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Receptor Information

>3ejs Chain A (length=1016) Species: 7227 (Drosophila melanogaster) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

QCQDVVQDVPNVDVQMLELYDRMSFKDIDGGVWKQGWNIKYDPLKYNAHH
KLKVFVVPHSHNDPGWIQTFEEYYQHDTKHILSNALRHLHDNPEMKFIWA
EISYFARFYHDLGENKKLQMKSIVKNGQLEFVTGGWVMPDEANSHWRNVL
LQLTEGQTWLKQFMNVTPTASWAIDPFGHSPTMPYILQKSGFKNMLIQRT
HYSVKKELAQQRQLEFLWRQIWDNKGDTALFTHMMPFYSYDIPHTCGPDP
KVCCQFDFKRMGSFGLSCPWKVPPRTISDQNVAARSDLLVDQWKKKAELY
RTNVLLIPLGDDFRFKQNTEWDVQRVNYERLFEHINSQAHFNVQAQFGTL
QEYFDAVHQAERAGQAEFPTLSGDFFTYADRSDNYWSGYYTSRPYHKRMD
RVLMHYVRAAEMLSAWHSWDGMARIEERLEQARRELSLFQHHDGITGTAK
THVVVDYEQRMQEALKACQMVMQQSVYRLLTKPSIYSPDFSFSYFTLDDS
RWPGSGVEDSRTTIILGEDILPSKHVVMHNTLPHWREQLVDFYVSSPFVS
VTDLANNPVEAQVSPVWSWHHDTLTKTIHPQGSTTKYRIIFKARVPPMGL
ATYVLTISDSKPEHTSYASNLLLRKNPTSLPLGQYPEDVKFGDPREISLR
VGNGPTLAFSEQGLLKSIQLTQDSPHVPVHFKFLKYGVRSHGDRSGAYLF
LPNGPASPVELGQPVVLVTKGKLESSVSVGLPSVVHQTIMRGGAPEIRNL
VDIGSLDNTEIVMRLETHIDSGDIFYTDLNGLQFIKRRRLDKLPLQANYY
PIPSGMFIEDANTRLTLLTGQPLGGSSLASGELEIMQDRRLASDDERGLG
QGVLDNKPVLHIYRLVLEKVNNCVRPSKLHPAGYLTSAAHKASQSLLDPL
DKFIFAENEWIGAQGQFGGDHPSAREDLDVSVMRRLTKSSAKTQRVGYVL
HRTNLMQCGTPEEHTQKLDVCHLLPNVARCERTTLTFLQNLEHLDGMVAP
EVCPMETAAYVSSHSS

Ligand ID

HN5

InChI

InChI=1S/C20H31NO3/c1-20(2,3)14-7-4-13(5-8-14)6-9-15-10-11-16(22)18-19(24)17(23)12-21(15)18/h4-5,7-8,15-19,22-24H,6,9-12H2,1-3H3/t15-,16+,17+,18+,19+/m0/s1

InChIKey

QXPSLCODOUKVQZ-UURKPOQGSA-N

SMILES

Software	SMILES
CACTVS 3.341	CC(C)(C)c1ccc(CC[CH]2CC[CH](O)[CH]3[CH](O)[CH](O)CN23)cc1
OpenEye OEToolkits 1.5.0	CC(C)(C)c1ccc(cc1)CCC2CCC(C3N2CC(C3O)O)O
OpenEye OEToolkits 1.5.0	CC(C)(C)c1ccc(cc1)CC[C@H]2CC[C@H]([C@H]3[N@]2C[C@H]([C@H]3O)O)O
CACTVS 3.341	CC(C)(C)c1ccc(CC[C@H]2CC[C@@H](O)[C@@H]3[C@H](O)[C@H](O)CN23)cc1
ACDLabs 10.04	OC1CCC(N2C1C(O)C(O)C2)CCc3ccc(cc3)C(C)(C)C

Formula

C20 H31 N O3

Name

(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol;
(1S,2R,5S,8R,8aR)-5-[2'-(4-tert-butylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

PDB chain

3ejs Chain A Residue 1049 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	3ejs Structural Investigation of the Binding of 5-Substituted Swainsonine Analogues to Golgi alpha-Mannosidase II.
Resolution	1.35 Å
Binding residue (original residue number in PDB)	H90 D92 W95 D204 F206 R228 D341 H471 D472 Y727 E875 R876 G877
Binding residue (residue number reindexed from 1)	H61 D63 W66 D175 F177 R199 D312 H442 D443 Y698 E846 R847 G848
Annotation score	1
Binding affinity	MOAD: ic50=250nM PDBbind-CN: -logKd/Ki=6.60,IC50=250nM

Catalytic site (original residue number in PDB)	H90 D92 D204 D341 H471
Catalytic site (residue number reindexed from 1)	H61 D63 D175 D312 H442
Enzyme Commision number	3.2.1.114: mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase.

	Molecular Function
GO:0003824	catalytic activity
GO:0004559	alpha-mannosidase activity
GO:0004572	mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase activity
GO:0015923	mannosidase activity
GO:0016798	hydrolase activity, acting on glycosyl bonds
GO:0030246	carbohydrate binding
GO:0046872	metal ion binding

	Biological Process
GO:0005975	carbohydrate metabolic process
GO:0006013	mannose metabolic process
GO:0006486	protein glycosylation
GO:0006491	N-glycan processing
GO:0016063	rhodopsin biosynthetic process
GO:0035010	encapsulation of foreign target

	Cellular Component
GO:0000139	Golgi membrane
GO:0005783	endoplasmic reticulum
GO:0005794	Golgi apparatus
GO:0005795	Golgi stack
GO:0016020	membrane

PDB	RCSB:3ejs, PDBe:3ejs, PDBj:3ejs
PDBsum	3ejs
PubMed	20209559
UniProt	Q24451\|MAN2_DROME Alpha-mannosidase 2 (Gene Name=alpha-Man-IIa)

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Structure of PDB 3ejs Chain A Binding Site BS02