data_AVT # _chem_comp.id AVT _chem_comp.name "2-[9-fluoranyl-5-(4-methoxyphenyl)-3-methyl-1-oxidanylidene-pyrimido[4,5-c]quinolin-2-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-24 _chem_comp.pdbx_modified_date 2019-02-27 _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 393.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AVT _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 5OUK _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 AVT F27 F1 F 0 1 N N N 5.251 -7.837 15.744 -4.034 -4.334 -0.038 F27 AVT 1 AVT C5 C1 C 0 1 Y N N 5.098 -8.541 14.591 -2.806 -3.773 -0.075 C5 AVT 2 AVT C3 C2 C 0 1 Y N N 4.349 -7.992 13.560 -2.672 -2.424 0.099 C3 AVT 3 AVT C6 C3 C 0 1 Y N N 5.660 -9.793 14.508 -1.686 -4.576 -0.283 C6 AVT 4 AVT C4 C4 C 0 1 Y N N 5.484 -10.545 13.351 -0.436 -4.039 -0.324 C4 AVT 5 AVT C2 C5 C 0 1 Y N N 4.737 -9.999 12.269 -0.260 -2.654 -0.155 C2 AVT 6 AVT N9 N1 N 0 1 Y N N 4.597 -10.783 11.170 0.965 -2.117 -0.196 N9 AVT 7 AVT C10 C6 C 0 1 Y N N 3.898 -10.338 10.130 1.195 -0.832 -0.041 C10 AVT 8 AVT C11 C7 C 0 1 Y N N 3.719 -11.418 9.093 2.585 -0.325 -0.101 C11 AVT 9 AVT C13 C8 C 0 1 Y N N 2.414 -11.844 8.785 3.634 -1.099 0.397 C13 AVT 10 AVT C15 C9 C 0 1 Y N N 2.207 -12.958 7.988 4.926 -0.625 0.340 C15 AVT 11 AVT C16 C10 C 0 1 Y N N 3.283 -13.623 7.423 5.186 0.623 -0.213 C16 AVT 12 AVT O28 O1 O 0 1 N N N 3.052 -14.726 6.609 6.460 1.090 -0.262 O28 AVT 13 AVT C29 C29 C 0 1 N N N 4.186 -15.524 6.322 7.482 0.244 0.266 C29 AVT 14 AVT C14 C11 C 0 1 Y N N 4.552 -13.197 7.763 4.144 1.396 -0.710 C14 AVT 15 AVT C12 C12 C 0 1 Y N N 4.767 -12.127 8.604 2.850 0.925 -0.661 C12 AVT 16 AVT C8 C13 C 0 1 Y N N 3.244 -9.063 10.120 0.095 0.102 0.189 C8 AVT 17 AVT N19 N2 N 0 1 N N N 2.476 -8.763 9.031 0.289 1.422 0.351 N19 AVT 18 AVT C20 C14 C 0 1 N N N 1.974 -7.563 8.959 -0.706 2.237 0.555 C20 AVT 19 AVT C22 C15 C 0 1 N N N 1.255 -7.148 7.737 -0.404 3.703 0.726 C22 AVT 20 AVT N18 N3 N 0 1 N N N 2.113 -6.650 9.946 -1.999 1.834 0.619 N18 AVT 21 AVT C17 C16 C 0 1 N N N 2.670 -6.953 11.120 -2.317 0.525 0.471 C17 AVT 22 AVT O21 O3 O 0 1 N N N 2.671 -6.067 12.124 -3.472 0.142 0.526 O21 AVT 23 AVT C7 C17 C 0 1 Y N N 3.325 -8.203 11.250 -1.214 -0.408 0.241 C7 AVT 24 AVT C1 C18 C 0 1 Y N N 4.135 -8.729 12.370 -1.403 -1.841 0.062 C1 AVT 25 AVT C23 C19 C 0 1 N N N 1.513 -5.307 9.885 -3.058 2.819 0.852 C23 AVT 26 AVT C24 C20 C 0 1 N N N 0.089 -5.262 10.285 -3.551 3.348 -0.470 C24 AVT 27 AVT O25 O4 O 0 1 N N N -0.515 -6.334 10.464 -4.528 4.269 -0.503 O25 AVT 28 AVT O26 O5 O 0 1 N N N -0.388 -4.089 10.411 -3.068 2.944 -1.501 O26 AVT 29 AVT H1 H1 H 0 1 N N N 3.929 -7.002 13.665 -3.546 -1.810 0.265 H1 AVT 30 AVT H2 H2 H 0 1 N N N 6.233 -10.189 15.333 -1.812 -5.641 -0.414 H2 AVT 31 AVT H3 H3 H 0 1 N N N 5.910 -11.534 13.274 0.421 -4.676 -0.487 H3 AVT 32 AVT H4 H4 H 0 1 N N N 1.567 -11.298 9.173 3.433 -2.069 0.828 H4 AVT 33 AVT H5 H5 H 0 1 N N N 1.202 -13.310 7.806 5.738 -1.223 0.725 H5 AVT 34 AVT H6 