data_73S # _chem_comp.id 73S _chem_comp.name "2-azanyl-5-chloranyl-~{N}-[(9~{R})-4-(1~{H}-imidazo[4,5-c]pyridin-2-yl)-9~{H}-fluoren-9-yl]pyrimidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H16 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-19 _chem_comp.pdbx_modified_date 2017-08-18 _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 453.883 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 73S _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 5LRL _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 73S C4 C1 C 0 1 Y N N -0.233 10.080 26.457 -6.606 -0.021 -0.985 C4 73S 1 73S C5 C2 C 0 1 Y N N 1.040 10.193 25.928 -5.581 0.380 -0.136 C5 73S 2 73S C6 C3 C 0 1 Y N N 1.176 10.860 24.718 -4.324 -0.207 -0.289 C6 73S 3 73S N1 N1 N 0 1 Y N N 0.102 11.320 24.055 -4.153 -1.127 -1.237 N1 73S 4 73S C7 C4 C 0 1 N N N 2.459 11.176 23.996 -3.196 0.186 0.591 C7 73S 5 73S C12 C5 C 0 1 Y N N 8.273 10.255 23.582 1.592 3.061 -0.327 C12 73S 6 73S N3 N2 N 0 1 Y N N -1.320 10.579 25.849 -6.362 -0.943 -1.898 N3 73S 7 73S C13 C6 C 0 1 Y N N 7.129 9.645 23.084 0.281 3.417 -0.067 C13 73S 8 73S C14 C7 C 0 1 Y N N 5.891 10.259 23.227 -0.598 2.489 0.464 C14 73S 9 73S O8 O1 O 0 1 N N N 2.550 11.038 22.779 -3.362 1.026 1.453 O8 73S 10 73S C15 C8 C 0 1 Y N N 8.191 11.479 24.235 2.032 1.782 -0.059 C15 73S 11 73S C2 C9 C 0 1 Y N N -1.104 11.163 24.648 -5.156 -1.480 -2.023 C2 73S 12 73S N9 N3 N 0 1 N N N 3.448 11.718 24.727 -1.987 -0.388 0.434 N9 73S 13 73S CL CL1 CL 0 0 N N N 2.351 9.397 26.738 -5.857 1.584 1.084 CL10 73S 14 73S N11 N4 N 0 1 N N N -2.172 11.562 23.954 -4.942 -2.439 -2.998 N11 73S 15 73S C16 C10 C 0 1 Y N N 6.949 12.097 24.397 1.152 0.841 0.482 C16 73S 16 73S C17 C11 C 0 1 Y N N 5.797 11.483 23.883 -0.168 1.208 0.735 C17 73S 17 73S C18 C12 C 0 1 N N R 4.616 12.370 24.101 -0.873 0.001 1.303 C18 73S 18 73S C19 C13 C 0 1 Y N N 6.528 13.365 25.061 1.351 -0.578 0.861 C19 73S 19 73S C20 C14 C 0 1 Y N N 5.135 13.495 24.903 0.159 -1.100 1.350 C20 73S 20 73S C21 C15 C 0 1 Y N N 4.443 14.546 25.491 0.092 -2.413 1.770 C21 73S 21 73S C22 C16 C 0 1 Y N N 5.118 15.485 26.246 1.212 -3.226 1.704 C22 73S 22 73S C23 C17 C 0 1 Y N N 6.488 15.382 26.427 2.404 -2.730 1.217 C23 73S 23 73S C24 C18 C 0 1 Y N N 7.200 14.326 25.845 2.488 -1.406 0.791 C24 73S 24 73S C25 C19 C 0 1 Y N N 8.649 14.309 26.136 3.761 -0.875 0.263 C25 73S 25 73S N26 N5 N 0 1 Y N N 9.161 14.523 27.359 5.009 -1.293 0.647 N26 73S 26 73S N27 N6 N 0 1 Y N N 9.600 14.158 25.199 3.868 0.062 -0.648 N27 73S 27 73S C28 C20 C 0 1 Y N N 10.821 14.303 25.838 5.176 0.305 -0.898 C28 73S 28 73S C29 C21 C 0 1 Y N N 10.542 14.512 27.184 5.923 -0.559 -0.072 C29 73S 29 73S C30 C22 C 0 1 Y N N 11.591 14.683 28.089 7.311 -0.508 -0.137 C30 73S 30 73S C31 C23 C 0 1 Y N N 12.865 14.672 27.543 7.903 0.384 -1.006 C31 73S 31 73S N32 N7 N 0 1 Y N N 13.140 14.498 26.245 7.177 1.183 -1.770 N32 73S 32 73S C33 C24 C 0 1 Y N N 12.129 14.306 25.394 5.861 1.175 -1.749 C33 73S 33 73S H1 H1 H 0 1 N N N -0.357 9.568 27.400 -7.591 0.413 -0.895 H1 73S 34 73S H2 H2 H 0 1 N N N 9.233 9.775 23.461 2.273 3.787 -0.745 H2 73S 35 73S H3 H3 H 0 1 N N N 7.202 8.690 22.584 -0.058 4.421 -0.278 H3 73S 36 73S H4 H4 H 0 1 N N N 5.004 9.788 22.830 -1.621 2.769 0.667 H4 73S 37 73S H5 H5 H 0 1 N