data_AV5 # _chem_comp.id AV5 _chem_comp.name "2-[5-(4-chlorophenyl)-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 "C20 H14 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-23 _chem_comp.pdbx_modified_date 2018-05-04 _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 379.796 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AV5 _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 5OU0 _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 AV5 CL1 CL1 CL 0 0 N N N 6.127 -13.602 5.940 -6.457 1.500 0.131 CL1 AV5 1 AV5 C16 C1 C 0 1 Y N N 5.876 -12.480 7.245 -4.882 0.771 0.095 C16 AV5 2 AV5 C14 C2 C 0 1 Y N N 5.738 -12.878 8.593 -3.795 1.453 0.615 C14 AV5 3 AV5 C12 C3 C 0 1 Y N N 5.538 -11.937 9.595 -2.541 0.878 0.589 C12 AV5 4 AV5 C15 C4 C 0 1 Y N N 5.643 -11.155 6.877 -4.719 -0.493 -0.447 C15 AV5 5 AV5 C13 C5 C 0 1 Y N N 5.411 -10.207 7.916 -3.470 -1.077 -0.478 C13 AV5 6 AV5 C11 C6 C 0 1 Y N N 5.379 -10.575 9.302 -2.370 -0.393 0.039 C11 AV5 7 AV5 C10 C7 C 0 1 Y N N 5.194 -9.576 10.360 -1.027 -1.015 0.008 C10 AV5 8 AV5 N9 N1 N 0 1 Y N N 5.977 -9.648 11.431 -0.908 -2.314 0.170 N9 AV5 9 AV5 C2 C8 C 0 1 Y N N 5.914 -8.730 12.448 0.268 -2.951 0.156 C2 AV5 10 AV5 C4 C9 C 0 1 Y N N 6.864 -8.907 13.444 0.324 -4.345 0.336 C4 AV5 11 AV5 C6 C10 C 0 1 Y N N 6.863 -8.063 14.524 1.526 -4.984 0.319 C6 AV5 12 AV5 C5 C11 C 0 1 Y N N 6.012 -6.958 14.547 2.711 -4.280 0.126 C5 AV5 13 AV5 C3 C12 C 0 1 Y N N 5.042 -6.734 13.555 2.696 -2.928 -0.052 C3 AV5 14 AV5 C1 C13 C 0 1 Y N N 4.958 -7.667 12.491 1.479 -2.239 -0.041 C1 AV5 15 AV5 C8 C14 C 0 1 Y N N 4.198 -8.480 10.279 0.152 -0.178 -0.209 C8 AV5 16 AV5 N19 N2 N 0 1 N N N 3.451 -8.421 9.157 0.073 1.151 -0.384 N19 AV5 17 AV5 C20 C15 C 0 1 N N N 2.573 -7.458 9.006 1.135 1.878 -0.576 C20 AV5 18 AV5 C22 C16 C 0 1 N N N 1.755 -7.340 7.754 0.961 3.363 -0.765 C22 AV5 19 AV5 C7 C17 C 0 1 Y N N 4.075 -7.592 11.363 1.414 -0.796 -0.227 C7 AV5 20 AV5 C17 C18 C 0 1 N N N 3.125 -6.559 11.203 2.597 0.039 -0.444 C17 AV5 21 AV5 O21 O1 O 0 1 N N N 2.868 -5.678 12.102 3.716 -0.439 -0.471 O21 AV5 22 AV5 N18 N3 N 0 1 N N N 2.488 -6.504 10.014 2.392 1.368 -0.614 N18 AV5 23 AV5 C23 C19 C 0 1 N N N 1.710 -5.292 9.862 3.533 2.259 -0.835 C23 AV5 24 AV5 C24 C20 C 0 1 N N N 0.311 -5.359 10.321 4.046 2.757 0.491 C24 AV5 25 AV5 O26 O2 O 0 1 N N N -0.225 -6.470 10.478 5.095 3.593 0.535 O26 AV5 26 AV5 O25 O3 O 0 1 N N N -0.246 -4.214 10.457 3.512 2.405 1.516 O25 AV5 27 AV5 H1 H1 H 0 1 N N N 5.789 -13.926 8.848 -3.928 2.436 1.040 H1 AV5 28 AV5 H2 H2 H 0 1 N N N 5.504 -12.262 10.624 -1.693 1.411 0.994 H2 AV5 29 AV5 H3 H3 H 0 1 N N N 5.638 -10.857 5.839 -5.572 -1.022 -0.847 H3 AV5 30 AV5 H4 H4 H 0 1 N N N 5.253 -9.172 7.649 -3.344 -2.062 -0.902 H4 AV5 31 AV5 H5 H5 H 0 1 N N N 7.594 -9.699 13.369 -0.585 -4.908 0.488 H5 AV5 32 AV5 H6 H6 H 0 1 N N N 7.522 -8.254 15.358 1.561 -6.055 0.459 H6 AV5 33 AV5 H7 H7 H 0 1 N N N 6.102 -6.249 15.357 3.652 -4.810 0.117 H7 AV5 34 AV5 H8 H8 H 0 1 N N N 4.383 -5.880 13.602 3.621 -2.391 -0.201 H8 AV5 35 AV5 H9 H9 H 0 1 N N N 2.023 -8.152 7.062 -0.098 3.615 -0.708 H9 AV5 36 AV5 H10 H10 H 0 1 N N N 0.687 -7.411 8.006 1.503 3.895 0.016 H10 AV5 37 AV5 H11 H11 H 0 1 N N N 1.955 -6.370 7.276 1.351 3.654 -1.741 H11 AV5 38 AV5 H12 H12 H 0 1 N N N 2.213 -4.496 10.431 4.325 1.714 -1.349 H12 AV5 39 AV5 H13 H13 H 0 1 N N N 1.701 -5.030 8.794 3.220 3.106 -1.445 H13 AV5 40 AV5 H14 H14 H 0 1 N N N -1.136 -6.351 10.721 5.388 3.886 1.409 H14 AV5 41 # 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 AV5 CL1 C16 SING N N 1 AV5 C15 C16 DOUB Y N 2 AV5 C15 C13 SING Y N 3 AV5 C16 C14 SING Y N 4 AV5 C22 C20 SING N N 5 AV5 C13 C11 DOUB Y N 6 AV5 C14 C12 DOUB Y N 7 AV5 C20 N19 DOUB N N 8 AV5 C20 N18 SING N N 9 AV5 N19 C8 SING N N 10 AV5 C11 C12 SING Y N 11 AV5 C11 C10 SING N N 12 AV5 C23 N18 SING N N 13 AV5 C23 C24 SING N N 14 AV5 N18 C17 SING N N 15 AV5 C8 C10 DOUB Y N 16 AV5 C8 C7 SING Y N 17 AV5 C24 O25 DOUB N N 18 AV5 C24 O26 SING N N 19 AV5 C10 N9 SING Y N 20 AV5 C17 C7 SING N N 21 AV5 C17 O21 DOUB N N 22 AV5 C7 C1 DOUB Y N 23 AV5 N9 C2 DOUB Y N 24 AV5 C2 C1 SING Y N 25 AV5 C2 C4 SING Y N 26 AV5 C1 C3 SING Y N 27 AV5 C4 C6 DOUB Y N 28 AV5 C3 C5 DOUB Y N 29 AV5 C6 C5 SING Y N 30 AV5 C14 H1 SING N N 31 AV5 C12 H2 SING N N 32 AV5 C15 H3 SING N N 33 AV5 C13 H4 SING N N 34 AV5 C4 H5 SING N N 35 AV5 C6 H6 SING N N 36 AV5 C5 H7 SING N N 37 AV5 C3 H8 SING N N 38 AV5 C22 H9 SING N N 39 AV5 C22 H10 SING N N 40 AV5 C22 H11 SING N N 41 AV5 C23 H12 SING N N 42 AV5 C23 H13 SING N N 43 AV5 O26 H14 SING N N 44 # 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 AV5 InChI InChI 1.03 "InChI=1S/C20H14ClN3O3/c1-11-22-19-17(20(27)24(11)10-16(25)26)14-4-2-3-5-15(14)23-18(19)12-6-8-13(21)9-7-12/h2-9H,10H2,1H3,(H,25,26)" AV5 InChIKey InChI 1.03 KIMGMXAXVXCCJI-UHFFFAOYSA-N AV5 SMILES_CANONICAL CACTVS 3.385 "CC1=Nc2c(nc3ccccc3c2C(=O)N1CC(O)=O)c4ccc(Cl)cc4" AV5 SMILES CACTVS 3.385 "CC1=Nc2c(nc3ccccc3c2C(=O)N1CC(O)=O)c4ccc(Cl)cc4" AV5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=Nc2c(c3ccccc3nc2c4ccc(cc4)Cl)C(=O)N1CC(=O)O" AV5 SMILES "OpenEye OEToolkits" 2.0.6 "CC1=Nc2c(c3ccccc3nc2c4ccc(cc4)Cl)C(=O)N1CC(=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 AV5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[5-(4-chlorophenyl)-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 AV5 "Create component" 2017-08-23 EBI AV5 "Initial release" 2018-05-09 RCSB #