data_W83 # _chem_comp.id W83 _chem_comp.name "5-{2-[7-(methoxymethoxy)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 "C19 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 2014-04-04 _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 370.356 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W83 _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 3W83 _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 W83 OAB OAB O 0 1 N N N 7.285 18.402 14.564 -5.137 -2.777 0.115 OAB W83 1 W83 CAS CAS C 0 1 N N N 6.453 17.441 14.527 -4.127 -1.888 0.170 CAS W83 2 W83 OAE OAE O 0 1 N N N 5.212 17.646 14.341 -2.981 -2.276 0.270 OAE W83 3 W83 CAV CAV C 0 1 N N N 6.863 16.103 14.612 -4.415 -0.435 0.108 CAV W83 4 W83 NAO NAO N 0 1 N N N 6.325 15.320 15.613 -5.698 0.011 -0.129 NAO W83 5 W83 CAX CAX C 0 1 N N N 6.625 13.972 15.751 -5.978 1.323 -0.189 CAX W83 6 W83 OAC OAC O 0 1 N N N 6.123 13.295 16.663 -7.123 1.674 -0.400 OAC W83 7 W83 NAP NAP N 0 1 N N N 7.494 13.426 14.844 -5.027 2.258 -0.020 NAP W83 8 W83 CAY CAY C 0 1 N N N 8.043 14.192 13.817 -3.749 1.898 0.217 CAY W83 9 W83 OAD OAD O 0 1 N N N 8.805 13.616 13.026 -2.886 2.742 0.370 OAD W83 10 W83 CAW CAW C 0 1 N N N 7.730 15.545 13.699 -3.418 0.470 0.291 CAW W83 11 W83 CAM CAM C 0 1 N N N 8.198 16.367 12.703 -2.004 0.018 0.553 CAM W83 12 W83 CAL CAL C 0 1 N N N 7.636 15.872 11.353 -1.254 -0.105 -0.774 CAL W83 13 W83 CAT CAT C 0 1 Y N N 6.297 16.352 11.299 0.160 -0.557 -0.512 CAT W83 14 W83 CAJ CAJ C 0 1 Y N N 5.966 17.516 10.583 1.132 0.371 -0.300 CAJ W83 15 W83 CBA CBA C 0 1 Y N N 4.636 17.950 10.542 2.451 -0.047 -0.054 CBA W83 16 W83 CAK CAK C 0 1 Y N N 4.305 19.099 9.834 3.481 0.883 0.169 CAK W83 17 W83 CAF CAF C 0 1 Y N N 5.279 15.662 11.975 0.451 -1.919 -0.485 CAF W83 18 W83 CAH CAH C 0 1 Y N N 3.962 16.108 11.944 1.717 -2.361 -0.250 CAH W83 19 W83 CAZ CAZ C 0 1 Y N N 3.629 17.253 11.217 2.748 -1.433 -0.032 CAZ W83 20 W83 CAI CAI C 0 1 Y N N 2.304 17.699 11.180 4.068 -1.853 0.213 CAI W83 21 W83 CAG CAG C 0 1 Y N N 1.971 18.851 10.477 5.042 -0.928 0.425 CAG W83 22 W83 CAU CAU C 0 1 Y N N 2.968 19.554 9.803 4.751 0.440 0.403 CAU W83 23 W83 OAR OAR O 0 1 N N N 2.639 20.676 9.094 5.746 1.340 0.618 OAR W83 24 W83 CAN CAN C 0 1 N N N 3.355 20.652 7.861 7.054 0.816 0.858 CAN W83 25 W83 OAQ OAQ O 0 1 N N N 2.522 21.275 6.871 7.613 0.350 -0.371 OAQ W83 26 W83 CAA CAA C 0 1 N N N 3.096 21.156 5.543 8.054 1.393 -1.242 CAA W83 27 W83 H1 H1 H 0 1 N N N 6.826 19.224 14.436 -4.900 -3.714 0.159 H1 W83 28 W83 H2 H2 H 0 1 N N N 5.694 15.741 16.265 -6.410 -0.635 -0.256 H2 W83 29 W83 H3 H3 H 0 1 N N N 7.739 12.460 14.920 -5.262 3.198 -0.069 H3 W83 30 W83 H4 H4 H 0 1 N N N 9.297 16.334 12.681 -1.502 0.747 1.189 H4 W83 31 W83 H5 H5 H 0 1 N N N 7.865 17.399 12.887 -2.019 -0.951 1.053 H5 W83 32 W83 H6 H6 H 0 1 N N N 7.652 14.773 11.310 -1.756 -0.834 -1.410 H6 W83 33 W83 H7 H7 H 0 1 N N N 8.225 16.281 10.519 -1.239 0.863 -1.274 H7 W83 34 W83 H8 H8 H 0 1 N N N 6.734 18.073 10.067 0.891 1.424 -0.320 H8 W83 35 