data_AU7 # _chem_comp.id AU7 _chem_comp.name "(2E)-3-{6-[(1S)-1-(2-chloro-6-cyclopropylphenyl)ethoxy]-4-cyclopropylquinolin-3-yl}prop-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-25 _chem_comp.pdbx_modified_date 2018-04-27 _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 433.927 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AU7 _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 6BPL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 AU7 C4 C1 C 0 1 Y N N -57.836 4.674 41.860 -5.016 -0.471 -0.754 C4 AU7 1 AU7 C14 C2 C 0 1 Y N N -57.801 2.646 39.075 -0.672 -0.342 0.614 C14 AU7 2 AU7 C5 C3 C 0 1 Y N N -57.553 5.967 42.265 -6.048 0.165 -1.417 C5 AU7 3 AU7 C6 C4 C 0 1 Y N N -58.500 6.969 42.135 -6.236 1.526 -1.261 C6 AU7 4 AU7 C11 C5 C 0 1 N N N -56.498 3.114 43.441 -5.645 -2.664 -1.993 C11 AU7 5 AU7 C7 C6 C 0 1 Y N N -59.737 6.676 41.596 -5.391 2.251 -0.443 C7 AU7 6 AU7 C8 C7 C 0 1 Y N N -60.016 5.383 41.191 -4.357 1.615 0.221 C8 AU7 7 AU7 C10 C8 C 0 1 N N N -56.779 3.610 42.022 -4.811 -1.954 -0.924 C10 AU7 8 AU7 C12 C9 C 0 1 N N N -55.481 4.004 42.728 -5.960 -2.878 -0.511 C12 AU7 9 AU7 C3 C10 C 0 1 Y N N -59.076 4.379 41.319 -4.167 0.254 0.062 C3 AU7 10 AU7 C1 C11 C 0 1 N N N -59.987 2.169 42.024 -3.404 -0.595 2.263 C1 AU7 11 AU7 C15 C12 C 0 1 Y N N -56.628 1.991 38.693 -0.665 -1.728 0.795 C15 AU7 12 AU7 C16 C13 C 0 1 Y N N -56.022 2.253 37.509 0.495 -2.436 0.749 C16 AU7 13 AU7 C17 C14 C 0 1 Y N N -56.579 3.194 36.632 1.712 -1.772 0.517 C17 AU7 14 AU7 C18 C15 C 0 1 Y N N -57.774 3.872 36.999 1.706 -0.366 0.334 C18 AU7 15 AU7 C19 C16 C 0 1 Y N N -58.374 3.577 38.243 0.491 0.337 0.381 C19 AU7 16 AU7 C2 C17 C 0 1 N N S -59.448 2.991 40.849 -3.041 -0.440 0.785 C2 AU7 17 AU7 C20 C18 C 0 1 Y N N -58.313 4.818 36.095 2.922 0.300 0.102 C20 AU7 18 AU7 C21 C19 C 0 1 Y N N -57.633 5.027 34.887 4.087 -0.463 0.063 C21 AU7 19 AU7 C22 C20 C 0 1 Y N N -56.459 4.304 34.613 4.008 -1.856 0.255 C22 AU7 20 AU7 C24 C21 C 0 1 N N N -58.110 5.971 33.863 5.387 0.181 -0.177 C24 AU7 21 AU7 C25 C22 C 0 1 N N N -57.918 5.623 32.569 6.523 -0.546 -0.109 C25 AU7 22 AU7 C26 C23 C 0 1 N N N -58.361 6.469 31.459 7.815 0.094 -0.347 C26 AU7 23 AU7 C29 C24 C 0 1 N N N -59.579 5.575 36.415 2.964 1.793 -0.099 C29 AU7 24 AU7 C30 C25 C 0 1 N N N -59.565 6.474 37.655 3.477 2.311 -1.444 C30 AU7 25 AU7 C31 C26 C 0 1 N N N -59.576 7.100 36.262 1.987 2.398 -1.110 C31 AU7 26 AU7 N23 N1 N 0 1 Y N N -55.976 3.441 35.464 2.865 -2.451 0.475 N23 AU7 27 AU7 O13 O1 O 0 1 N N N -58.325 2.303 40.289 -1.848 0.338 0.665 O13 AU7 28 AU7 O27 O2 O 0 1 N N N -58.931 7.519 31.679 8.950 -0.633 -0.280 O27 AU7 29 AU7 O28 O3 O 0 1 N N N -58.148 6.079 30.182 7.868 1.281 -0.606 O28 AU7 30 AU7 CL9 CL1 CL 0 0 N N N -61.565 5.005 40.515 -3.291 2.526 1.245 CL9 AU7 31 AU7 H1 H1 H 0 1 N N N -56.585 6.196 42.686 -6.708 -0.401 -2.057 H1 AU7 32 AU7 H2 H2 H 0 1 N N N -58.272 7.975 42.454 -7.042 2.023 -1.780 H2 AU7 33 AU7 H3 H3 H 0 1 N N N -57.078 3.511 44.287 -6.341 -2.058 -2.573 H3 AU7 34 AU7 H4 H4 H 0 1 N N N -56.271 2.052 43.618 -5.177 -3.487 -2.532 H4 AU7 35 AU7 H5 H5 H 0 1 N N N -60.482 7.451 41.491 -5.537 3.315 -0.322 H5 AU7 36 AU7 H6 H6 H 0 1 N N N -56.693 2.866 41.216 -3.795 -2.311 -0.760 H6 AU7 37 AU7 H7 H7 H 0 1 N N N -54.522 3.583 42.391 -6.863 -2.412 -0.116 H7 AU7 38 AU7 H8 H8 H 0 1 N N N -55.329 5.041 43.061 -5.699 -3.842 -0.075 H8 AU7 39 AU7 H9 H9 H 0 1 N N N -60.852 2.685 42.467 -3.566 0.390 2.702 H9 AU7 40 AU7 H10 H10 H 0 1 N N N -60.296 1.176 41.665 -4.314 -1.187 2.354 H10 AU7 41 AU7 H11 H11 H 0 1 N N N -59.200 2.056 42.784 -2.589 -1.096 2.786 H11 AU7 42 AU7 H12 H12 H 0 1 N N N -56.193 1.258 39.357 -1.597 -2.245 0.974 H12 AU7 43 AU7 H13 H13 H 0 1 N N N -55.111 1.737 37.242 0.482 -3.506 0.891 H13 AU7 44 AU7 H14 H14 H 0 1 N N N -59.281 4.082 38.540 0.476 1.408 0.243 H14 AU7 45 AU7 H15 H15 H 0 1 N N N -60.243 3.078 40.094 -2.879 -1.424 0.345 H15 AU7 46 AU7 H16 H16 H 0 1 N N N -55.945 4.467 33.677 4.912 -2.445 0.224 H16 AU7 47 AU7 H17 H17 H 0 1 N N N -58.592 6.900 34.132 5.434 1.235 -0.407 H17 AU7 48 AU7 H18 H18 H 0 1 N N N -57.421 4.690 32.348 6.476 -1.600 0.121 H18 AU7 49 AU7 H19 H19 H 0 1 N N N -60.529 5.066 36.194 3.197 2.381 0.789 H19 AU7 50 AU7 H20 H20 H 0 1 N N N -58.661 6.536 38.278 4.049 3.239 -1.441 H20 AU7 51 AU7 H21 H21 H 0 1 N N N -60.457 6.542 38.295 3.785 1.571 -2.183 H21 AU7 52 AU7 H22 H22 H 0 1 N N N -58.680 7.613 35.883 1.314 1.715 -1.629 H22 AU7 53 AU7 H23 H23 H 0 1 N N N -60.476 7.618 35.899 1.578 3.383 -0.887 H23 AU7 54 AU7 H24 H24 H 0 1 N N N -59.156 7.936 30.856 9.754 -0.124 -0.452 H24 AU7 55 # 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 AU7 O28 C26 DOUB N N 1 AU7 C26 O27 SING N N 2 AU7 C26 C25 SING N N 3 AU7 C25 C24 DOUB N E 4 AU7 C24 C21 SING N N 5 AU7 C22 C21 SING Y N 6 AU7 C22 N23 DOUB Y N 7 AU7 C21 C20 DOUB Y N 8 AU7 N23 C17 SING Y N 9 AU7 C20 C29 SING N N 10 AU7 C20 C18 SING Y N 11 AU7 C31 C29 SING