data_5LO
# 
_chem_comp.id                                    5LO 
_chem_comp.name                                  "4-[(11S,15R)-4,4,7,7-Tetramethyl-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-1(10),2,8-trien-11-yl]benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H30 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-10-20 
_chem_comp.pdbx_modified_date                    2016-03-04 
_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                        390.515 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5LO 
_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        5EC9 
_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 
5LO C10 C1  C 0 1 Y N N -18.440 -0.906  -32.017 -2.320 -0.549 -0.554 C10 5LO 1  
5LO C13 C2  C 0 1 Y N N -19.436 -1.013  -29.360 -0.935 1.276  1.031  C13 5LO 2  
5LO C15 C3  C 0 1 Y N N -18.633 -2.064  -29.886 -0.405 0.850  -0.179 C15 5LO 3  
5LO C17 C4  C 0 1 N N R -18.965 -2.424  -27.485 0.835  2.685  0.706  C17 5LO 4  
5LO C20 C5  C 0 1 N N N -16.986 -3.669  -28.342 0.930  2.250  -1.739 C20 5LO 5  
5LO C21 C6  C 0 1 Y N N -18.678 -4.493  -29.217 2.106  0.648  -0.165 C21 5LO 6  
5LO C22 C7  C 0 1 Y N N -18.699 -5.464  -28.203 1.908  -0.655 0.257  C22 5LO 7  
5LO C24 C8  C 0 1 Y N N -19.253 -7.218  -29.765 4.281  -1.026 0.204  C24 5LO 8  
5LO C28 C9  C 0 1 Y N N -19.273 -6.268  -30.783 4.473  0.291  -0.216 C28 5LO 9  
5LO C01 C10 C 0 1 N N N -19.379 2.549   -31.511 -4.968 0.530  1.755  C01 5LO 10 
5LO C02 C11 C 0 1 N N N -19.695 1.316   -32.363 -4.183 -0.637 1.152  C02 5LO 11 
5LO C03 C12 C 0 1 N N N -18.910 1.433   -33.659 -4.994 -1.255 0.015  C03 5LO 12 
5LO C04 C13 C 0 1 N N N -18.643 0.104   -34.346 -4.111 -2.278 -0.709 C04 5LO 13 
5LO C05 C14 C 0 1 N N N -17.871 -0.863  -33.461 -3.020 -1.522 -1.465 C05 5LO 14 
5LO C06 C15 C 0 1 N N N -17.938 -2.237  -34.151 -2.001 -2.522 -2.014 C06 5LO 15 
5LO C07 C16 C 0 1 N N N -16.378 -0.464  -33.351 -3.652 -0.757 -2.630 C07 5LO 16 
5LO C08 C17 C 0 1 N N N -21.200 1.268   -32.652 -3.943 -1.694 2.232  C08 5LO 17 
5LO C09 C18 C 0 1 Y N N -19.287 0.106   -31.510 -2.856 -0.135 0.645  C09 5LO 18 
5LO C11 C19 C 0 1 Y N N -18.065 -1.980  -31.170 -1.087 -0.053 -0.961 C11 5LO 19 
5LO C12 C20 C 0 1 Y N N -19.790 0.056   -30.178 -2.168 0.775  1.433  C12 5LO 20 
5LO O14 O1  O 0 1 N N N -19.806 -1.340  -27.925 -0.105 2.158  1.651  O14 5LO 21 
5LO C16 C21 C 0 1 N N S -18.379 -3.004  -28.761 0.923  1.560  -0.365 C16 5LO 22 
5LO C18 C22 C 0 1 N N N -17.856 -2.182  -26.688 0.192  3.871  -0.049 C18 5LO 23 
5LO C19 C23 C 0 1 N N N -16.584 -2.614  -27.623 0.843  3.767  -1.477 C19 5LO 24 
5LO C23 C24 C 0 1 Y N N -18.962 -6.800  -28.462 2.987  -1.494 0.443  C23 5LO 25 
5LO C25 C25 C 0 1 N N N -19.539 -8.701  -30.053 5.441  -1.920 0.401  C25 5LO 26 
5LO O26 O2  O 0 1 N N N -18.948 -9.601  -29.396 6.688  -1.465 0.169  O26 5LO 27 
