Structure of PDB 1h3a Chain A Binding Site BS02

Receptor Information
>1h3a 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 IDR04
InChIInChI=1S/C22H23BrFN3O/c1-4-11-26(2)12-5-6-13-28-21-15-20-18(14-19(21)24)22(25-27(20)3)16-7-9-17(23)10-8-16/h4-10,14-15H,1,11-13H2,2-3H3/b6-5+
InChIKeyYDWPQZUWZDRRSE-AATRIKPKSA-N
SMILES
SoftwareSMILES
CACTVS 3.341CN(CC=C)C\C=C\COc1cc2n(C)nc(c3ccc(Br)cc3)c2cc1F
OpenEye OEToolkits 1.5.0Cn1c2cc(c(cc2c(n1)c3ccc(cc3)Br)F)OC\C=C\C[N@](C)CC=C
CACTVS 3.341CN(CC=C)CC=CCOc1cc2n(C)nc(c3ccc(Br)cc3)c2cc1F
ACDLabs 10.04Brc3ccc(c2nn(c1cc(OC/C=C/CN(C\C=C)C)c(F)cc12)C)cc3
OpenEye OEToolkits 1.5.0Cn1c2cc(c(cc2c(n1)c3ccc(cc3)Br)F)OCC=CCN(C)CC=C
FormulaC22 H23 Br F N3 O
Name(2E)-N-ALLYL-4-{[3-(4-BROMOPHENYL)-5-FLUORO-1-METHYL-1H-INDAZOL-6-YL]OXY}-N-METHYL-2-BUTEN-1-AMINE
ChEMBLCHEMBL65730
DrugBankDB02139
ZINCZINC000003581378
PDB chain1h3a Chain A Residue 800 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB1h3a Binding Structures and Potencies of Oxidosqualene Cyclase Inhibitors with the Homologous Squalene-Hopene Cyclase
Resolution2.85 Å
Binding residue
(original residue number in PDB)		W169 I261 P263 S307 W312 F365 D374 D376 F437 W489 F601 F605 L607
Binding residue
(residue number reindexed from 1)		W160 I252 P254 S298 W303 F356 D365 D367 F428 W480 F592 F596 L598
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=6.55,IC50=281nM
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

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:1h3a, PDBe:1h3a, PDBj:1h3a
PDBsum1h3a
PubMed12747780
UniProtP33247|SQHC_ALIAD Squalene--hopene cyclase (Gene Name=shc)

[Back to BioLiP]