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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H27N3O4
Molecular Weight 361.4354
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEMAGACESTAT

SMILES

CC(C)[C@H](O)C(=O)N[C@@H](C)C(=O)N[C@H]1C2=C(CCN(C)C1=O)C=CC=C2

InChI

InChIKey=PKXWXXPNHIWQHW-RCBQFDQVSA-N
InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1

HIDE SMILES / InChI
Molecular Formula C19H27N3O4
Molecular Weight 361.4354
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:32:58 UTC 2023
Edited
by admin
on Fri Dec 15 16:32:58 UTC 2023
Record UNII
3YN0602W4W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SEMAGACESTAT
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
N(SUP 2)-((2S)-2-HYDROXY-3-METHYLBUTANOYL)-N(SUP 1)-((1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3- BENZAZEPIN-1-YL)-L-ALANINAMIDE
Systematic Name English
semagacestat [INN]
Common Name English
Semagacestat [WHO-DD]
Common Name English
(2S)-2-HYDROXY-3-METHYL-N-((2S)-1-(((1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3- BENZAZEPIN-1-YL)AMINO)-1-OXOPROPAN-2-YL)BUTANAMIDE
Systematic Name English
LY450139
Code English
LY-450139
Code English
(N)-((S)-2-HYDROXY-3-METHYL-BUTYRYL)-1-(L-ALANINYL)-(S)-1-AMINO-3-METHYL-2,3,4,5- TETRAHYDRO-1H-3-BENZAZEPIN-2-ONE
Common Name English
BUTANAMIDE, 2-HYDROXY-3-METHYL-N-((1S)-1-METHYL-2-OXO-2-(((1S)-2,3,4,5-TETRAHYDRO-3-METHYL-2-OXO-1H-3-BENZAZEPIN-1-YL)AMINO)ETHYL)-, (2S)-
Systematic Name English
BUTANAMIDE, 2-HYDROXY-3-METHYL-N-((1S)-1-METHYL-2-OXO-2-(((1S)-2,3,4,5-TETRAHYDRO-3- METHYL-2-OXO-1H-3-BENZAZEPIN-1-YL)AMINO)ETHYL)-, (2S)-
Systematic Name English
SEMAGACESTAT [MI]
Common Name English
SEMAGACESTAT [USAN]
Common Name English
Code System Code Type Description
FDA UNII
3YN0602W4W
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
CAS
425386-60-3
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
SMS_ID
100000126275
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
EVMPD
SUB32891
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
ChEMBL
CHEMBL520733
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
USAN
TT-65
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
PUBCHEM
9843750
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
MERCK INDEX
m9850
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB12463
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
WIKIPEDIA
SEMAGACESTAT
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
INN
8996
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
NCI_THESAURUS
C81115
Created by admin on Fri Dec 15 16:32:58 UTC 2023 , Edited by admin on Fri Dec 15 16:32:58 UTC 2023
PRIMARY
Related Record Type Details
Structure of SEMAGACESTAT DIHYDRATE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
.GAMMA.-SECRETASE
TARGET -> INHIBITOR
Structure of SEMAGACESTAT DIHYDRATE
SOLVATE->ANHYDROUS
Structure of SEMAGACESTAT
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
Structure of SEMAGACESTAT
EXCRETED UNCHANGED
FECAL
Related Record Type Details
Structure of (1S)-1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-2H-3-BENZAZEPIN-2-ONE
METABOLITE -> PARENT
URINE
Structure of (1S)-1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-2H-3-BENZAZEPIN-2-ONE
METABOLITE -> PARENT
PLASMA
Structure of N-((2S)-2-HYDROXY-3-METHYL-1-OXOBUTYL)-L-ALANYL-2-(2-(CARBOXYMETHYL)PHENYL)-N-METHYLGLYCINAMIDE, (2S)-
METABOLITE -> PARENT
FECAL; URINE
Structure of BUTANAMIDE, 2,3-DIHYDROXY-3-METHYL-N-((1S)-1-METHYL-2-OXO-2-(((1S)-2,3,4,5-TETRAHYDRO-3-METHYL-2-OXO-1H-3-BENZAZEPIN-1-YL)AMINO)ETHYL)-, (2S)-
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of (1S)-1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-2H-3-BENZAZEPIN-2-ONE
METABOLITE -> PARENT
FECAL
Structure of 2-((E,1R)-1-(((2S)-2-(((2S)-2-HYDROXY-3-METHYL-BUTANOYL)AMINO)PROPANOYL)AMINO)-3-(METHYLAMINO)ALLYL)BENZOIC ACID
METABOLITE -> PARENT
FECAL
Structure of 2-((E,1R)-1-(((2S)-2-(((2S)-2-HYDROXY-3-METHYL-BUTANOYL)AMINO)PROPANOYL)AMINO)-3-(METHYLAMINO)ALLYL)BENZOIC ACID
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of SEMAGACESTAT
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

Biological Half-life PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

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