5LO O27 O3  O 0 1 N N N -20.353 -9.049  -30.957 5.270  -3.064 0.771  O27 5LO 28 
5LO C29 C26 C 0 1 Y N N -18.999 -4.919  -30.511 3.386  1.120  -0.398 C29 5LO 29 
5LO H1  H1  H 0 1 N N N -19.594 -3.197  -27.020 1.795  2.938  1.156  H1  5LO 30 
5LO H2  H2  H 0 1 N N N -17.107 -4.582  -27.740 1.849  2.018  -2.278 H2  5LO 31 
5LO H3  H3  H 0 1 N N N -16.333 -3.881  -29.201 0.066  1.922  -2.317 H3  5LO 32 
5LO H4  H4  H 0 1 N N N -18.503 -5.159  -27.186 0.907  -1.015 0.441  H4  5LO 33 
5LO H5  H5  H 0 1 N N N -19.502 -6.573  -31.793 5.472  0.660  -0.399 H5  5LO 34 
5LO H6  H6  H 0 1 N N N -19.935 2.493   -30.563 -5.133 1.290  0.991  H6  5LO 35 
5LO H7  H7  H 0 1 N N N -18.300 2.583   -31.302 -5.929 0.171  2.123  H7  5LO 36 
5LO H8  H8  H 0 1 N N N -19.676 3.457   -32.056 -4.401 0.962  2.580  H8  5LO 37 
5LO H9  H9  H 0 1 N N N -17.943 1.906   -33.435 -5.875 -1.753 0.421  H9  5LO 38 
5LO H10 H10 H 0 1 N N N -19.479 2.071   -34.351 -5.301 -0.476 -0.682 H10 5LO 39 
5LO H11 H11 H 0 1 N N N -19.606 -0.355  -34.614 -3.655 -2.949 0.019  H11 5LO 40 
5LO H12 H12 H 0 1 N N N -18.059 0.290   -35.259 -4.714 -2.852 -1.412 H12 5LO 41 
5LO H13 H13 H 0 1 N N N -17.392 -2.978  -33.548 -2.500 -3.216 -2.690 H13 5LO 42 
5LO H14 H14 H 0 1 N N N -18.989 -2.547  -34.249 -1.221 -1.986 -2.555 H14 5LO 43 
5LO H15 H15 H 0 1 N N N -17.482 -2.168  -35.149 -1.555 -3.077 -1.188 H15 5LO 44 
5LO H16 H16 H 0 1 N N N -15.852 -1.183  -32.706 -4.386 -0.050 -2.244 H16 5LO 45 
5LO H17 H17 H 0 1 N N N -15.923 -0.469  -34.352 -2.877 -0.216 -3.173 H17 5LO 46 
5LO H18 H18 H 0 1 N N N -16.299 0.544   -32.917 -4.143 -1.460 -3.303 H18 5LO 47 
5LO H19 H19 H 0 1 N N N -21.753 1.183   -31.705 -4.901 -2.053 2.609  H19 5LO 48 
5LO H20 H20 H 0 1 N N N -21.503 2.189   -33.172 -3.384 -2.527 1.807  H20 5LO 49 
5LO H21 H21 H 0 1 N N N -21.424 0.398   -33.286 -3.373 -1.254 3.051  H21 5LO 50 
5LO H22 H22 H 0 1 N N N -17.355 -2.721  -31.505 -0.660 -0.380 -1.897 H22 5LO 51 
5LO H23 H23 H 0 1 N N N -20.437 0.837   -29.808 -2.595 1.098  2.371  H23 5LO 52 
5LO H24 H24 H 0 1 N N N -17.893 -2.792  -25.774 -0.887 3.741  -0.125 H24 5LO 53 
5LO H25 H25 H 0 1 N N N -17.796 -1.118  -26.416 0.432  4.815  0.441  H25 5LO 54 
5LO H26 H26 H 0 1 N N N -15.724 -2.888  -26.994 1.837  4.213  -1.477 H26 5LO 55 
5LO H27 H27 H 0 1 N N N -16.302 -1.785  -28.289 0.208  4.247  -2.222 H27 5LO 56 
5LO H28 H28 H 0 1 N N N -18.942 -7.519  -27.657 2.831  -2.511 0.772  H28 5LO 57 
5LO H29 H29 H 0 1 N N N -19.227 -10.455 -29.706 7.415  -2.086 0.312  H29 5LO 58 
5LO H30 H30 H 0 1 N N N -19.036 -4.197  -31.314 3.533  2.139  -0.724 H30 5LO 59 
# 
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 
5LO C04 C03 SING N N 1  
5LO C04 C05 SING N N 2  
5LO C06 C05 SING N N 3  
5LO C03 C02 SING N N 4  
5LO C05 C07 SING N N 5  
5LO C05 C10 SING N N 6  
5LO C08 C02 SING N N 7  
5LO C02 C01 SING N N 8  
5LO C02 C09 SING N N 9  
