data_HOP
# 
_chem_comp.id                                    HOP 
_chem_comp.name                                  (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         OXY-COPE-HAPTEN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        381.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HOP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1AXS 
_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 
HOP C1   C1   C 0 1 Y N N 28.121 80.018 125.568 1.260  -0.106 8.853   C1   HOP 1  
HOP C2   C2   C 0 1 Y N N 26.861 80.078 124.916 -0.006 -0.168 8.304   C2   HOP 2  
HOP C6   C6   C 0 1 Y N N 28.279 80.497 126.892 2.368  -0.041 8.029   C6   HOP 3  
HOP C5   C5   C 0 1 Y N N 27.172 81.040 127.571 2.209  -0.039 6.656   C5   HOP 4  
HOP C4   C4   C 0 1 Y N N 25.886 81.109 126.928 0.942  -0.102 6.107   C4   HOP 5  
HOP C3   C3   C 0 1 Y N N 25.753 80.620 125.594 -0.165 -0.162 6.931   C3   HOP 6  
HOP C7   C7   C 0 1 N N S 24.659 81.712 127.666 0.769  -0.100 4.610   C7   HOP 7  
HOP C12  C12  C 0 1 N N N 24.751 83.266 127.815 -0.071 1.109  4.195   C12  HOP 8  
HOP C11  C11  C 0 1 N N S 23.534 83.848 128.557 -0.247 1.111  2.676   C11  HOP 9  
HOP C10  C10  C 0 1 N N R 23.380 83.213 129.989 -0.954 -0.173 2.242   C10  HOP 10 
HOP C9   C9   C 0 1 N N N 23.236 81.659 129.840 -0.114 -1.383 2.656   C9   HOP 11 
HOP C8   C8   C 0 1 N N N 24.444 81.050 129.076 0.061  -1.385 4.176   C8   HOP 12 
HOP C13  C13  C 0 1 Y N N 22.150 83.773 130.797 -1.127 -0.171 0.745   C13  HOP 13 
HOP C14  C14  C 0 1 Y N N 20.814 83.590 130.332 -2.397 -0.234 0.198   C14  HOP 14 
HOP C15  C15  C 0 1 Y N N 19.722 84.088 131.078 -2.562 -0.232 -1.170  C15  HOP 15 
HOP C16  C16  C 0 1 Y N N 19.921 84.785 132.317 -1.446 -0.166 -2.005  C16  HOP 16 
HOP C17  C17  C 0 1 Y N N 21.268 84.967 132.778 -0.168 -0.102 -1.447  C17  HOP 17 
HOP C18  C18  C 0 1 Y N N 22.363 84.469 132.029 -0.016 -0.099 -0.076  C18  HOP 18 
HOP O19  O19  O 0 1 N N N 23.701 85.250 128.637 -1.032 2.241  2.289   O19  HOP 19 
HOP C20  C20  C 0 1 N N N 18.723 85.308 133.115 -1.616 -0.163 -3.474  C20  HOP 20 
HOP O21  O21  O 0 1 N N N 18.522 86.529 133.234 -2.730 -0.219 -3.957  O21  HOP 21 
HOP N22  N22  N 0 1 N N N 17.876 84.402 133.691 -0.535 -0.099 -4.277  N22  HOP 22 
HOP C23  C23  C 0 1 N N N 16.673 84.754 134.489 -0.704 -0.097 -5.732  C23  HOP 23 
HOP C24  C24  C 0 1 N N N 15.511 83.811 134.118 0.668  -0.018 -6.404  C24  HOP 24 
HOP C25  C25  C 0 1 N N N 14.125 84.457 134.332 0.492  -0.015 -7.924  C25  HOP 25 
HOP C26  C26  C 0 1 N N N 13.288 83.779 135.414 1.844  0.061  -8.586  C26  HOP 26 
HOP O27  O27  O 0 1 N N N 13.532 83.863 136.626 2.845  0.110  -7.911  O27  HOP 27 
HOP O28  O28  O 0 1 N N N 12.237 83.070 134.892 1.935  0.077  -9.925  O28  HOP 28 
HOP H1   H1   H 0 1 N N N 28.990 79.593 125.038 1.384  -0.108 9.926   H1   HOP 29 
