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

General Information of Drug (ID: DR0137)
Drug Name
Armodafinil
Synonyms
Armodafinil; Armodafinil (USAN/INN); Armodafinil [USAN:INN]; Armodafinil, >=98% (HPLC); CEP 10953; CEP-10953; CRL 40982; Nuvigil; Nuvigil (TN); V63XWA605I; ZINC6156; armodafinilo; armodafinilum; l-Modafinil; (-) modafinil; (-)-(R)-modafinil; (-)-2-((R)-(Diphenylmethyl)sulfinyl)acetamide; (-)-2-[(r)-(diphenylmethyl)sulfinyl]acetamide; (-)-Modafinil; (R)-(-)-Modafinil; (R)-Modafinil; 112111-43-0; 2-[(R)-(Diphenylmethyl)sulfinyl]acetamide; ACE037; CHEBI:77590; CHEMBL1201192; DTXSID90920667; SCHEMBL34489; UNII-V63XWA605I
Indication Obstructive sleep apnea [ICD11: 7A41] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 273.4 Topological Polar Surface Area 79.4
Heavy Atom Count 19 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
9690109
PubChem SID
12014108 ; 14824208 ; 17397368 ; 24099806 ; 44823274 ; 57373290 ; 58107158 ; 80296077 ; 103771175 ; 125086994 ; 134357052 ; 135200656 ; 136236020 ; 137001280 ; 137239495 ; 137624470 ; 152258644 ; 160647479 ; 162189556 ; 164230581 ; 175267253 ; 175270376 ; 186007031 ; 223443057 ; 223454698 ; 223519240 ; 226420943 ; 249797709 ; 251964004
ChEBI ID
CHEBI:77590
CAS Number
112111-43-0
TTD Drug ID
D0J5RN
Formula
C15H15NO2S
Canonical SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)S(=O)CC(=O)N
InChI
1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)/t19-/m1/s1
InChIKey
YFGHCGITMMYXAQ-LJQANCHMSA-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
Modafinil acid DM001749
3085267
Hydrolysis - Amide Hydrolysis 1 [4]
Modafinil sulfone DM001750
6460146
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000293 Armodafinil R-modafinil acid Hydrolysis - Amide Hydrolysis Unclear [4]
MR000294 Armodafinil Modafinil sulfone Unclear CYP3A4 ... [4]
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]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
References
1 Modafinil was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Interaction profile of armodafinil with medications metabolized by cytochrome P450 enzymes 1A2, 3A4 and 2C19 in healthy subjects. Clin Pharmacokinet. 2008;47(1):61-74.
3 Clinical pharmacokinetic profile of modafinil. Clin Pharmacokinet. 2003;42(2):123-37.
4 LABEL:RMODAFINIL tablet

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.