data_8HW
# 
_chem_comp.id                                    8HW 
_chem_comp.name                                  "4-[[4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-phenyl]methoxy]-2,5-bis(fluoranyl)phenyl]methylamino]-3-oxidanylidene-butanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H25 F2 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-07 
_chem_comp.pdbx_modified_date                    2017-06-23 
_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                        497.487 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8HW 
_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        5N2F 
_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 
8HW F1  F1  F 0 1 N N N 35.293 10.989 136.832 -1.978  3.958  -0.978 F1  8HW 1  
8HW C19 C1  C 0 1 Y N N 34.574 10.071 136.129 -2.302  2.876  -0.236 C19 8HW 2  
8HW C20 C2  C 0 1 Y N N 34.493 8.758  136.556 -3.615  2.663  0.142  C20 8HW 3  
8HW C21 C3  C 0 1 Y N N 33.740 7.852  135.819 -3.947  1.557  0.901  C21 8HW 4  
8HW C22 C4  C 0 1 N N N 33.629 6.389  136.254 -5.379  1.328  1.312  C22 8HW 5  
8HW N   N1  N 0 1 N N N 32.327 6.072  136.803 -5.955  0.249  0.498  N   8HW 6  
8HW C23 C5  C 0 1 N N N 32.031 6.999  137.872 -7.353  -0.003 0.871  C23 8HW 7  
8HW C24 C6  C 0 1 N N N 32.517 6.420  139.197 -7.909  -1.114 0.018  C24 8HW 8  
8HW O3  O1  O 0 1 N N N 33.658 6.148  139.372 -7.212  -1.641 -0.816 O3  8HW 9  
8HW C25 C7  C 0 1 N N N 31.478 6.193  140.288 -9.334  -1.566 0.204  C25 8HW 10 
8HW C26 C8  C 0 1 N N N 30.079 6.402  139.708 -9.639  -2.680 -0.765 C26 8HW 11 
8HW O4  O2  O 0 1 N N N 29.489 5.450  139.126 -8.785  -3.066 -1.528 O4  8HW 12 
8HW O5  O3  O 0 1 N N N 29.526 7.530  139.805 -10.857 -3.242 -0.780 O5  8HW 13 
8HW C2  C9  C 0 1 Y N N 33.927 10.476 134.977 -1.316  1.973  0.142  C2  8HW 14 
8HW C1  C10 C 0 1 Y N N 33.182 9.577  134.234 -1.652  0.860  0.899  C1  8HW 15 
8HW C   C11 C 0 1 Y N N 33.094 8.263  134.663 -2.966  0.658  1.285  C   8HW 16 
8HW F   F2  F 0 1 N N N 32.372 7.354  133.951 -3.293  -0.425 2.022  F   8HW 17 
8HW O   O4  O 0 1 N N N 34.060 11.807 134.585 -0.025  2.179  -0.228 O   8HW 18 
8HW C3  C12 C 0 1 N N N 33.167 12.206 133.585 0.935   1.210  0.196  C3  8HW 19 
8HW C4  C13 C 0 1 Y N N 33.555 13.645 133.305 2.301   1.603  -0.305 C4  8HW 20 
8HW C5  C14 C 0 1 Y N N 32.708 14.424 132.532 3.394   0.808  -0.021 C5  8HW 21 
8HW C6  C15 C 0 1 N N N 31.448 13.787 131.986 3.221   -0.451 0.789  C6  8HW 22 
8HW C7  C16 C 0 1 Y N N 33.038 15.737 132.272 4.656   1.172  -0.485 C7  8HW 23 
8HW C16 C17 C 0 1 Y N N 34.211 16.255 132.795 4.808   2.338  -1.234 C16 8HW 24 
8HW C17 C18 C 0 1 Y N N 35.053 15.474 133.572 3.709   3.124  -1.512 C17 8HW 25 
8HW C18 C19 C 0 1 Y N N 34.720 14.156 133.832 2.457   2.755  -1.053 C18 8HW 26 
8HW C8  C20 C 0 1 Y N N 32.160 16.668 131.425 5.834   0.323  -0.182 C8  8HW 27 
8HW C9  C21 C 0 1 Y N N 32.723 17.170 130.263 5.837   -1.022 -0.546 C9  8HW 28 
8HW C10 C22 C 0 1 Y N N 31.976 18.043 129.455 6.939   -1.812 -0.268 C10 8HW 29 
