Structure of PDB 1h39 Chain A Binding Site BS02

Receptor Information
>1h39 Chain A (length=619) Species: 405212 (Alicyclobacillus acidocaldarius) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
AYARTLDRAVEYLLSCQKDEGYWWGPLLSNVTMEAEYVLLCHILDRVDRD
RMEKIRRYLLHEQREDGTWALYPGGPPDLDTTIEAYVALKYIGMSRDEEP
MQKALRFIQSQGGIESSRVFTRMWLALVGEYPWEKVPMVPPEIMFLGKRM
PLNIYEFGSWARATVVALSIVMSRQPVFPLPERARVPELYETDVPPRRRG
AKGGGGWIFDALDRALHGYQKLSVHPFRRAAEIRALDWLLERQAGDGSWG
GIQPPWFYALIALKILDMTQHPAFIKGWEGLELYGVELDYGGWMFQASIS
PVWDTGLAVLALRAAGLPADHDRLVKAGEWLLDRQITVPGDWAVKRPNLK
PGGFAFQFDNVYYPDVDDTAVVVWALNTLRLPDERRRRDAMTKGFRWIVG
MQSSNGGWGAYDVDNTSDLPNHIPFCDFGEVTDPPSEDVTAHVLECFGSF
GYDDAWKVIRRAVEYLKREQKPDGSWFGRWGVNYLYGTGAVVSALKAVGI
DTREPYIQKALDWVEQHQNPDGGWGEDCRSYEDPAYAGKGASTPSQTAWA
LMALIAGGRAESEAARRGVQYLVETQRPDGGWDEPYYTGTGFPGDFYLGY
TMYRHVFPTLALGRYKQAI
Ligand information
Ligand IDR03
InChIInChI=1S/C24H30BrN3O/c1-4-15-27(2)16-7-5-6-8-17-29-21-13-14-22-23(18-21)28(3)26-24(22)19-9-11-20(25)12-10-19/h4,9-14,18H,1,5-8,15-17H2,2-3H3
InChIKeyFNZKIJOTNKEJBF-UHFFFAOYSA-N
SMILES
SoftwareSMILES
ACDLabs 10.04Brc3ccc(c2nn(c1cc(OCCCCCCN(C\C=C)C)ccc12)C)cc3
OpenEye OEToolkits 1.5.0Cn1c2cc(ccc2c(n1)c3ccc(cc3)Br)OCCCCCCN(C)CC=C
OpenEye OEToolkits 1.5.0Cn1c2cc(ccc2c(n1)c3ccc(cc3)Br)OCCCCCC[N@](C)CC=C
CACTVS 3.341CN(CCCCCCOc1ccc2c(c1)n(C)nc2c3ccc(Br)cc3)CC=C
FormulaC24 H30 Br N3 O
NameALLYL-{6-[3-(4-BROMO-PHENYL)-1-METHYL-1H-INDAZOL-6-YL]OXY}HEXYL)-N-METHYLAMINE
ChEMBLCHEMBL66424
DrugBankDB03888
ZINCZINC000012504009
PDB chain1h39 Chain A Residue 800 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1h39 Binding Structures and Potencies of Oxidosqualene Cyclase Inhibitors with the Homologous Squalene-Hopene Cyclase
Resolution2.8 Å
Binding residue
(original residue number in PDB)		F129 T173 P263 F365 D374 F601 F605
Binding residue
(residue number reindexed from 1)		F120 T164 P254 F356 D365 F592 F596
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=6.54,IC50=289nM
Enzymatic activity
Catalytic site (original residue number in PDB) E45 E93 R127 W169 Q262 W312 F365 D374 D376 D377 Y420 H451 W489 Y495 F601 F605 Y609
Catalytic site (residue number reindexed from 1) E36 E84 R118 W160 Q253 W303 F356 D365 D367 D368 Y411 H442 W480 Y486 F592 F596 Y600
Enzyme Commision number 4.2.1.129: squalene--hopanol cyclase.
5.4.99.17: squalene--hopene cyclase.
Gene Ontology
Molecular Function
GO:0016829 lyase activity
GO:0016853 isomerase activity
GO:0016866 intramolecular transferase activity
GO:0051007 squalene-hopene cyclase activity
Biological Process
GO:0008610 lipid biosynthetic process
GO:0016104 triterpenoid biosynthetic process
Cellular Component
GO:0005811 lipid droplet
GO:0005886 plasma membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:1h39, PDBe:1h39, PDBj:1h39
PDBsum1h39
PubMed12747780
UniProtP33247|SQHC_ALIAD Squalene--hopene cyclase (Gene Name=shc)

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