data_W87 # _chem_comp.id W87 _chem_comp.name "5-{4-[5-(methoxycarbonyl)naphthalen-2-yl]butyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-18 _chem_comp.pdbx_modified_date 2014-04-04 _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 396.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W87 _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 3W87 _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 W87 OAB OAB O 0 1 N N N -5.365 17.551 -14.698 -5.417 -3.048 0.444 OAB W87 1 W87 CAT CAT C 0 1 N N N -6.664 17.434 -14.734 -4.618 -1.964 0.484 CAT W87 2 W87 OAF OAF O 0 1 N N N -7.408 18.407 -14.721 -3.427 -2.094 0.674 OAF W87 3 W87 CAX CAX C 0 1 N N N -7.154 16.050 -14.742 -5.195 -0.611 0.295 CAX W87 4 W87 NAQ NAQ N 0 1 N N N -6.486 15.189 -15.656 -6.523 -0.463 -0.043 NAQ W87 5 W87 CAZ CAZ C 0 1 N N N -6.771 13.840 -15.693 -7.064 0.754 -0.219 CAZ W87 6 W87 OAD OAD O 0 1 N N N -6.207 13.084 -16.494 -8.240 0.842 -0.517 OAD W87 7 W87 NAR NAR N 0 1 N N N -7.688 13.377 -14.819 -6.341 1.878 -0.073 NAR W87 8 W87 CBA CBA C 0 1 N N N -8.346 14.155 -13.847 -5.035 1.812 0.257 CBA W87 9 W87 OAE OAE O 0 1 N N N -9.140 13.603 -13.042 -4.377 2.827 0.390 OAE W87 10 W87 CAY CAY C 0 1 N N N -8.034 15.550 -13.822 -4.421 0.493 0.460 CAY W87 11 W87 CAP CAP C 0 1 N N N -8.735 16.350 -12.844 -2.967 0.368 0.835 CAP W87 12 W87 CAN CAN C 0 1 N N N -8.200 16.182 -11.417 -2.115 0.317 -0.434 CAN W87 13 W87 CAM CAM C 0 1 N N N -6.793 16.772 -11.320 -0.639 0.190 -0.053 CAM W87 14 W87 CAO CAO C 0 1 N N N -6.211 16.744 -9.862 0.214 0.139 -1.322 CAO W87 15 W87 CAV CAV C 0 1 Y N N -5.030 17.583 -9.815 1.668 0.014 -0.947 CAV W87 16 W87 CAL CAL C 0 1 Y N N -5.100 18.821 -9.186 2.217 -1.223 -0.798 CAL W87 17 W87 CAI CAI C 0 1 Y N N -3.791 17.222 -10.377 2.430 1.165 -0.762 CAI W87 18 W87 CAK CAK C 0 1 Y N N -2.696 18.128 -10.305 3.748 1.085 -0.422 CAK W87 19 W87 CBC CBC C 0 1 Y N N -2.800 19.367 -9.638 4.344 -0.171 -0.255 CBC W87 20 W87 CBB CBB C 0 1 Y N N -4.033 19.697 -9.074 3.573 -1.343 -0.447 CBB W87 21 W87 CAJ CAJ C 0 1 Y N N -4.196 20.879 -8.369 4.177 -2.601 -0.285 CAJ W87 22 W87 CAG CAG C 0 1 Y N N -3.136 21.778 -8.239 5.491 -2.702 0.055 CAG W87 23 W87 CAH CAH C 0 1 Y N N -1.912 21.472 -8.816 6.284 -1.580 0.253 CAH W87 24 W87 CAW CAW C 0 1 Y N N -1.722 20.265 -9.515 5.753 -0.305 0.108 CAW W87 25 W87 CAU CAU C 0 1 N N N -0.441 20.042 -10.082 6.594 0.888 0.312 CAU W87 26 W87 OAC OAC O 0 1 N N N -0.285 19.290 -11.061 6.095 1.995 0.281 OAC W87 27 W87 OAS OAS O 0 1 N N N 0.566 20.884 -9.616 7.917 0.750 0.532 OAS W87 28 W87 CAA CAA C 0 1 N N N 1.534 21.142 -10.651 8.683 1.968 0.724 CAA W87 29 W87 H1 H1 H 0 1 N N N -5.130 18.471 -14.662 -4.995 -3.909 0.572 H1 W87 30 W87 H2 H2 H 0 1 N N N -7.919 12.405 -14.865 -6.761 2.742 -0.207 H2 W87 31 W87 H4 H4 H 0 1 N N N -8.641 17.408 -13.128 -2.672 1.227 1.437 H4 W87 32 W87 H5 H5 H 0 1 N N N -9.796 16.061 -12.854 -2.818 -0.547 1.410 H5 W87 33 W87 H6 H6 H 0 1 N N N -8.865 16.705 -10.714 -2.410 -0.542 -1.036 H6 W87 34 W87 H7 H7 H 0 1 N N N -8.166 15.112 -11.163 -2.264 1.231 -1.009 H7 W87 35 W87 H8 H8 H 0 1 N N N -6.125 16.193 -11.975 -0.343 1.049 0.549 H8 W87 36 W87 H9 H9 H 0 1 N N N -6.827 17.817 -11.663 -0.490 -0.725 0.522 H9 W87 37 W87 H10 H10 H 0 1 N N N -6.964 17.125 -9.156 -0.082 -0.720 -1.924 