data_W88 # _chem_comp.id W88 _chem_comp.name "5-[4-(6-carboxynaphthalen-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 "C20 H18 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 2014-03-07 _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 382.367 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W88 _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 3W88 _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 W88 OAB OAB O 0 1 N N N -7.438 18.348 -14.704 2.991 2.153 0.402 OAB W88 1 W88 CAT CAT C 0 1 N N N -6.649 17.415 -14.656 4.191 2.158 0.217 CAT W88 2 W88 OAF OAF O 0 1 N N N -5.367 17.551 -14.694 4.840 3.323 0.034 OAF W88 3 W88 CAX CAX C 0 1 N N N -7.122 16.033 -14.660 4.943 0.880 0.199 CAX W88 4 W88 NAQ NAQ N 0 1 N N N -6.491 15.168 -15.595 6.281 0.865 -0.132 NAQ W88 5 W88 CAY CAY C 0 1 N N N -6.791 13.832 -15.663 6.979 -0.283 -0.154 CAY W88 6 W88 OAC OAC O 0 1 N N N -6.209 13.084 -16.449 8.157 -0.252 -0.451 OAC W88 7 W88 NAR NAR N 0 1 N N N -7.695 13.356 -14.752 6.410 -1.463 0.145 NAR W88 8 W88 CAZ CAZ C 0 1 N N N -8.369 14.151 -13.826 5.104 -1.527 0.479 CAZ W88 9 W88 OAD OAD O 0 1 N N N -9.155 13.595 -13.033 4.586 -2.594 0.750 OAD W88 10 W88 CAW CAW C 0 1 N N N -8.042 15.520 -13.778 4.320 -0.286 0.514 CAW W88 11 W88 CAP CAP C 0 1 N N N -8.717 16.336 -12.798 2.860 -0.305 0.887 CAP W88 12 W88 CAN CAN C 0 1 N N N -8.182 16.153 -11.340 2.016 -0.534 -0.368 CAN W88 13 W88 CAM CAM C 0 1 N N N -6.761 16.712 -11.308 0.534 -0.553 0.010 CAM W88 14 W88 CAO CAO C 0 1 N N N -6.163 16.670 -9.873 -0.310 -0.782 -1.245 CAO W88 15 W88 CAU CAU C 0 1 Y N N -5.302 17.773 -9.643 -1.770 -0.802 -0.872 CAU W88 16 W88 CAK CAK C 0 1 Y N N -5.410 18.540 -8.503 -2.479 0.361 -0.880 CAK W88 17 W88 CBA CBA C 0 1 Y N N -4.570 19.616 -8.244 -3.840 0.348 -0.533 CBA W88 18 W88 CAJ CAJ C 0 1 Y N N -4.737 20.330 -7.061 -4.600 1.533 -0.532 CAJ W88 19 W88 CAH CAH C 0 1 Y N N -3.932 21.405 -6.799 -5.914 1.497 -0.194 CAH W88 20 W88 CAV CAV C 0 1 Y N N -2.929 21.742 -7.690 -6.535 0.285 0.157 CAV W88 21 W88 CAS CAS C 0 1 N N N -2.231 22.864 -7.371 -7.966 0.274 0.521 CAS W88 22 W88 OAE OAE O 0 1 N N N -1.520 22.902 -6.341 -8.672 1.421 0.514 OAE W88 23 W88 OAA OAA O 0 1 N N N -2.445 23.870 -8.104 -8.507 -0.771 0.825 OAA W88 24 W88 CAL CAL C 0 1 Y N N -2.742 21.051 -8.904 -5.814 -0.899 0.165 CAL W88 25 W88 CBB CBB C 0 1 Y N N -3.588 19.975 -9.155 -4.455 -0.880 -0.181 CBB W88 26 W88 CAI CAI C 0 1 Y N N -3.488 19.190 -10.273 -3.690 -2.061 -0.185 CAI W88 27 W88 CAG CAG C 0 1 Y N N -4.314 18.097 -10.512 -2.375 -2.010 -0.531 CAG W88 28 W88 H1 H1 H 0 1 N N N -5.148 18.473 -14.764 4.308 4.130 0.058 H1 W88 29 W88 H2 H2 H 0 1 N N N -7.884 12.374 -14.751 6.941 -2.274 0.121 H2 W88 30 W88 H4 H4 H 0 1 N N N -8.593 17.391 -13.082 2.678 -1.110 1.599 H4 W88 31 W88 H5 H5 H 0 1 N N N -9.786 16.077 -12.809 2.588 0.649 1.339 H5 W88 32 W88 H6 H6 H 0 1 N N N -8.820 16.703 -10.633 2.199 0.271 -1.080 H6 W88 33 W88 H7 H7 H 0 1 N N N -8.174 15.086 -11.073 2.289 -1.488 -0.820 H7 W88 34 W88 H8 H8 H 0 1 N N N -6.126 16.113 -11.977 0.352 -1.358 0.722 H8 W88 35 W88 H9 H9 H 0 1 N N N -6.779 17.755 -11.657 