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

General Information of Drug (ID: DR0158)
Drug Name
Atovaquone
Synonyms
Atavaquone; Atovaquone (Atavaquone); Mepron; Mepron (antipneumocystic); Wellvone; ATOVAQUONE; Acuvel; Y883P1Z2LT; 137732-39-9; 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-[trans-4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone; 3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione; 566C; 566C80; 94015-53-9; 95233-18-4; BW 566C; BW 566C-80; BW-566C; BW-566C-80; C22H19ClO3; CHEBI:575568; DRG-0084; HSDB 7083; UNII-Y883P1Z2LT
Indication Pneumocystis pneumonia [ICD11: CA40] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 366.8 Topological Polar Surface Area 54.4
Heavy Atom Count 26 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
74989
PubChem SID
9053 ; 602773 ; 630991 ; 642443 ; 6268716 ; 7847303 ; 7978737 ; 11112877 ; 11341957 ; 11362140 ; 11364637 ; 11367199 ; 11369761 ; 11372000 ; 11374732 ; 11377923 ; 11466562 ; 11467682 ; 11485585 ; 11486204 ; 11487542 ; 11489481 ; 11490806 ; 11492931 ; 11495557 ; 11528793 ; 14803776 ; 14828617 ; 26608042 ; 26612671 ; 26680436 ; 26748932 ; 26748933 ; 37101820 ; 37347461 ; 43130769 ; 46507298 ; 47434353 ; 47656598 ; 47811034 ; 48104692 ; 48259503 ; 48328562 ; 48415589 ; 49699104 ; 50100533 ; 51002645 ; 56463626 ; 57319569 ; 81092863
ChEBI ID
CHEBI:575568
CAS Number
95233-18-4
TTD Drug ID
D06ZEE
Formula
C22H19ClO3
Canonical SMILES
C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O
InChI
1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,24H,5-8H2
InChIKey
BSJMWHQBCZFXBR-UHFFFAOYSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Atovaquone M1 PDM007106 N. A. Reduction - Reduction of carbonyl 1 Human
Atovaquone M2 PDM007107 N. A. Reduction - Reduction of carbonyl 1 Human
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 Atovaquone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Time-dependent pharmacokinetics and drug metabolism of atovaquone plus proguanil (Malarone) when taken as chemoprophylaxis. Eur J Clin Pharmacol. 2002 Apr;58(1):19-27.

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