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

General Information of Drug (ID: DR1229)
Drug Name
Palbociclib
Synonyms
Palbociclib; Palbociclib(PD0332991); 571190-30-2; 6-ACETYL-8-CYCLOPENTYL-5-METHYL-2-[(5-PIPERAZIN-1-YLPYRIDIN-2-YL)AMINO]PYRIDO[2,3-D]PYRIMIDIN-7(8H)-ONE; Ibrance; PD 0332991; PD 332991; PD-0332991; PD-332991; PD0332991; 6-Acetyl-8-cyclopentyl-5-methyl-2-[[5-(piperazin-1-yl)pyridin-2-yl]amino]-8H-pyrido[2,3-d]pyrimidin-7-one; 6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one; G9ZF61LE7G; UNII-G9ZF61LE7G
Indication Breast cancer [ICD11: 2C60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 447.5 Topological Polar Surface Area 103
Heavy Atom Count 33 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
5330286
PubChem SID
8035907 ; 11062094 ; 11538604 ; 12015755 ; 14808444 ; 17137183 ; 39302900 ; 46394060 ; 57361299 ; 78833389 ; 99436913 ; 103461613 ; 103905660 ; 103905661 ; 113915142 ; 121280258 ; 124360805 ; 124757012 ; 125164718 ; 126580155 ; 126671645 ; 126737419 ; 131480762 ; 134339015 ; 134339302 ; 134339471 ; 134964422 ; 135262045 ; 135686212 ; 135686213 ; 135686228 ; 135686229 ; 136367313 ; 136367838 ; 136920362 ; 137184856 ; 137275973 ; 141483504 ; 143498887 ; 144116345 ; 152240013 ; 152258827 ; 152344089 ; 160647678 ; 162202562 ; 164045126 ; 172232465 ; 172919351 ; 177748911 ; 178103952
ChEBI ID
CHEBI:85993
CAS Number
571190-30-2
TTD Drug ID
D00UZR
Formula
C24H29N7O2
Canonical SMILES
CC1=C(C(=O)N(C2=NC(=NC=C12)NC3=NC=C(C=C3)N4CCNCC4)C5CCCC5)C(=O)C
InChI
1S/C24H29N7O2/c1-15-19-14-27-24(28-20-8-7-18(13-26-20)30-11-9-25-10-12-30)29-22(19)31(17-5-3-4-6-17)23(33)21(15)16(2)32/h7-8,13-14,17,25H,3-6,9-12H2,1-2H3,(H,26,27,28,29)
InChIKey
AHJRHEGDXFFMBM-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
Palbociclib metabolite M1 DM001149 N. A. Oxidation - Hydroxylation 1 [3]
Palbociclib metabolite M10 DM001157
22330007
Oxidation - N-Dealkylation 1 [3]
Palbociclib metabolite M11 DM001152
155923006
Oxidation - Hydroxylation 1 [3]
Palbociclib metabolite M12 DM001158
165411969
Unclear 1 [3]
Palbociclib metabolite M13 DM001159
134146731
Conjugation - Acetylation 1 [3]
Palbociclib metabolite M14 DM001154
11449040
Oxidation - N-Dealkylation 1 [3]
Palbociclib metabolite M2 DM001150 N. A. Oxidation - Hydroxylation 1 [3]
Palbociclib metabolite M3 DM001151
165412009
Oxidation - Hydroxylation 1 [3]
Palbociclib metabolite M4 DM001153
22329976
Oxidation - N-Dealkylation 1 [3]
Palbociclib metabolite M5 DM001146
155923174
Oxidation - Oxidation 1 [3]
Palbociclib metabolite M6 DM001147
155923210
Oxidation - Hydroxylation 1 [3]
Palbociclib metabolite M7 DM001148
155664316
Oxidation - N-Oxidation 1 [3]
Palbociclib metabolite M8 DM001155
155923190
Conjugation - Sulfation 1 [3]
Palbociclib metabolite M9 DM001156
155664327
Oxidation - N-Dealkylation 1 [3]
⏷ Show the Full List of 14  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001910 Palbociclib Palbociclib metabolite M5 Oxidation - Oxidation Unclear [3]
MR001911 Palbociclib Palbociclib metabolite M6 Oxidation - Hydroxylation CYP3A4 [3]
MR001912 Palbociclib Palbociclib metabolite M7 Oxidation - N-Oxidation CYP3A4 [3]
MR001913 Palbociclib Palbociclib metabolite M1 Oxidation - Hydroxylation CYP3A4 [3]
MR001914 Palbociclib Palbociclib metabolite M2 Oxidation - Hydroxylation CYP3A4 [3]
MR001915 Palbociclib Palbociclib metabolite M3 Oxidation - Hydroxylation CYP3A4 [3]
MR001916 Palbociclib Palbociclib metabolite M11 Oxidation - Hydroxylation CYP3A4 [3]
MR001917 Palbociclib Palbociclib metabolite M4 Oxidation - N-Dealkylation CYP3A4 [3]
MR001918 Palbociclib Palbociclib metabolite M14 Oxidation - N-Dealkylation CYP3A4 [3]
MR001919 Palbociclib Palbociclib metabolite M8 Conjugation - Sulfation SULT2A1 [3]
MR001920 Palbociclib Palbociclib metabolite M9 Oxidation - N-Dealkylation CYP3A4 [3]
MR001921 Palbociclib Palbociclib metabolite M10 Oxidation - N-Dealkylation CYP3A4 [3]
MR001922 Palbociclib Palbociclib metabolite M12 Unclear CYP3A4 [3]
MR001923 Palbociclib Palbociclib metabolite M13 Conjugation - Acetylation CYP3A4 [3]
⏷ Show the Full List of 14 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
[2]
Sulfotransferase 2A1 (SULT2A1) DME0074 Homo sapiens
ST2A1_HUMAN
2.8.2.14
[2]
References
1 Palbociclib was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Progress with palbociclib in breast cancer: latest evidence and clinical considerations. Ther Adv Med Oncol. 2017 Feb;9(2):83-105.
3 In vitro and in vivo metabolic investigation of the Palbociclib by UHPLC-Q-TOF/MS/MS and in silico toxicity studies of its metabolites J Pharm Biomed Anal. 2018 Aug 5;157:59-74. doi: 10.1016/j.jpba.2018.05.008.

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