H6 H 0 1 N N N 3.890 -16.363 5.675 7.283 0.047 1.320 H6 AVT 35 AVT H7 H7 H 0 1 N N N 5.405 -13.720 7.356 4.350 2.366 -1.139 H7 AVT 36 AVT H8 H8 H 0 1 N N N 5.775 -11.851 8.875 2.041 1.527 -1.048 H8 AVT 37 AVT H9 H9 H 0 1 N N N 1.250 -7.977 7.014 0.671 3.865 0.649 H9 AVT 38 AVT H10 H10 H 0 1 N N N 0.220 -6.880 7.994 -0.914 4.273 -0.051 H10 AVT 39 AVT H11 H11 H 0 1 N N N 1.760 -6.278 7.293 -0.751 4.033 1.706 H11 AVT 40 AVT H12 H12 H 0 1 N N N 2.081 -4.644 10.555 -3.883 2.347 1.385 H12 AVT 41 AVT H13 H13 H 0 1 N N N 1.593 -4.940 8.851 -2.664 3.642 1.448 H13 AVT 42 AVT H14 H14 H 0 1 N N N -1.413 -6.154 10.717 -4.811 4.578 -1.375 H14 AVT 43 AVT H15 H15 H 0 1 N N N 4.943 -14.914 5.808 7.494 -0.698 -0.283 H15 AVT 44 AVT H16 H16 H 0 1 N N N 4.606 -15.915 7.260 8.450 0.735 0.165 H16 AVT 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 AVT C29 O28 SING N N 1 AVT O28 C16 SING N N 2 AVT C16 C14 DOUB Y N 3 AVT C16 C15 SING Y N 4 AVT C22 C20 SING N N 5 AVT C14 C12 SING Y N 6 AVT C15 C13 DOUB Y N 7 AVT C12 C11 DOUB Y N 8 AVT C13 C11 SING Y N 9 AVT C20 N19 DOUB N N 10 AVT C20 N18 SING N N 11 AVT N19 C8 SING N N 12 AVT C11 C10 SING N N 13 AVT C23 N18 SING N N 14 AVT C23 C24 SING N N 15 AVT N18 C17 SING N N 16 AVT C8 C10 DOUB Y N 17 AVT C8 C7 SING Y N 18 AVT C10 N9 SING Y N 19 AVT C24 O26 DOUB N N 20 AVT C24 O25 SING N N 21 AVT C17 C7 SING N N 22 AVT C17 O21 DOUB N N 23 AVT N9 C2 DOUB Y N 24 AVT C7 C1 DOUB Y N 25 AVT C2 C1 SING Y N 26 AVT C2 C4 SING Y N 27 AVT C1 C3 SING Y N 28 AVT C4 C6 DOUB Y N 29 AVT C3 C5 DOUB Y N 30 AVT C6 C5 SING Y N 31 AVT C5 F27 SING N N 32 AVT C3 H1 SING N N 33 AVT C6 H2 SING N N 34 AVT C4 H3 SING N N 35 AVT C13 H4 SING N N 36 AVT C15 H5 SING N N 37 AVT C29 H6 SING N N 38 AVT C14 H7 SING N N 39 AVT C12 H8 SING N N 40 AVT C22 H9 SING N N 41 AVT C22 H10 SING N N 42 AVT C22 H11 SING N N 43 AVT C23 H12 SING N N 44 AVT C23 H13 SING N N 45 AVT O25 H14 SING N N 46 AVT C29 H15 SING N N 47 AVT C29 H16 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 AVT InChI InChI 1.03 "InChI=1S/C21H16FN3O4/c1-11-23-20-18(21(28)25(11)10-17(26)27)15-9-13(22)5-8-16(15)24-19(20)12-3-6-14(29-2)7-4-12/h3-9H,10H2,1-2H3,(H,26,27)" AVT InChIKey InChI 1.03 DFNWHBVRWCMUBN-UHFFFAOYSA-N AVT SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)c2nc3ccc(F)cc3c4C(=O)N(CC(O)=O)C(=Nc24)C" AVT SMILES CACTVS 3.385 "COc1ccc(cc1)c2nc3ccc(F)cc3c4C(=O)N(CC(O)=O)C(=Nc24)C" AVT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=Nc2c(c3cc(ccc3nc2c4ccc(cc4)OC)F)C(=O)N1CC(=O)O" AVT SMILES "OpenEye OEToolkits" 2.0.7 "CC1=Nc2c(c3cc(ccc3nc2c4ccc(cc4)OC)F)C(=O)N1CC(=O)O" # _pdbx_chem_comp_identifier.comp_id AVT _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-[9-fluoranyl-5-(4-methoxyphenyl)-3-methyl-1-oxidanylidene-pyrimido[4,5-c]quinolin-2-yl]ethanoic 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 AVT "Create component" 2017-08-24 EBI AVT "Initial release" 2018-05-09 RCSB AVT "Other modification" 2019-02-27 EBI ##