N N 12 AU7 C31 C30 SING N N 13 AU7 C29 C30 SING N N 14 AU7 C17 C18 DOUB Y N 15 AU7 C17 C16 SING Y N 16 AU7 C18 C19 SING Y N 17 AU7 C16 C15 DOUB Y N 18 AU7 C19 C14 DOUB Y N 19 AU7 C15 C14 SING Y N 20 AU7 C14 O13 SING N N 21 AU7 O13 C2 SING N N 22 AU7 CL9 C8 SING N N 23 AU7 C2 C3 SING N N 24 AU7 C2 C1 SING N N 25 AU7 C8 C3 DOUB Y N 26 AU7 C8 C7 SING Y N 27 AU7 C3 C4 SING Y N 28 AU7 C7 C6 DOUB Y N 29 AU7 C4 C10 SING N N 30 AU7 C4 C5 DOUB Y N 31 AU7 C10 C12 SING N N 32 AU7 C10 C11 SING N N 33 AU7 C6 C5 SING Y N 34 AU7 C12 C11 SING N N 35 AU7 C5 H1 SING N N 36 AU7 C6 H2 SING N N 37 AU7 C11 H3 SING N N 38 AU7 C11 H4 SING N N 39 AU7 C7 H5 SING N N 40 AU7 C10 H6 SING N N 41 AU7 C12 H7 SING N N 42 AU7 C12 H8 SING N N 43 AU7 C1 H9 SING N N 44 AU7 C1 H10 SING N N 45 AU7 C1 H11 SING N N 46 AU7 C15 H12 SING N N 47 AU7 C16 H13 SING N N 48 AU7 C19 H14 SING N N 49 AU7 C2 H15 SING N N 50 AU7 C22 H16 SING N N 51 AU7 C24 H17 SING N N 52 AU7 C25 H18 SING N N 53 AU7 C29 H19 SING N N 54 AU7 C30 H20 SING N N 55 AU7 C30 H21 SING N N 56 AU7 C31 H22 SING N N 57 AU7 C31 H23 SING N N 58 AU7 O27 H24 SING N N 59 # 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 AU7 SMILES ACDLabs 12.01 "c2(C1CC1)cccc(c2C(C)Oc3ccc5c(c3)c(C4CC4)c(cn5)[C@H]=[C@H]C(O)=O)Cl" AU7 InChI InChI 1.03 "InChI=1S/C26H24ClNO3/c1-15(25-20(16-5-6-16)3-2-4-22(25)27)31-19-10-11-23-21(13-19)26(17-7-8-17)18(14-28-23)9-12-24(29)30/h2-4,9-17H,5-8H2,1H3,(H,29,30)/b12-9+/t15-/m0/s1" AU7 InChIKey InChI 1.03 HOMQCLNBKVHZGD-RZXPCSSPSA-N AU7 SMILES_CANONICAL CACTVS 3.385 "C[C@H](Oc1ccc2ncc(/C=C/C(O)=O)c(C3CC3)c2c1)c4c(Cl)cccc4C5CC5" AU7 SMILES CACTVS 3.385 "C[CH](Oc1ccc2ncc(C=CC(O)=O)c(C3CC3)c2c1)c4c(Cl)cccc4C5CC5" AU7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](c1c(cccc1Cl)C2CC2)Oc3ccc4c(c3)c(c(cn4)/C=C/C(=O)O)C5CC5" AU7 SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1c(cccc1Cl)C2CC2)Oc3ccc4c(c3)c(c(cn4)C=CC(=O)O)C5CC5" # 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 AU7 "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-{6-[(1S)-1-(2-chloro-6-cyclopropylphenyl)ethoxy]-4-cyclopropylquinolin-3-yl}prop-2-enoic acid" AU7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-3-[6-[(1~{S})-1-(2-chloranyl-6-cyclopropyl-phenyl)ethoxy]-4-cyclopropyl-quinolin-3-yl]prop-2-enoic 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 AU7 "Create component" 2017-07-25 RCSB AU7 "Other modification" 2017-11-27 RCSB AU7 "Initial release" 2018-05-02 RCSB #