H10 W87 38 W87 H11 H11 H 0 1 N N N -5.943 15.712 -9.591 0.064 1.054 -1.897 H11 W87 39 W87 H12 H12 H 0 1 N N N -6.046 19.118 -8.758 1.615 -2.107 -0.948 H12 W87 40 W87 H13 H13 H 0 1 N N N -3.672 16.263 -10.860 1.971 2.134 -0.891 H13 W87 41 W87 H14 H14 H 0 1 N N N -1.760 17.860 -10.773 4.328 1.985 -0.283 H14 W87 42 W87 H15 H15 H 0 1 N N N -5.150 21.106 -7.917 3.592 -3.498 -0.430 H15 W87 43 W87 H16 H16 H 0 1 N N N -3.267 22.702 -7.695 5.929 -3.682 0.173 H16 W87 44 W87 H17 H17 H 0 1 N N N -1.093 22.170 -8.728 7.323 -1.700 0.522 H17 W87 45 W87 H18 H18 H 0 1 N N N 2.319 21.808 -10.262 8.297 2.508 1.589 H18 W87 46 W87 H19 H19 H 0 1 N N N 1.986 20.193 -10.975 9.730 1.716 0.891 H19 W87 47 W87 H20 H20 H 0 1 N N N 1.037 21.622 -11.507 8.598 2.595 -0.164 H20 W87 48 W87 H21 H21 H 0 1 N N N -5.801 15.566 -16.279 -7.077 -1.251 -0.156 H21 W87 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 W87 OAD CAZ DOUB N N 1 W87 CAZ NAQ SING N N 2 W87 CAZ NAR SING N N 3 W87 NAQ CAX SING N N 4 W87 NAR CBA SING N N 5 W87 CAX CAT SING N N 6 W87 CAX CAY DOUB N N 7 W87 CAT OAF DOUB N N 8 W87 CAT OAB SING N N 9 W87 CBA CAY SING N N 10 W87 CBA OAE DOUB N N 11 W87 CAY CAP SING N N 12 W87 CAP CAN SING N N 13 W87 CAN CAM SING N N 14 W87 CAM CAO SING N N 15 W87 OAC CAU DOUB N N 16 W87 CAA OAS SING N N 17 W87 CAI CAK DOUB Y N 18 W87 CAI CAV SING Y N 19 W87 CAK CBC SING Y N 20 W87 CAU OAS SING N N 21 W87 CAU CAW SING N N 22 W87 CAO CAV SING N N 23 W87 CAV CAL DOUB Y N 24 W87 CBC CAW DOUB Y N 25 W87 CBC CBB SING Y N 26 W87 CAW CAH SING Y N 27 W87 CAL CBB SING Y N 28 W87 CBB CAJ DOUB Y N 29 W87 CAH CAG DOUB Y N 30 W87 CAJ CAG SING Y N 31 W87 OAB H1 SING N N 32 W87 NAR H2 SING N N 33 W87 CAP H4 SING N N 34 W87 CAP H5 SING N N 35 W87 CAN H6 SING N N 36 W87 CAN H7 SING N N 37 W87 CAM H8 SING N N 38 W87 CAM H9 SING N N 39 W87 CAO H10 SING N N 40 W87 CAO H11 SING N N 41 W87 CAL H12 SING N N 42 W87 CAI H13 SING N N 43 W87 CAK H14 SING N N 44 W87 CAJ H15 SING N N 45 W87 CAG H16 SING N N 46 W87 CAH H17 SING N N 47 W87 CAA H18 SING N N 48 W87 CAA H19 SING N N 49 W87 CAA H20 SING N N 50 W87 NAQ H21 SING N N 51 # 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 W87 SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCCCc3cc2cccc(C(=O)OC)c2cc3" W87 InChI InChI 1.03 "InChI=1S/C21H20N2O6/c1-29-20(27)15-8-4-6-13-11-12(9-10-14(13)15)5-2-3-7-16-17(19(25)26)22-21(28)23-18(16)24/h4,6,8-11H,2-3,5,7H2,1H3,(H,25,26)(H2,22,23,24,28)" W87 InChIKey InChI 1.03 ILXUNLFRSXVJJZ-UHFFFAOYSA-N W87 SMILES_CANONICAL CACTVS 3.370 "COC(=O)c1cccc2cc(CCCCC3=C(NC(=O)NC3=O)C(O)=O)ccc12" W87 SMILES CACTVS 3.370 "COC(=O)c1cccc2cc(CCCCC3=C(NC(=O)NC3=O)C(O)=O)ccc12" W87 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COC(=O)c1cccc2c1ccc(c2)CCCCC3=C(NC(=O)NC3=O)C(=O)O" W87 SMILES "OpenEye OEToolkits" 1.7.6 "COC(=O)c1cccc2c1ccc(c2)CCCCC3=C(NC(=O)NC3=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 W87 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{4-[5-(methoxycarbonyl)naphthalen-2-yl]butyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" W87 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[4-(5-methoxycarbonylnaphthalen-2-yl)butyl]-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 W87 "Create component" 2013-03-18 PDBJ W87 "Initial release" 2014-04-09 RCSB #