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

General Information of Drug (ID: DR1860)
Drug Name
LY-333531
Synonyms
K00587a; LY 333531; LY-333531; LY333531; Ruboxistaurin; Ruboxistaurin [INN]; Ruboxistaurin mesylate; (9S)-9-[(dimethylamino)methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-di(metheno)dibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione; 13-((Dimethylamino)methyl)-10,11,14,15-tetrahydro-4,9:16,21-dimetheno-1H,13H-dibenzo(e,k)pyrrolo(3,4-h)(1,4,13)oxadiazacyclohexadecene-1,3(2H)-dione; 169939-94-0; 721809WQCP; CHEMBL432130; UNII-721809WQCP
Indication Breast cancer [ICD11: 2C60] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 468.5 Topological Polar Surface Area 68.5
Heavy Atom Count 35 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
153999
PubChem SID
833541 ; 10251931 ; 10318977 ; 14760780 ; 14760781 ; 46230219 ; 46393342 ; 46517285 ; 50070524 ; 50071162 ; 50100106 ; 50462855 ; 57347953 ; 85267527 ; 103298456 ; 104020046 ; 104437748 ; 126665974 ; 129881271 ; 134223871 ; 134339404 ; 134339800 ; 134340199 ; 134340298 ; 135109631 ; 137249719 ; 137266253 ; 142787245 ; 178101947 ; 179150054 ; 198935331 ; 223661453 ; 228602703
CAS Number
169939-94-0
TTD Drug ID
D0W3LI
Formula
C28H28N4O3
Canonical SMILES
CN(C)CC1CCN2C=C(C3=CC=CC=C32)C4=C(C5=CN(CCO1)C6=CC=CC=C65)C(=O)NC4=O
InChI
1S/C28H28N4O3/c1-30(2)15-18-11-12-31-16-21(19-7-3-5-9-23(19)31)25-26(28(34)29-27(25)33)22-17-32(13-14-35-18)24-10-6-4-8-20(22)24/h3-10,16-18H,11-15H2,1-2H3,(H,29,33,34)/t18-/m0/s1
InChIKey
ZCBUQCWBWNUWSU-SFHVURJKSA-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
N-desmethyl ruboxistaurin DM015706
10671412
Oxidation - N-demethylation 1 [2] , [3] , [4]
Ruboxistaurin metabolite 3 DM016736
146675100
Oxidation - Hydroxylation 1 [4]
Ruboxistaurin metabolite 5 DM019897 N. A. Oxidation - N-demethylation 2 [4]
Ruboxistaurin metabolite 5 DM019897 N. A. Oxidation - Hydroxylation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR012670 LY-333531 N-desmethyl ruboxistaurin Oxidation - N-demethylation CYP3A [2], [3], [4]
MR012672 LY-333531 Ruboxistaurin metabolite 3 Oxidation - Hydroxylation Unclear [4]
MR012671 N-desmethyl ruboxistaurin Ruboxistaurin metabolite 5 Oxidation - Hydroxylation Unclear [4]
MR012673 Ruboxistaurin metabolite 3 Ruboxistaurin metabolite 5 Oxidation - N-demethylation Unclear [4]
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]
References
1 ClinicalTrials.gov (NCT00482976) Effect of LY333531 on Vascular and Neural Functions.
2 The interactions of a selective protein kinase C beta inhibitor with the human cytochromes P450. Drug Metab Dispos. 2002 Sep;30(9):957-61.
3 Effects of chronic renal failure on the pharmacokinetics of ruboxistaurin and its active metabolite 338522
4 Disposition of [14C]ruboxistaurin in humans

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