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Fluorine in PDB 2xx7: Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.

Protein crystallography data

The structure of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution., PDB code: 2xx7 was solved by S.E.Ward, M.Harries, L.Aldegheri, N.E.Austin, S.Ballantine, E.Ballini, D.M.Bradley, B.D.Bax, B.P.Clarke, A.J.Harris, S.A.Harrison, R.A.Melarange, C.Mookherjee, J.Mosley, G.Dalnegro, B.Oliosi, K.J.Smith, K.M.Thewlis, P.M.Woollard, S.P.Yusaf, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å) 92.85 / 2.20
Space group P 21 21 2
Cell size a, b, c (Å), α, β, γ (°) 113.366, 161.901, 47.125, 90.00, 90.00, 90.00
R / Rfree (%) 16.588 / 21.842

Other elements in 2xx7:

The structure of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. also contains other interesting chemical elements:

Zinc (Zn) 5 atoms

Fluorine Binding Sites:

The binding sites of Fluorine atom in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. (pdb code 2xx7). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 9 binding sites of Fluorine where determined in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution., PDB code: 2xx7:
Jump to Fluorine binding site number: 1; 2; 3; 4; 5; 6; 7; 8; 9;

Fluorine binding site 1 out of 9 in 2xx7

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Fluorine binding site 1 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:35.7
occ:0.50
 F1 A:1ND310 0.0 35.7 0.5
C1 A:1ND310 1.3 34.9 0.5
O A:HOH2156 1.4 40.5 0.5
F3 A:1ND310 2.1 35.2 0.5
F2 A:1ND310 2.2 34.4 0.5
C2 A:1ND310 2.3 33.9 0.5
O A:HOH2074 2.3 21.2 0.5
O C:HOH2065 2.6 19.9 0.5
O A:HOH2179 2.8 33.0 0.5
C8 A:1ND310 2.9 33.5 0.5
C7 A:1ND310 2.9 32.6 0.5
C17 A:1ND310 3.5 30.9 0.5
N1 A:1ND310 3.5 33.6 0.5
CD2 A:LEU239 3.6 26.2 1.0
OG A:SER242 3.8 32.2 1.0
C16 A:1ND310 4.0 30.7 0.5
CB A:SER242 4.2 31.4 1.0
C3 A:1ND310 4.2 34.0 0.5
CB C:LYS218 4.3 27.6 1.0
O A:PRO105 4.4 24.7 1.0
C6 A:1ND310 4.4 33.6 0.5
O A:HOH2158 4.5 31.9 1.0
CA C:LYS218 4.5 28.8 1.0
N2 A:1ND310 4.5 34.1 0.5
O C:ILE92 4.7 26.9 1.0
C18 A:1ND310 4.8 31.6 0.5
N C:GLY219 4.9 27.8 1.0
N3 A:1ND310 5.0 29.9 0.5

Fluorine binding site 2 out of 9 in 2xx7

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Fluorine binding site 2 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:34.4
occ:0.50
 F2 A:1ND310 0.0 34.4 0.5
O A:HOH2179 1.3 33.0 0.5
C1 A:1ND310 1.3 34.9 0.5
O A:HOH2074 1.5 21.2 0.5
F1 A:1ND310 2.2 35.7 0.5
F3 A:1ND310 2.2 35.2 0.5
C2 A:1ND310 2.3 33.9 0.5
N1 A:1ND310 2.9 33.6 0.5
O C:HOH2065 3.0 19.9 0.5
C8 A:1ND310 3.5 33.5 0.5
CB A:LYS104 3.5 28.3 1.0
O A:HOH2156 3.5 40.5 0.5
CD2 A:LEU239 3.7 26.2 1.0
CD A:PRO105 4.0 27.1 1.0
CG A:LYS104 4.1 31.1 1.0
CG2 C:ILE92 4.1 23.4 1.0
N2 A:1ND310 4.2 34.1 0.5
C7 A:1ND310 4.2 32.6 0.5
O A:PRO105 4.2 24.7 1.0
CD1 C:ILE92 4.4 26.8 1.0
CB C:ILE92 4.4 27.0 1.0
N A:PRO105 4.4 27.6 1.0
CG A:PRO105 4.4 27.6 1.0
C3 A:1ND310 4.4 34.0 0.5
C16 A:1ND310 4.6 30.7 0.5
CD A:LYS104 4.6 32.3 1.0
CA A:LYS104 4.6 27.7 1.0
C17 A:1ND310 4.6 30.9 0.5
C A:LYS104 4.7 28.1 1.0
CG C:PRO105 4.9 28.5 1.0

