data_W7N # _chem_comp.id W7N _chem_comp.name "5-(2-{6-[(2-hydroxyethyl)carbamoyl]naphthalen-2-yl}ethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-13 _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 397.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W7N _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 3W7N _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 W7N OAA OAA O 0 1 N N N 6.960 18.546 14.631 -5.659 -2.821 0.649 OAA W7N 1 W7N CAT CAT C 0 1 N N N 6.132 17.589 14.539 -4.707 -1.878 0.513 CAT W7N 2 W7N OAF OAF O 0 1 N N N 4.889 17.833 14.495 -3.534 -2.190 0.547 OAF W7N 3 W7N CAY CAY C 0 1 N N N 6.540 16.226 14.527 -5.092 -0.459 0.322 CAY W7N 4 W7N NAR NAR N 0 1 N N N 5.963 15.364 15.500 -6.416 -0.113 0.159 NAR W7N 5 W7N CAZ CAZ C 0 1 N N N 6.276 13.996 15.548 -6.784 1.167 -0.015 CAZ W7N 6 W7N OAC OAC O 0 1 N N N 5.777 13.240 16.376 -7.963 1.430 -0.155 OAC W7N 7 W7N NAS NAS N 0 1 N N N 7.154 13.495 14.660 -5.884 2.165 -0.038 NAS W7N 8 W7N CBA CBA C 0 1 N N N 7.740 14.304 13.664 -4.569 1.904 0.116 CBA W7N 9 W7N OAD OAD O 0 1 N N N 8.569 13.773 12.889 -3.753 2.806 0.096 OAD W7N 10 W7N CAX CAX C 0 1 N N N 7.440 15.677 13.606 -4.142 0.513 0.312 CAX W7N 11 W7N CAP CAP C 0 1 N N N 8.038 16.476 12.595 -2.685 0.171 0.488 CAP W7N 12 W7N CAO CAO C 0 1 N N N 7.497 16.047 11.174 -2.047 -0.061 -0.883 CAO W7N 13 W7N CAV CAV C 0 1 Y N N 6.254 16.606 11.011 -0.590 -0.403 -0.707 CAV W7N 14 W7N CAK CAK C 0 1 Y N N 6.142 17.747 10.220 0.336 0.595 -0.688 CAK W7N 15 W7N CAG CAG C 0 1 Y N N 5.130 16.066 11.654 -0.211 -1.736 -0.561 CAG W7N 16 W7N CAI CAI C 0 1 Y N N 3.877 16.651 11.521 1.096 -2.079 -0.399 CAI W7N 17 W7N CBC CBC C 0 1 Y N N 3.774 17.779 10.717 2.082 -1.076 -0.380 CBC W7N 18 W7N CAL CAL C 0 1 Y N N 2.528 18.354 10.592 3.438 -1.394 -0.216 CAL W7N 19 W7N CBB CBB C 0 1 Y N N 4.896 18.349 10.064 1.695 0.281 -0.524 CBB W7N 20 W7N CAJ CAJ C 0 1 Y N N 4.794 19.494 9.261 2.675 1.291 -0.500 CAJ W7N 21 W7N CAH CAH C 0 1 Y N N 3.517 20.065 9.146 3.983 0.964 -0.341 CAH W7N 22 W7N CAW CAW C 0 1 Y N N 2.397 19.497 9.803 4.379 -0.378 -0.202 CAW W7N 23 W7N CAU CAU C 0 1 N N N 1.124 20.066 9.697 5.810 -0.706 -0.029 CAU W7N 24 W7N OAB OAB O 0 1 N N N 0.892 20.905 8.819 6.157 -1.865 0.092 OAB W7N 25 W7N NAQ NAQ N 0 1 N N N 0.243 19.694 10.674 6.729 0.279 -0.005 NAQ W7N 26 W7N CAN CAN C 0 1 N N N -1.147 20.185 10.741 8.147 -0.046 0.167 CAN W7N 27 W7N CAM CAM C 0 1 N N N -1.729 20.552 9.341 8.970 1.244 0.159 CAM W7N 28 W7N OAE OAE O 0 1 N N N -2.030 19.384 8.539 8.624 2.037 1.296 OAE W7N 29 W7N H1 H1 H 0 1 N N N 6.490 19.371 14.655 -5.360 -3.732 0.771 H1 W7N 30 W7N H2 H2 H 0 1 N N N 5.319 15.741 16.166 -7.094 -0.807 0.170 H2 W7N 31 W7N H3 H3 H 0 1 N N N 7.397 12.526 14.707 -6.182 3.080 -0.166 H3 W7N 32 W7N H4 H4 H 0 1 N N N 9.130 16.343 12.624 -2.177 0.993 0.991 H4 W7N 33 W7N H5 H5 H 0 1 N N N 7.792 17.533 12.774 -2.595 -0.734 1.089 H5 W7N 34 W7N H6 H6 H 0 1 N N N 7.425 14.951 11.117 -2.555 -0.883 -1.386 H6 W7N 35 W7N H7 H7 H 0 1 N N N 8.177 16.411 10.389 -2.137 0.844 -1.484 H7 W7N 36 W7N H8 H8 H 0 1 N N N 7.013 18.161 9.733 0.026 1.624 -0.799 H8 W7N 37 W7N H9 H9 H 0 1 N N N 5.241 15.181 12.263 -0.966 -2.509 -0.575 H9 W7N 38 