W83 H9 H9 H 0 1 N N N 5.072 19.646 9.306 3.269 1.942 0.154 H9 W83 36 W83 H10 H10 H 0 1 N N N 5.523 14.768 12.530 -0.340 -2.636 -0.652 H10 W83 37 W83 H11 H11 H 0 1 N N N 3.197 15.569 12.482 1.927 -3.421 -0.231 H11 W83 38 W83 H12 H12 H 0 1 N N N 1.536 17.146 11.700 4.306 -2.906 0.232 H12 W83 39 W83 H13 H13 H 0 1 N N N 0.949 19.198 10.453 6.054 -1.255 0.613 H13 W83 40 W83 H14 H14 H 0 1 N N N 3.571 19.613 7.571 7.689 1.600 1.272 H14 W83 41 W83 H15 H15 H 0 1 N N N 4.299 21.208 7.963 6.990 -0.011 1.566 H15 W83 42 W83 H16 H16 H 0 1 N N N 2.434 21.643 4.812 8.465 0.957 -2.152 H16 W83 43 W83 H17 H17 H 0 1 N N N 4.082 21.643 5.525 7.211 2.035 -1.496 H17 W83 44 W83 H18 H18 H 0 1 N N N 3.207 20.092 5.286 8.823 1.983 -0.743 H18 W83 45 # 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 W83 CAA OAQ SING N N 1 W83 OAQ CAN SING N N 2 W83 CAN OAR SING N N 3 W83 OAR CAU SING N N 4 W83 CAU CAK DOUB Y N 5 W83 CAU CAG SING Y N 6 W83 CAK CBA SING Y N 7 W83 CAG CAI DOUB Y N 8 W83 CBA CAJ DOUB Y N 9 W83 CBA CAZ SING Y N 10 W83 CAJ CAT SING Y N 11 W83 CAI CAZ SING Y N 12 W83 CAZ CAH DOUB Y N 13 W83 CAT CAL SING N N 14 W83 CAT CAF DOUB Y N 15 W83 CAL CAM SING N N 16 W83 CAH CAF SING Y N 17 W83 CAM CAW SING N N 18 W83 OAD CAY DOUB N N 19 W83 CAW CAY SING N N 20 W83 CAW CAV DOUB N N 21 W83 CAY NAP SING N N 22 W83 OAE CAS DOUB N N 23 W83 CAS OAB SING N N 24 W83 CAS CAV SING N N 25 W83 CAV NAO SING N N 26 W83 NAP CAX SING N N 27 W83 NAO CAX SING N N 28 W83 CAX OAC DOUB N N 29 W83 OAB H1 SING N N 30 W83 NAO H2 SING N N 31 W83 NAP H3 SING N N 32 W83 CAM H4 SING N N 33 W83 CAM H5 SING N N 34 W83 CAL H6 SING N N 35 W83 CAL H7 SING N N 36 W83 CAJ H8 SING N N 37 W83 CAK H9 SING N N 38 W83 CAF H10 SING N N 39 W83 CAH H11 SING N N 40 W83 CAI H12 SING N N 41 W83 CAG H13 SING N N 42 W83 CAN H14 SING N N 43 W83 CAN H15 SING N N 44 W83 CAA H16 SING N N 45 W83 CAA H17 SING N N 46 W83 CAA H18 SING N N 47 # 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 W83 SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc3cc2cc(OCOC)ccc2cc3" W83 InChI InChI 1.03 "InChI=1S/C19H18N2O6/c1-26-10-27-14-6-5-12-4-2-11(8-13(12)9-14)3-7-15-16(18(23)24)20-19(25)21-17(15)22/h2,4-6,8-9H,3,7,10H2,1H3,(H,23,24)(H2,20,21,22,25)" W83 InChIKey InChI 1.03 YZUWJJNBVMZPLF-UHFFFAOYSA-N W83 SMILES_CANONICAL CACTVS 3.370 "COCOc1ccc2ccc(CCC3=C(NC(=O)NC3=O)C(O)=O)cc2c1" W83 SMILES CACTVS 3.370 "COCOc1ccc2ccc(CCC3=C(NC(=O)NC3=O)C(O)=O)cc2c1" W83 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COCOc1ccc2ccc(cc2c1)CCC3=C(NC(=O)NC3=O)C(=O)O" W83 SMILES "OpenEye OEToolkits" 1.7.6 "COCOc1ccc2ccc(cc2c1)CCC3=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 W83 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-[7-(methoxymethoxy)naphthalen-2-yl]ethyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" W83 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-[7-(methoxymethoxy)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 W83 "Create component" 2013-03-18 PDBJ W83 "Initial release" 2014-04-09 RCSB #