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

General Information of Drug (ID: DR1321)
Drug Name
Pranlukast
Synonyms
Pranlukast; Pranlukast (INN); TB8Z891092; pranlukast hydrate; 103177-37-3; 150821-03-7; 4-Oxo-8-(4-(4-phenylbutoxy)benzoylamino)-2-(tetrazol-5-yl)-4H-1-benzopyran; Azlaire; NBQKINXMPLXUET-UHFFFAOYSA-N; Ono-1078; Ono-RS-411; CHEMBL21333; N-(4-OXO-2-(1H-TETRAZOL-5-YL)-4H-CHROMEN-8-YL)-4-(4-PHENYLBUTOXY)BENZAMIDE; N-[4-oxo-2-(2H-tetrazol-5-yl)chromen-8-yl]-4-(4-phenylbutoxy)benzamide; NCGC00181765-01; Onon; UNII-TB8Z891092
Indication Obstructive sleep apnea [ICD11: 7A41] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 481.5 Topological Polar Surface Area 119
Heavy Atom Count 36 Rotatable Bond Count 9
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
4887
PubChem SID
4500848 ; 14859100 ; 29223965 ; 50077761 ; 50077772 ; 50126316 ; 53786954 ; 77504954 ; 85220005 ; 91615698 ; 92308832 ; 92719276 ; 96025094 ; 96078242 ; 103188207 ; 103933734 ; 104307712 ; 125335358 ; 126620941 ; 126652683 ; 126670729 ; 128679004 ; 135072791 ; 135692295 ; 135698209 ; 137212400 ; 139795808 ; 144206505 ; 152106761 ; 162182220 ; 163032211 ; 164232709 ; 164826461 ; 175611959 ; 176484201 ; 177749374 ; 178100541 ; 179149492 ; 186010627 ; 196105989 ; 198972268 ; 210279434 ; 210281757 ; 223653303 ; 223704738 ; 225068984 ; 226395820 ; 250136802 ; 251887611 ; 252156957
ChEBI ID
CHEBI:94810
CAS Number
103177-37-3
TTD Drug ID
D08QIP
Formula
C27H23N5O4
Canonical SMILES
C1=CC=C(C=C1)CCCCOC2=CC=C(C=C2)C(=O)NC3=CC=CC4=C3OC(=CC4=O)C5=NNN=N5
InChI
1S/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32)
InChIKey
NBQKINXMPLXUET-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
Pranlukast HM-1 DM004818
9892055
Oxidation - Hydrolyzationn 1 [2]
Pranlukast M-1 DM004816
101643965
Oxidation - Hydrolyzationn 1 [2]
Pranlukast HM-2 DM004819
15872333
Unclear 2 [2]
Pranlukast M-1-S DM004817 N. A. Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005182 Pranlukast Pranlukast M-1 Oxidation - Hydrolyzationn CYP3A4 ... [2]
MR005184 Pranlukast Pranlukast HM-1 Oxidation - Hydrolyzationn CYP3A4 ... [2]
MR005185 Pranlukast HM-1 Pranlukast HM-2 Unclear Unclear [2]
MR005183 Pranlukast M-1 Pranlukast M-1-S Unclear Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 Population pharmacokinetics of pranlukast hydrate dry syrup in children with allergic rhinitis and bronchial asthma. Drug Metab Pharmacokinet. 2006 Apr;21(2):133-9.
2 In vitro metabolism and inhibitory effects of pranlukast in human liver microsomes
3 Effect of clarithromycin on the pharmacokinetics of pranlukast in healthy volunteers. Drug Metab Pharmacokinet. 2008;23(6):428-33.;

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