8% of radioactivity.


					68AY89Y84D

1-((2R,4S)-2-(1H-BENZIMIDAZOL-2-YL)-1-METHYL-3,4-DIHYDRO-2H-PYRIDIN-4-YL)-3-(4-CYANOPHENYL)UREA

METABOLITE -> PARENT

Comments:

Glasdegib was the most abundant circulating component in plasma, constituting 69% of plasma radioactivity, with minor circulating metabolites each being <8% of radioactivity.


					Q7K42LLA25

N-DESMETHYL GLASDEGIB

METABOLITE -> PARENT

Comments:

Glasdegib was the most abundant circulating component in plasma, constituting 69% of plasma radioactivity, with minor circulating metabolites each being <8% of radioactivity.


					NK3GSZ2UHU

4-(((2R,4R)-2-(1H-BENZIMIDAZOL-2-YL)-1-METHYL-4-PIPERIDYL)CARBAMOYLAMINO)BENZAMIDE

METABOLITE -> PARENT

Comments:

Glasdegib was the most abundant circulating component in plasma, constituting 69% of plasma radioactivity, with minor circulating metabolites each being <8% of radioactivity.

Related Record Type Details


					K673DMO5H9

GLASDEGIB

ACTIVE MOIETY

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

Tmax	PHARMACOKINETIC				ONCE DAILY DOSING

Volume of Distribution	PHARMACOKINETIC