HOP H2   H2   H 0 1 N N N 26.743 79.704 123.884 -0.872 -0.219 8.947   H2   HOP 30 
HOP H6   H6   H 0 1 N N N 29.260 80.447 127.392 3.358  0.007  8.458   H6   HOP 31 
HOP H5   H5   H 0 1 N N N 27.311 81.409 128.601 3.075  0.011  6.012   H5   HOP 32 
HOP H3   H3   H 0 1 N N N 24.778 80.661 125.078 -1.155 -0.210 6.501   H3   HOP 33 
HOP H7   H7   H 0 1 N N N 23.776 81.483 127.024 1.747  -0.044 4.131   H7   HOP 34 
HOP H121 1H12 H 0 0 N N N 25.706 83.569 128.304 0.432  2.025  4.504   H121 HOP 35 
HOP H122 2H12 H 0 0 N N N 24.895 83.759 126.825 -1.048 1.053  4.674   H122 HOP 36 
HOP H11  H11  H 0 1 N N N 22.599 83.606 127.998 0.730  1.167  2.197   H11  HOP 37 
HOP H10  H10  H 0 1 N N N 24.292 83.486 130.568 -1.932 -0.229 2.721   H10  HOP 38 
HOP H91  1H9  H 0 1 N N N 23.086 81.165 130.828 0.863  -1.327 2.177   H91  HOP 39 
HOP H92  2H9  H 0 1 N N N 22.267 81.382 129.361 -0.618 -2.298 2.347   H92  HOP 40 
HOP H81  1H8  H 0 1 N N N 24.347 79.942 128.989 0.660  -2.247 4.471   H81  HOP 41 
HOP H82  2H8  H 0 1 N N N 25.373 81.100 129.689 -0.915 -1.441 4.655   H82  HOP 42 
HOP H14  H14  H 0 1 N N N 20.623 83.057 129.385 -3.260 -0.286 0.845   H14  HOP 43 
HOP H15  H15  H 0 1 N N N 18.702 83.930 130.688 -3.554 -0.282 -1.596  H15  HOP 44 
HOP H17  H17  H 0 1 N N N 21.465 85.498 133.724 0.699  -0.050 -2.088  H17  HOP 45 
HOP H18  H18  H 0 1 N N N 23.387 84.624 132.407 0.971  -0.050 0.356   H18  HOP 46 
HOP HO9  HO9  H 0 1 N N N 22.950 85.609 129.094 -0.551 3.028  2.580   HO9  HOP 47 
HOP HN2  HN2  H 0 1 N N N 18.149 83.434 133.520 0.353  -0.054 -3.891  HN2  HOP 48 
HOP H231 1H23 H 0 0 N N N 16.880 84.754 135.584 -1.207 -1.013 -6.041  H231 HOP 49 
HOP H232 2H23 H 0 0 N N N 16.394 85.828 134.378 -1.303 0.764  -6.027  H232 HOP 50 
HOP H241 1H24 H 0 0 N N N 15.619 83.435 133.073 1.171  0.897  -6.095  H241 HOP 51 
HOP H242 2H24 H 0 0 N N N 15.590 82.844 134.667 1.267  -0.879 -6.109  H242 HOP 52 
HOP H251 1H25 H 0 0 N N N 14.228 85.547 134.541 -0.011 -0.931 -8.233  H251 HOP 53 
HOP H252 2H25 H 0 0 N N N 13.561 84.503 133.371 -0.106 0.845  -8.219  H252 HOP 54 
HOP HO8  HO8  H 0 1 N N N 11.716 82.648 135.565 2.802  0.127  -10.350 HO8  HOP 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 
HOP C1  C2   SING Y N 1  
HOP C1  C6   DOUB Y N 2  
HOP C1  H1   SING N N 3  
HOP C2  C3   DOUB Y N 4  
HOP C2  H2   SING N N 5  
HOP C6  C5   SING Y N 6  
HOP C6  H6   SING N N 7  
HOP C5  C4   DOUB Y N 8  
HOP C5  H5   SING N N 9  
HOP C4  C3   SING Y N 10 
HOP C4  C7   SING N N 11 
HOP C3  H3   SING N N 12 
HOP C7  C12  SING N N 13 
HOP C7  C8   SING N N 14 
HOP C7  H7   SING N N 15 
HOP C12 C11  SING N N 16 
HOP C12 H121 SING N N 17 
HOP C12 H122 SING N N 18 
HOP C11 C10  SING N N 19 
HOP C11 O19  SING N N 20 
HOP C11 H11  SING N N 21 
HOP C10 C9   SING N N 22 
