data_6XN
# 
_chem_comp.id                                    6XN 
_chem_comp.name                                  "~{N}-[(1~{S})-1-(4-chlorophenyl)ethyl]-3-[3-[[4-(trifluoromethyloxy)phenyl]methyl]imidazo[4,5-b]pyridin-2-yl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 Cl F3 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-07-15 
_chem_comp.pdbx_modified_date                    2016-11-04 
_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                        502.916 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6XN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5LIA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
6XN FAC F1  F  0 1 N N N -31.783 14.821 -11.471 7.331   -2.393 1.274  FAC  6XN 1  
6XN CBI C1  C  0 1 N N N -31.536 15.960 -12.207 7.213   -2.401 -0.120 CBI  6XN 2  
6XN FAD F2  F  0 1 N N N -32.084 15.830 -13.368 7.536   -1.136 -0.622 FAD  6XN 3  
6XN FAE F3  F  0 1 N N N -30.162 16.167 -12.346 8.087   -3.353 -0.656 FAE  6XN 4  
6XN OAX O1  O  0 1 N N N -32.033 17.074 -11.492 5.871   -2.729 -0.483 OAX  6XN 5  
6XN CBB C2  C  0 1 Y N N -33.382 17.135 -11.223 4.891   -1.898 -0.039 CBB  6XN 6  
6XN CAN C3  C  0 1 Y N N -34.237 17.451 -12.232 5.216   -0.787 0.726  CAN  6XN 7  
6XN CAL C4  C  0 1 Y N N -35.606 17.578 -11.956 4.218   0.055  1.177  CAL  6XN 8  
6XN CAM C5  C  0 1 Y N N -33.834 17.001 -9.915  3.565   -2.157 -0.354 CAM  6XN 9  
6XN CAK C6  C  0 1 Y N N -35.200 17.115 -9.619  2.571   -1.311 0.099  CAK  6XN 10 
6XN CBA C7  C  0 1 Y N N -36.080 17.414 -10.645 2.897   -0.208 0.866  CBA  6XN 11 
6XN CAT C8  C  0 1 N N N -37.450 17.554 -10.394 1.810   0.713  1.359  CAT  6XN 12 
6XN NBH N1  N  0 1 Y N N -37.798 19.060 -10.157 1.578   1.768  0.370  NBH  6XN 13 
6XN CBF C9  C  0 1 Y N N -38.006 19.901 -11.121 2.216   2.988  0.312  CBF  6XN 14 
6XN NAU N2  N  0 1 Y N N -37.948 19.700 -12.448 3.154   3.566  1.046  NAU  6XN 15 
6XN CAH C10 C  0 1 Y N N -38.194 20.765 -13.281 3.600   4.774  0.767  CAH  6XN 16 
6XN CAG C11 C  0 1 Y N N -38.499 22.017 -12.753 3.107   5.494  -0.309 CAG  6XN 17 
6XN CAQ C12 C  0 1 Y N N -38.537 22.127 -11.340 2.127   4.939  -1.110 CAQ  6XN 18 
6XN CBE C13 C  0 1 Y N N -38.302 21.088 -10.566 1.667   3.657  -0.796 CBE  6XN 19 
6XN NAV N3  N  0 1 Y N N -38.238 20.976 -9.213  0.743   2.829  -1.345 NAV  6XN 20 
6XN CBD C14 C  0 1 Y N N -37.927 19.719 -8.999  0.695   1.720  -0.666 CBD  6XN 21 
6XN CAS C15 C  0 1 N N N -37.739 19.095 -7.662  -0.209  0.555  -0.977 CAS  6XN 22 
6XN CAR C16 C  0 1 N N N -38.407 19.896 -6.527  -1.537  0.729  -0.237 CAR  6XN 23 
6XN CAY C17 C  0 1 N N N -39.910 19.710 -6.557  -2.441  -0.436 -0.548 CAY  6XN 24 
6XN OAB O2  O  0 1 N N N -40.426 18.641 -6.856  -2.061  -1.318 -1.288 OAB  6XN 25 
6XN NAW N4  N  0 1 N N N -40.632 20.789 -6.292  -3.672  -0.498 -0.003 NAW  6XN 26 
6XN CBG C18 C  0 1 N N S -42.127 20.698 -6.249  -4.551  -1.630 -0.305 CBG  6XN 27 
