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

General Information of Drug (ID: DR3226)
Drug Name
AZD8931
Synonyms
Sapitinib; AZD8931; 848942-61-0; AZD8931 (Sapitinib); AZD-8931; Sapitinib(AZD8931); UNII-3499328002; CHEMBL2408045; 2-(4-((4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)-n-methylacetamide; 2-[4-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}oxy)piperidin-1-yl]-N-methylacetamide; Sapitinib [INN]; 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-((1-(n-methylcarbamoylmethyl)piperidin-4-yl)oxy)quinazoline
Indication Breast cancer [ICD11: 2C60-2C6Y] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 473.9 Topological Polar Surface Area 88.6
Heavy Atom Count 33 Rotatable Bond Count 7
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
11488320
ChEBI ID
CHEBI:132986
CAS Number
848942-61-0
TTD Drug ID
D0BM7M
Formula
C23H25ClFN5O3
Canonical SMILES
CNC(=O)CN1CCC(CC1)OC2=C(C=C3C(=C2)C(=NC=N3)NC4=C(C(=CC=C4)Cl)F)OC
InChI
InChI=1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)
InChIKey
DFJSJLGUIXFDJP-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
AZD8931 M10 DM019712 N. A. Other reaction - Hydroxy-chlorofluorophenylation 1 [2]
AZD8931 M11 DM019711 N. A. Oxidation - Monooxygenation 1 [2]
AZD8931 M12 DM019706 N. A. Oxidation - O-desmethylation 1 [2]
AZD8931 M13 DM015676
10411907
Oxidation - N-desmethylation 1 [2]
AZD8931 M14 DM019714 N. A. Conjugation - N-hydroxymethylation 1 [2]
AZD8931 M15 DM019716 N. A. Other reaction - Hydroxypiperidine 1 [2]
AZD8931 M18 DM016189
57476868
Oxidation - O-despiperidine 1 [2]
AZD8931 M20 DM016290
69226574
Unclear - N-acetic acid 1 [2]
AZD8931 M9 DM015675
10408840
Oxidation - N-dealkylation 1 [2]
AZD8931 M1 DM019709 N. A. Conjugation - O-despiperidinyl glucosidation 2 [2]
AZD8931 M17 DM019707 N. A. Conjugation - Glucuronidation 2 [2]
AZD8931 M19 DM019715 N. A. Oxidation - Monooxygenation 2 [2]
AZD8931 M3,M6,M7 DM019713 N. A. Conjugation - Monooxygenated glucosidation 2 [2]
AZD8931 M4 DM019710 N. A. Oxidation - Monooxygenation 2 [2]
AZD8931 M4 DM019710 N. A. Unclear - Unclear 2 [2]
AZD8931 M5 DM019708 N. A. Conjugation - O-despiperidinyl sulfation 2 [2]
⏷ Show the Full List of 16  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR012427 AZD8931 AZD8931 M12 Oxidation - O-desmethylation CYP3A4 [2]
MR012429 AZD8931 AZD8931 M18 Oxidation - O-despiperidine Unclear [2]
MR012432 AZD8931 AZD8931 M9 Oxidation - N-dealkylation Unclear [2]
MR012434 AZD8931 AZD8931 M11 Oxidation - Monooxygenation Unclear [2]
MR012436 AZD8931 AZD8931 M10 Other reaction - Hydroxy-chlorofluorophenylation Unclear [2]
MR012439 AZD8931 AZD8931 M14 Conjugation - N-hydroxymethylation Unclear [2]
MR012441 AZD8931 AZD8931 M15 Other reaction - Hydroxypiperidine Unclear [2]
MR012442 AZD8931 AZD8931 M13 Oxidation - N-desmethylation Unclear [2]
MR012443 AZD8931 AZD8931 M20 Unclear - N-acetic acid Unclear [2]
MR012437 AZD8931 M10 AZD8931 M4 Oxidation - Monooxygenation Unclear [2]
MR012438 AZD8931 M10 AZD8931 M3,M6,M7 Conjugation - Monooxygenated glucosidation Unclear [2]
MR012435 AZD8931 M11 AZD8931 M4 Oxidation - Monooxygenation Unclear [2]
MR012428 AZD8931 M12 AZD8931 M17 Conjugation - Glucuronidation CYP3A4 [2]
MR012440 AZD8931 M14 AZD8931 M19 Oxidation - Monooxygenation Unclear [2]
MR012430 AZD8931 M18 AZD8931 M5 Conjugation - O-despiperidinyl sulfation Unclear [2]
MR012431 AZD8931 M18 AZD8931 M1 Conjugation - O-despiperidinyl glucosidation Unclear [2]
MR012433 AZD8931 M9 AZD8931 M4 Unclear - Unclear Unclear [2]
⏷ Show the Full List of 17 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7717).
2 Metabolic disposition of AZD8931, an oral equipotent inhibitor of EGFR, HER2 and HER3 signalling, in rat, dog and man

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