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

General Information of Drug (ID: DR1884)
Drug Name
MK-0859
Synonyms
Anacetrapib; Anacetrapib (MK-0859); MK-0859; MK0859; P7T269PR6S; (4S,5R)-5-[3,5-Bis(trifluoromethyl)phenyl]-3-[[4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl]-4-methyl-1,3-oxazolidin-2-one; (4s,5r)-5-[3,5-bis(trifluoromethyl)phenyl]-3-({2-[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]-5-(trifluoromethyl)phenyl}methyl)-4-methyl-1,3-oxazolidin-2-one; 875446-37-0; CHEMBL1800807; MFCD16294903; UNII-P7T269PR6S
Indication Atherosclerosis [ICD11: BA80] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 637.5 Topological Polar Surface Area 38.8
Heavy Atom Count 44 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 13
Cross-matching ID
PubChem CID
11556427
PubChem SID
16658560 ; 23677163 ; 42698323 ; 57376836 ; 77084272 ; 96025538 ; 125240981 ; 125299337 ; 126671698 ; 126731193 ; 134338754 ; 134449322 ; 135252031 ; 135723595 ; 135727855 ; 136340336 ; 136354914 ; 136367491 ; 136368100 ; 136988957 ; 137140669 ; 140430199 ; 144115606 ; 152258394 ; 152344255 ; 160647231 ; 162011426 ; 162038221 ; 162205119 ; 164023422 ; 164194107 ; 164835813 ; 164835814 ; 170499297 ; 174007279 ; 174531057 ; 198963790 ; 198991968 ; 203355967 ; 205994811 ; 223381545 ; 223435184 ; 223683902 ; 223704791 ; 224000756 ; 226842677 ; 242591118 ; 242786119 ; 249736586 ; 249821974
CAS Number
875446-37-0
TTD Drug ID
D07HLS
Formula
C30H25F10NO3
Canonical SMILES
CC1C(OC(=O)N1CC2=C(C=CC(=C2)C(F)(F)F)C3=CC(=C(C=C3OC)F)C(C)C)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F
InChI
1S/C30H25F10NO3/c1-14(2)22-11-23(25(43-4)12-24(22)31)21-6-5-18(28(32,33)34)9-17(21)13-41-15(3)26(44-27(41)42)16-7-19(29(35,36)37)10-20(8-16)30(38,39)40/h5-12,14-15,26H,13H2,1-4H3/t15-,26-/m0/s1
InChIKey
MZZLGJHLQGUVPN-HAWMADMCSA-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
Ethacrynic acid-cysteine conjugate DM003341
71316436
Unclear 1 [3]
Ethacrynic acid-GSH DM003342
71777285
Unclear 1 [4]
Ethacrynic acid-mercapturate DM003343 N. A. Unclear 1 [4]
MK-0859 Metabolite M1 DM003328 N. A. Oxidation - O-demethylation 1 [2]
MK-0859 Metabolite M11 DM003339 N. A. Oxidation - Oxidationn 1 [5]
MK-0859 Metabolite M6 DM003340 N. A. Unclear 1 [5]
MK-0859 Metabolite M10 DM003337 N. A. Conjugation - Glucuronidation 2 [5]
MK-0859 Metabolite M13 DM003336 N. A. Unclear 2 [5]
MK-0859 Metabolite M2 DM003329 N. A. Oxidation - Hydrolyzationn 2 [2]
MK-0859 Metabolite M3 DM003333 N. A. Oxidation - Hydrolyzationn 2 [2]
MK-0859 Metabolite M4 DM003338 N. A. Unclear 2 [5]
MK-0859 Metabolite M12 DM003334 N. A. Oxidation - O-demethylation 3 [5]
MK-0859 Metabolite M5 DM003331 N. A. Conjugation - Glucuronidation 3 [5]
MK-0859 Metabolite M7 DM003332 N. A. Conjugation - Glucuronidation 3 [5]
MK-0859 Metabolite M8 DM003335 N. A. Unclear 3 [5]
MK-0859 Metabolite M9 DM003330 N. A. Conjugation - Glutathione conjugation 3 [5]
⏷ Show the Full List of 16  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003763 MK-0859 MK-0859 Metabolite M1 Oxidation - O-demethylation CYP3A4 [2]
MR003774 MK-0859 MK-0859 Metabolite M11 Oxidation - Oxidationn Unclear [5]
MR003775 MK-0859 MK-0859 Metabolite M6 Unclear Unclear [5]
MR003776 MK-595 Ethacrynic acid-cysteine conjugate Unclear Unclear [3]
MR003777 MK-595 Ethacrynic acid-GSH Unclear Unclear [4]
MR003778 MK-595 Ethacrynic acid-mercapturate Unclear Unclear [4]
MR003764 MK-0859 Metabolite M1 MK-0859 Metabolite M2 Oxidation - Hydrolyzationn Unclear [2]
MR003768 MK-0859 Metabolite M1 MK-0859 Metabolite M3 Oxidation - Hydrolyzationn Unclear [2]
MR003771 MK-0859 Metabolite M1 MK-0859 Metabolite M13 Unclear Unclear [5]
MR003772 MK-0859 Metabolite M1 MK-0859 Metabolite M10 Conjugation - Glucuronidation Unclear [5]
MR003773 MK-0859 Metabolite M1 MK-0859 Metabolite M4 Unclear Unclear [5]
MR003765 MK-0859 Metabolite M2 MK-0859 Metabolite M9 Conjugation - Glutathione conjugation Unclear [5]
MR003766 MK-0859 Metabolite M2 MK-0859 Metabolite M5 Conjugation - Glucuronidation Unclear [5]
MR003767 MK-0859 Metabolite M2 MK-0859 Metabolite M7 Conjugation - Glucuronidation Unclear [5]
MR003769 MK-0859 Metabolite M3 MK-0859 Metabolite M12 Oxidation - O-demethylation Unclear [5]
MR003770 MK-0859 Metabolite M3 MK-0859 Metabolite M8 Unclear Unclear [5]
⏷ Show the Full List of 16 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Emerging antidyslipidemic drugs. Expert Opin Emerg Drugs. 2008 Jun;13(2):363-81.
2 Metabolism and excretion of anacetrapib, a novel inhibitor of the cholesteryl ester transfer protein, in humans. Drug Metab Dispos. 2010 Mar;38(3):474-83.
3 New specific and sensitive HPLC-assays for ethacrynic acid and its main metabolite--the cysteine conjugate--in biological material
4 Metabolism and biliary excretion of ethacrynic acid
5 Pharmacokinetics, metabolism, and excretion of anacetrapib, a novel inhibitor of the cholesteryl ester transfer protein, in rats and rhesus monkeys

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