8HW C11 C23 C 0 1 Y N N 30.712 18.401 129.828 8.045   -1.260 0.372  C11 8HW 30 
8HW C14 C24 C 0 1 Y N N 30.111 17.909 131.010 8.040   0.080  0.735  C14 8HW 31 
8HW C15 C25 C 0 1 Y N N 30.868 17.046 131.815 6.943   0.869  0.461  C15 8HW 32 
8HW O2  O5  O 0 1 N N N 32.587 18.532 128.280 6.924   -3.126 -0.623 O2  8HW 33 
8HW C13 C26 C 0 1 N N N 31.722 19.077 127.344 8.189   -3.796 -0.665 C13 8HW 34 
8HW C12 C27 C 0 1 N N N 30.727 19.992 128.033 8.964   -3.440 0.610  C12 8HW 35 
8HW O1  O6  O 0 1 N N N 29.960 19.302 129.016 9.140   -2.020 0.647  O1  8HW 36 
8HW H1  H1  H 0 1 N N N 35.008 8.441  137.451 -4.382  3.363  -0.156 H1  8HW 37 
8HW H2  H2  H 0 1 N N N 33.809 5.746  135.380 -5.415  1.048  2.365  H2  8HW 38 
8HW H3  H3  H 0 1 N N N 34.393 6.190  137.020 -5.951  2.243  1.160  H3  8HW 39 
8HW H4  H4  H 0 1 N N N 31.633 6.152  136.088 -5.875  0.456  -0.486 H4  8HW 40 
8HW H6  H6  H 0 1 N N N 32.541 7.955  137.680 -7.403  -0.292 1.921  H6  8HW 41 
8HW H7  H7  H 0 1 N N N 30.945 7.167  137.922 -7.939  0.903  0.716  H7  8HW 42 
8HW H8  H8  H 0 1 N N N 31.567 5.166  140.671 -9.471  -1.924 1.224  H8  8HW 43 
8HW H9  H9  H 0 1 N N N 31.645 6.906  141.108 -10.008 -0.729 0.019  H9  8HW 44 
8HW H10 H10 H 0 1 N N N 28.671 7.501  139.391 -11.005 -3.953 -1.419 H10 8HW 45 
8HW H11 H11 H 0 1 N N N 32.677 9.895  133.334 -0.887  0.159  1.197  H11 8HW 46 
8HW H12 H12 H 0 1 N N N 32.128 12.143 133.940 0.947   1.163  1.285  H12 8HW 47 
8HW H13 H13 H 0 1 N N N 33.285 11.586 132.684 0.667   0.233  -0.206 H13 8HW 48 
8HW H14 H14 H 0 1 N N N 31.659 13.340 131.003 3.072   -1.297 0.119  H14 8HW 49 
8HW H15 H15 H 0 1 N N N 31.104 13.004 132.678 4.113   -0.619 1.394  H15 8HW 50 
8HW H16 H16 H 0 1 N N N 30.666 14.553 131.881 2.354   -0.347 1.442  H16 8HW 51 
8HW H17 H17 H 0 1 N N N 34.474 17.283 132.595 5.784   2.625  -1.596 H17 8HW 52 
8HW H18 H18 H 0 1 N N N 35.965 15.892 133.973 3.825   4.028  -2.092 H18 8HW 53 
8HW H19 H19 H 0 1 N N N 35.364 13.538 134.439 1.599   3.372  -1.276 H19 8HW 54 
8HW H20 H20 H 0 1 N N N 33.728 16.892 129.981 4.979   -1.449 -1.045 H20 8HW 55 
8HW H21 H21 H 0 1 N N N 29.104 18.188 131.283 8.898   0.505  1.234  H21 8HW 56 
8HW H22 H22 H 0 1 N N N 30.454 16.671 132.739 6.944   1.913  0.741  H22 8HW 57 
8HW H23 H23 H 0 1 N N N 31.180 18.267 126.833 8.032   -4.874 -0.712 H23 8HW 58 
8HW H24 H24 H 0 1 N N N 32.299 19.655 126.607 8.750   -3.467 -1.540 H24 8HW 59 
8HW H25 H25 H 0 1 N N N 31.276 20.811 128.521 8.401   -3.763 1.485  H25 8HW 60 
8HW H26 H26 H 0 1 N N N 30.044 20.408 127.277 9.938   -3.931 0.598  H26 8HW 61 
# 
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 
8HW C13 C12 SING N N 1  
8HW C13 O2  SING N N 2  
8HW C12 O1  SING N N 3  
8HW O2  C10 SING N N 4  
8HW O1  C11 SING N N 5  
8HW C10 C11 DOUB Y N 6  
8HW C10 C9  SING Y N 7  
8HW C11 C14 SING Y N 8  
8HW C9  C8  DOUB Y N 9  
8HW C14 C15 DOUB Y N 10 
8HW C8  C15 SING Y N 11 
8HW C8  C7  SING N N 12 
8HW C6  C5  SING N N 13 
8HW C7  C5  DOUB Y N 14 
8HW C7  C16 SING Y N 15 
8HW C5  C4  SING Y N 16 
8HW C16 C17 DOUB Y N 17 
8HW C4  C3  SING N N 18 
