data_5A7 # _chem_comp.id 5A7 _chem_comp.name "{(E)-2-[6-(acetylamino)-8-(naphthalen-1-yl)quinolin-2-yl]ethenyl}phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 N2 O4 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-29 _chem_comp.pdbx_modified_date 2016-07-08 _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 418.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5A7 _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 5DGS _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 5A7 O1 O1 O 0 1 N N N 8.233 73.576 20.844 -5.578 2.018 -0.128 O1 5A7 1 5A7 O3 O2 O 0 1 N N N 9.000 75.138 22.655 -5.428 -0.376 -0.912 O3 5A7 2 5A7 C11 C1 C 0 1 Y N N 2.909 78.527 26.671 -1.050 -3.855 -0.942 C11 5A7 3 5A7 C12 C2 C 0 1 Y N N 4.138 78.750 27.321 -1.177 -3.287 -2.173 C12 5A7 4 5A7 C13 C3 C 0 1 Y N N 4.847 77.672 27.875 -0.575 -2.066 -2.464 C13 5A7 5 5A7 C14 C4 C 0 1 Y N N 4.308 76.378 27.811 0.157 -1.404 -1.524 C14 5A7 6 5A7 C15 C5 C 0 1 Y N N 3.105 73.589 27.643 1.722 -0.008 0.468 C15 5A7 7 5A7 C16 C6 C 0 1 Y N N 2.488 72.922 28.711 3.102 0.085 0.469 C16 5A7 8 5A7 C17 C7 C 0 1 Y N N 3.006 71.728 29.251 3.734 1.299 0.193 C17 5A7 9 5A7 C18 C8 C 0 1 Y N N 4.194 71.209 28.708 2.996 2.430 -0.087 C18 5A7 10 5A7 C19 C9 C 0 1 Y N N 4.270 73.029 27.086 0.942 1.142 0.184 C19 5A7 11 5A7 C20 C10 C 0 1 Y N N 4.821 71.840 27.627 1.594 2.368 -0.094 C20 5A7 12 5A7 C21 C11 C 0 1 Y N N 6.011 71.332 27.084 0.818 3.511 -0.377 C21 5A7 13 5A7 C22 C12 C 0 1 Y N N 6.602 71.986 25.995 -0.540 3.388 -0.370 C22 5A7 14 5A7 C23 C13 C 0 1 Y N N 6.018 73.164 25.487 -1.126 2.143 -0.086 C23 5A7 15 5A7 C26 C14 C 0 1 N N N 6.632 73.965 24.359 -2.598 2.023 -0.081 C26 5A7 16 5A7 C27 C15 C 0 1 N N N 6.996 73.430 23.201 -3.167 0.854 0.186 C27 5A7 17 5A7 C28 C16 C 0 1 N N N 2.482 69.891 30.897 5.860 0.309 -0.205 C28 5A7 18 5A7 C29 C17 C 0 1 N N N 1.632 69.537 32.096 7.362 0.340 -0.087 C29 5A7 19 5A7 P2 P1 P 0 1 N N N 7.671 74.553 21.970 -4.975 0.705 0.191 P2 5A7 20 5A7 O4 O3 O 0 1 N N N 6.657 75.533 21.512 -5.469 0.227 1.647 O4 5A7 21 5A7 C5 C18 C 0 1 Y N N 1.245 74.659 26.432 1.188 -1.886 2.006 C5 5A7 22 5A7 C6 C19 C 0 1 Y N N 0.564 75.755 25.882 0.571 -3.101 2.283 C6 5A7 23 5A7 C7 C20 C 0 1 Y N N 1.124 77.037 25.972 -0.155 -3.756 1.335 C7 5A7 24 5A7 C8 C21 C 0 1 Y N N 2.486 74.829 27.079 1.064 -1.301 0.757 C8 5A7 25 5A7 C9 C22 C 0 1 Y N N 3.066 76.127 27.169 0.309 -1.959 -0.246 C9 5A7 26 5A7 C10 C23 C 0 1 Y N N 2.364 77.233 26.607 -0.307 -3.199 0.054 C10 5A7 27 5A7 N24 N1 N 0 1 Y N N 4.872 73.642 26.035 -0.389 1.078 0.177 N24 5A7 28 5A7 N25 N2 N 0 1 N N N 2.340 71.133 30.376 5.131 1.368 0.199 N25 5A7 29 5A7 O30 O4 O 0 1 N N N 3.246 69.049 30.458 5.307 -0.668 -0.664 O30 5A7 30 5A7 H1 H1 H 0 1 N N N 9.765 74.767 22.231 -6.384 -0.507 -0.964 H1 5A7 31 5A7 H2 H2 H 0 1 N N N 2.382 79.355 26.219 -1.522 -4.803 -0.730 H2 5A7 32 5A7 H3 H3 H 0 1 N N N 4.536 79.751 27.394 -1.753 -3.792 -2.935 H3 5A7 33 5A7 H4 H4 H 0 1 N N N 5.803 77.838 28.348 -0.690 -1.636 -3.448 H4 5A7 34 5A7 H5 H5 H 0 1 N N N 4.848 75.557 28.259 0.619 -0.458 -1.763 H5 5A7 35 5A7 H6 H6 H 0 1 N N N 1.585 73.337 29.134 3.697 -0.790 0.685 H6 5A7 36 5A7 H7 H7 H 0 1 N N N 4.628 70.314 29.129 3.497 3.364 -0.298 H7 5A7 37 5A7 H8 H8 H 0 1 N N N 6.467 70.446 27.501 1.287 4.459 -0.592 H8 