data_L17
# 
_chem_comp.id                                    L17 
_chem_comp.name                                  L17 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl2 F2 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-(3-CHLORO-6-{[2,2-DIFLUORO-2-(1-OXIDOPYRIDIN-2-YL)ETHYL]AMINO}-1-OXIDOPYRIDIN-2-YL)-N-[1-(3-CHLOROPHENYL)ETHYL]ACETAMIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        497.322 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L17 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Z71 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
L17 C8   C8   C  0  1 Y N N 20.015 -14.452 25.980 10.838 -10.194 -4.718 C8   L17 1  
L17 C2   C2   C  0  1 Y N N 20.008 -15.863 25.667 9.505  -10.541 -4.706 C2   L17 2  
L17 N1   N1   N  1  1 Y N N 21.159 -16.450 25.096 9.055  -11.600 -5.375 N1   L17 3  
L17 C4   C4   C  0  1 Y N N 22.327 -15.773 24.783 9.877  -12.378 -6.092 C4   L17 4  
L17 C5   C5   C  0  1 Y N N 22.375 -14.366 25.073 11.233 -12.090 -6.151 C5   L17 5  
L17 C6   C6   C  0  1 Y N N 21.223 -13.728 25.678 11.714 -10.985 -5.456 C6   L17 6  
L17 C11  C11  C  0  1 N N N 18.732 -16.692 25.817 8.518  -9.712  -3.920 C11  L17 7  
L17 C1   C1   C  0  1 N N N 18.048 -17.012 24.506 7.938  -8.592  -4.785 C1   L17 8  
L17 N18  N18  N  0  1 N N N 17.560 -15.821 23.749 7.007  -7.816  -4.024 N18  L17 9  
L17 C21  C21  C  0  1 Y N N 18.256 -15.223 22.670 6.331  -6.698  -4.552 C21  L17 10 
L17 N2   N2   N  1  1 Y N N 17.635 -14.123 22.138 5.470  -6.009  -3.791 N2   L17 11 
L17 C10  C10  C  0  1 Y N N 18.238 -13.414 21.162 4.814  -4.945  -4.257 C10  L17 12 
L17 C24  C24  C  0  1 Y N N 19.523 -13.811 20.690 4.998  -4.507  -5.554 C24  L17 13 
L17 C25  C25  C  0  1 Y N N 20.193 -14.953 21.211 5.887  -5.204  -6.366 C25  L17 14 
L17 C3   C3   C  0  1 Y N N 19.547 -15.685 22.232 6.563  -6.312  -5.864 C3   L17 15 
L17 O28  O28  O  -1 1 N N N 16.394 -13.788 22.631 5.260  -6.417  -2.489 O28  L17 16 
L17 CL2  CL2  CL 0  0 N N N 20.283 -12.906 19.456 4.168  -3.139  -6.191 CL2  L17 17 
L17 C33  C33  C  0  1 N N N 17.518 -12.195 20.602 3.869  -4.242  -3.318 C33  L17 18 
L17 C34  C34  C  0  1 N N N 16.064 -12.532 20.269 4.530  -3.136  -2.517 C34  L17 19 
L17 N37  N37  N  0  1 N N N 15.188 -11.591 20.632 3.637  -2.554  -1.637 N37  L17 20 
L17 O38  O38  O  0  1 N N N 15.771 -13.573 19.687 5.709  -2.818  -2.647 O38  L17 21 
L17 C39  C39  C  0  1 N N R 13.757 -11.868 20.467 4.019  -1.471  -0.747 C39  L17 22 
L17 C40  C40  C  0  1 Y N N 12.956 -11.596 21.678 2.871  -0.578  -0.415 C40  L17 23 
L17 C43  C43  C  0  1 Y N N 13.150 -10.394 22.451 1.778  -1.080  0.292  C43  L17 24 
L17 C44  C44  C  0  1 Y N N 12.264 -10.181 23.572 0.705  -0.244  0.603  C44  L17 25 
L17 C45  C45  C  0  1 Y N N 11.227 -11.141 23.924 0.726  1.093   0.207  C45  L17 26 
L17 C50  C50  C  0  1 Y N N 11.904 -12.533 22.022 2.891  0.759   -0.811 C50  L17 27 
