data_OUY # _chem_comp.id OUY _chem_comp.name "methyl 3-[5-azanyl-6-[[2,4-bis(fluoranyl)phenyl]methylcarbamoyl]-8-oxidanyl-7-oxidanylidene-1,8-naphthyridin-3-yl]propanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 F2 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-09 _chem_comp.pdbx_modified_date 2017-07-28 _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 432.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OUY _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 5MMB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 OUY FAH F1 F 0 1 N N N -38.222 37.221 -19.629 -5.352 -0.205 1.935 FAH OUY 1 OUY CAY C1 C 0 1 Y N N -39.090 37.466 -20.612 -5.876 -0.279 0.692 CAY OUY 2 OUY CAL C2 C 0 1 Y N N -40.222 38.234 -20.360 -7.037 0.410 0.387 CAL OUY 3 OUY CAV C3 C 0 1 Y N N -41.131 38.490 -21.379 -7.573 0.333 -0.887 CAV OUY 4 OUY FAG F2 F 0 1 N N N -42.232 39.238 -21.128 -8.705 1.006 -1.185 FAG OUY 5 OUY CAI C4 C 0 1 Y N N -40.908 37.976 -22.651 -6.946 -0.433 -1.855 CAI OUY 6 OUY CAJ C5 C 0 1 Y N N -39.777 37.209 -22.902 -5.787 -1.121 -1.550 CAJ OUY 7 OUY CAZ C6 C 0 1 Y N N -38.868 36.948 -21.883 -5.249 -1.041 -0.280 CAZ OUY 8 OUY CAP C7 C 0 1 N N N -37.741 36.181 -22.162 -3.985 -1.792 0.052 CAP OUY 9 OUY NAR N1 N 0 1 N N N -37.587 35.038 -21.244 -2.862 -0.853 0.119 NAR OUY 10 OUY CAU C8 C 0 1 N N N -37.743 33.774 -21.672 -1.624 -1.303 0.403 CAU OUY 11 OUY OAD O1 O 0 1 N N N -38.021 33.476 -22.834 -1.454 -2.471 0.699 OAD OUY 12 OUY CBA C9 C 0 1 N N N -37.573 32.780 -20.711 -0.481 -0.384 0.355 CBA OUY 13 OUY CBB C10 C 0 1 N N N -37.216 33.093 -19.403 -0.687 1.002 0.149 CBB OUY 14 OUY OAE O2 O 0 1 N N N -37.055 34.262 -19.062 -1.823 1.420 0.013 OAE OUY 15 OUY NBE N2 N 0 1 N N N -37.049 32.110 -18.496 0.338 1.868 0.101 NBE OUY 16 OUY OAF O3 O 0 1 N N N -36.698 32.440 -17.197 0.069 3.243 -0.106 OAF OUY 17 OUY CAX C11 C 0 1 N N N -37.732 31.443 -21.041 0.823 -0.869 0.518 CAX OUY 18 OUY NAB N3 N 0 1 N N N -38.070 31.118 -22.285 1.060 -2.202 0.724 NAB OUY 19 OUY CBC C12 C 0 1 Y N N -37.561 30.435 -20.105 1.928 0.095 0.462 CBC OUY 20 OUY CAM C13 C 0 1 Y N N -37.729 29.093 -20.435 3.256 -0.316 0.616 CAM OUY 21 OUY CBD C14 C 0 1 Y N N -37.210 30.811 -18.811 1.644 1.457 0.249 CBD OUY 22 OUY NAQ N4 N 0 1 Y N N -37.029 29.879 -17.864 2.636 2.336 0.195 NAQ OUY 23 OUY CAK C15 C 0 1 Y N N -37.192 28.521 -18.167 3.894 1.970 0.337 CAK OUY 24 OUY CAW C16 C 0 1 Y N N -37.544 28.125 -19.452 4.246 0.648 0.551 CAW OUY 25 OUY CAO C17 C 0 1 N N N -37.694 26.764 -19.717 5.694 0.263 0.711 CAO OUY 26 OUY CAN C18 C 0 1 N N N -39.163 26.353 -19.569 6.288 -0.070 -0.659 CAN OUY 27 OUY CAT C19 C 0 1 N N N -39.316 24.848 -19.826 7.736 -0.455 -0.499 CAT OUY 28 OUY OAC O4 O 0 1 N N N -38.392 24.187 -20.299 8.241 -0.463 0.598 OAC OUY 29 OUY OAS O5 O 0 1 N N N -40.520 24.326 -19.462 8.464 -0.790 -1.576 OAS OUY 30 OUY CAA C20 C 0 1 N N N -40.555 22.919 -19.721 9.852 -1.150 -1.347 CAA OUY 31 OUY H1 H1 H 0 1 N N N -40.395 38.632 -19.371 -7.525 1.008 1.143 H1 OUY 32 OUY H2 H2 H 0 1 N N N -41.614 38.173 -23.444 -7.364 -0.493 -2.849 H2 OUY 33 OUY H3 H3 H 0 1 N N N -39.603 36.814 -23.892 -5.300 -1.719 -2.306 H3 OUY 34 OUY H4 H4 H 0 1 N N N -37.822 35.798 -23.190 -4.100 -2.290 1.015 H4 OUY 35 OUY H5 H5 H 0 1 N N N -36.850 36.821 -22.079 -3.791 -2.536 -0.721 H5 OUY 36 OUY H6 H6 H 0 1 N N N -37.362 35.207 -20.284 -3.010 0.092 -0.042 H6 OUY 37 OUY H7 H7 H 0 1 N N N -36.618 33.383 -17.120 -0.871 3.450 -0.200 H7 OUY 38 OUY H8 H8 H 0 1 N N N -38.145 30.124 -22.362 0.398 -2.859 0.456 H8 OUY 39 OUY H9 H9 H 0 1 N N N -38.949 31.537 -22.512 1.888 -2.489 1.139 H9 OUY 40 OUY H10 H10 H 0 1 N N N -37.999 28.807 -21.441 3.501 -1.355 0.782 H10 OUY 41 OUY H11 H11 H 0 1 N N N -37.043 27.778 -17.398 4.669 2.721 0.286 H11 OUY 42 OUY H12 H12 H 0 1 N N N -37.082 26.187 -19.008 6.244 1.093 1.153 H12 OUY 43 OUY H13 H13 H 0 1 N N N -37.360 26.555 -20.744 5.768 -0.609 1.361 H13 OUY 44 OUY H14 H14 H 0 1 N N N -39.772 26.910 -20.296 5.738 -0.901 -1.101 H14 OUY 45 OUY H15 H15 H 0 1 N N N -39.505 26.585 -18.550 6.213 0.802 -1.309 H15 OUY 46 OUY H16 H16 H 0 1 N N N -41.533 22.515 -19.421 10.325 -1.398 -2.297 H16 OUY 47 OUY H17 H17 H 0 1 N N N -40.398 22.740 -20.795 10.375 -0.310 -0.889 H17 OUY 48 OUY H18 H18 H 0 1 N N N -39.761 22.421 -19.146 9.899 -2.012 -0.682 H18 OUY 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 OUY CAJ CAI DOUB Y N 1 OUY CAJ CAZ SING Y N 2 OUY OAD CAU DOUB N N 3 OUY CAI CAV SING Y N 4 OUY NAB CAX SING N N 5 OUY CAP CAZ SING N N 6 OUY CAP NAR SING N N 7 OUY CAZ CAY DOUB Y N 8 OUY CAU NAR SING N N 9 OUY CAU CBA SING N N 10 OUY CAV FAG SING N N 11 OUY CAV CAL DOUB Y N 12 OUY CAX CBA DOUB N N 13 OUY CAX CBC SING N N 14 OUY CBA CBB SING N N 15 OUY CAY CAL SING Y N 16 OUY CAY FAH SING N N 17 OUY CAM CBC DOUB Y N 18 OUY CAM CAW SING Y N 19 OUY OAC CAT DOUB N N 20 OUY CBC CBD SING Y N 21 OUY CAT CAN SING N N 22 OUY CAT OAS SING N N 23 OUY CAA OAS SING N N 24 OUY CAO CAN SING N N 25 OUY CAO CAW SING N N 26 OUY CAW CAK DOUB Y N 27 OUY CBB OAE DOUB N N 28 OUY CBB NBE SING N N 29 OUY CBD NBE SING N N 30 OUY CBD NAQ DOUB Y N 31 OUY NBE OAF SING N N 32 OUY CAK NAQ SING Y N 33 OUY CAL H1 SING N N 34 OUY CAI H2 SING N N 35 OUY CAJ H3 SING N N 36 OUY CAP H4 SING N N 37 OUY CAP H5 SING N N 38 OUY NAR H6 SING N N 39 OUY OAF H7 SING N N 40 OUY NAB H8 SING N N 41 OUY NAB H9 SING N N 42 OUY CAM H10 SING N N 43 OUY CAK H11 SING N N 44 OUY CAO H12 SING N N 45 OUY CAO H13 SING N N 46 OUY CAN H14 SING N N 47 OUY CAN H15 SING N N 48 OUY CAA H16 SING N N 49 OUY CAA H17 SING N N 50 OUY CAA H18 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 OUY InChI InChI 1.03 "InChI=1S/C20H18F2N4O5/c1-31-15(27)5-2-10-6-13-17(23)16(20(29)26(30)18(13)24-8-10)19(28)25-9-11-3-4-12(21)7-14(11)22/h3-4,6-8,30H,2,5,9,23H2,1H3,(H,25,28)" OUY InChIKey InChI 1.03 JVWFVALMCGSXOC-UHFFFAOYSA-N OUY SMILES_CANONICAL CACTVS 3.385 "COC(=O)CCc1cnc2N(O)C(=O)C(=C(N)c2c1)C(=O)NCc3ccc(F)cc3F" OUY SMILES CACTVS 3.385 "COC(=O)CCc1cnc2N(O)C(=O)C(=C(N)c2c1)C(=O)NCc3ccc(F)cc3F" OUY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC(=O)CCc1cc2c(nc1)N(C(=O)C(=C2N)C(=O)NCc3ccc(cc3F)F)O" OUY SMILES "OpenEye OEToolkits" 2.0.6 "COC(=O)CCc1cc2c(nc1)N(C(=O)C(=C2N)C(=O)NCc3ccc(cc3F)F)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 OUY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 3-[5-azanyl-6-[[2,4-bis(fluoranyl)phenyl]methylcarbamoyl]-8-oxidanyl-7-oxidanylidene-1,8-naphthyridin-3-yl]propanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OUY "Create component" 2016-12-09 EBI OUY "Initial release" 2017-08-02 RCSB #