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

General Information of Drug (ID: DR1167)
Drug Name
BRN-0498823
Synonyms
Bayotensin; Baypress; Deiten; Nidrel; Nitrendipin; Nitrendipino; Nitrendipino [INN-Spanish]; Nitrendipinum; Nitrendipinum [INN-Latin]; Nitrepin; PVHUJELLJLJGLN-UHFFFAOYSA-N; nitrendipine; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester; 3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; 39562-70-4; BAY e 5009; BRN 0498823; Bay-e-5009; Bylotensin; C18H20N2O6; CHEBI:7582; EINECS 254-513-1; MFCD00082255; MLS000069349; NCGC00015713-07; SMR000058366
Indication Essential hypertension [ICD11: BA00] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 360.4 Topological Polar Surface Area 110
Heavy Atom Count 26 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
4507
PubChem SID
9915 ; 855994 ; 5055566 ; 6014122 ; 7847695 ; 8152776 ; 10588972 ; 11120001 ; 11120489 ; 11120977 ; 11121464 ; 11121944 ; 11147084 ; 11342013 ; 11362196 ; 11362533 ; 11364838 ; 11365095 ; 11367400 ; 11367657 ; 11369962 ; 11370337 ; 11370338 ; 11371895 ; 11373258 ; 11374614 ; 11375819 ; 11378130 ; 11466944 ; 11468064 ; 11485206 ; 11486717 ; 11487598 ; 11489381 ; 11490783 ; 11492902 ; 11495715 ; 12013715 ; 14925926 ; 17405440 ; 24277857 ; 26612495 ; 26680401 ; 26719687 ; 26747121 ; 26751794 ; 26751795 ; 29223601 ; 46386549 ; 46508817
ChEBI ID
CHEBI:7582
CAS Number
39562-70-4
TTD Drug ID
D0A1DH
Formula
C18H20N2O6
Canonical SMILES
CCOC(=O)C1=C(NC(=C(C1C2=CC(=CC=C2)[N+](=O)[O-])C(=O)OC)C)C
InChI
1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
InChIKey
PVHUJELLJLJGLN-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
BRN-0498823 Metabolite M DM003414 N. A. Unclear 1 [5]
(3-carboethoxy, 5-carboxy-2,6-dimethyl-4-(3- nitrophenyl) pyridine DM003415 N. A. Unclear 2 [5]
(3-carboxy, 5-carbomethoxy-2,6-dimethyl-4-(3-nitrophenyl) pyridine), DM003417 N. A. Unclear 2 [5]
(3-carboxy, 5-carbomethoxy-2-hydroxy_x0002_methyl, 6-methyl-4-(3-nitro-phenyl) pyridine) DM003418 N. A. Unclear 3 [5]
B (3-carboethoxy,5-carboxy-2-methyl,6-hydroxymethyl-4-(3-nitro-phenyl) pyridine) DM003416 N. A. Unclear 3 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003862 BRN-0498823 BRN-0498823 Metabolite M Unclear Unclear [5]
MR003863 BRN-0498823 Metabolite M (3-carboethoxy, 5-carboxy-2,6-dimethyl-4-(3- nitrophenyl) pyridine Unclear Unclear [5]
MR003865 BRN-0498823 Metabolite M (3-carboxy, 5-carbomethoxy-2,6-dimethyl-4-(3-nitrophenyl) pyridine), Unclear Unclear [5]
MR003864 (3-carboethoxy, 5-carboxy-2,6-dimethyl-4-(3- nitrophenyl) pyridine B (3-carboethoxy,5-carboxy-2-methyl,6-hydroxymethyl-4-(3-nitro-phenyl) pyridine) Unclear Unclear [5]
MR003866 (3-carboxy, 5-carbomethoxy-2,6-dimethyl-4-(3-nitrophenyl) pyridine), (3-carboxy, 5-carbomethoxy-2-hydroxy_x0002_methyl, 6-methyl-4-(3-nitro-phenyl) pyridine) Unclear Unclear [5]
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]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[3]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1257 Bifidobacterium longum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1267 Anaerobutyricum hallii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1357 Alistipes indistinctus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1358 Anaerococcus hydrogenalis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1360 Anaerostipes hadrus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1361 Anaerotruncus colihominis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1362 Bacteroides caccae Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1363 Bacteroides cellulosilyticus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1366 Bacteroides eggerthii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1367 Bacteroides finegoldii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1375 Bacteroides intestinalis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1378 Bacteroides uniformis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1386 Bifidobacterium adolescentis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1394 Blautia luti Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1398 Clostridioides difficile Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1399 Enterocloster asparagiformis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1400 Enterocloster bolteae Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1401 Clostridium scindens Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1403 Clostridium spiroforme Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1404 Clostridium sporogenes Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1405 Clostridium symbiosum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1407 Collinsella intestinalis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1408 Coprococcus comes Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1412 Dorea formicigenerans Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1415 Eggerthella lenta Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1420 Erysipelatoclostridium ramosum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1425 Eubacterium rectale Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1427 Eubacterium ventriosum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1431 Holdemanella biformis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1432 Hungatella hathewayi Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1439 Marvinbryantia formatexigens Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1446 Parabacteroides johnsonii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1447 Parabacteroides merdae Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1456 Roseburia intestinalis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1458 Ruminococcus gnavus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1459 Ruminococcus lactaris Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1467 Subdoligranulum variabile Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1470 Victivallis vadensis Not Available Not Available [4]
⏷ Show the Full List of 54  DME(s)
References
1 Treatment of hypertension in the elderly with a new calcium channel blocking drug, nitrendipine. Am J Med. 1989 Jan;86(1):49-55.
2 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
3 Drug Interactions Flockhart Table
4 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
5 Pharmacokinetics and metabolism of calcium-blocking agents nifedipine, nitrendipine, and nimodipine

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