L17 C9   C9   C  0  1 Y N N 11.018 -12.330 23.143 1.818  1.595   -0.500 C9   L17 28 
L17 F1   F1   F  0  1 N N N 19.044 -17.900 26.334 7.484  -10.464 -3.442 F1   L17 29 
L17 F2   F2   F  0  1 N N N 17.805 -16.093 26.600 9.089  -9.147  -2.816 F2   L17 30 
L17 CL1  CL1  CL 0  0 N N N 12.423 -8.735  24.495 -0.644 -0.863  1.474  CL1  L17 31 
L17 O1   O1   O  -1 1 N N N 21.114 -17.771 24.787 7.717  -11.924 -5.345 O1   L17 32 
L17 C7   C7   C  0  1 N N N 13.174 -11.033 19.331 4.708  -2.065  0.491  C7   L17 33 
L17 H8   H8   H  0  1 N N N 19.140 -13.951 26.428 11.210 -9.332  -4.175 H8   L17 34 
L17 H4   H4   H  0  1 N N N 23.169 -16.322 24.329 9.429  -13.220 -6.605 H4   L17 35 
L17 H5   H5   H  0  1 N N N 23.281 -13.784 24.835 11.905 -12.715 -6.729 H5   L17 36 
L17 H6   H6   H  0  1 N N N 21.267 -12.652 25.917 12.772 -10.741 -5.488 H6   L17 37 
L17 H11  1H1  H  0  1 N N N 18.715 -17.632 23.863 7.418  -9.007  -5.655 H11  L17 38 
L17 H12  2H1  H  0  1 N N N 17.214 -17.733 24.671 8.730  -7.929  -5.145 H12  L17 39 
L17 H18  H18  H  0  1 N N N 17.381 -15.085 24.433 6.809  -8.061  -3.072 H18  L17 40 
L17 H25  H25  H  0  1 N N N 21.183 -15.261 20.834 6.063  -4.896  -7.394 H25  L17 41 
L17 H3   H3   H  0  1 N N N 20.028 -16.576 22.667 7.257  -6.856  -6.498 H3   L17 42 
L17 H331 1H33 H  0  0 N N N 17.592 -11.319 21.288 3.034  -3.816  -3.888 H331 L17 43 
L17 H332 2H33 H  0  0 N N N 18.054 -11.765 19.723 3.433  -4.967  -2.620 H332 L17 44 
L17 H37  H37  H  0  1 N N N 15.581 -10.727 21.006 2.684  -2.895  -1.611 H37  L17 45 
L17 H39  H39  H  0  1 N N N 13.696 -12.958 20.244 4.790  -0.910  -1.304 H39  L17 46 
L17 H43  H43  H  0  1 N N N 13.941 -9.669  22.196 1.768  -2.124  0.598  H43  L17 47 
L17 H45  H45  H  0  1 N N N 10.584 -10.963 24.802 -0.103 1.756   0.442  H45  L17 48 
L17 H50  H50  H  0  1 N N N 11.772 -13.437 21.405 3.739  1.159   -1.361 H50  L17 49 
L17 H9   H9   H  0  1 N N N 10.219 -13.049 23.391 1.834  2.636   -0.808 H9   L17 50 
L17 H71  1H7  H  0  1 N N N 12.086 -11.243 19.205 4.589  -3.154  0.514  H71  L17 51 
L17 H72  2H7  H  0  1 N N N 13.370 -9.944  19.474 5.780  -1.840  0.495  H72  L17 52 
L17 H73  3H7  H  0  1 N N N 13.735 -11.180 18.379 4.291  -1.659  1.419  H73  L17 53 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
L17 C8  C2   SING Y N 1  
L17 C8  C6   DOUB Y N 2  
L17 C8  H8   SING N N 3  
L17 C2  N1   DOUB Y N 4  
L17 C2  C11  SING N N 5  
L17 N1  C4   SING Y N 6  
L17 N1  O1   SING N N 7  
L17 C4  C5   DOUB Y N 8  
L17 C4  H4   SING N N 9  
L17 C5  C6   SING Y N 10 
L17 C5  H5   SING N N 11 
L17 C6  H6   SING N N 12 
L17 C11 C1   SING N N 13 
L17 C11 F1   SING N N 14 
L17 C11 F2   SING N N 15 
L17 C1  N18  SING N N 16 
L17 C1  H11  SING N N 17 
L17 C1  H12  SING N N 18 
L17 N18 C21  SING N N 19 
L17 N18 H18  SING N N 20 
L17 C21 N2   SING Y N 21 
L17 C21 C3   DOUB Y N 22 
L17 N2  C10  DOUB Y N 23 
L17 N2  O28  SING N N 24 
L17 C10 C24  SING Y N 25 
