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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO3
Molecular Weight 313.3908
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MAVOGLURANT

SMILES

[H][C@@]12CCC[C@@](O)(C#CC3=CC(C)=CC=C3)[C@]1([H])CCN2C(=O)OC

InChI

InChIKey=ZFPZEYHRWGMJCV-ZHALLVOQSA-N
InChI=1S/C19H23NO3/c1-14-5-3-6-15(13-14)8-11-19(22)10-4-7-17-16(19)9-12-20(17)18(21)23-2/h3,5-6,13,16-17,22H,4,7,9-10,12H2,1-2H3/t16-,17-,19-/m1/s1

HIDE SMILES / InChI
Molecular Formula C19H23NO3
Molecular Weight 313.3908
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:16:19 UTC 2023
Edited
by admin
on Fri Dec 15 19:16:19 UTC 2023
Record UNII
GT0I9SV4F6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MAVOGLURANT
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
1H-INDOLE-1-CARBOXYLIC ACID, OCTAHYDRO-4-HYDROXY-4-((3-METHYLPHENYL)ETHYNYL)-, METHYL ESTER, (3AR,4S,7AR)-
Common Name English
Methyl (3aR,4S,7aR)-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]octahydro-1H-indole-1-carboxylate
Common Name English
Mavoglurant [WHO-DD]
Common Name English
(-)-(3AR,4S,7AR)-4-HYDROXY-4-M-TOLYLETHYNYL-OCTAHYDRO-INDOLE-1-CARBOXYLIC ACID METHYL ESTER
Systematic Name English
AFQ-056
Code English
1H-INDOLE-1-CARBOXYLIC ACID, OCTAHYDRO-4-HYDROXY-4-(2-(3-METHYLPHENYL)ETHYNYL)-, METHYL ESTER, (3AR,4S,7AR)-
Common Name English
MAVOGLURANT [USAN]
Common Name English
mavoglurant [INN]
Common Name English
AFQ056
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 353611
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
EU-Orphan Drug EU/3/12/1046
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
Code System Code Type Description
INN
9395
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
ChEMBL
CHEMBL3087515
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
PUBCHEM
9926832
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
FDA UNII
GT0I9SV4F6
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
CAS
543906-09-8
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
USAN
AB-126
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
DRUG BANK
DB13004
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
NCI_THESAURUS
C170154
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
SMS_ID
100000175123
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
WIKIPEDIA
MAVOGLURANT
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
EPA CompTox
DTXSID30202777
Created by admin on Fri Dec 15 19:16:19 UTC 2023 , Edited by admin on Fri Dec 15 19:16:19 UTC 2023
PRIMARY
Related Record Type Details
METABOTROPIC GLUTAMATE RECEPTOR 5
TARGET->ANTAGONIST
CYTOCHROME P450 2C8
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
Structure of MAVOGLURANT
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 1A1
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
Structure of MAVOGLURANT
EXCRETED UNCHANGED
No parent compound was detected in urine
URINE
Related Record Type Details
Structure of 1H-INDOL-4-OL, OCTAHYDRO-4-(2-(3-METHYLPHENYL)ETHYNYL)-, (3AR,4S,7AR)
METABOLITE -> PARENT
PLASMA; URINE
Structure of 2-((1R,2S,6R)-2-HYDROXY-6-(METHOXYCARBONYLAMINO)-2-(2-(M-TOLYL)ETHYNYL)CYCLOHEXYL)ACETIC ACID
METABOLITE -> PARENT
URINE
Structure of 3-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)BENZOIC ACID
METABOLITE -> PARENT
PLASMA
Structure of 2-((1R,2S,6R)-2-HYDROXY-6-(METHOXYCARBONYLAMINO)-2-(2-(M-TOLYL)ETHYNYL)CYCLOHEXYL)ACETIC ACID
METABOLITE -> PARENT
PLASMA
Structure of 3-(2-((3AR,4S,7AR)-4-HYDROXY-1-METHOXYCARBONYL-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOL-4-YL)ETHYNYL)BENZOIC ACID
METABOLITE -> PARENT
PLASMA
Structure of 5-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)-2-HYDROXYBENZOIC ACID
METABOLITE -> PARENT
URINE
Structure of (3AR,4S,7AR)-4-(2-(4-HYDROXY-3-METHYL-PHENYL)ETHYNYL)-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-OL
METABOLITE -> PARENT
URINE
Structure of 3-(2-((3AR,4S,7AR)-4-HYDROXY-1-METHOXYCARBONYL-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOL-4-YL)ETHYNYL)BENZOIC ACID
METABOLITE -> PARENT
URINE
Structure of 3-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)BENZOIC ACID
METABOLITE -> PARENT
URINE
Structure of METHYL (3AR,4S,7AR)-4-HYDROXY-4-(2-(4-HYDROXY-3-METHYL-PHENYL)ETHYNYL)-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOLE-1-CARBOXYLATE
METABOLITE -> PARENT
URINE
Structure of (4-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)-2-METHYL-PHENYL) HYDROGEN SULFATE
METABOLITE -> PARENT
URINE
Structure of 5-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)-2-HYDROXYBENZOIC ACID
METABOLITE -> PARENT
PLASMA
Structure of METHYL (3AR,4S,7AR)-4-(2-(3,4-DIHYDROXY-3-METHYL-CYCLOHEXA-1,5-DIEN-1-YL)ETHYNYL)-4-HYDROXY-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOLE-1-CARBOXYLATE
METABOLITE -> PARENT
URINE
Structure of METHYL (3AR,4S,7AR)-4-(2-(3,4-DIHYDROXY-3-METHYL-CYCLOHEXA-1,5-DIEN-1-YL)ETHYNYL)-4-HYDROXY-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOLE-1-CARBOXYLATE
METABOLITE -> PARENT
PLASMA
Structure of (4-(2-((3AR,4S,7AR)-4-HYDROXY-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-YL)ETHYNYL)-2-METHYL-PHENYL) HYDROGEN SULFATE
METABOLITE -> PARENT
PLASMA
Structure of (3AR,4S,7AR)-4-(2-(4-HYDROXY-3-METHYL-PHENYL)ETHYNYL)-1,2,3,3A,5,6,7,7A-OCTAHYDROINDOL-4-OL
METABOLITE -> PARENT
PLASMA
Structure of 3-(2-((3AR,4S,7AR)-4-HYDROXY-1-METHOXYCARBONYL-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOL-4-YL)ETHYNYL)BENZOIC ACID
METABOLITE -> PARENT
FECAL
Structure of METHYL (3AR,4S,7AR)-4-HYDROXY-4-(2-(4-HYDROXY-3-METHYL-PHENYL)ETHYNYL)-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOLE-1-CARBOXYLATE
METABOLITE -> PARENT
PLASMA
Structure of METHYL (3AR,4S,7AR)-4-HYDROXY-4-(2-(3-(HYDROXYMETHYL)PHENYL)ETHYNYL)-3,3A,5,6,7,7A-HEXAHYDRO-2H-INDOLE-1-CARBOXYLATE
METABOLITE -> PARENT
PLASMA
Related Record Type Details
Structure of MAVOGLURANT
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

Biological Half-life PHARMACOKINETIC SINGLE DOSE

ORAL ADMINISTRATION

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