W7N H10 H10 H 0 1 N N N 3.013 16.243 12.025 1.376 -3.116 -0.286 H10 W7N 39 W7N H11 H11 H 0 1 N N N 1.671 17.929 11.094 3.746 -2.423 -0.100 H11 W7N 40 W7N H12 H12 H 0 1 N N N 5.652 19.914 8.758 2.387 2.326 -0.609 H12 W7N 41 W7N H13 H13 H 0 1 N N N 3.385 20.953 8.546 4.729 1.745 -0.324 H13 W7N 42 W7N H14 H14 H 0 1 N N N 0.556 19.057 11.379 6.451 1.204 -0.101 H14 W7N 43 W7N H15 H15 H 0 1 N N N -1.172 21.082 11.378 8.289 -0.562 1.116 H15 W7N 44 W7N H16 H16 H 0 1 N N N -1.775 19.400 11.188 8.473 -0.690 -0.650 H16 W7N 45 W7N H17 H17 H 0 1 N N N -0.993 21.168 8.804 10.031 0.997 0.197 H17 W7N 46 W7N H18 H18 H 0 1 N N N -2.655 21.129 9.484 8.760 1.803 -0.752 H18 W7N 47 W7N H19 H19 H 0 1 N N N -2.380 19.658 7.699 9.109 2.872 1.355 H19 W7N 48 # 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 W7N OAE CAM SING N N 1 W7N OAB CAU DOUB N N 2 W7N CAH CAJ DOUB Y N 3 W7N CAH CAW SING Y N 4 W7N CAJ CBB SING Y N 5 W7N CAM CAN SING N N 6 W7N CAU CAW SING N N 7 W7N CAU NAQ SING N N 8 W7N CAW CAL DOUB Y N 9 W7N CBB CAK DOUB Y N 10 W7N CBB CBC SING Y N 11 W7N CAK CAV SING Y N 12 W7N CAL CBC SING Y N 13 W7N NAQ CAN SING N N 14 W7N CBC CAI DOUB Y N 15 W7N CAV CAO SING N N 16 W7N CAV CAG DOUB Y N 17 W7N CAO CAP SING N N 18 W7N CAI CAG SING Y N 19 W7N CAP CAX SING N N 20 W7N OAD CBA DOUB N N 21 W7N CAX CBA SING N N 22 W7N CAX CAY DOUB N N 23 W7N CBA NAS SING N N 24 W7N OAF CAT DOUB N N 25 W7N CAY CAT SING N N 26 W7N CAY NAR SING N N 27 W7N CAT OAA SING N N 28 W7N NAS CAZ SING N N 29 W7N NAR CAZ SING N N 30 W7N CAZ OAC DOUB N N 31 W7N OAA H1 SING N N 32 W7N NAR H2 SING N N 33 W7N NAS H3 SING N N 34 W7N CAP H4 SING N N 35 W7N CAP H5 SING N N 36 W7N CAO H6 SING N N 37 W7N CAO H7 SING N N 38 W7N CAK H8 SING N N 39 W7N CAG H9 SING N N 40 W7N CAI H10 SING N N 41 W7N CAL H11 SING N N 42 W7N CAJ H12 SING N N 43 W7N CAH H13 SING N N 44 W7N NAQ H14 SING N N 45 W7N CAN H15 SING N N 46 W7N CAN H16 SING N N 47 W7N CAM H17 SING N N 48 W7N CAM H18 SING N N 49 W7N OAE H19 SING N N 50 # 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 W7N SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc3cc2ccc(C(=O)NCCO)cc2cc3" W7N InChI InChI 1.03 "InChI=1S/C20H19N3O6/c24-8-7-21-17(25)14-5-4-12-9-11(1-3-13(12)10-14)2-6-15-16(19(27)28)22-20(29)23-18(15)26/h1,3-5,9-10,24H,2,6-8H2,(H,21,25)(H,27,28)(H2,22,23,26,29)" W7N InChIKey InChI 1.03 ZZSICYUMJCEEMH-UHFFFAOYSA-N W7N SMILES_CANONICAL CACTVS 3.370 "OCCNC(=O)c1ccc2cc(CCC3=C(NC(=O)NC3=O)C(O)=O)ccc2c1" W7N SMILES CACTVS 3.370 "OCCNC(=O)c1ccc2cc(CCC3=C(NC(=O)NC3=O)C(O)=O)ccc2c1" W7N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2cc1CCC3=C(NC(=O)NC3=O)C(=O)O)C(=O)NCCO" W7N SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2cc1CCC3=C(NC(=O)NC3=O)C(=O)O)C(=O)NCCO" # 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 W7N "SYSTEMATIC NAME" ACDLabs 12.01 "5-(2-{6-[(2-hydroxyethyl)carbamoyl]naphthalen-2-yl}ethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" W7N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-[6-(2-hydroxyethylcarbamoyl)naphthalen-2-yl]ethyl]-2,4-bis(oxidanylidene)-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 W7N "Create component" 2013-03-13 PDBJ W7N "Initial release" 2014-03-05 RCSB #