data_6B3 # _chem_comp.id 6B3 _chem_comp.name ;2'-[(6-oxo-5,6-dihydrophenanthridin-3-yl)carbamoyl][1,1'-biphenyl]-2-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H18 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-01 _chem_comp.pdbx_modified_date 2016-06-17 _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 434.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6B3 _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 5IG6 _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 6B3 C15 C1 C 0 1 Y N N 7.489 17.459 -5.318 -4.689 0.608 -0.173 C15 6B3 1 6B3 C14 C2 C 0 1 Y N N 11.541 19.298 -11.956 3.125 1.292 0.553 C14 6B3 2 6B3 C13 C3 C 0 1 N N N 11.085 18.569 -10.725 1.696 0.937 0.458 C13 6B3 3 6B3 C17 C4 C 0 1 N N N 6.876 15.526 -6.673 -4.174 -1.572 0.893 C17 6B3 4 6B3 C18 C5 C 0 1 Y N N 10.965 20.526 -12.279 3.507 2.618 0.758 C18 6B3 5 6B3 C12 C6 C 0 1 Y N N 14.108 17.619 -11.549 3.074 -1.502 -0.958 C12 6B3 6 6B3 C9 C7 C 0 1 Y N N 13.232 17.567 -12.620 3.722 -1.118 0.230 C9 6B3 7 6B3 C7 C8 C 0 1 Y N N 6.024 15.783 -4.410 -6.477 -1.005 0.105 C7 6B3 8 6B3 C6 C9 C 0 1 Y N N 9.043 19.105 -6.344 -2.775 2.191 -0.400 C6 6B3 9 6B3 C5 C10 C 0 1 Y N N 8.297 17.906 -6.398 -3.268 0.954 0.017 C5 6B3 10 6B3 C2 C11 C 0 1 Y N N 9.896 18.752 -8.618 -0.593 1.576 0.386 C2 6B3 11 6B3 C4 C12 C 0 1 Y N N 8.391 17.148 -7.571 -2.412 0.022 0.624 C4 6B3 12 6B3 C3 C13 C 0 1 Y N N 9.172 17.553 -8.650 -1.072 0.345 0.804 C3 6B3 13 6B3 C1 C14 C 0 1 Y N N 9.824 19.516 -7.444 -1.447 2.498 -0.216 C1 6B3 14 6B3 C21 C15 C 0 1 Y N N 12.787 19.424 -14.036 5.457 0.644 0.534 C21 6B3 15 6B3 C26 C16 C 0 1 Y N N 13.255 16.400 -13.412 3.994 -2.074 1.206 C26 6B3 16 6B3 C25 C17 C 0 1 Y N N 14.080 15.299 -13.107 3.630 -3.390 1.003 C25 6B3 17 6B3 C24 C18 C 0 1 Y N N 14.919 15.368 -12.002 2.992 -3.770 -0.167 C24 6B3 18 6B3 C23 C19 C 0 1 Y N N 14.923 16.536 -11.242 2.713 -2.837 -1.144 C23 6B3 19 6B3 C22 C20 C 0 1 Y N N 12.448 18.750 -12.862 4.111 0.294 0.443 C22 6B3 20 6B3 N9 N1 N 0 1 N N N 7.706 16.007 -7.680 -2.887 -1.210 1.044 N9 6B3 21 6B3 C16 C21 C 0 1 Y N N 6.805 16.245 -5.454 -5.138 -0.653 0.272 C16 6B3 22 6B3 C8 C22 C 0 1 Y N N 5.979 16.508 -3.228 -7.346 -0.118 -0.492 C8 6B3 23 6B3 C10 C23 C 0 1 Y N N 7.394 18.198 -4.135 -5.583 1.491 -0.768 C10 6B3 24 