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

General Information of Drug (ID: DR0541)
Drug Name
Doxapram hydrochloride
Synonyms
Doxapram hydrochloride; Doxapram hydrochloride anhydrous; EINECS 204-022-3; NCGC00167459-01; Stimulexin; 1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone hydrochloride hydrate; 1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone monohydrochloride monohydrate; 113-07-5; 3,3-Diphenyl-1-ethyl-4-(2-morpholinoethyl)-2-pyrrolidinone hydrochloride; AHR 619; CAS-113-07-5; CHEBI:59837; DSSTox_CID_27815; DSSTox_GSID_47837; DSSTox_RID_82579
Indication Chronic obstructive pulmonary disease [ICD11: CA22] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 415 Topological Polar Surface Area 32.8
Heavy Atom Count 29 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
64647
ChEBI ID
CHEBI:59837
CAS Number
113-07-5
TTD Drug ID
D0M7BT
Formula
C24H31ClN2O2
Canonical SMILES
CCN1CC(C(C1=O)(C2=CC=CC=C2)C3=CC=CC=C3)CCN4CCOCC4.Cl
InChI
1S/C24H30N2O2.ClH/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21;/h3-12,22H,2,13-19H2,1H3;1H
InChIKey
MBGXILHMHYLZJT-UHFFFAOYSA-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
AHR 0914 DM005429
170674
Unclear 1 [3] , [4] , [2]
AHR 5955 DM005424
162522
Oxidation - Oxidationn 1 [3] , [4] , [2]
Doxapram metabolite C DM005428 N. A. Unclear 2 [3] , [4] , [2]
Doxapram metabolite H DM005425
71586784
Unclear 2 [3] , [4] , [2]
AHR - 5904 DM005426
164917
Unclear 3 [3] , [4] , [2]
Doxapram metabolite D DM005427 N. A. Unclear 3 [3] , [4] , [2]
Doxapram metabolite C DM005428 N. A. Oxidation - Deethylation 4 [3] , [4] , [2]
Doxapram metabolite C DM005428 N. A. Unclear 4 [3] , [4] , [2]
Doxapram metabolite D DM005427 N. A. Unclear 4 [3] , [4] , [2]
Doxapram metabolite C DM005428 N. A. Unclear 5 [3] , [4] , [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005762 Doxapram hydrochloride AHR 5955 Oxidation - Oxidationn CYP3A4 ... [3], [4], [2]
MR005769 Doxapram hydrochloride AHR 0914 Unclear Unclear [3], [4], [2]
MR005770 AHR 0914 Doxapram metabolite C Unclear Unclear [3], [4], [2]
MR005763 AHR 5955 Doxapram metabolite H Unclear Unclear [3], [4], [2]
MR005764 Doxapram metabolite H AHR - 5904 Unclear Unclear [3], [4], [2]
MR005768 Doxapram metabolite H Doxapram metabolite D Unclear Unclear [3], [4], [2]
MR005765 AHR - 5904 Doxapram metabolite D Unclear Unclear [3], [4], [2]
MR005767 AHR - 5904 Doxapram metabolite C Unclear Unclear [3], [4], [2]
MR005766 Doxapram metabolite D Doxapram metabolite C Unclear Unclear [3], [4], [2]
⏷ Show the Full List of 9 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]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 Doxapram Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Population pharmacokinetics of doxapram in low-birth-weight Japanese infants with apnea. Eur J Pediatr. 2015 Apr;174(4):509-18.
3 Doxapram metabolism in human fetal hepatic organ culture
4 Identification of doxapram metabolites using high pressure ion exchange chromatography and mass spectroscopy

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