Fluorine binding site 3 out of 9 in 2xx7

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Fluorine binding site 3 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 3 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:35.2
occ:0.50
 F3 A:1ND310 0.0 35.2 0.5
O C:HOH2065 1.1 19.9 0.5
C1 A:1ND310 1.3 34.9 0.5
O A:HOH2179 1.7 33.0 0.5
F1 A:1ND310 2.1 35.7 0.5
F2 A:1ND310 2.2 34.4 0.5
C2 A:1ND310 2.3 33.9 0.5
N1 A:1ND310 2.8 33.6 0.5
O A:HOH2156 2.9 40.5 0.5
N C:GLY219 3.1 27.8 1.0
O A:HOH2074 3.3 21.2 0.5
C8 A:1ND310 3.5 33.5 0.5
CB C:LYS218 3.6 27.6 1.0
CA C:LYS218 3.7 28.8 1.0
C C:LYS218 3.7 28.3 1.0
CB C:ILE92 3.9 27.0 1.0
CA C:GLY219 3.9 26.7 1.0
O C:ILE92 4.0 26.9 1.0
N2 A:1ND310 4.0 34.1 0.5
O C:GLY219 4.1 26.4 1.0
C7 A:1ND310 4.2 32.6 0.5
CG2 C:ILE92 4.3 23.4 1.0
CD1 C:ILE92 4.4 26.8 1.0
C3 A:1ND310 4.4 34.0 0.5
C C:GLY219 4.4 26.5 1.0
CG1 C:ILE92 4.7 28.0 1.0
CD2 A:LEU239 4.7 26.2 1.0
C C:ILE92 4.7 27.0 1.0
CA C:ILE92 4.8 26.6 1.0
C16 A:1ND310 4.8 30.7 0.5
O C:LYS218 4.8 28.3 1.0
CG C:LYS218 4.8 28.4 1.0
C17 A:1ND310 4.9 30.9 0.5

Fluorine binding site 4 out of 9 in 2xx7

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Fluorine binding site 4 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 4 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:29.4
occ:0.50
 F1 A:1ND310 0.0 29.4 0.5
O C:HOH2147 1.3 45.9 0.5
C1 A:1ND310 1.3 28.6 0.5
O C:HOH2072 1.6 51.7 0.5
O C:HOH2160 1.8 42.6 0.5
F2 A:1ND310 2.1 28.6 0.5
F3 A:1ND310 2.2 29.1 0.5
C2 A:1ND310 2.3 27.4 0.5
O A:HOH2067 2.5 47.8 0.5
C8 A:1ND310 3.0 28.8 0.5
C7 A:1ND310 3.1 28.1 0.5
CD2 C:LEU239 3.3 28.0 1.0
C17 A:1ND310 3.4 41.7 0.5
N1 A:1ND310 3.5 28.4 0.5
C16 A:1ND310 3.7 42.1 0.5
O C:PRO105 4.2 27.7 1.0
C3 A:1ND310 4.3 27.0 0.5
N2 A:1ND310 4.4 28.4 0.5
OG C:SER242 4.4 31.7 1.0
CG2 A:ILE92 4.5 25.4 1.0
CB C:LYS104 4.6 30.0 1.0
C6 A:1ND310 4.6 26.9 0.5
CA A:LYS218 4.7 28.4 1.0
CB A:LYS218 4.7 27.9 1.0
CG C:LEU239 4.8 31.9 1.0
CB C:SER242 4.8 33.6 1.0
CB A:ILE92 4.8 26.6 1.0
C18 A:1ND310 4.8 41.4 0.5
O A:ILE92 4.9 28.5 1.0
N A:GLY219 4.9 27.2 1.0

