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

General Information of Drug (ID: DR0162)
Drug Name
Axitinib
Synonyms
Axitinib; Inlyta; Axitinibum; (E)-N-Methyl-2-((3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)thio)benzamide; (E)-N-methyl-2-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamide; 319460-85-0; AG 013736; AG-013736; AG-13736; AG013736; C9LVQ0YUXG; CHEBI:66910; DSSTox_RID_83240; MFCD09837898; N-methyl-2-((3-((1E)-2-(pyridin-2-yl)ethenyl)-1H-indazol-6-yl)sulfanyl)benzamide; N-methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide; NCGC00241108-01; NSC757441; S1005; UNII-C9LVQ0YUXG
Indication Renal cell carcinoma [ICD11: 2C90] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 386.5 Topological Polar Surface Area 96
Heavy Atom Count 28 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
6450551
PubChem SID
11972112 ; 14804960 ; 17397371 ; 26683791 ; 43041647 ; 51067393 ; 56374259 ; 56459367 ; 57370217 ; 71821495 ; 85246173 ; 92718920 ; 99004612 ; 99431770 ; 114525306 ; 118844929 ; 123098392 ; 124756928 ; 124950168 ; 125163735 ; 126621224 ; 126647931 ; 126666999 ; 131465099 ; 134339005 ; 134964394 ; 135236613 ; 135697692 ; 135727420 ; 136368079 ; 136920276 ; 137006067 ; 137255399 ; 140075950 ; 144075334 ; 144115649 ; 144207146 ; 152042317 ; 152258076 ; 152344032 ; 160645509 ; 160646915 ; 162011700 ; 162037379 ; 162112056 ; 162164950 ; 162170729 ; 163395346 ; 164041895 ; 164833257
ChEBI ID
CHEBI:66910
CAS Number
319460-85-0
TTD Drug ID
D01ZRI
Formula
C22H18N4OS
Canonical SMILES
CNC(=O)C1=CC=CC=C1SC2=CC3=C(C=C2)C(=NN3)C=CC4=CC=CC=N4
InChI
1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+
InChIKey
RITAVMQDGBJQJZ-FMIVXFBMSA-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
Axitinib Metabolite M12 DM016383
86278350
Unclear - Unclear 1 [3]
Axitinib Metabolite M12a DM016841
156613687
Unclear - Unclear 1 [3]
Axitinib Metabolite M14 DM018058 N. A. Unclear - Unclear 1 [3]
Axitinib Metabolite M7 DM018057 N. A. Unclear - Unclear 1 [3]
Axitinib Metabolite M8b DM016734
146675090
Unclear - Unclear 1 [3]
Axitinib Metabolite M15 DM016421
91810706
Unclear - Unclear 2 [3]
Axitinib Metabolite M9 DM018056 N. A. Unclear - Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR009885 Axitinib Axitinib Metabolite M12 Unclear - Unclear CYP3A4 ... [3]
MR009888 Axitinib Axitinib Metabolite M7 Unclear - Unclear UGT1A1 ... [3]
MR009889 Axitinib Axitinib Metabolite M8b Unclear - Unclear CYP3A4 ... [3]
MR009890 Axitinib Axitinib Metabolite M12a Unclear - Unclear CYP1A2 [3]
MR009891 Axitinib Axitinib Metabolite M14 Unclear - Unclear CYP3A4 ... [3]
MR009886 Axitinib Metabolite M12 Axitinib Metabolite M9 Unclear - Unclear CYP3A4 ... [3]
MR009887 Axitinib Metabolite M12 Axitinib Metabolite M15 Unclear - Unclear CYP3A4 ... [3]
⏷ Show the Full List of 7 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
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]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A4 (UGT1A4) DME0048 Homo sapiens
UD14_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[3]
⏷ Show the Full List of 8  DME(s)
References
1 Axitinib was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Clinical pharmacology of axitinib. Clin Pharmacokinet. 2013 Sep;52(9):713-25.
3 In Vitro Kinetic Characterization of Axitinib Metabolism

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