L17 C10 C33  SING N N 26 
L17 C24 C25  DOUB Y N 27 
L17 C24 CL2  SING N N 28 
L17 C25 C3   SING Y N 29 
L17 C25 H25  SING N N 30 
L17 C3  H3   SING N N 31 
L17 C33 C34  SING N N 32 
L17 C33 H331 SING N N 33 
L17 C33 H332 SING N N 34 
L17 C34 N37  SING N N 35 
L17 C34 O38  DOUB N N 36 
L17 N37 C39  SING N N 37 
L17 N37 H37  SING N N 38 
L17 C39 C40  SING N N 39 
L17 C39 C7   SING N N 40 
L17 C39 H39  SING N N 41 
L17 C40 C43  SING Y N 42 
L17 C40 C50  DOUB Y N 43 
L17 C43 C44  DOUB Y N 44 
L17 C43 H43  SING N N 45 
L17 C44 C45  SING Y N 46 
L17 C44 CL1  SING N N 47 
L17 C45 C9   DOUB Y N 48 
L17 C45 H45  SING N N 49 
L17 C50 C9   SING Y N 50 
L17 C50 H50  SING N N 51 
L17 C9  H9   SING N N 52 
L17 C7  H71  SING N N 53 
L17 C7  H72  SING N N 54 
L17 C7  H73  SING N N 55 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
L17 SMILES           ACDLabs              10.04 Clc1cccc(c1)C(NC(=O)Cc3[n+]([O-])c(NCC(F)(F)c2[n+]([O-])cccc2)ccc3Cl)C                                                                                                           
L17 InChI            InChI                1.02b InChI=1/C22H20Cl2F2N4O3/c1-14(15-5-4-6-16(23)11-15)28-21(31)12-18-17(24)8-9-20(30(18)33)27-13-22(25,26)19-7-2-3-10-29(19)32/h2-11,14,27H,12-13H2,1H3,(H,28,31)/t14-/m1/s1/f/h28H 
L17 InChIKey         InChI                1.02b ISTCYDGUBPNUDF-GDTPYUQSDE                                                                                                                                                        
L17 SMILES_CANONICAL CACTVS               3.341 C[C@@H](NC(=O)Cc1c(Cl)ccc(NCC(F)(F)c2cccc[n+]2[O-])[n+]1[O-])c3cccc(Cl)c3                                                                                                        
L17 SMILES           CACTVS               3.341 C[CH](NC(=O)Cc1c(Cl)ccc(NCC(F)(F)c2cccc[n+]2[O-])[n+]1[O-])c3cccc(Cl)c3                                                                                                          
L17 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](c1cccc(c1)Cl)NC(=O)Cc2c(ccc([n+]2[O-])NCC(c3cccc[n+]3[O-])(F)F)Cl                                                                                                         
L17 SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1cccc(c1)Cl)NC(=O)Cc2c(ccc([n+]2[O-])NCC(c3cccc[n+]3[O-])(F)F)Cl                                                                                                             
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
L17 "SYSTEMATIC NAME" ACDLabs              10.04 2-(3-chloro-6-{[2,2-difluoro-2-(1-oxidopyridin-2-yl)ethyl]amino}-1-oxidopyridin-2-yl)-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide               
L17 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-chloro-6-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-1-oxido-pyridin-1-ium-2-yl]-N-[(1R)-1-(3-chlorophenyl)ethyl]ethanamide 
# 
