Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1888)
Drug Name
LY-450139
Synonyms
Semagacestat; LY 450139; LY-450139; LY450139; Semagacestat (LY450139); (2S)-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]BUTANAMIDE; (2S)-2-hydroxy-3-methyl-N-[(1S)-1-methyl-2-[[(5S)-3-methyl-4-oxo-2,5-dihydro-1H-3-benzazepin-5-yl]amino]-2-oxo-ethyl]butanamide; (S)-2-hydroxy-3-methyl-N-((S)-1-((S)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[d]azepin-1-ylamino)-1-oxopropan-2-yl)butanamide; 3YN0602W4W; 425386-60-3; UNII-3YN0602W4W
Indication Alzheimer disease [ICD11: 8A20] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 361.4 Topological Polar Surface Area 98.7
Heavy Atom Count 26 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
9843750
PubChem SID
14852546 ; 15298679 ; 24141417 ; 44941822 ; 56310608 ; 58098132 ; 75205756 ; 76715574 ; 93619014 ; 96026057 ; 103584279 ; 104253240 ; 118050330 ; 123051050 ; 124757363 ; 125164167 ; 126596747 ; 126647846 ; 126671457 ; 126731355 ; 135253081 ; 135263921 ; 136348262 ; 136367557 ; 136367887 ; 137164588 ; 141908225 ; 143497999 ; 144116177 ; 152063993 ; 152164535 ; 152236436 ; 152258054 ; 152344379 ; 160646892 ; 162011753 ; 162037681 ; 162114365 ; 162202739 ; 163108946 ; 164044680 ; 164194128 ; 164210341 ; 164834023 ; 170558965 ; 174006702 ; 174529363 ; 178103557 ; 184823811 ; 188900006
ChEBI ID
CHEBI:131158
CAS Number
425386-60-3
TTD Drug ID
D01LXD
Formula
C19H27N3O4
Canonical SMILES
CC(C)C(C(=O)NC(C)C(=O)NC1C2=CC=CC=C2CCN(C1=O)C)O
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
InChIKey
PKXWXXPNHIWQHW-RCBQFDQVSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
LY-2484595 Metabolite M2 DM003315 N. A. Unclear 1 [2]
LY-2484595 Metabolite M3 DM003320 N. A. Oxidation - Benzylic hydroxylation 1 [2]
LY-2484595 Metabolite M4 DM003321 N. A. Unclear 1 [2]
LY-2484595 Metabolite M30 DM003327 N. A. Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003759 LY-450139 LY-2484595 Metabolite M2 Unclear Unclear [2]
MR003761 LY-450139 LY-2484595 Metabolite M4 Unclear CYP3A4 [2]
MR003762 LY-450139 LY-2484595 Metabolite M3 Oxidation - Benzylic hydroxylation CYP1A2 ... [2]
MR003760 LY-2484595 Metabolite M2 LY-2484595 Metabolite M30 Conjugation - Glucuronidation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Lauric acid omega-hydroxylase (CYP4A11) DME0029 Homo sapiens
CP4AB_HUMAN
1.14.15.3
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
⏷ Show the Full List of 11  DME(s)
References
1 ClinicalTrials.gov (NCT01035138) A Study of Semagacestat for Alzheimer's Patients.
2 Disposition and metabolism of semagacestat, a {gamma}-secretase inhibitor, in humans. Drug Metab Dispos. 2010 Apr;38(4):554-65.

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