data_184
# 
_chem_comp.id                                    184 
_chem_comp.name                                  "6-[HYDROXY-(5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRO-NAPHTALEN-2-YL)-METHYL]-NAPHTALENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BMS184394 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-08 
_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                        388.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     184 
_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        1FCX 
_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 
184 C1   C1   C 0 1 N N N 34.812 18.302 88.310 1.381  -0.285 6.566  C1   184 1  
184 C2   C2   C 0 1 Y N N 35.688 17.362 87.637 0.610  -0.273 5.307  C2   184 2  
184 C3   C3   C 0 1 Y N N 35.754 16.048 88.190 -0.196 -1.376 4.972  C3   184 3  
184 C4   C4   C 0 1 Y N N 36.576 15.088 87.606 -0.913 -1.389 3.820  C4   184 4  
184 C5   C5   C 0 1 Y N N 37.359 15.382 86.452 -0.857 -0.290 2.944  C5   184 5  
184 C10  C10  C 0 1 Y N N 37.292 16.666 85.917 -0.047 0.827  3.270  C10  184 6  
184 C11  C11  C 0 1 Y N N 36.448 17.641 86.526 0.687  0.823  4.464  C11  184 7  
184 C15  C15  C 0 1 Y N N 42.682 13.849 81.685 0.107  0.476  -3.259 C15  184 8  
184 C16  C16  C 0 1 N N N 43.040 13.218 80.356 0.966  1.418  -4.061 C16  184 9  
184 C17  C17  C 0 1 N N N 44.477 13.572 79.967 2.044  0.648  -4.821 C17  184 10 
184 C18  C18  C 0 1 N N N 44.922 14.944 80.275 1.370  -0.492 -5.593 C18  184 11 
184 C19  C19  C 0 1 N N N 44.820 15.295 81.739 0.881  -1.531 -4.587 C19  184 12 
184 C20  C20  C 0 1 Y N N 43.499 14.797 82.309 0.064  -0.876 -3.505 C20  184 13 
184 C23  C23  C 0 1 N N N 42.023 13.660 79.305 1.633  2.421  -3.118 C23  184 14 
184 C24  C24  C 0 1 N N N 43.055 11.687 80.424 0.088  2.173  -5.061 C24  184 15 
184 C25  C25  C 0 1 N N N 44.816 16.822 81.678 0.020  -2.568 -5.312 C25  184 16 
184 C26  C26  C 0 1 N N N 45.995 14.861 82.660 2.087  -2.230 -3.956 C26  184 17 
184 O1   O1   O 0 1 N N N 34.421 18.173 89.420 2.079  0.664  6.860  O1   184 18 
184 O2   O2   O 0 1 N N N 34.472 19.325 87.570 1.310  -1.349 7.390  O2   184 19 
184 C6   C6   C 0 1 Y N N 38.186 14.402 85.860 -1.596 -0.278 1.749  C6   184 20 
184 C7   C7   C 0 1 Y N N 38.952 14.693 84.734 -1.518 0.796  0.917  C7   184 21 
184 C8   C8   C 0 1 Y N N 38.866 15.989 84.203 -0.722 1.895  1.237  C8   184 22 
184 C9   C9   C 0 1 Y N N 38.052 16.982 84.778 0.003  1.922  2.388  C9   184 23 
184 C13  C13  C 0 1 Y N N 41.170 14.073 83.550 -1.475 0.206  -1.470 C13  184 24 
184 C14  C14  C 0 1 Y N N 41.492 13.488 82.329 -0.664 1.015  -2.238 C14  184 25 
184 C21  C21  C 0 1 Y N N 43.131 15.350 83.527 -0.754 -1.690 -2.731 C21  184 26 
184 C22  C22  C 0 1 Y N N 41.987 14.998 84.147 -1.521 -1.153 -1.719 C22  184 27 
184 C12  C12  C 0 1 N N R 39.836 13.548 84.092 -2.308 0.801  -0.365 C12  184 28 
184 O3   O3   O 0 1 N N N 39.928 12.517 85.074 -3.497 0.027  -0.194 O3   184 29 
