hedamycin   Click here for help

GtoPdb Ligand ID: 10958

Synonyms: antibiotic B 26,158 | B26158 | NSC-70929
Comment: Hedamycin is a microbial metabolite with antibiotic, antitrypanosomal [1] and antitumour activities. It triggers cytotoxic DNA damage in human cells [1].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 175.04
Molecular weight 746.34
XLogP 3.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(C1CC(OC(C1O)C)c1cc(C2OC(C)C(C(C2)(C)N(C)C)O)c(c2c1C(=O)c1cc(C)c3c(c1C2=O)oc(cc3=O)C1(C)OC1C1OC1C)O)C
Isomeric SMILES CN(C1CC(OC(C1O)C)c1cc(C2OC(C)C(C(C2)(C)N(C)C)O)c(c2c1C(=O)c1cc(C)c3c(c1C2=O)oc(cc3=O)C1(C)OC1C1OC1C)O)C
InChI InChI=1S/C41H50N2O11/c1-16-11-22-30(37-28(16)24(44)14-27(53-37)41(6)39(54-41)36-18(3)52-36)35(48)31-29(34(22)47)20(25-13-23(42(7)8)32(45)17(2)50-25)12-21(33(31)46)26-15-40(5,43(9)10)38(49)19(4)51-26/h11-12,14,17-19,23,25-26,32,36,38-39,45-46,49H,13,15H2,1-10H3
InChI Key RZOFHOWMWMTHDX-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
10-[4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-11-hydroxy-5-methyl-2-[2-methyl-3-(3-methyloxiran-2-yl)oxiran-2-yl]naphtho[2,3-h]chromene-4,7,12-trione
Synonyms Click here for help
antibiotic B 26,158 | B26158 | NSC-70929
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 990
Other databases
ChEMBL Ligand CHEMBL1979887
GtoPdb PubChem SID 405560399
PubChem CID 98033
Search Google for chemical match using the InChIKey RZOFHOWMWMTHDX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RZOFHOWMWMTHDX
Search UniChem for chemical match using the InChIKey RZOFHOWMWMTHDX-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone RZOFHOWMWMTHDX