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Receptor Information

>3ozs Chain A (length=213) Species: 10116 (Rattus norvegicus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

DTKEQRILRYVQQNAKPGDPQSVLEAIDTYCTQKEWAMNVGDAKGQIMDA
VIREYSPSLVLELGAYCGYSAVRMARLLQPGARLLTMEINPDCAAITQQM
LNFAGLQDKVTILNGASQDLIPQLKKKYDVDTLDMVFLDHWKDRYLPDTL
LLEKCGLLRKGTVLLADNVIVPGTPDFLAYVRGSSSFECTHYSSYLEYMK
VVDGLEKAIYQGP

Ligand ID

OZS

InChI

InChI=1S/C18H17F3N4O8/c19-18(20,21)12-6-24(7-23-12)17-15(29)14(28)11(33-17)2-1-3-22-16(30)9-4-8(25(31)32)5-10(26)13(9)27/h1-2,4-7,11,14-15,17,26-29H,3H2,(H,22,30)/b2-1+/t11-,14-,15-,17-/m1/s1

InChIKey

VZQNYKXXPHSQLJ-LWULHLCXSA-N

SMILES

Software	SMILES
CACTVS 3.370	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1\C=C\CNC(=O)c2cc(cc(O)c2O)[N+]([O-])=O)n3cnc(c3)C(F)(F)F
OpenEye OEToolkits 1.7.0	c1c(cc(c(c1C(=O)NCC=CC2C(C(C(O2)n3cc(nc3)C(F)(F)F)O)O)O)O)[N+](=O)[O-]
ACDLabs 12.01	[O-][N+](=O)c1cc(c(O)c(O)c1)C(=O)NC/C=C/C3OC(n2cnc(c2)C(F)(F)F)C(O)C3O
OpenEye OEToolkits 1.7.0	c1c(cc(c(c1C(=O)NC/C=C/[C@@H]2[C@H]([C@H]([C@@H](O2)n3cc(nc3)C(F)(F)F)O)O)O)O)[N+](=O)[O-]
CACTVS 3.370	O[CH]1[CH](O)[CH](O[CH]1C=CCNC(=O)c2cc(cc(O)c2O)[N+]([O-])=O)n3cnc(c3)C(F)(F)F

Formula

C18 H17 F3 N4 O8

Name

N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(trifluoromethyl)imidazol-1-yl]oxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitro-benzamide

PDB chain

3ozs Chain A Residue 223 [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	3ozs Molecular Recognition at the Active Site of Catechol-O-methyltransferase (COMT): Adenine Replacements in Bisubstrate Inhibitors
Resolution	1.44 Å
Binding residue (original residue number in PDB)	W38 M40 G66 M89 E90 I91 S119 D141 H142 W143 K144 N170 P174 E199
Binding residue (residue number reindexed from 1)	W36 M38 G64 M87 E88 I89 S117 D139 H140 W141 K142 N168 P172 E197
Annotation score	1
Binding affinity	MOAD: Ki=4645nM PDBbind-CN: -logKd/Ki=5.33,Ki=4645nM

Catalytic site (original residue number in PDB)	D141 K144 D169 N170 E199
Catalytic site (residue number reindexed from 1)	D139 K142 D167 N168 E197
Enzyme Commision number	2.1.1.6: catechol O-methyltransferase.

	Molecular Function
GO:0000287	magnesium ion binding
GO:0008171	O-methyltransferase activity
GO:0016206	catechol O-methyltransferase activity

	Biological Process
GO:0006584	catecholamine metabolic process

PDB	RCSB:3ozs, PDBe:3ozs, PDBj:3ozs
PDBsum	3ozs
PubMed	21538606
UniProt	P22734\|COMT_RAT Catechol O-methyltransferase (Gene Name=Comt)

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Structure of PDB 3ozs Chain A Binding Site BS02