DAUNORUBICIN

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Synonyms
Status
Molecule Category Free-form
ATC L01DB02
UNII ZS7284E0ZP
EPA CompTox DTXSID7022883

Structure

InChI Key STQGQHZAVUOBTE-VGBVRHCVSA-N
Smiles COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)=O)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
InChI
InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H29NO10
Molecular Weight 527.53
AlogP 1.03
Hydrogen Bond Acceptor 11.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 4.0
Polar Surface Area 185.84
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 38.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action Action Reference
DNA inhibitor INHIBITOR Wikipedia DailyMed DailyMed
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enterobacteria phage lambda
- 140-840 - - -
Homo sapiens
58-220 3.5-977 - - 14-97
Leishmania major
220-380 - - - -
Mesocricetus auratus
- 90 - - -
Mus musculus
160 3-730 - - 0.33-83
Rattus norvegicus
- 7.4-47 - - -

Target Conservation

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

Related Entries

Cross References

Resources Reference
ChEBI 41977
ChEMBL CHEMBL178
DrugBank DB00694
DrugCentral 786
FDA SRS ZS7284E0ZP
Human Metabolome Database HMDB0014832
Guide to Pharmacology 7063
KEGG C01907
PDB DM1
PharmGKB PA449212
PubChem 30323
SureChEMBL SCHEMBL3041
ZINC ZINC000003917708
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