Fluorine binding site 5 out of 9 in 2xx7

Go back to Fluorine Binding Sites List in 2xx7
Fluorine binding site 5 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 5 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:28.6
occ:0.50
 F2 A:1ND310 0.0 28.6 0.5
O C:HOH2160 0.7 42.6 0.5
C1 A:1ND310 1.3 28.6 0.5
O C:HOH2072 1.7 51.7 0.5
F3 A:1ND310 2.1 29.1 0.5
F1 A:1ND310 2.1 29.4 0.5
C2 A:1ND310 2.3 27.4 0.5
N1 A:1ND310 2.7 28.4 0.5
O A:HOH2067 3.1 47.8 0.5
O C:HOH2147 3.3 45.9 0.5
C8 A:1ND310 3.6 28.8 0.5
CD1 A:ILE92 3.6 23.1 1.0
CB C:LYS104 3.7 30.0 1.0
CG2 A:ILE92 3.8 25.4 1.0
CD C:PRO105 3.8 28.3 1.0
N2 A:1ND310 4.0 28.4 0.5
CB A:ILE92 4.0 26.6 1.0
CD2 C:LEU239 4.1 28.0 1.0
CD C:LYS104 4.1 32.4 1.0
CG C:LYS104 4.2 32.2 1.0
C16 A:1ND310 4.3 42.1 0.5
CG C:PRO105 4.3 28.5 1.0
CG A:PRO105 4.3 27.6 1.0
CG1 A:ILE92 4.4 27.4 1.0
N C:PRO105 4.4 28.8 1.0
C7 A:1ND310 4.4 28.1 0.5
C3 A:1ND310 4.4 27.0 0.5
CD A:PRO105 4.6 27.1 1.0
O C:PRO105 4.6 27.7 1.0
C17 A:1ND310 4.7 41.7 0.5
N A:GLY219 4.7 27.2 1.0
CA C:LYS104 4.8 29.4 1.0
CB A:PRO105 4.9 27.4 1.0
C C:LYS104 4.9 29.6 1.0
C9 A:1ND310 5.0 28.1 0.5

Fluorine binding site 6 out of 9 in 2xx7

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Fluorine binding site 6 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 6 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
A:F310

b:29.1
occ:0.50
 F3 A:1ND310 0.0 29.1 0.5
O A:HOH2067 1.3 47.8 0.5
C1 A:1ND310 1.3 28.6 0.5
O C:HOH2160 1.5 42.6 0.5
F2 A:1ND310 2.1 28.6 0.5
F1 A:1ND310 2.2 29.4 0.5
C2 A:1ND310 2.2 27.4 0.5
O C:HOH2147 2.6 45.9 0.5
N1 A:1ND310 2.8 28.4 0.5
N A:GLY219 2.9 27.2 1.0
O C:HOH2072 3.0 51.7 0.5
C8 A:1ND310 3.4 28.8 0.5
C A:LYS218 3.5 27.1 1.0
CA A:LYS218 3.5 28.4 1.0
CB A:LYS218 3.5 27.9 1.0
CB A:ILE92 3.7 26.6 1.0
CA A:GLY219 3.8 26.8 1.0
O A:GLY219 4.0 24.4 1.0
N2 A:1ND310 4.0 28.4 0.5
CG2 A:ILE92 4.1 25.4 1.0
O A:ILE92 4.1 28.5 1.0
CD1 A:ILE92 4.2 23.1 1.0
C7 A:1ND310 4.2 28.1 0.5
C16 A:1ND310 4.2 42.1 0.5
C A:GLY219 4.3 25.7 1.0
C3 A:1ND310 4.3 27.0 0.5
CG1 A:ILE92 4.5 27.4 1.0
O A:LYS218 4.5 26.6 1.0
C17 A:1ND310 4.5 41.7 0.5
CD2 C:LEU239 4.7 28.0 1.0
CA A:ILE92 4.8 26.6 1.0
C A:ILE92 4.8 26.7 1.0
CG A:LYS218 4.8 28.5 1.0
N A:LYS218 4.9 29.6 1.0
C11 A:1ND310 5.0 38.1 0.5

