melphalan   Click here for help

GtoPdb Ligand ID: 7620

Synonyms: Alkeran® | CB-3025 | L-phenylalanine mustard (L-PAM) | L-sarcolysine | melfalan | Phelinun® | Sarcolysin®
Approved drug
melphalan is an approved drug (FDA (1964), EMA (2020))
Compound class: Synthetic organic
Comment: Marketed formulations may contain melphalan hydrochloride.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 66.56
Molecular weight 304.07
XLogP 0.36
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES ClCCN(c1ccc(cc1)CC(C(=O)O)N)CCCl
Isomeric SMILES ClCCN(c1ccc(cc1)C[C@@H](C(=O)O)N)CCCl
InChI InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1
InChI Key SGDBTWWWUNNDEQ-LBPRGKRZSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1964), EMA (2020))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug melphalan flufenamide
IUPAC Name Click here for help
(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
International Nonproprietary Names Click here for help
INN number INN
745 melphalan
Synonyms Click here for help
Alkeran® | CB-3025 | L-phenylalanine mustard (L-PAM) | L-sarcolysine | melfalan | Phelinun® | Sarcolysin®
Database Links Click here for help
CAS Registry No. 148-82-3
ChEBI CHEBI:28876
ChEMBL Ligand CHEMBL852
DrugBank Ligand DB01042
DrugCentral Ligand 1678
GtoPdb PubChem SID 223365955
PubChem CID 460612
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Wikipedia Melphalan

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Tocris
Melphalan
Cat. No. 4619