N N 9.085 11.951 24.616 3.055 1.507 -0.268 H5 73S 38 73S H6 H6 H 0 1 N N N 3.391 11.679 25.725 -1.854 -1.059 -0.254 H6 73S 39 73S H7 H7 H 0 1 N N N -1.879 11.927 23.070 -4.066 -2.843 -3.098 H7 73S 40 73S H8 H8 H 0 1 N N N -2.784 10.785 23.807 -5.669 -2.707 -3.582 H8 73S 41 73S H9 H9 H 0 1 N N N 4.304 12.763 23.122 -1.238 0.217 2.307 H9 73S 42 73S H10 H10 H 0 1 N N N 3.375 14.629 25.357 -0.837 -2.808 2.153 H10 73S 43 73S H11 H11 H 0 1 N N N 4.576 16.303 26.697 1.151 -4.252 2.035 H11 73S 44 73S H12 H12 H 0 1 N N N 7.009 16.119 27.020 3.273 -3.368 1.168 H12 73S 45 73S H13 H13 H 0 1 N N N 8.658 14.661 28.212 5.210 -1.978 1.304 H13 73S 46 73S H15 H15 H 0 1 N N N 11.421 14.815 29.147 7.915 -1.155 0.482 H15 73S 47 73S H16 H16 H 0 1 N N N 13.698 14.815 28.215 8.980 0.431 -1.064 H16 73S 48 73S H17 H17 H 0 1 N N N 12.337 14.151 24.346 5.308 1.843 -2.393 H17 73S 49 # 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 73S O8 C7 DOUB N N 1 73S C13 C14 DOUB Y N 2 73S C13 C12 SING Y N 3 73S C14 C17 SING Y N 4 73S C12 C15 DOUB Y N 5 73S C17 C18 SING N N 6 73S C17 C16 DOUB Y N 7 73S N11 C2 SING N N 8 73S C7 C6 SING N N 9 73S C7 N9 SING N N 10 73S N1 C2 DOUB Y N 11 73S N1 C6 SING Y N 12 73S C18 N9 SING N N 13 73S C18 C20 SING N N 14 73S C15 C16 SING Y N 15 73S C16 C19 SING N N 16 73S C2 N3 SING Y N 17 73S C6 C5 DOUB Y N 18 73S C20 C19 DOUB Y N 19 73S C20 C21 SING Y N 20 73S C19 C24 SING Y N 21 73S N27 C28 SING Y N 22 73S N27 C25 DOUB Y N 23 73S C33 C28 DOUB Y N 24 73S C33 N32 SING Y N 25 73S C21 C22 DOUB Y N 26 73S C28 C29 SING Y N 27 73S C24 C25 SING N N 28 73S C24 C23 DOUB Y N 29 73S N3 C4 DOUB Y N 30 73S C5 C4 SING Y N 31 73S C5 CL SING N N 32 73S C25 N26 SING Y N 33 73S N32 C31 DOUB Y N 34 73S C22 C23 SING Y N 35 73S C29 N26 SING Y N 36 73S C29 C30 DOUB Y N 37 73S C31 C30 SING Y N 38 73S C4 H1 SING N N 39 73S C12 H2 SING N N 40 73S C13 H3 SING N N 41 73S C14 H4 SING N N 42 73S C15 H5 SING N N 43 73S N9 H6 SING N N 44 73S N11 H7 SING N N 45 73S N11 H8 SING N N 46 73S C18 H9 SING N N 47 73S C21 H10 SING N N 48 73S C22 H11 SING N N 49 73S C23 H12 SING N N 50 73S N26 H13 SING N N 51 73S C30 H15 SING N N 52 73S C31 H16 SING N N 53 73S C33 H17 SING N N 54 # 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 73S InChI InChI 1.03 "InChI=1S/C24H16ClN7O/c25-16-10-28-24(26)32-21(16)23(33)31-20-13-5-2-1-4-12(13)19-14(20)6-3-7-15(19)22-29-17-8-9-27-11-18(17)30-22/h1-11,20H,(H,29,30)(H,31,33)(H2,26,28,32)/t20-/m1/s1" 73S InChIKey InChI 1.03 RCHSWIOHLXMCES-HXUWFJFHSA-N 73S SMILES_CANONICAL CACTVS 3.385 "Nc1ncc(Cl)c(n1)C(=O)N[C@@H]2c3ccccc3c4c2cccc4c5[nH]c6ccncc6n5" 73S SMILES CACTVS 3.385 "Nc1ncc(Cl)c(n1)C(=O)N[CH]2c3ccccc3c4c2cccc4c5[nH]c6ccncc6n5" 73S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc2c(c1)-c3c(cccc3[C@@H]2NC(=O)c4c(cnc(n4)N)Cl)c5[nH]c6ccncc6n5" 73S SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc2c(c1)-c3c(cccc3C2NC(=O)c4c(cnc(n4)N)Cl)c5[nH]c6ccncc6n5" # 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 73S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "2-azanyl-5-chloranyl-~{N}-[(9~{R})-4-(1~{H}-imidazo[4,5-c]pyridin-2-yl)-9~{H}-fluoren-9-yl]pyrimidine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 73S "Create component" 2016-08-19 EBI 73S "Initial release" 2017-08-23 RCSB #