pixatimod   Click here for help

GtoPdb Ligand ID: 9870

Synonyms: compound 18 [PMID: 22458531] | PG-545 | PG545
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Pixatimod (PG545) is a heparan sulphate mimetic that acts as an inhibitor of the heparanase enzyme [3-4]. Structurally it is a cholestanol-conjugated sulfated oligosaccharide.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 60
Hydrogen bond donors 13
Rotatable bonds 43
Topological polar surface area 1009.58
Molecular weight 2076.02
XLogP -14.66
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC(CCCC(C1CCC2C1(C)CCC1C2CCC2C1(C)CCC(C2)OC1OC(COS(=O)(=O)O)C(C(C1OS(=O)(=O)O)OS(=O)(=O)O)OC1OC(COS(=O)(=O)O)C(C(C1OS(=O)(=O)O)OS(=O)(=O)O)OC1OC(COS(=O)(=O)O)C(C(C1OS(=O)(=O)O)OS(=O)(=O)O)OC1OC(COS(=O)(=O)O)C(C(C1OS(=O)(=O)O)OS(=O)(=O)O)OS(=O)(=O)O)C)C
Isomeric SMILES CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](COS(=O)(=O)O)[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)O[C@H]1O[C@H](COS(=O)(=O)O)[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)O[C@H]1O[C@H](COS(=O)(=O)O)[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)O[C@H]1O[C@H](COS(=O)(=O)O)[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)OS(=O)(=O)O)C)C
InChI InChI=1S/C51H88O60S13/c1-22(2)7-6-8-23(3)27-11-12-28-26-10-9-24-17-25(13-15-50(24,4)29(26)14-16-51(27,28)5)95-46-42(108-121(79,80)81)38(104-117(67,68)69)34(30(96-46)18-91-112(52,53)54)100-47-43(109-122(82,83)84)39(105-118(70,71)72)35(31(97-47)19-92-113(55,56)57)101-48-44(110-123(85,86)87)40(106-119(73,74)75)36(32(98-48)20-93-114(58,59)60)102-49-45(111-124(88,89)90)41(107-120(76,77)78)37(103-116(64,65)66)33(99-49)21-94-115(61,62)63/h22-49H,6-21H2,1-5H3,(H,52,53,54)(H,55,56,57)(H,58,59,60)(H,61,62,63)(H,64,65,66)(H,67,68,69)(H,70,71,72)(H,73,74,75)(H,76,77,78)(H,79,80,81)(H,82,83,84)(H,85,86,87)(H,88,89,90)/t23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35-,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46-,47-,48-,49-,50+,51-/m1/s1
InChI Key LNUFLCYMSVYYNW-ZPJMAFJPSA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
10685 pixatimod
Synonyms Click here for help
compound 18 [PMID: 22458531] | PG-545 | PG545
Database Links Click here for help
CAS Registry No. 1144617-49-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL2078841
GtoPdb PubChem SID 363894164
PubChem CID 57412325
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