Altromycin B   

GtoPdb Ligand ID: 10964

Comment: Altromycin B is a pluramycin-like, anthraquinone antitumour antibiotic that was developed for Gram-negative activity [1-2]. It was isolated from a soil-dwelling actinomycete, AB 1246E-26. As it is a DNA minor groove binder and DNA alkylator it is likely highly toxic.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 16
Hydrogen bond donors 5
Rotatable bonds 11
Topological polar surface area 262.95
Molecular weight 925.37
XLogP 1.72
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES COC1CC(OC(C1O)C)OC1C(C)OC(CC1(C)N(C)C)c1ccc2c(c1O)C(=O)c1c(C2=O)cc(c2c1oc(cc2=O)C1(C)OC1C)C(C1OC(C)C(C(C1O)OC)O)(C(=O)OC)O
Isomeric SMILES COC1CC(OC(C1O)C)OC1C(C)OC(CC1(C)N(C)C)c1ccc2c(c1O)C(=O)c1c(C2=O)cc(c2c1oc(cc2=O)C1(C)OC1C)C(C1OC(C)C(C(C1O)OC)O)(C(=O)OC)O
InChI InChI=1S/C47H59NO18/c1-18-34(50)27(58-9)16-30(62-18)65-42-20(3)61-28(17-45(42,5)48(7)8)22-12-13-23-31(37(22)53)38(54)32-24(36(23)52)14-25(33-26(49)15-29(64-40(32)33)46(6)21(4)66-46)47(57,44(56)60-11)43-39(55)41(59-10)35(51)19(2)63-43/h12-15,18-21,27-28,30,34-35,39,41-43,50-51,53,55,57H,16-17H2,1-11H3
InChI Key FAGGWQMBDCZCOI-UHFFFAOYSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate
Database Links
Specialist databases
AntibioticDB 198
Other databases
CAS Registry No. 128461-00-7 (source: PubChem)
GtoPdb PubChem SID 405560405
PubChem CID 148125
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