184 H3   H3   H 0 1 N N N 35.162 15.771 89.079 -0.244 -2.223 5.640  H3   184 30 
184 H4   H4   H 0 1 N N N 36.607 14.084 88.062 -1.528 -2.243 3.577  H4   184 31 
184 H11  H11  H 0 1 N N N 36.379 18.663 86.116 1.308  1.667  4.724  H11  184 32 
184 H171 1H17 H 0 0 N N N 45.181 12.837 80.423 2.767  0.236  -4.116 H171 184 33 
184 H172 2H17 H 0 0 N N N 44.635 13.360 78.883 2.550  1.315  -5.518 H172 184 34 
184 H181 1H18 H 0 0 N N N 45.957 15.117 79.898 2.089  -0.949 -6.274 H181 184 35 
184 H182 2H18 H 0 0 N N N 44.371 15.686 79.651 0.524  -0.102 -6.159 H182 184 36 
184 H231 1H23 H 0 0 N N N 42.286 13.195 78.326 0.866  2.973  -2.574 H231 184 37 
184 H232 2H23 H 0 0 N N N 40.973 13.439 79.610 2.267  1.887  -2.410 H232 184 38 
184 H233 3H23 H 0 0 N N N 41.936 14.769 79.238 2.240  3.117  -3.697 H233 184 39 
184 H241 1H24 H 0 0 N N N 43.318 11.222 79.445 -0.683 2.725  -4.523 H241 184 40 
184 H242 2H24 H 0 0 N N N 43.729 11.326 81.235 0.702  2.870  -5.631 H242 184 41 
184 H243 3H24 H 0 0 N N N 42.086 11.291 80.809 -0.381 1.463  -5.741 H243 184 42 
184 H251 1H25 H 0 0 N N N 44.740 17.081 82.759 -0.323 -3.317 -4.599 H251 184 43 
184 H252 2H25 H 0 0 N N N 45.675 17.280 81.135 -0.840 -2.074 -5.763 H252 184 44 
184 H253 3H25 H 0 0 N N N 44.033 17.272 81.023 0.610  -3.051 -6.090 H253 184 45 
184 H261 1H26 H 0 0 N N N 45.919 15.120 83.741 1.741  -2.980 -3.245 H261 184 46 
184 H262 2H26 H 0 0 N N N 46.162 13.763 82.553 2.676  -2.713 -4.736 H262 184 47 
184 H263 3H26 H 0 0 N N N 46.952 15.258 82.250 2.703  -1.495 -3.439 H263 184 48 
184 HO2  HO2  H 0 1 N N N 33.898 19.940 88.010 1.815  -1.356 8.215  HO2  184 49 
184 H6   H6   H 0 1 N N N 38.234 13.386 86.286 -2.220 -1.120 1.489  H6   184 50 
184 H8   H8   H 0 1 N N N 39.457 16.235 83.304 -0.680 2.736  0.562  H8   184 51 
184 H9   H9   H 0 1 N N N 38.010 17.994 84.341 0.616  2.780  2.623  H9   184 52 
184 H14  H14  H 0 1 N N N 40.811 12.746 81.876 -0.629 2.077  -2.044 H14  184 53 
184 H21  H21  H 0 1 N N N 43.772 16.098 84.021 -0.789 -2.752 -2.923 H21  184 54 
184 H22  H22  H 0 1 N N N 41.726 15.454 85.116 -2.156 -1.791 -1.122 H22  184 55 
184 H12  H12  H 0 1 N N N 39.369 13.121 83.173 -2.576 1.826  -0.622 H12  184 56 
184 HO3  HO3  H 0 1 N N N 40.458 11.829 84.688 -3.217 -0.869 0.031  HO3  184 57 
# 
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 
184 C1  C2   SING N N 1  
184 C1  O1   DOUB N N 2  
184 C1  O2   SING N N 3  
184 C2  C3   DOUB Y N 4  
184 C2  C11  SING Y N 5  
184 C3  C4   SING Y N 6  
184 C3  H3   SING N N 7  
184 C4  C5   DOUB Y N 8  
184 C4  H4   SING N N 9  
184 C5  C10  SING Y N 10 
184 C5  C6   SING Y N 11 
184 C10 C11  DOUB Y N 12 
184 C10 C9   SING Y N 13 
184 C11 H11  SING N N 14 
184 C15 C16  SING N N 15 
184 C15 C20  DOUB Y N 16 
184 C15 C14  SING Y N 17 
184 C16 C17  SING N N 18 
184 C16 C23  SING N N 19 
184 C16 C24  SING N N 20 
184 C17 C18  SING N N 21 
184 C17 H171 SING N N 22 
184 C17 H172 SING N N 23 