5A7 38 5A7 H9 H9 H 0 1 N N N 7.501 71.589 25.547 -1.162 4.245 -0.581 H9 5A7 39 5A7 H10 H10 H 0 1 N N N 6.781 75.025 24.504 -3.211 2.885 -0.294 H10 5A7 40 5A7 H11 H11 H 0 1 N N N 6.892 72.373 23.007 -2.553 -0.009 0.399 H11 5A7 41 5A7 H12 H12 H 0 1 N N N 1.849 68.505 32.408 7.674 1.291 0.344 H12 5A7 42 5A7 H13 H13 H 0 1 N N N 1.860 70.225 32.923 7.693 -0.476 0.557 H13 5A7 43 5A7 H14 H14 H 0 1 N N N 0.568 69.624 31.830 7.807 0.225 -1.075 H14 5A7 44 5A7 H15 H15 H 0 1 N N N 6.499 75.415 20.583 -5.112 -0.628 1.922 H15 5A7 45 5A7 H16 H16 H 0 1 N N N 0.813 73.672 26.359 1.761 -1.390 2.774 H16 5A7 46 5A7 H17 H17 H 0 1 N N N -0.387 75.612 25.391 0.681 -3.539 3.264 H17 5A7 47 5A7 H18 H18 H 0 1 N N N 0.599 77.881 25.550 -0.614 -4.706 1.568 H18 5A7 48 5A7 H19 H19 H 0 1 N N N 1.677 71.720 30.841 5.575 2.179 0.494 H19 5A7 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 5A7 O1 P2 DOUB N N 1 5A7 O4 P2 SING N N 2 5A7 P2 O3 SING N N 3 5A7 P2 C27 SING N N 4 5A7 C27 C26 DOUB N E 5 5A7 C26 C23 SING N N 6 5A7 C23 C22 DOUB Y N 7 5A7 C23 N24 SING Y N 8 5A7 C6 C7 DOUB Y N 9 5A7 C6 C5 SING Y N 10 5A7 C7 C10 SING Y N 11 5A7 C22 C21 SING Y N 12 5A7 N24 C19 DOUB Y N 13 5A7 C5 C8 DOUB Y N 14 5A7 C10 C11 DOUB Y N 15 5A7 C10 C9 SING Y N 16 5A7 C11 C12 SING Y N 17 5A7 C8 C9 SING Y N 18 5A7 C8 C15 SING N N 19 5A7 C21 C20 DOUB Y N 20 5A7 C19 C20 SING Y N 21 5A7 C19 C15 SING Y N 22 5A7 C9 C14 DOUB Y N 23 5A7 C12 C13 DOUB Y N 24 5A7 C20 C18 SING Y N 25 5A7 C15 C16 DOUB Y N 26 5A7 C14 C13 SING Y N 27 5A7 C18 C17 DOUB Y N 28 5A7 C16 C17 SING Y N 29 5A7 C17 N25 SING N N 30 5A7 N25 C28 SING N N 31 5A7 O30 C28 DOUB N N 32 5A7 C28 C29 SING N N 33 5A7 O3 H1 SING N N 34 5A7 C11 H2 SING N N 35 5A7 C12 H3 SING N N 36 5A7 C13 H4 SING N N 37 5A7 C14 H5 SING N N 38 5A7 C16 H6 SING N N 39 5A7 C18 H7 SING N N 40 5A7 C21 H8 SING N N 41 5A7 C22 H9 SING N N 42 5A7 C26 H10 SING N N 43 5A7 C27 H11 SING N N 44 5A7 C29 H12 SING N N 45 5A7 C29 H13 SING N N 46 5A7 C29 H14 SING N N 47 5A7 O4 H15 SING N N 48 5A7 C5 H16 SING N N 49 5A7 C6 H17 SING N N 50 5A7 C7 H18 SING N N 51 5A7 N25 H19 SING N N 52 # 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 5A7 SMILES ACDLabs 12.01 "O=P(O)([C@H]=[C@H]c2ccc1cc(cc(c1n2)c3cccc4ccccc34)NC(C)=O)O" 5A7 InChI InChI 1.03 "InChI=1S/C23H19N2O4P/c1-15(26)24-19-13-17-9-10-18(11-12-30(27,28)29)25-23(17)22(14-19)21-8-4-6-16-5-2-3-7-20(16)21/h2-14H,1H3,(H,24,26)(H2,27,28,29)/b12-11+" 5A7 InChIKey InChI 1.03 YXNCZDLAUQFYPO-VAWYXSNFSA-N 5A7 SMILES_CANONICAL CACTVS 3.385 "CC(=O)Nc1cc2ccc(/C=C/[P](O)(O)=O)nc2c(c1)c3cccc4ccccc34" 5A7 SMILES CACTVS 3.385 "CC(=O)Nc1cc2ccc(C=C[P](O)(O)=O)nc2c(c1)c3cccc4ccccc34" 5A7 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)Nc1cc2ccc(nc2c(c1)c3cccc4c3cccc4)/C=C/P(=O)(O)O" 5A7 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)Nc1cc2ccc(nc2c(c1)c3cccc4c3cccc4)C=CP(=O)(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 5A7 "SYSTEMATIC NAME" ACDLabs 12.01 "{(E)-2-[6-(acetylamino)-8-(naphthalen-1-yl)quinolin-2-yl]ethenyl}phosphonic acid" 5A7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(E)-2-(6-acetamido-8-naphthalen-1-yl-quinolin-2-yl)ethenyl]phosphonic 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 5A7 "Create component" 2015-08-29 EBI 5A7 "Initial release" 2016-07-13 RCSB #