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

General Information of Drug (ID: DR0432)
Drug Name
Delamanid
Synonyms
Delamanid; OPC-67683; 8OOT6M1PC7; MMV688262; UNII-8OOT6M1PC7; (2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]piperidin-1-yl]phenoxy]methyl]-3H-imidazo[2,1-b][1,3]oxazole; (R)-2-Methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo[2,1-b]oxazole; (R)-2-methyl-6-nitro-2-{4-[4-(4-trifluoromethoxyphenoxy)piperidin-1-yl]phenoxymethyl}-2,3-dihydroimidazo[2,1-b]oxazole; 681492-22-8
Indication Pulmonary tuberculosis [ICD11: 1B10] Approved []
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 534.5 Topological Polar Surface Area 104
Heavy Atom Count 38 Rotatable Bond Count 7
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 11
Cross-matching ID
PubChem CID
6480466
ChEBI ID
CHEBI:134742
CAS Number
681492-22-8
TTD Drug ID
D0S3NU
Formula
C25H25F3N4O6
Canonical SMILES
CC1(CN2C=C(N=C2O1)[N+](=O)[O-])COC3=CC=C(C=C3)N4CCC(CC4)OC5=CC=C(C=C5)OC(F)(F)F
InChI
1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1
InChIKey
XDAOLTSRNUSPPH-XMMPIXPASA-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
(4RS,5S)-DM-6720 DM001976
146014892
Unclear 1 [1]
DM-6705 DM001971 N. A. Unclear 1 [1] , [2] , [3] , [4]
(S)-DM-6718 DM001977
146014919
Unclear 2 [1]
D6076 DM001978
140148514
Unclear 2 [1]
DM-6704 DM001972
44511498
Unclear 2 [1]
(4R,5S)-DM-6721 DM001975
140148509
Unclear 3 [1]
(4S,5S)-DM-6722 DM001973
140148507
Unclear 3 [1]
(S)-DM-6717 DM001974
44511497
Unclear 4 [1]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003251 Delamanid DM-6705 Unclear ALB [1], [2], [3], [4]
MR003252 Delamanid (4RS,5S)-DM-6720 Unclear CYP3A4 ... [1]
MR003250 (4RS,5S)-DM-6720 (S)-DM-6718 Unclear CYP3A4 ... [1]
MR003244 DM-6705 DM-6704 Unclear Unclear [1]
MR003245 DM-6705 D6076 Unclear Unclear [1]
MR003246 DM-6704 (4S,5S)-DM-6722 Unclear Unclear [1]
MR003247 DM-6704 (4R,5S)-DM-6721 Unclear Unclear [1]
MR003249 (4R,5S)-DM-6721 (S)-DM-6717 Unclear Unclear [1]
MR003248 (4S,5S)-DM-6722 (S)-DM-6717 Unclear Unclear [1]
⏷ 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
[1]
References
1 Pharmacokinetics and metabolism of delamanid, a novel anti-tuberculosis drug, in animals and humans: importance of albumin metabolism in vivo. Drug Metab Dispos. 2015 Aug;43(8):1267-76.
2 Liquid chromatography-tandem mass spectrometry analysis of delamanid and its metabolite in human cerebrospinal fluid using protein precipitation and on-line solid-phase extraction. J Pharm Biomed Anal. 2023 Apr 1;227:115281. doi: 10.1016/j.jpba.2023.115281.
3 Relative bioavailability of delamanid 50?mg tablets dispersed in water in healthy adult volunteers. Br J Clin Pharmacol. 2023 Jan 24. doi: 10.1111/bcp.15672.
4 Assessing Prolongation of the Corrected QT?Interval with Bedaquiline and Delamanid Coadministration to Predict the Cardiac Safety?of Simplified Dosing Regimens. Clin Pharmacol Ther. 2022 Oct;112(4):873-881. doi: 10.1002/cpt.2685.

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