AMSACRINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC L01XX01
UNII 00DPD30SOY
EPA CompTox DTXSID4022604

Structure

InChI Key XCPGHVQEEXUHNC-UHFFFAOYSA-N
Smiles COc1cc(NS(C)(=O)=O)ccc1Nc1c2ccccc2nc2ccccc12
InChI
InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H19N3O3S
Molecular Weight 393.47
AlogP 4.51
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 80.32
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 28.0

Pharmacology

Mechanism of Action Action Reference
DNA topoisomerase II inhibitor INHIBITOR PubMed PubMed PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Isomerase
720-720 - - - -
Enzyme Oxidoreductase
- - - 60 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 208.93-210 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 68.4
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cricetulus griseus
- 0.6-240 - - -
Homo sapiens
720 5.1-940 - - 56.9-68.4
Mus musculus
- 12-900.6 - - -
Oryctolagus cuniculus
- - - 60 -
Plasmodium falciparum
- 600 - - -

Target Conservation

Protein: DNA topoisomerase II
Description: DNA topoisomerase 2-alpha
Organism : Homo sapiens
P11388 ENSG00000131747
Protein: DNA topoisomerase II
Description: DNA topoisomerase 2-beta
Organism : Homo sapiens
Q02880 ENSG00000077097

Cross References

Resources Reference
ChEBI 2687
ChEMBL CHEMBL43
DrugBank DB00276
DrugCentral 203
FDA SRS 00DPD30SOY
Human Metabolome Database HMDB0014421
KEGG C01553
PDB ASW
PharmGKB PA10309
PubChem 2179
SureChEMBL SCHEMBL4047
ZINC ZINC000003812923
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