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 
# 
