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

General Information of Drug (ID: DR0297)
Drug Name
Chlorambucil
Synonyms
Chlocambucil; Chloorambucol; Chloraminophen; Chloraminophene; Chlorbutin; Chlorbutine; Chlorbutinum; Chloroambucil; Chlorobutin; Chlorobutine; Clorambucile [DCIT]; Ambochlorin; Amboclorin; Ecloril; Elcoril; Elcorin; Leukeran; Leukeran tablets; Leukersan; Leukoran; Linfolizin; Linfolysin; Lympholysin; Phenylbuttersaeure-lost; Rcra waste number U035; chlorambucil; 305-03-3; 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid; CB 1348; Cb l348; NSC 3088; NSC-3088; Phenylbutyric acid nitrogen mustard
Indication Chronic lymphocytic leukaemia [ICD11: 2A82] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 304.2 Topological Polar Surface Area 40.5
Heavy Atom Count 19 Rotatable Bond Count 9
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
2708
PubChem SID
9117 ; 69624 ; 611297 ; 855863 ; 3184022 ; 4963890 ; 7847332 ; 7886485 ; 7978915 ; 8149242 ; 8151754 ; 10517880 ; 11110896 ; 11110897 ; 11335863 ; 11361102 ; 11362972 ; 11365534 ; 11368096 ; 11371291 ; 11373905 ; 11376258 ; 11407032 ; 11462074 ; 11467107 ; 11468227 ; 11483985 ; 11486735 ; 11487881 ; 11490152 ; 11492088 ; 11493932 ; 11533216 ; 14825408 ; 17389986 ; 17404790 ; 24278287 ; 24853850 ; 26611647 ; 26680120 ; 26747014 ; 26747015 ; 26747016 ; 26747017 ; 29215014 ; 29221865 ; 46506842 ; 47216784 ; 47291145 ; 47515327
ChEBI ID
ChEBI:28830
CAS Number
305-03-3
TTD Drug ID
D0V8QT
Formula
C14H19Cl2NO2
Canonical SMILES
C1=CC(=CC=C1CCCC(=O)O)N(CCCl)CCCl
InChI
1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
InChIKey
JCKYGMPEJWAADB-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
Chlorambucil metabolite M1 DM001814
151364
Unclear 1 [3]
Chlorambucil metabolite M11 DM001812 N. A. Unclear 1 [3]
Chlorambucil metabolite M3 DM001813
4179659
Unclear 1 [3]
Chlorambucil metabolite M5 DM001805
85906038
Unclear 1 [3]
Chlorambucil metabolite M7 DM001808
32884
Unclear 1 [3]
Chlorambucil metabolite M9 DM001810
5101880
Unclear 1 [3]
Chlorambucil metabolite M10 DM001811 N. A. Unclear 2 [3]
Chlorambucil metabolite M6 DM001806 N. A. Unclear 2 [3]
Chlorambucil metabolite M8 DM001809
71372065
Unclear 2 [3]
Chlorambucil metabolite M2 DM001807
16286
Unclear 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000618 Chlorambucil Chlorambucil metabolite M5 Unclear Unclear [3]
MR000619 Chlorambucil Chlorambucil metabolite M7 Unclear Unclear [3]
MR000620 Chlorambucil Chlorambucil metabolite M9 Unclear Unclear [3]
MR000621 Chlorambucil Chlorambucil metabolite M11 Unclear Unclear [3]
MR000622 Chlorambucil Chlorambucil metabolite M3 Unclear Unclear [3]
MR000623 Chlorambucil Chlorambucil metabolite M1 Unclear Unclear [3]
MR000614 Chlorambucil metabolite M5 Chlorambucil metabolite M6 Unclear Unclear [3]
MR000616 Chlorambucil metabolite M7 Chlorambucil metabolite M8 Unclear Unclear [3]
MR000617 Chlorambucil metabolite M9 Chlorambucil metabolite M10 Unclear Unclear [3]
MR000615 Chlorambucil metabolite M6 Chlorambucil metabolite M2 Unclear Unclear [3]
⏷ Show the Full List of 10 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Glutathione S-transferase pi (GSTP1) DME0088 Homo sapiens
GSTP1_HUMAN
2.5.1.18
[2]
References
1 Chlorambucil was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 The anti-cancer drug chlorambucil as a substrate for the human polymorphic enzyme glutathione transferase P1-1: kinetic properties and crystallographic characterisation of allelic variants. J Mol Biol. 2008 Jun 27;380(1):131-44.
3 Metabolic disposition of chlorambucil in rats Xenobiotica. 1977 Apr;7(4):205-20. doi: 10.3109/00498257709035779.

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