zotarolimus   Click here for help

GtoPdb Ligand ID: 7974

Synonyms: ABT 578 | ABT-578 | ABT578
Compound class: Synthetic organic
Comment: Zotarolimus (ABT-578) is an analogue of rapamycin (sirolimus). This compound was developed to be used in intravascular stents designed to elute anti-proliferative agent for the prevention of coronary restenosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 218.8
Molecular weight 965.57
XLogP 5.03
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COC1CC(CCC1n1cnnn1)CC(C1OC(=O)C2CCCCN2C(=O)C(=O)C2(O)OC(CCC2C)CC(OC)C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)C1)C)C)O)OC)C)C)C)C
Isomeric SMILES CO[C@@H]1C[C@@H](CC[C@@H]1n1cnnn1)C[C@H]([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H](CC[C@H]2C)C[C@H](OC)/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C1)C)/C)O)OC)C)C)/C)C
InChI InChI=1S/C52H79N5O12/c1-31-16-12-11-13-17-32(2)43(65-8)28-39-21-19-37(7)52(64,69-39)49(61)50(62)56-23-15-14-18-41(56)51(63)68-44(34(4)26-38-20-22-40(45(27-38)66-9)57-30-53-54-55-57)29-42(58)33(3)25-36(6)47(60)48(67-10)46(59)35(5)24-31/h11-13,16-17,25,30-31,33-35,37-41,43-45,47-48,60,64H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,32-17+,36-25+/t31-,33-,34-,35-,37-,38+,39+,40+,41+,43+,44+,45-,47-,48+,52-/m1/s1
InChI Key CGTADGCBEXYWNE-JUKNQOCSSA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
8644 zotarolimus
Synonyms Click here for help
ABT 578 | ABT-578 | ABT578
Database Links Click here for help
CAS Registry No. 221877-54-9
ChEMBL Ligand CHEMBL219410
DrugCentral Ligand 2949
GtoPdb PubChem SID 249565657
PubChem CID 9876378
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Wikipedia Zotarolimus