Structure of PDB 3qk5 Chain A Binding Site BS01

Receptor Information
>3qk5 Chain A (length=549) Species: 10116 (Rattus norvegicus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
ELETGRQKARGAATRARQKQRASLETMDKAVQRFRLQNPDLDSEALLTLP
LLQLVQKLQSGELSPEAVFFTYLGKAWEVNKGTNCVTSYLTDCETQLSQA
PRQGLLYGVPVSLKECFSYKGHDSTLGLSLNEGMPSESDCVVVQVLKLQG
AVPFVHTNVPQSMLSFDCSNPLFGQTMNPWKSSKSPGGSSGGEGALIGSG
GSPLGLGTDIGGSIRFPSAFCGICGLKPTGNRLSKSGLKGCVYGQTAVQL
SLGPMARDVESLALCLKALLCEHLFTLDPTVPPLPFREEVYRSSRPLRVG
YYETDNYTMPSPAMRRALIETKQRLEAAGHTLIPFLPNNIPYALEVLSAG
GLFSDGGRSFLQNFKGDFVDPCLGDLILILRLPSWFKRLLSLLLKPLFPR
LAAFLNSMRPRSAEKLWKLQHEIEMYRQSVIAQWKAMNLDVLLTPMLGPA
LDLNTPGRATGAISYTVLYNCLDFPAGVVPVTTVTAEDDAQMELYKGYFG
DIWDIILKKAMKNSVGLPVAVQCVALPWQEELCLRFMREVEQLMTPQKQ
Ligand information
Ligand IDQK5
InChIInChI=1S/C27H24N6S/c1-18-25(21-8-4-12-29-26(21)33(18)15-11-28)20-7-5-14-32(17-20)27-30-13-10-22(31-27)24-16-19-6-2-3-9-23(19)34-24/h2-4,6,8-10,12-13,16,20H,5,7,14-15,17H2,1H3/t20-/m0/s1
InChIKeyOZRJTNXVIRAQAD-FQEVSTJZSA-N
SMILES
SoftwareSMILES
ACDLabs 12.01N#CCn2c1ncccc1c(c2C)C6CCCN(c3nccc(n3)c5sc4ccccc4c5)C6
CACTVS 3.370Cc1n(CC#N)c2ncccc2c1[CH]3CCCN(C3)c4nccc(n4)c5sc6ccccc6c5
OpenEye OEToolkits 1.7.0Cc1c(c2cccnc2n1CC#N)[C@H]3CCCN(C3)c4nccc(n4)c5cc6ccccc6s5
CACTVS 3.370Cc1n(CC#N)c2ncccc2c1[C@H]3CCCN(C3)c4nccc(n4)c5sc6ccccc6c5
OpenEye OEToolkits 1.7.0Cc1c(c2cccnc2n1CC#N)C3CCCN(C3)c4nccc(n4)c5cc6ccccc6s5
FormulaC27 H24 N6 S
Name(3-{(3R)-1-[4-(1-benzothiophen-2-yl)pyrimidin-2-yl]piperidin-3-yl}-2-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)acetonitrile
ChEMBL
DrugBank
ZINCZINC000066166995
PDB chain3qk5 Chain A Residue 600 [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]
PDB3qk5 Identification of potent, noncovalent fatty acid amide hydrolase (FAAH) inhibitors.
Resolution2.2 Å
Binding residue
(original residue number in PDB)		L192 S193 I238 G239 G240 S241 F244 L404 I407 M436 G485 T488 I491 W531
Binding residue
(residue number reindexed from 1)		L164 S165 I210 G211 G212 S213 F216 L376 I379 M408 G457 T460 I463 W503
Annotation score1
Binding affinityMOAD: ic50=0.018uM
PDBbind-CN: -logKd/Ki=7.74,IC50=18nM
BindingDB: IC50=18nM
Enzymatic activity
Catalytic site (original residue number in PDB) K142 S217 S218 T236 I238 G239 G240 S241 F244
Catalytic site (residue number reindexed from 1) K114 S189 S190 T208 I210 G211 G212 S213 F216
Enzyme Commision number 3.1.1.-
3.5.1.99: fatty acid amide hydrolase.
Gene Ontology
Molecular Function
GO:0004040 amidase activity
GO:0005515 protein binding
GO:0005543 phospholipid binding
GO:0008289 lipid binding
GO:0016787 hydrolase activity
GO:0016788 hydrolase activity, acting on ester bonds
GO:0017064 fatty acid amide hydrolase activity
GO:0042802 identical protein binding
GO:0047372 monoacylglycerol lipase activity
Biological Process
GO:0006631 fatty acid metabolic process
GO:0009062 fatty acid catabolic process
GO:0016042 lipid catabolic process
GO:0045907 positive regulation of vasoconstriction
GO:0052651 monoacylglycerol catabolic process
GO:0150036 regulation of trans-synaptic signaling by endocannabinoid, modulating synaptic transmission
Cellular Component
GO:0000139 Golgi membrane
GO:0005783 endoplasmic reticulum
GO:0005789 endoplasmic reticulum membrane
GO:0005794 Golgi apparatus
GO:0016020 membrane
GO:0031090 organelle membrane
GO:0098793 presynapse
GO:0098794 postsynapse
GO:0098978 glutamatergic synapse

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:3qk5, PDBe:3qk5, PDBj:3qk5
PDBsum3qk5
PubMed21392988
UniProtP97612|FAAH1_RAT Fatty-acid amide hydrolase 1 (Gene Name=Faah)

[Back to BioLiP]