CLJ

Calicheamicin alpha3I

Created:	2010-10-21
Last modified:	2021-03-13

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1 entries where CLJ is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	132
Chiral Atom Count	16
Bond Count	137
Aromatic Bond Count	6

2D diagram of CLJ

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Chemical Component Summary
Name	Calicheamicin alpha3I
Synonyms	S-[(2R,3S,4S,6S)-6-[[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-[[(2S,5Z,9R,13E)-9-hydroxy-12-(methoxycarbonylamino)-13-(2-methylsulfanyldisulfanylethylidene)-11-oxo-2-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyl-oxan-3-yl]amino]oxy-4-hydroxy-2-methyl-oxan-3-yl] 4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyl-oxan-2-yl]oxy-5-iodo-2,3-dimethoxy-6-methyl-benzenecarbothioate
Systematic Name (OpenEye OEToolkits)	S-[(2R,3S,4S,6S)-6-[[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-[[(2S,5Z,9R,13E)-9-hydroxy-12-(methoxycarbonylamino)-13-(2-methylsulfanyldisulfanylethylidene)-11-oxo-2-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyl-oxan-3-yl]amino]oxy-4-hydroxy-2-methyl-oxan-3-yl] 4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyl-oxan-2-yl]oxy-5-iodo-2,3-dimethoxy-6-methyl-benzenecarbothioate
Formula	C₄₇ H₅₉ I N₂ O₁₉ S₄
Molecular Weight	1,211.138
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(OC)NC=6C(=O)CC5(O)C#CC=CC#CC(OC4OC(C(NOC3OC(C(SC(=O)c2c(c(I)c(OC1OC(C)C(O)C(OC)C1O)c(OC)c2OC)C)C(O)C3)C)C(O)C4O)C)C=6\C5=C/CSSSC
SMILES	CACTVS	3.370	CO[CH]1[CH](O)[CH](C)O[CH](Oc2c(I)c(C)c(C(=O)S[CH]3[CH](O)C[CH](ON[CH]4[CH](C)O[CH](O[CH]5C#CC=CC#C[C]6(O)CC(=O)C(=C5C6=CCSSSC)NC(=O)OC)[CH](O)[CH]4O)O[CH]3C)c(OC)c2OC)[CH]1O
SMILES	OpenEye OEToolkits	1.7.0	Cc1c(c(c(c(c1I)OC2C(C(C(C(O2)C)O)OC)O)OC)OC)C(=O)SC3C(OC(CC3O)ONC4C(OC(C(C4O)O)OC5C#CC=CC#CC6(CC(=O)C(=C5C6=CCSSSC)NC(=O)OC)O)C)C
Canonical SMILES	CACTVS	3.370	CO[C@@H]1[C@@H](O)[C@H](C)O[C@@H](Oc2c(I)c(C)c(C(=O)S[C@H]3[C@@H](O)C[C@H](ON[C@@H]4[C@@H](C)O[C@@H](O[C@H]5C#C\C=C/C#C[C@]6(O)CC(=O)C(=C5\C6=C/CSSSC)NC(=O)OC)[C@H](O)[C@H]4O)O[C@@H]3C)c(OC)c2OC)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	1.7.0	Cc1c(c(c(c(c1I)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)OC)O)OC)OC)C(=O)S[C@@H]3[C@H](O[C@H](C[C@@H]3O)ON[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)O[C@H]5C#C/C=C\C#C[C@@]\6(CC(=O)C(=C5/C6=C\CSSSC)NC(=O)OC)O)C)C
InChI	InChI	1.03	InChI=1S/C47H59IN2O19S4/c1-20-29(38(60-5)41(62-7)39(31(20)48)68-45-37(56)40(61-6)34(53)22(3)66-45)43(57)72-42-23(4)64-28(18-25(42)51)69-50-32-21(2)65-44(36(55)35(32)54)67-27-14-12-10-11-13-16-47(59)19-26(52)33(49-46(58)63-8)30(27)24(47)15-17-71-73-70-9/h10-11,15,21-23,25,27-28,32,34-37,40,42,44-45,50-51,53-56,59H,17-19H2,1-9H3,(H,49,58)/b11-10-,24-15+/t21-,22+,23-,25+,27+,28+,32-,34+,35+,36-,37-,40-,42-,44+,45+,47+/m1/s1
InChIKey	InChI	1.03	LOIKQPQFDFXTOY-GZWKDLOHSA-N

Related Resource References

Resource Name	Reference
PubChem	20055272

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.