8HW C4  C18 DOUB Y N 19 
8HW C17 C18 SING Y N 20 
8HW C3  O   SING N N 21 
8HW F   C   SING N N 22 
8HW C1  C   DOUB Y N 23 
8HW C1  C2  SING Y N 24 
8HW O   C2  SING N N 25 
8HW C   C21 SING Y N 26 
8HW C2  C19 DOUB Y N 27 
8HW C21 C22 SING N N 28 
8HW C21 C20 DOUB Y N 29 
8HW C19 C20 SING Y N 30 
8HW C19 F1  SING N N 31 
8HW C22 N   SING N N 32 
8HW N   C23 SING N N 33 
8HW C23 C24 SING N N 34 
8HW O4  C26 DOUB N N 35 
8HW C24 O3  DOUB N N 36 
8HW C24 C25 SING N N 37 
8HW C26 O5  SING N N 38 
8HW C26 C25 SING N N 39 
8HW C20 H1  SING N N 40 
8HW C22 H2  SING N N 41 
8HW C22 H3  SING N N 42 
8HW N   H4  SING N N 43 
8HW C23 H6  SING N N 44 
8HW C23 H7  SING N N 45 
8HW C25 H8  SING N N 46 
8HW C25 H9  SING N N 47 
8HW O5  H10 SING N N 48 
8HW C1  H11 SING N N 49 
8HW C3  H12 SING N N 50 
8HW C3  H13 SING N N 51 
8HW C6  H14 SING N N 52 
8HW C6  H15 SING N N 53 
8HW C6  H16 SING N N 54 
8HW C16 H17 SING N N 55 
8HW C17 H18 SING N N 56 
8HW C18 H19 SING N N 57 
8HW C9  H20 SING N N 58 
8HW C14 H21 SING N N 59 
8HW C15 H22 SING N N 60 
8HW C13 H23 SING N N 61 
8HW C13 H24 SING N N 62 
8HW C12 H25 SING N N 63 
8HW C12 H26 SING N N 64 
# 
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 
8HW InChI            InChI                1.03  "InChI=1S/C27H25F2NO6/c1-16-18(3-2-4-21(16)17-5-6-24-26(10-17)35-8-7-34-24)15-36-25-12-22(28)19(9-23(25)29)13-30-14-20(31)11-27(32)33/h2-6,9-10,12,30H,7-8,11,13-15H2,1H3,(H,32,33)" 
8HW InChIKey         InChI                1.03  PRHIMIDCCNVQEI-UHFFFAOYSA-N                                                                                                                                                          
8HW SMILES_CANONICAL CACTVS               3.385 "Cc1c(COc2cc(F)c(CNCC(=O)CC(O)=O)cc2F)cccc1c3ccc4OCCOc4c3"                                                                                                                           
8HW SMILES           CACTVS               3.385 "Cc1c(COc2cc(F)c(CNCC(=O)CC(O)=O)cc2F)cccc1c3ccc4OCCOc4c3"                                                                                                                           
8HW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(cccc1c2ccc3c(c2)OCCO3)COc4cc(c(cc4F)CNCC(=O)CC(=O)O)F"                                                                                                                         
8HW SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c(cccc1c2ccc3c(c2)OCCO3)COc4cc(c(cc4F)CNCC(=O)CC(=O)O)F"                                                                                                                         
# 
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 
8HW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[[4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-phenyl]methoxy]-2,5-bis(fluoranyl)phenyl]methylamino]-3-oxidanylidene-butanoic 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 
8HW "Create component"   2017-02-07 EBI  
8HW "Other modification" 2017-02-08 EBI  
8HW "Initial release"    2017-06-28 RCSB 
# 