184 C18 C19  SING N N 24 
184 C18 H181 SING N N 25 
184 C18 H182 SING N N 26 
184 C19 C20  SING N N 27 
184 C19 C25  SING N N 28 
184 C19 C26  SING N N 29 
184 C20 C21  SING Y N 30 
184 C23 H231 SING N N 31 
184 C23 H232 SING N N 32 
184 C23 H233 SING N N 33 
184 C24 H241 SING N N 34 
184 C24 H242 SING N N 35 
184 C24 H243 SING N N 36 
184 C25 H251 SING N N 37 
184 C25 H252 SING N N 38 
184 C25 H253 SING N N 39 
184 C26 H261 SING N N 40 
184 C26 H262 SING N N 41 
184 C26 H263 SING N N 42 
184 O2  HO2  SING N N 43 
184 C6  C7   DOUB Y N 44 
184 C6  H6   SING N N 45 
184 C7  C8   SING Y N 46 
184 C7  C12  SING N N 47 
184 C8  C9   DOUB Y N 48 
184 C8  H8   SING N N 49 
184 C9  H9   SING N N 50 
184 C13 C14  DOUB Y N 51 
184 C13 C22  SING Y N 52 
184 C13 C12  SING N N 53 
184 C14 H14  SING N N 54 
184 C21 C22  DOUB Y N 55 
184 C21 H21  SING N N 56 
184 C22 H22  SING N N 57 
184 C12 O3   SING N N 58 
184 C12 H12  SING N N 59 
184 O3  HO3  SING N N 60 
# 
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 
184 SMILES           ACDLabs              10.04 O=C(O)c2ccc1cc(ccc1c2)C(O)c3ccc4c(c3)C(CCC4(C)C)(C)C                                                                                                                     
184 InChI            InChI                1.02b InChI=1/C26H28O3/c1-25(2)11-12-26(3,4)22-15-19(9-10-21(22)25)23(27)18-7-5-17-14-20(24(28)29)8-6-16(17)13-18/h5-10,13-15,23,27H,11-12H2,1-4H3,(H,28,29)/t23-/m0/s1/f/h28H 
184 InChIKey         InChI                1.02b AYAJZQYENGWICE-ADEGMZDYDW                                                                                                                                                
184 SMILES_CANONICAL CACTVS               3.341 CC1(C)CCC(C)(C)c2cc(ccc12)[C@@H](O)c3ccc4cc(ccc4c3)C(O)=O                                                                                                                
184 SMILES           CACTVS               3.341 CC1(C)CCC(C)(C)c2cc(ccc12)[CH](O)c3ccc4cc(ccc4c3)C(O)=O                                                                                                                  
184 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1(CCC(c2c1ccc(c2)[C@H](c3ccc4cc(ccc4c3)C(=O)O)O)(C)C)C                                                                                                                 
184 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(CCC(c2c1ccc(c2)C(c3ccc4cc(ccc4c3)C(=O)O)O)(C)C)C                                                                                                                     
# 
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 
184 "SYSTEMATIC NAME" ACDLabs              10.04 "6-[(S)-hydroxy(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]naphthalene-2-carboxylic acid" 
184 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-[(S)-hydroxy-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)methyl]naphthalene-2-carboxylic acid"       
# 
