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 #