data_W73 # _chem_comp.id W73 _chem_comp.name "2,6-dioxo-5-[2-(phenanthren-9-yl)ethyl]-1,2,3,6- tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-05 _chem_comp.pdbx_modified_date 2014-02-28 _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 360.363 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W73 _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 3W73 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 W73 OAJ OAJ O 0 1 N N N 4.922 17.298 14.492 -3.523 3.378 0.183 OAJ W73 1 W73 CAI CAI C 0 1 N N N 6.132 17.219 14.437 -2.724 2.295 0.219 CAI W73 2 W73 OAK OAK O 0 1 N N N 6.840 18.230 14.414 -1.521 2.431 0.310 OAK W73 3 W73 C4 C4 C 0 1 N N N 6.742 15.903 14.415 -3.313 0.937 0.146 C4 W73 4 W73 N3 N3 N 0 1 N N N 6.298 15.052 15.538 -4.660 0.775 -0.096 N3 W73 5 W73 C2 C2 C 0 1 N N N 6.698 13.729 15.656 -5.213 -0.447 -0.166 C2 W73 6 W73 O2 O2 O 0 1 N N N 6.199 13.030 16.541 -6.405 -0.546 -0.381 O2 W73 7 W73 N1 N1 N 0 1 N N N 7.650 13.307 14.716 -4.482 -1.564 -0.004 N1 W73 8 W73 C6 C6 C 0 1 N N N 8.099 14.082 13.627 -3.157 -1.485 0.236 C6 W73 9 W73 O6 O6 O 0 1 N N N 8.920 13.556 12.857 -2.493 -2.494 0.382 O6 W73 10 W73 C5 C5 C 0 1 N N N 7.643 15.446 13.478 -2.529 -0.161 0.312 C5 W73 11 W73 CAL CAL C 0 1 N N N 8.057 16.262 12.418 -1.052 -0.021 0.577 CAL W73 12 W73 CAM CAM C 0 1 N N N 7.486 15.749 11.033 -0.297 0.026 -0.753 CAM W73 13 W73 CAN CAN C 0 1 Y N N 6.356 16.635 10.721 1.186 0.073 -0.487 CAN W73 14 W73 CAS CAS C 0 1 Y N N 6.366 17.822 9.989 1.887 -1.135 -0.263 CAS W73 15 W73 CAU CAU C 0 1 Y N N 7.546 18.231 9.412 1.224 -2.369 -0.284 CAU W73 16 W73 CAT CAT C 0 1 Y N N 7.587 19.387 8.662 1.925 -3.519 -0.064 CAT W73 17 W73 CAW CAW C 0 1 Y N N 6.438 20.161 8.508 3.292 -3.485 0.182 CAW W73 18 W73 CAV CAV C 0 1 Y N N 5.245 19.763 9.058 3.967 -2.298 0.208 CAV W73 19 W73 CAR CAR C 0 1 Y N N 5.172 18.593 9.779 3.278 -1.105 -0.013 CAR W73 20 W73 CAQ CAQ C 0 1 Y N N 3.932 18.232 10.365 3.962 0.192 0.007 CAQ W73 21 W73 CBA CBA C 0 1 Y N N 2.742 18.973 10.264 5.333 0.291 0.247 CBA W73 22 W73 CAZ CAZ C 0 1 Y N N 1.524 18.532 10.833 5.932 1.519 0.257 CAZ W73 23 W73 CAY CAY C 0 1 Y N N 1.528 17.333 11.573 5.191 2.672 0.030 CAY W73 24 W73 CAX CAX C 0 1 Y N N 2.744 16.618 11.708 3.849 2.607 -0.208 CAX W73 25 W73 CAP CAP C 0 1 Y N N 3.930 17.065 11.108 3.204 1.363 -0.225 CAP W73 26 W73 CAO CAO C 0 1 Y N N 5.106 16.309 11.253 1.816 1.265 -0.474 CAO W73 27 W73 H1 H1 H 0 1 N N N 4.664 18.212 14.511 -3.093 4.243 0.234 H1 W73 28 W73 H2 H2 H 0 1 N N N 8.038 12.392 14.826 -4.911 -2.433 -0.060 H2 W73 29 W73 H4 H4 H 0 1 N N N 9.156 16.260 12.374 -0.868 0.900 1.132 H4 W73 30 W73 H5 H5 H 0 1 N N N 7.699 17.287 12.595 -0.706 -0.873 1.162 H5 W73 31 W73 H6 H6 H 0 1 N N N 7.145 14.707 11.120 -0.533 -0.864 -1.336 H6 W73 32 W73 H7 H7 H 0 1 N N N 8.256 15.818 10.251 -0.595 0.914 -1.309 H7 W73 33 W73 H8 H8 H 0 1 N N N 8.443 17.645 9.547 0.161 -2.410 -0.473 H8 W73 34 W73 H9 H9 H 0 1 N N N 8.510 19.693 8.193 1.410 -4.468 -0.080 H9 W73 35 W73 H10 H10 H 0 1 N N N 6.487 21.084 7.950 3.826 -4.407 0.353 H10 W73 36 W73 H11 H11 H 0 1 N N N 4.361 20.370 8.925 5.030 -2.283 0.400 H11 W73 37 W73 H12 H12 H 0 1 N N N 2.758 19.913 9.733 5.918 -0.599 0.425 H12 W73 38 W73 H13 H13 H 0 1 N N N 0.615 19.100 10.703 6.993 1.594 0.442 H13 W73 39 W73 H14 H14 H 0 1 N N N 0.621 16.965 12.029 5.683 3.633 0.043 H14 W73 40 W73 H15 H15 H 0 1 N N N 2.758 15.707 12.287 3.285 3.512 -0.382 H15 W73 41 W73 H16 H16 H 0 1 N N N 5.037 15.396 11.826 1.247 2.165 -0.654 H16 W73 42 W73 H17 H17 H 0 1 N N N 5.692 15.440 16.232 -5.220 1.558 -0.218 H17 W73 43 # 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 W73 CAW CAT DOUB Y N 1 W73 CAW CAV SING Y N 2 W73 CAT CAU SING Y N 3 W73 CAV CAR DOUB Y N 4 W73 CAU CAS DOUB Y N 5 W73 CAR CAS SING Y N 6 W73 CAR CAQ SING Y N 7 W73 CAS CAN SING Y N 8 W73 CBA CAQ DOUB Y N 9 W73 CBA CAZ SING Y N 10 W73 CAQ CAP SING Y N 11 W73 CAN CAM SING N N 12 W73 CAN CAO DOUB Y N 13 W73 CAZ CAY DOUB Y N 14 W73 CAM CAL SING N N 15 W73 CAP CAO SING Y N 16 W73 CAP CAX DOUB Y N 17 W73 CAY CAX SING Y N 18 W73 CAL C5 SING N N 19 W73 O6 C6 DOUB N N 20 W73 C5 C6 SING N N 21 W73 C5 C4 DOUB N N 22 W73 C6 N1 SING N N 23 W73 OAK CAI DOUB N N 24 W73 C4 CAI SING N N 25 W73 C4 N3 SING N N 26 W73 CAI OAJ SING N N 27 W73 N1 C2 SING N N 28 W73 N3 C2 SING N N 29 W73 C2 O2 DOUB N N 30 W73 OAJ H1 SING N N 31 W73 N1 H2 SING N N 32 W73 CAL H4 SING N N 33 W73 CAL H5 SING N N 34 W73 CAM H6 SING N N 35 W73 CAM H7 SING N N 36 W73 CAU H8 SING N N 37 W73 CAT H9 SING N N 38 W73 CAW H10 SING N N 39 W73 CAV H11 SING N N 40 W73 CBA H12 SING N N 41 W73 CAZ H13 SING N N 42 W73 CAY H14 SING N N 43 W73 CAX H15 SING N N 44 W73 CAO H16 SING N N 45 W73 N3 H17 SING N N 46 # 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 W73 InChI InChI 1.03 "InChI=1S/C21H16N2O4/c24-19-17(18(20(25)26)22-21(27)23-19)10-9-13-11-12-5-1-2-6-14(12)16-8-4-3-7-15(13)16/h1-8,11H,9-10H2,(H,25,26)(H2,22,23,24,27)" W73 InChIKey InChI 1.03 ALPWFSMWGPSLIH-UHFFFAOYSA-N W73 SMILES_CANONICAL CACTVS 3.370 "OC(=O)C1=C(CCc2cc3ccccc3c4ccccc24)C(=O)NC(=O)N1" W73 SMILES CACTVS 3.370 "OC(=O)C1=C(CCc2cc3ccccc3c4ccccc24)C(=O)NC(=O)N1" W73 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)cc(c3c2cccc3)CCC4=C(NC(=O)NC4=O)C(=O)O" W73 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)cc(c3c2cccc3)CCC4=C(NC(=O)NC4=O)C(=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 W73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2,4-bis(oxidanylidene)-5-(2-phenanthren-9-ylethyl)-1H-pyrimidine-6-carboxylic 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 W73 "Create component" 2013-03-05 PDBJ W73 "Initial release" 2014-03-05 RCSB #