6XN CAA C19 C  0 1 N N N -42.639 21.893 -5.414  -4.234  -2.789 0.642  CAA  6XN 28 
6XN CBC C20 C  0 1 Y N N -42.701 20.736 -7.571  -5.988  -1.213 -0.125 CBC  6XN 29 
6XN CAO C21 C  0 1 Y N N -42.061 21.343 -8.659  -6.950  -1.644 -1.019 CAO  6XN 30 
6XN CAI C22 C  0 1 Y N N -42.625 21.395 -9.952  -8.268  -1.262 -0.854 CAI  6XN 31 
6XN CAZ C23 C  0 1 Y N N -43.885 20.807 -10.135 -8.625  -0.447 0.206  CAZ  6XN 32 
6XN CLA CL1 CL 0 0 N N N -44.637 20.867 -11.653 -10.280 0.033  0.413  CLAF 6XN 33 
6XN CAJ C24 C  0 1 Y N N -44.534 20.257 -9.060  -7.661  -0.016 1.100  CAJ  6XN 34 
6XN CAP C25 C  0 1 Y N N -43.943 20.172 -7.787  -6.345  -0.403 0.938  CAP  6XN 35 
6XN H1  H1  H  0 1 N N N -33.866 17.602 -13.235 6.248   -0.582 0.970  H1   6XN 36 
6XN H2  H2  H  0 1 N N N -36.298 17.803 -12.754 4.470   0.920  1.772  H2   6XN 37 
6XN H3  H3  H  0 1 N N N -33.128 16.808 -9.121  3.310   -3.018 -0.953 H3   6XN 38 
6XN H4  H4  H  0 1 N N N -35.559 16.972 -8.610  1.538   -1.512 -0.146 H4   6XN 39 
6XN H5  H5  H  0 1 N N N -38.019 17.180 -11.258 0.892   0.145  1.507  H5   6XN 40 
6XN H6  H6  H  0 1 N N N -37.718 16.973 -9.499  2.116   1.162  2.304  H6   6XN 41 
6XN H7  H7  H  0 1 N N N -38.151 20.630 -14.352 4.366   5.211  1.391  H7   6XN 42 
6XN H8  H8  H  0 1 N N N -38.698 22.866 -13.391 3.486   6.483  -0.520 H8   6XN 43 
6XN H9  H9  H  0 1 N N N -38.763 23.082 -10.889 1.727   5.481  -1.954 H9   6XN 44 
6XN H10 H10 H  0 1 N N N -38.174 18.085 -7.682  -0.394  0.515  -2.050 H10  6XN 45 
6XN H11 H11 H  0 1 N N N -36.661 19.026 -7.455  0.268   -0.371 -0.655 H11  6XN 46 
6XN H12 H12 H  0 1 N N N -38.018 19.545 -5.560  -1.352  0.769  0.837  H12  6XN 47 
6XN H13 H13 H  0 1 N N N -38.172 20.963 -6.651  -2.014  1.655  -0.558 H13  6XN 48 
6XN H14 H14 H  0 1 N N N -40.179 21.664 -6.121  -3.977  0.208  0.589  H14  6XN 49 
6XN H15 H15 H  0 1 N N N -42.417 19.766 -5.741  -4.392  -1.949 -1.335 H15  6XN 50 
6XN H16 H16 H  0 1 N N N -42.196 21.855 -4.408  -3.195  -3.091 0.512  H16  6XN 51 
6XN H17 H17 H  0 1 N N N -42.351 22.834 -5.906  -4.393  -2.470 1.672  H17  6XN 52 
6XN H18 H18 H  0 1 N N N -43.735 21.841 -5.334  -4.888  -3.632 0.417  H18  6XN 53 
6XN H19 H19 H  0 1 N N N -41.091 21.792 -8.501  -6.672  -2.280 -1.847 H19  6XN 54 
6XN H20 H20 H  0 1 N N N -42.105 21.870 -10.771 -9.020  -1.598 -1.553 H20  6XN 55 
6XN H21 H21 H  0 1 N N N -45.535 19.875 -9.196  -7.939  0.620  1.928  H21  6XN 56 
6XN H22 H22 H  0 1 N N N -44.458 19.668 -6.982  -5.593  -0.067 1.636  H22  6XN 57 
# 
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 
6XN FAD CBI SING N N 1  
6XN CAH CAG DOUB Y N 2  
6XN CAH NAU SING Y N 3  
6XN CAG CAQ SING Y N 4  
6XN NAU CBF DOUB Y N 5  
6XN FAE CBI SING N N 6  
6XN CAN CAL DOUB Y N 7  
6XN CAN CBB SING Y N 8  
6XN CBI OAX SING N N 9  
6XN CBI FAC SING N N 10 
6XN CAL CBA SING Y N 11 
6XN CLA CAZ SING N N 12 
6XN OAX CBB SING N N 13 
6XN CAQ CBE DOUB Y N 14 
6XN CBB CAM DOUB Y N 15 
6XN CBF CBE SING Y N 16 