Fluorine binding site 7 out of 9 in 2xx7

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Fluorine binding site 7 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 7 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
B:F310

b:31.5
occ:0.50
 F1 B:1ND310 0.0 31.5 0.5
O B:HOH2178 0.9 55.6 0.5
C1 B:1ND310 1.3 27.4 0.5
O B:HOH2079 2.0 19.4 0.5
F3 B:1ND310 2.1 28.3 0.5
F2 B:1ND310 2.1 27.5 0.5
C2 B:1ND310 2.3 26.8 0.5
C8 B:1ND310 2.9 27.9 0.5
O B:HOH2196 3.0 25.3 0.5
C7 B:1ND310 3.0 28.5 0.5
N1 B:1ND310 3.5 25.4 0.5
CD2 B:LEU239 3.7 23.0 1.0
OG B:SER242 3.9 27.3 1.0
C3 B:1ND310 4.2 28.3 0.5
CB B:SER242 4.3 27.9 1.0
N2 B:1ND310 4.4 25.5 0.5
O B:PRO105 4.5 23.8 1.0
C6 B:1ND310 4.6 27.4 0.5
O B:HOH2179 4.7 26.3 1.0

Fluorine binding site 8 out of 9 in 2xx7

Go back to Fluorine Binding Sites List in 2xx7
Fluorine binding site 8 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 8 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
B:F310

b:27.5
occ:0.50
 F2 B:1ND310 0.0 27.5 0.5
O B:HOH2196 1.3 25.3 0.5
C1 B:1ND310 1.3 27.4 0.5
O B:HOH2079 1.5 19.4 0.5
F3 B:1ND310 2.1 28.3 0.5
F1 B:1ND310 2.1 31.5 0.5
C2 B:1ND310 2.3 26.8 0.5
O B:HOH2178 2.8 55.6 0.5
N1 B:1ND310 2.9 25.4 0.5
C8 B:1ND310 3.5 27.9 0.5
CB B:LYS104 3.6 26.0 1.0
CD2 B:LEU239 3.6 23.0 1.0
CD B:PRO105 3.9 25.3 1.0
N2 B:1ND310 4.1 25.5 0.5
CG B:LYS104 4.2 27.7 1.0
C7 B:1ND310 4.2 28.5 0.5
O B:PRO105 4.2 23.8 1.0
CD B:LYS104 4.3 30.4 1.0
C3 B:1ND310 4.4 28.3 0.5
N B:PRO105 4.5 24.6 1.0
CG B:PRO105 4.5 25.1 1.0
CA B:LYS104 4.7 26.1 1.0
C B:LYS104 4.8 24.8 1.0

Fluorine binding site 9 out of 9 in 2xx7

Go back to Fluorine Binding Sites List in 2xx7
Fluorine binding site 9 out of 9 in the Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution.


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 9 of Crystal Structure of 1-(4-(1-Pyrrolidinylcarbonyl)Phenyl)-3- (Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazole in Complex with the Ligand Binding Domain of the Rat GLUA2 Receptor and Glutamate at 2.2A Resolution. within 5.0Å range:
probe atom residue distance (Å) B Occ
B:F310

b:28.3
occ:0.50
 F3 B:1ND310 0.0 28.3 0.5
C1 B:1ND310 1.3 27.4 0.5
O B:HOH2196 2.0 25.3 0.5
F2 B:1ND310 2.1 27.5 0.5
F1 B:1ND310 2.1 31.5 0.5
O B:HOH2178 2.2 55.6 0.5
C2 B:1ND310 2.3 26.8 0.5
N1 B:1ND310 2.8 25.4 0.5
O B:HOH2079 3.0 19.4 0.5
C8 B:1ND310 3.6 27.9 0.5
N2 B:1ND310 4.1 25.5 0.5
C7 B:1ND310 4.4 28.5 0.5
C3 B:1ND310 4.5 28.3 0.5
CD2 B:LEU239 4.6 23.0 1.0

Reference:

S.E.Ward, M.Harries, L.Aldegheri, N.E.Austin, S.Ballantine, E.Ballini, D.M.Bradley, B.D.Bax, B.P.Clarke, A.J.Harris, S.A.Harrison, R.A.Melarange, C.Mookherjee, J.Mosley, G.Dal Negro, B.Oliosi, K.J.Smith, K.M.Thewlis, P.M.Woollard, S.P.Yusaf. Integration of Lead Optimization with Crystallography For A Membrane-Bound Ion Channel Target: Discovery of A New Class of Ampa Receptor Positive Allosteric Modulators. J.Med.Chem. V. 54 78 2011.
ISSN: ISSN 0022-2623
PubMed: 21128618
DOI: 10.1021/JM100679E
Page generated: Wed Jul 31 16:41:12 2024

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