0.262 0.400 0.462 H9 W88 36 W88 H10 H10 H 0 1 N N N -6.984 16.697 -9.141 -0.127 0.023 -1.957 H10 W88 37 W88 H11 H11 H 0 1 N N N -5.592 15.738 -9.749 -0.038 -1.736 -1.697 H11 W88 38 W88 H12 H12 H 0 1 N N N -6.177 18.295 -7.783 -1.997 1.288 -1.150 H12 W88 39 W88 H13 H13 H 0 1 N N N -5.498 20.037 -6.353 -4.136 2.471 -0.800 H13 W88 40 W88 H14 H14 H 0 1 N N N -4.079 21.987 -5.901 -6.490 2.410 -0.196 H14 W88 41 W88 H15 H15 H 0 1 N N N -1.187 23.783 -6.218 -9.606 1.364 0.760 H15 W88 42 W88 H16 H16 H 0 1 N N N -1.977 21.343 -9.608 -6.295 -1.827 0.435 H16 W88 43 W88 H17 H17 H 0 1 N N N -2.731 19.432 -11.004 -4.145 -3.003 0.081 H17 W88 44 W88 H18 H18 H 0 1 N N N -4.166 17.500 -11.400 -1.790 -2.917 -0.534 H18 W88 45 W88 H19 H19 H 0 1 N N N -5.809 15.545 -16.221 6.726 1.697 -0.354 H19 W88 46 # 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 W88 OAC CAY DOUB N N 1 W88 CAY NAQ SING N N 2 W88 CAY NAR SING N N 3 W88 NAQ CAX SING N N 4 W88 NAR CAZ SING N N 5 W88 OAB CAT DOUB N N 6 W88 OAF CAT SING N N 7 W88 CAX CAT SING N N 8 W88 CAX CAW DOUB N N 9 W88 CAZ CAW SING N N 10 W88 CAZ OAD DOUB N N 11 W88 CAW CAP SING N N 12 W88 CAP CAN SING N N 13 W88 CAN CAM SING N N 14 W88 CAM CAO SING N N 15 W88 CAG CAI DOUB Y N 16 W88 CAG CAU SING Y N 17 W88 CAI CBB SING Y N 18 W88 CAO CAU SING N N 19 W88 CAU CAK DOUB Y N 20 W88 CBB CAL DOUB Y N 21 W88 CBB CBA SING Y N 22 W88 CAL CAV SING Y N 23 W88 CAK CBA SING Y N 24 W88 CBA CAJ DOUB Y N 25 W88 OAA CAS DOUB N N 26 W88 CAV CAS SING N N 27 W88 CAV CAH DOUB Y N 28 W88 CAS OAE SING N N 29 W88 CAJ CAH SING Y N 30 W88 OAF H1 SING N N 31 W88 NAR H2 SING N N 32 W88 CAP H4 SING N N 33 W88 CAP H5 SING N N 34 W88 CAN H6 SING N N 35 W88 CAN H7 SING N N 36 W88 CAM H8 SING N N 37 W88 CAM H9 SING N N 38 W88 CAO H10 SING N N 39 W88 CAO H11 SING N N 40 W88 CAK H12 SING N N 41 W88 CAJ H13 SING N N 42 W88 CAH H14 SING N N 43 W88 OAE H15 SING N N 44 W88 CAL H16 SING N N 45 W88 CAI H17 SING N N 46 W88 CAG H18 SING N N 47 W88 NAQ H19 SING N N 48 # 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 W88 SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCCCc3cc2ccc(C(=O)O)cc2cc3" W88 InChI InChI 1.03 "InChI=1S/C20H18N2O6/c23-17-15(16(19(26)27)21-20(28)22-17)4-2-1-3-11-5-6-13-10-14(18(24)25)8-7-12(13)9-11/h5-10H,1-4H2,(H,24,25)(H,26,27)(H2,21,22,23,28)" W88 InChIKey InChI 1.03 DCZIJZIECAAXJK-UHFFFAOYSA-N W88 SMILES_CANONICAL CACTVS 3.370 "OC(=O)C1=C(CCCCc2ccc3cc(ccc3c2)C(O)=O)C(=O)NC(=O)N1" W88 SMILES CACTVS 3.370 "OC(=O)C1=C(CCCCc2ccc3cc(ccc3c2)C(O)=O)C(=O)NC(=O)N1" W88 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2cc1CCCCC3=C(NC(=O)NC3=O)C(=O)O)C(=O)O" W88 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2cc1CCCCC3=C(NC(=O)NC3=O)C(=O)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 W88 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[4-(6-carboxynaphthalen-2-yl)butyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" W88 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[4-(6-carboxynaphthalen-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 W88 "Create component" 2013-03-18 PDBJ W88 "Initial release" 2014-03-12 RCSB #