5LO C10 C09 DOUB Y N 10 
5LO C10 C11 SING Y N 11 
5LO C09 C12 SING Y N 12 
5LO C11 C15 DOUB Y N 13 
5LO O27 C25 DOUB N N 14 
5LO C28 C29 DOUB Y N 15 
5LO C28 C24 SING Y N 16 
5LO C29 C21 SING Y N 17 
5LO C12 C13 DOUB Y N 18 
5LO C25 C24 SING N N 19 
5LO C25 O26 SING N N 20 
5LO C15 C13 SING Y N 21 
5LO C15 C16 SING N N 22 
5LO C24 C23 DOUB Y N 23 
5LO C13 O14 SING N N 24 
5LO C21 C16 SING N N 25 
5LO C21 C22 DOUB Y N 26 
5LO C16 C20 SING N N 27 
5LO C16 C17 SING N N 28 
5LO C23 C22 SING Y N 29 
5LO C20 C19 SING N N 30 
5LO O14 C17 SING N N 31 
5LO C19 C18 SING N N 32 
5LO C17 C18 SING N N 33 
5LO C17 H1  SING N N 34 
5LO C20 H2  SING N N 35 
5LO C20 H3  SING N N 36 
5LO C22 H4  SING N N 37 
5LO C28 H5  SING N N 38 
5LO C01 H6  SING N N 39 
5LO C01 H7  SING N N 40 
5LO C01 H8  SING N N 41 
5LO C03 H9  SING N N 42 
5LO C03 H10 SING N N 43 
5LO C04 H11 SING N N 44 
5LO C04 H12 SING N N 45 
5LO C06 H13 SING N N 46 
5LO C06 H14 SING N N 47 
5LO C06 H15 SING N N 48 
5LO C07 H16 SING N N 49 
5LO C07 H17 SING N N 50 
5LO C07 H18 SING N N 51 
5LO C08 H19 SING N N 52 
5LO C08 H20 SING N N 53 
5LO C08 H21 SING N N 54 
5LO C11 H22 SING N N 55 
5LO C12 H23 SING N N 56 
5LO C18 H24 SING N N 57 
5LO C18 H25 SING N N 58 
5LO C19 H26 SING N N 59 
5LO C19 H27 SING N N 60 
5LO C23 H28 SING N N 61 
5LO O26 H29 SING N N 62 
5LO C29 H30 SING N N 63 
# 
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 
5LO InChI            InChI                1.03  "InChI=1S/C26H30O3/c1-24(2)12-13-25(3,4)19-15-21-20(14-18(19)24)26(11-5-6-22(26)29-21)17-9-7-16(8-10-17)23(27)28/h7-10,14-15,22H,5-6,11-13H2,1-4H3,(H,27,28)/t22-,26+/m1/s1" 
5LO InChIKey         InChI                1.03  PLLRIXHLFVZTMU-GJZUVCINSA-N                                                                                                                                                  
5LO SMILES_CANONICAL CACTVS               3.385 "CC1(C)CCC(C)(C)c2cc3c(O[C@@H]4CCC[C@]34c5ccc(cc5)C(O)=O)cc12"                                                                                                               
5LO SMILES           CACTVS               3.385 "CC1(C)CCC(C)(C)c2cc3c(O[CH]4CCC[C]34c5ccc(cc5)C(O)=O)cc12"                                                                                                                  
5LO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(CCC(c2c1cc3c(c2)O[C@H]4[C@@]3(CCC4)c5ccc(cc5)C(=O)O)(C)C)C"                                                                                                             
5LO SMILES           "OpenEye OEToolkits" 2.0.4 "CC1(CCC(c2c1cc3c(c2)OC4C3(CCC4)c5ccc(cc5)C(=O)O)(C)C)C"                                                                                                                     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5LO "Create component" 2015-10-20 EBI  
5LO "Initial release"  2016-03-09 RCSB 
# 