6B3 C11 C24 C 0 1 Y N N 6.606 17.752 -3.088 -6.904 1.124 -0.924 C11 6B3 25 6B3 O9 O1 O 0 1 N N N 6.183 14.459 -6.811 -4.543 -2.664 1.283 O9 6B3 26 6B3 N12 N2 N 0 1 N N N 10.729 19.220 -9.611 0.754 1.895 0.570 N12 6B3 27 6B3 C19 C25 C 0 1 Y N N 11.319 21.203 -13.447 4.845 2.944 0.846 C19 6B3 28 6B3 C20 C26 C 0 1 Y N N 12.225 20.660 -14.335 5.815 1.962 0.732 C20 6B3 29 6B3 O29 O2 O 0 1 N N N 10.907 17.381 -10.870 1.367 -0.220 0.280 O29 6B3 30 6B3 C28 C27 C 0 1 N N N 14.100 18.804 -10.649 2.772 -0.500 -1.997 C28 6B3 31 6B3 O35 O3 O 0 1 N N N 14.344 19.884 -11.087 3.088 0.662 -1.831 O35 6B3 32 6B3 O30 O4 O 0 1 N N N 13.810 18.603 -9.364 2.146 -0.872 -3.131 O30 6B3 33 6B3 H1 H1 H 0 1 N N N 10.233 20.960 -11.614 2.756 3.389 0.847 H1 6B3 34 6B3 H2 H2 H 0 1 N N N 5.457 14.870 -4.514 -6.830 -1.970 0.438 H2 6B3 35 6B3 H3 H3 H 0 1 N N N 9.015 19.713 -5.452 -3.436 2.906 -0.868 H3 6B3 36 6B3 H4 H4 H 0 1 N N N 9.221 16.930 -9.531 -0.404 -0.364 1.270 H4 6B3 37 6B3 H5 H5 H 0 1 N N N 10.379 20.440 -7.381 -1.065 3.455 -0.539 H5 6B3 38 6B3 H6 H6 H 0 1 N N N 13.495 18.980 -14.721 6.219 -0.116 0.451 H6 6B3 39 6B3 H7 H7 H 0 1 N N N 12.618 16.348 -14.283 4.491 -1.786 2.120 H7 6B3 40 6B3 H8 H8 H 0 1 N N N 14.060 14.413 -13.724 3.844 -4.129 1.761 H8 6B3 41 6B3 H9 H9 H 0 1 N N N 15.554 14.535 -11.738 2.712 -4.802 -0.314 H9 6B3 42 6B3 H10 H10 H 0 1 N N N 15.580 16.602 -10.387 2.212 -3.140 -2.052 H10 6B3 43 6B3 H11 H11 H 0 1 N N N 7.794 15.475 -8.522 -2.271 -1.832 1.461 H11 6B3 44 6B3 H12 H12 H 0 1 N N N 5.441 16.098 -2.386 -8.382 -0.392 -0.625 H12 6B3 45 6B3 H13 H13 H 0 1 N N N 7.940 19.125 -4.037 -5.246 2.460 -1.106 H13 6B3 46 6B3 H14 H14 H 0 1 N N N 6.479 18.344 -2.193 -7.598 1.807 -1.389 H14 6B3 47 6B3 H15 H15 H 0 1 N N N 11.105 20.138 -9.487 1.013 2.807 0.779 H15 6B3 48 6B3 H16 H16 H 0 1 N N N 10.878 22.166 -13.659 5.137 3.972 1.004 H16 6B3 49 6B3 H17 H17 H 0 1 N N N 12.491 21.183 -15.241 6.859 2.229 0.803 H17 6B3 50 6B3 H18 H18 H 0 1 N N N 13.835 19.432 -8.900 1.970 -0.179 -3.783 H18 6B3 51 # 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 6B3 C20 C21 DOUB Y N 1 6B3 C20 C19 SING Y N 2 6B3 C21 C22 SING Y N 3 6B3 C19 C18 DOUB Y N 4 6B3 C26 C25 DOUB Y N 5 6B3 C26 C9 SING Y N 6 6B3 C25 C24 SING Y N 7 6B3 C22 C9 SING N N 8 6B3 C22 C14 DOUB Y N 9 