MELPHALAN

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01AA03
UNII Q41OR9510P
EPA CompTox DTXSID6020804

Structure

InChI Key SGDBTWWWUNNDEQ-LBPRGKRZSA-N
Smiles N[C@@H](Cc1ccc(N(CCCl)CCCl)cc1)C(=O)O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H18Cl2N2O2
Molecular Weight 305.21
AlogP 1.93
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 66.56
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Mechanism of Action Action Reference
DNA inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC03 and SLC07 families of heteromeric amino acid transporters (HATs) SLC07 Cationic amino acid transporter/glycoprotein-associated family
- - - 55000 -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 93750 - - -
Assay Description Organism Bioactivity Reference
IC80 concentrations of the compounds were used in determining the inhibition of RNA synthesis using Jurkat T cells. Homo sapiens 85.1 %
IC80 concentrations of the compounds were used in determining the inhibition of protein synthesis using Jurkat T cells. Homo sapiens 30.5 %
In vitro cytotoxicity against L1210 murine leukemia cells Mus musculus 980.5 nM
In vitro cytotoxicity activity against M4 Dau by colony forming assay Mus musculus 500.0 nM
In vitro cytotoxicity activity against MCF-7 Homo sapiens 300.0 nM
Percentage inhibition as antitumor activity in carcinoma CF1 male mice. Mus musculus 99.9 %
Cytotoxicity evaluated against P388 cells. Mus musculus 220.0 nM
Inhibitory activity was tested against P388 cells Mus musculus 220.0 nM
Inhibition of proliferation of murine P388 cells Mus musculus 220.0 nM
Cytotoxicity against murine P388 cells. Mus musculus 220.0 nM
Inhibitory effect on the biosyntheses of RNA using human Jurkat T cells. Homo sapiens 85.1 %
Inhibitory effect on the biosyntheses of protein using human Jurkat T cells. Homo sapiens 17.3 %
Inhibition of RNA synthesis was evaluated on human Jurkat T-cells after 8 hours. Homo sapiens 85.1 %
Inhibition of protein synthesis was evaluated on human Jurkat T-cells after 8 hours. Homo sapiens 17.3 %
Concentration required to inhibit 50% of cell growth on murine P388 D1 cells. Mus musculus 220.0 nM
Inhibitory activity against Murine P388 cells Mus musculus 220.0 nM
Antitumor activity against human MOLT3 cells in presence of Penicillin-G-amidase after 72 hrs by XTT assay Homo sapiens 300.0 nM
Cytotoxicity against human 5637 cells after 96 hrs by microtiter assay Homo sapiens 310.0 nM
Cytostatic activity against Homo sapiens (human) Molt4/C8 cells after 72 hr by coulter counter analysis Homo sapiens 3.2 ug.mL-1
Cytostatic activity against Homo sapiens (human) CEM cells after 72 hr by coulter counter analysis Homo sapiens 2.5 ug.mL-1
Cytostatic activity against Mus musculus (mouse) L1210 cells after 48 hr by coulter counter analysis Mus musculus 2.1 ug.mL-1
Antitumor activity against mouse EAC allografted in CF1 mouse assessed as inhibition of tumor growth at 33 mg/kg/day measured on day 7 Mus musculus 99.0 %
Antileukemic activity against human HL-60(TB) cells assessed as inhibition of tumor growth after 24 hrs Homo sapiens 380.0 nM
PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmatory) None 389.79 nM
Antiproliferative activity against human HepG2 cells incubated for 48 hrs by MTT assay Homo sapiens 0.41 ug.mL-1
Cytotoxicity against human MDA-MB-468 cells incubated for 4 hrs under hypoxic condition followed by compound washout and measured after 5 days by SRB assay Homo sapiens 810.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 28876
ChEMBL CHEMBL852
DrugBank DB01042
DrugCentral 1678
FDA SRS Q41OR9510P
Human Metabolome Database HMDB0015176
Guide to Pharmacology 7620
KEGG C07122
PubChem 460612
SureChEMBL SCHEMBL5872
ZINC ZINC000000001673
CONTENTS