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

General Information of Drug (ID: DR5503)
Drug Name
Melphalan flufenamide
Synonyms J-1; Dipeptide-conjugated melphalan prodrug (iv formulation, ovary tumor), Oncopeptides
Indication Multiple myeloma [ICD11: 2A83] Approved [1]
Ovarian cancer [ICD11: ICD11: 2C73] Phase 1/2 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 498.4 Topological Polar Surface Area 84.7
Heavy Atom Count 33 Rotatable Bond Count 14
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
9935639
CAS Number
380449-51-4
TTD Drug ID
D01HPY
Formula
C24H30Cl2FN3O3
Canonical SMILES
CCOC(=O)[C@H](CC1=CC=C(C=C1)F)NC(=O)[C@H](CC2=CC=C(C=C2)N(CCCl)CCCl)N
InChI
InChI=1S/C24H30Cl2FN3O3/c1-2-33-24(32)22(16-18-3-7-19(27)8-4-18)29-23(31)21(28)15-17-5-9-20(10-6-17)30(13-11-25)14-12-26/h3-10,21-22H,2,11-16,28H2,1H3,(H,29,31)/t21-,22-/m0/s1
InChIKey
YQZNKYXGZSVEHI-VXKWHMMOSA-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
Desethyl Melphalan Flufenamide DM016738
148726884
Unclear - Unclear 1 [3]
Melphalan DM015306
460612
Unclear - Unclear 1 [4]
Dihydroxy-melphalan DM001102
155704
Hydrolysis - Hydrolysis 2 [3]
Monohydroxy-melphalan DM001101
11219908
Hydrolysis - Hydrolysis 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008702 Melphalan flufenamide Melphalan Unclear - Unclear ANPEP [4]
MR008705 Melphalan flufenamide Desethyl Melphalan Flufenamide Unclear - Unclear Unclear [3]
MR008703 Melphalan Dihydroxy-melphalan Hydrolysis - Hydrolysis Unclear [3]
MR008704 Melphalan Monohydroxy-melphalan Hydrolysis - Hydrolysis Unclear [3]
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2021
2 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800033866)
3 DrugBank(Pharmacology-Metabolism):Melphalan flufenamide
4 Melflufen - a peptidase-potentiated alkylating agent in clinical trials

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