HOP C10 C13  SING N N 23 
HOP C10 H10  SING N N 24 
HOP C9  C8   SING N N 25 
HOP C9  H91  SING N N 26 
HOP C9  H92  SING N N 27 
HOP C8  H81  SING N N 28 
HOP C8  H82  SING N N 29 
HOP C13 C14  DOUB Y N 30 
HOP C13 C18  SING Y N 31 
HOP C14 C15  SING Y N 32 
HOP C14 H14  SING N N 33 
HOP C15 C16  DOUB Y N 34 
HOP C15 H15  SING N N 35 
HOP C16 C17  SING Y N 36 
HOP C16 C20  SING N N 37 
HOP C17 C18  DOUB Y N 38 
HOP C17 H17  SING N N 39 
HOP C18 H18  SING N N 40 
HOP O19 HO9  SING N N 41 
HOP C20 O21  DOUB N N 42 
HOP C20 N22  SING N N 43 
HOP N22 C23  SING N N 44 
HOP N22 HN2  SING N N 45 
HOP C23 C24  SING N N 46 
HOP C23 H231 SING N N 47 
HOP C23 H232 SING N N 48 
HOP C24 C25  SING N N 49 
HOP C24 H241 SING N N 50 
HOP C24 H242 SING N N 51 
HOP C25 C26  SING N N 52 
HOP C25 H251 SING N N 53 
HOP C25 H252 SING N N 54 
HOP C26 O27  DOUB N N 55 
HOP C26 O28  SING N N 56 
HOP O28 HO8  SING N N 57 
# 
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 
HOP SMILES           ACDLabs              10.04 O=C(O)CCCNC(=O)c1ccc(cc1)C3CCC(c2ccccc2)CC3O                                                                                                                                               
HOP InChI            InChI                1.02b InChI=1/C23H27NO4/c25-21-15-19(16-5-2-1-3-6-16)12-13-20(21)17-8-10-18(11-9-17)23(28)24-14-4-7-22(26)27/h1-3,5-6,8-11,19-21,25H,4,7,12-15H2,(H,24,28)(H,26,27)/t19-,20+,21-/m0/s1/f/h24,26H 
HOP InChIKey         InChI                1.02b OBWILOKKNDYPLX-VJBMMGRPDE                                                                                                                                                                  
HOP SMILES_CANONICAL CACTVS               3.341 O[C@H]1C[C@H](CC[C@@H]1c2ccc(cc2)C(=O)NCCCC(O)=O)c3ccccc3                                                                                                                                  
HOP SMILES           CACTVS               3.341 O[CH]1C[CH](CC[CH]1c2ccc(cc2)C(=O)NCCCC(O)=O)c3ccccc3                                                                                                                                      
HOP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@H]2CC[C@@H]([C@H](C2)O)c3ccc(cc3)C(=O)NCCCC(=O)O                                                                                                                              
HOP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C2CCC(C(C2)O)c3ccc(cc3)C(=O)NCCCC(=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 
HOP "SYSTEMATIC NAME" ACDLabs              10.04 "4-[({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}carbonyl)amino]butanoic acid" 
HOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[4-[(1R,2S,4S)-2-hydroxy-4-phenyl-cyclohexyl]phenyl]carbonylamino]butanoic acid"  
# 