6B3 C9 C12 DOUB Y N 10 6B3 C18 C14 SING Y N 11 6B3 C24 C23 DOUB Y N 12 6B3 C14 C13 SING N N 13 6B3 C12 C23 SING Y N 14 6B3 C12 C28 SING N N 15 6B3 O35 C28 DOUB N N 16 6B3 O29 C13 DOUB N N 17 6B3 C13 N12 SING N N 18 6B3 C28 O30 SING N N 19 6B3 N12 C2 SING N N 20 6B3 C3 C2 DOUB Y N 21 6B3 C3 C4 SING Y N 22 6B3 C2 C1 SING Y N 23 6B3 N9 C4 SING N N 24 6B3 N9 C17 SING N N 25 6B3 C4 C5 DOUB Y N 26 6B3 C1 C6 DOUB Y N 27 6B3 O9 C17 DOUB N N 28 6B3 C17 C16 SING N N 29 6B3 C5 C6 SING Y N 30 6B3 C5 C15 SING N N 31 6B3 C16 C15 DOUB Y N 32 6B3 C16 C7 SING Y N 33 6B3 C15 C10 SING Y N 34 6B3 C7 C8 DOUB Y N 35 6B3 C10 C11 DOUB Y N 36 6B3 C8 C11 SING Y N 37 6B3 C18 H1 SING N N 38 6B3 C7 H2 SING N N 39 6B3 C6 H3 SING N N 40 6B3 C3 H4 SING N N 41 6B3 C1 H5 SING N N 42 6B3 C21 H6 SING N N 43 6B3 C26 H7 SING N N 44 6B3 C25 H8 SING N N 45 6B3 C24 H9 SING N N 46 6B3 C23 H10 SING N N 47 6B3 N9 H11 SING N N 48 6B3 C8 H12 SING N N 49 6B3 C10 H13 SING N N 50 6B3 C11 H14 SING N N 51 6B3 N12 H15 SING N N 52 6B3 C19 H16 SING N N 53 6B3 C20 H17 SING N N 54 6B3 O30 H18 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 6B3 SMILES ACDLabs 12.01 "c21ccccc1C(Nc3c2ccc(c3)NC(c4ccccc4c5c(cccc5)C(O)=O)=O)=O" 6B3 InChI InChI 1.03 "InChI=1S/C27H18N2O4/c30-25(21-10-4-1-7-17(21)18-8-3-6-12-23(18)27(32)33)28-16-13-14-20-19-9-2-5-11-22(19)26(31)29-24(20)15-16/h1-15H,(H,28,30)(H,29,31)(H,32,33)" 6B3 InChIKey InChI 1.03 MWPPELUBOBZLKD-UHFFFAOYSA-N 6B3 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccccc1c2ccccc2C(=O)Nc3ccc4c(NC(=O)c5ccccc45)c3" 6B3 SMILES CACTVS 3.385 "OC(=O)c1ccccc1c2ccccc2C(=O)Nc3ccc4c(NC(=O)c5ccccc45)c3" 6B3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)-c3ccc(cc3NC2=O)NC(=O)c4ccccc4c5ccccc5C(=O)O" 6B3 SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)-c3ccc(cc3NC2=O)NC(=O)c4ccccc4c5ccccc5C(=O)O" # 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 6B3 "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-[(6-oxo-5,6-dihydrophenanthridin-3-yl)carbamoyl][1,1'-biphenyl]-2-carboxylic acid ; 6B3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[2-[(6-oxidanylidene-5~{H}-phenanthridin-3-yl)carbamoyl]phenyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6B3 "Create component" 2016-03-01 RCSB 6B3 "Initial release" 2016-06-22 RCSB #