XMM

5-bromo-4-chloro-1H-indol-3-yl alpha-D-mannopyranoside

Created:	2005-04-26
Last modified:	2020-07-17

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19 entries where XMM is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	38
Chiral Atom Count	5
Bond Count	40
Aromatic Bond Count	10

2D diagram of XMM

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Chemical Component Summary
Name	5-bromo-4-chloro-1H-indol-3-yl alpha-D-mannopyranoside
Synonyms	(2R,3S,4S,5S,6R)-2-(5-BROMO-4-CHLORO-1H-INDOL-3-YLOXY)-TETRAHYDRO-6-(HYDROXYMETHYL)-2H-PYRAN-3,4,5-TRIOL; (5-BROMO-4-CHLORO-3-INDOLYL)-Alpha-D-MANNOSE; 5-bromo-4-chloro-1H-indol-3-yl alpha-D-mannoside; 5-bromo-4-chloro-1H-indol-3-yl D-mannoside; 5-bromo-4-chloro-1H-indol-3-yl mannoside
Systematic Name (OpenEye OEToolkits)	(2R,3S,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Formula	C₁₄ H₁₅ Br Cl N O₆
Molecular Weight	408.629
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Brc3ccc2c(c(OC1OC(C(O)C(O)C1O)CO)cn2)c3Cl
SMILES	CACTVS	3.341	OC[CH]1O[CH](Oc2c[nH]c3ccc(Br)c(Cl)c23)[CH](O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	c1cc(c(c2c1[nH]cc2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
Canonical SMILES	CACTVS	3.341	OC[C@H]1O[C@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@@H](O)[C@@H](O)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(c(c2c1[nH]cc2O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)Cl)Br
InChI	InChI	1.03	InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13+,14+/m1/s1
InChIKey	InChI	1.03	OPIFSICVWOWJMJ-HAAGFXOZSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB04806
Name	(5-BROMO-4-CHLORO-3-INDOLYL)-A-D-MANNOSE
Groups	experimental
Synonyms	(5-BROMO-4-CHLORO-3-INDOLYL)-A-D-MANNOSE

Related Resource References

Resource Name	Reference
PubChem	5289587
ChEBI	CHEBI:75501

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.