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

General Information of Drug (ID: DR0758)
Drug Name
CEM-102
Synonyms
Acide fusidique; Acido fusidico; Acidum fusidicum; Diethanolamine fusidate; FUCIDIN; Flucidin; Fucidate; Fucidic acid; Fucidin acid; Fucithalmic; Fusidate; Fusidine; Fusidinic Acid; Ramycin; SQ 16,603; SQ 16603; fusidic acid; (-)-Fusidic acid; 59XE10C19C; CHEBI:29013; MFCD00865135; MLS001332649; SMR000857101; UNII-59XE10C19C
Indication Endocarditis [ICD11: 1B12] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 516.7 Topological Polar Surface Area 104
Heavy Atom Count 37 Rotatable Bond Count 6
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
3000226
PubChem SID
8919 ; 105658 ; 596017 ; 7979334 ; 10036127 ; 24702594 ; 24894729 ; 34666341 ; 46392987 ; 46505364 ; 46530473 ; 47206215 ; 47736747 ; 48416045 ; 49829529 ; 50959064 ; 53787526 ; 56314510 ; 56320723 ; 56320724 ; 57410087 ; 57654174 ; 74382570 ; 87895531 ; 93576759 ; 103511436 ; 109693457 ; 111610056 ; 124766024 ; 124801075 ; 127344473 ; 134338277 ; 134988294 ; 137004075 ; 139685296 ; 160965878 ; 164814155 ; 165235893 ; 175266845 ; 179230525 ; 184811991 ; 223715788 ; 225067369 ; 226413683 ; 241109573 ; 251916694 ; 251917933 ; 251970970 ; 252350108 ; 252402473
ChEBI ID
ChEBI:29013
CAS Number
6990-06-3
TTD Drug ID
D0X7XG
Formula
C31H48O6
Canonical SMILES
CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C
InChI
1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
InChIKey
IECPWNUMDGFDKC-MZJAQBGESA-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
3-keto fusidic acid DM002527
75412572
Unclear 1 [4] , [5]
Dicarboxylic ester DM002528 N. A. Unclear 1 [4] , [5]
Glucuronide fusidic acid DM002529 N. A. Unclear 1 [4] , [5]
Hydroxy fusidic acid DM002530 N. A. Unclear 1 [4] , [5]
Malonic acid DM002526
867
Unclear 1 [4] , [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000589 CEM-102 Malonic acid Unclear Unclear [4], [5]
MR000590 CEM-102 3-keto fusidic acid Unclear Unclear [4], [5]
MR000591 CEM-102 Dicarboxylic ester Unclear Unclear [4], [5]
MR000592 CEM-102 Glucuronide fusidic acid Unclear Unclear [4], [5]
MR000593 CEM-102 Hydroxy fusidic acid Unclear Unclear [4], [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[3]
References
1 ClinicalTrials.gov (NCT02570490) Oral Sodium Fusidate (CEM-102) Versus Oral Linezolid for the Treatment of Acute Bacterial Skin and Skin Structure Infections.
2 The potent mechanism-based inactivation of CYP2D6 and CYP3A4 with fusidic acid in in vivo bioaccumulation. Xenobiotica. 2018 Oct;48(10):999-1005.
3 Fusidic acid inhibits hepatic transporters and metabolic enzymes: potential cause of clinical drug-drug interaction observed with statin coadministration. Antimicrob Agents Chemother. 2016 Sep 23;60(10):5986-94.
4 Fusidic Acid and Its Major Active Metabolite Penetration into Cerebrospinal Fluid for Assessing Treatment of Intracranial Infections Chemotherapy. 2023;68(1):48-54. doi: 10.1159/000525906.
5 DrugBank(Pharmacology-Metabolism)CEM-102

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