6XN CBF NBH SING Y N 17 
6XN CBA CAT SING N N 18 
6XN CBA CAK DOUB Y N 19 
6XN CBE NAV SING Y N 20 
6XN CAT NBH SING N N 21 
6XN NBH CBD SING Y N 22 
6XN CAZ CAI DOUB Y N 23 
6XN CAZ CAJ SING Y N 24 
6XN CAI CAO SING Y N 25 
6XN CAM CAK SING Y N 26 
6XN NAV CBD DOUB Y N 27 
6XN CAJ CAP DOUB Y N 28 
6XN CBD CAS SING N N 29 
6XN CAO CBC DOUB Y N 30 
6XN CAP CBC SING Y N 31 
6XN CAS CAR SING N N 32 
6XN CBC CBG SING N N 33 
6XN OAB CAY DOUB N N 34 
6XN CAY CAR SING N N 35 
6XN CAY NAW SING N N 36 
6XN NAW CBG SING N N 37 
6XN CBG CAA SING N N 38 
6XN CAN H1  SING N N 39 
6XN CAL H2  SING N N 40 
6XN CAM H3  SING N N 41 
6XN CAK H4  SING N N 42 
6XN CAT H5  SING N N 43 
6XN CAT H6  SING N N 44 
6XN CAH H7  SING N N 45 
6XN CAG H8  SING N N 46 
6XN CAQ H9  SING N N 47 
6XN CAS H10 SING N N 48 
6XN CAS H11 SING N N 49 
6XN CAR H12 SING N N 50 
6XN CAR H13 SING N N 51 
6XN NAW H14 SING N N 52 
6XN CBG H15 SING N N 53 
6XN CAA H16 SING N N 54 
6XN CAA H17 SING N N 55 
6XN CAA H18 SING N N 56 
6XN CAO H19 SING N N 57 
6XN CAI H20 SING N N 58 
6XN CAJ H21 SING N N 59 
6XN CAP H22 SING N N 60 
# 
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 
6XN InChI            InChI                1.03  "InChI=1S/C25H22ClF3N4O2/c1-16(18-6-8-19(26)9-7-18)31-23(34)13-12-22-32-21-3-2-14-30-24(21)33(22)15-17-4-10-20(11-5-17)35-25(27,28)29/h2-11,14,16H,12-13,15H2,1H3,(H,31,34)/t16-/m0/s1" 
6XN InChIKey         InChI                1.03  HXYXHSDYBDFOFO-INIZCTEOSA-N                                                                                                                                                             
6XN SMILES_CANONICAL CACTVS               3.385 "C[C@H](NC(=O)CCc1nc2cccnc2n1Cc3ccc(OC(F)(F)F)cc3)c4ccc(Cl)cc4"                                                                                                                         
6XN SMILES           CACTVS               3.385 "C[CH](NC(=O)CCc1nc2cccnc2n1Cc3ccc(OC(F)(F)F)cc3)c4ccc(Cl)cc4"                                                                                                                          
6XN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@H](c1ccc(cc1)Cl)NC(=O)CCc2nc3cccnc3n2Cc4ccc(cc4)OC(F)(F)F"                                                                                                                        
6XN SMILES           "OpenEye OEToolkits" 2.0.5 "CC(c1ccc(cc1)Cl)NC(=O)CCc2nc3cccnc3n2Cc4ccc(cc4)OC(F)(F)F"                                                                                                                             
# 
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 
6XN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[(1~{S})-1-(4-chlorophenyl)ethyl]-3-[3-[[4-(trifluoromethyloxy)phenyl]methyl]imidazo[4,5-b]pyridin-2-yl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6XN "Create component" 2016-07-15 EBI  
6XN "Initial release"  2016-11-09 RCSB 
# 
