data_YR3
# 
_chem_comp.id                                    YR3 
_chem_comp.name                                  (2S)-3-{4-[1-ethyl-1-(4-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}-3-methylphenyl)propyl]-2-methylphenoxy}propane-1,2-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H42 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2S)-3-[4-(3-{4-[(2R)-2-hydroxy-3,3-dimethylbutoxy]-3-methylphenyl}pentan-3-yl)-2-methylphenoxy]propane-1,2-diol 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-17 
_chem_comp.pdbx_modified_date                    2009-01-16 
_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                        458.630 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YR3 
_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        2ZFX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
YR3 C1   C1   C 0 1 Y N N 9.888  11.955 9.985  -2.811 -0.251 0.175  C1   YR3 1  
YR3 C2   C2   C 0 1 Y N N 9.308  11.286 11.062 -4.048 0.373  0.250  C2   YR3 2  
YR3 C3   C3   C 0 1 Y N N 9.913  10.002 11.537 -4.123 1.757  0.292  C3   YR3 3  
YR3 C4   C4   C 0 1 Y N N 11.029 9.513  10.880 -2.966 2.512  0.258  C4   YR3 4  
YR3 C5   C5   C 0 1 Y N N 11.585 10.163 9.775  -1.735 1.888  0.183  C5   YR3 5  
YR3 C6   C6   C 0 1 Y N N 11.019 11.393 9.359  -1.657 0.508  0.142  C6   YR3 6  
YR3 C7   C7   C 0 1 N N N 12.847 9.555  9.137  -0.474 2.714  0.145  C7   YR3 7  
YR3 C8   C8   C 0 1 Y N N 13.041 9.823  7.651  0.705  1.817  -0.131 C8   YR3 8  
YR3 C9   C9   C 0 1 N N N 12.946 8.014  9.337  -0.586 3.764  -0.962 C9   YR3 9  
YR3 C10  C10  C 0 1 N N N 14.006 10.169 9.965  -0.281 3.411  1.493  C10  YR3 10 
YR3 C11  C11  C 0 1 N N N 14.256 11.682 9.836  -0.329 2.373  2.616  C11  YR3 11 
YR3 C12  C12  C 0 1 N N N 12.098 7.098  8.459  -0.916 3.076  -2.288 C12  YR3 12 
YR3 C13  C13  C 0 1 Y N N 14.335 9.998  7.128  0.710  1.007  -1.251 C13  YR3 13 
YR3 C14  C14  C 0 1 Y N N 14.538 10.238 5.776  1.790  0.184  -1.505 C14  YR3 14 
YR3 C15  C15  C 0 1 Y N N 13.358 10.284 4.883  2.871  0.172  -0.636 C15  YR3 15 
YR3 O33  O33  O 0 1 N N N 14.082 12.265 1.416  5.612  -2.905 -0.339 O33  YR3 16 
YR3 C22  C22  C 0 1 N N R 12.928 11.379 1.359  6.110  -1.567 -0.390 C22  YR3 17 
YR3 C23  C23  C 0 1 N N N 11.844 11.927 0.423  7.315  -1.435 0.544  C23  YR3 18 
YR3 C26  C26  C 0 1 N N N 10.527 11.174 0.626  8.412  -2.404 0.100  C26  YR3 19 
YR3 C25  C25  C 0 1 N N N 11.577 13.418 0.602  7.847  -0.001 0.489  C25  YR3 20 
YR3 C24  C24  C 0 1 N N N 12.353 11.692 -0.989 6.889  -1.767 1.975  C24  YR3 21 
YR3 C21  C21  C 0 1 N N N 12.444 11.070 2.781  5.012  -0.598 0.054  C21  YR3 22 
YR3 O20  O20  O 0 1 N N N 13.530 10.517 3.537  3.935  -0.637 -0.884 O20  YR3 23 
YR3 C18  C18  C 0 1 N N N 15.921 10.438 5.213  1.794  -0.699 -2.726 C18  YR3 24 
YR3 C16  C16  C 0 1 Y N N 12.086 10.098 5.431  2.864  0.986  0.487  C16  YR3 25 
YR3 C17  C17  C 0 1 Y N N 11.938 9.876  6.788  1.784  1.811  0.735  C17  YR3 26 
YR3 C19  C19  C 0 1 N N N 9.340  9.226  12.706 -5.465 2.438  0.373  C19  YR3 27 
YR3 O27  O27  O 0 1 N N N 8.231  11.797 11.730 -5.184 -0.372 0.283  O27  YR3 28 
YR3 C28  C28  C 0 1 N N N 8.524  12.263 13.050 -5.031 -1.792 0.237  C28  YR3 29 
YR3 C29  C29  C 0 1 N N S 7.540  13.300 13.563 -6.409 -2.455 0.283  C29  YR3 30 
YR3 O32  O32  O 0 1 N N N 7.480  14.405 12.652 -7.141 -2.115 -0.896 O32  YR3 31 
YR3 C30  C30  C 0 1 N N N 6.168  12.653 13.765 -6.242 -3.974 0.359  C30  YR3 32 
YR3 O31  O31  O 0 1 N N N 5.159  13.641 14.027 -7.523 -4.587 0.519  O31  YR3 33 
YR3 H1   H1   H 0 1 N N N 9.477  12.890 9.635  -2.750 -1.329 0.147  H1   YR3 34 
YR3 H4   H4   H 0 1 N N N 11.485 8.600  11.233 -3.024 3.590  0.290  H4   YR3 35 
YR3 H6   H6   H 0 1 N N N 11.471 11.920 8.531  -0.694 0.024  0.083  H6   YR3 36 
YR3 H9   H9   H 0 1 N N N 13.995 7.743  9.147  -1.377 4.471  -0.713 H9   YR3 37 
YR3 H9A  H9A  H 0 1 N N N 12.558 7.848  10.353 0.361  4.297  -1.054 H9A  YR3 38 
YR3 H10  H10  H 0 1 N N N 13.779 9.973  11.023 0.685  3.916  1.505  H10  YR3 39 
YR3 H10A H10A H 0 0 N N N 14.917 9.697  9.568  -1.076 4.143  1.640  H10A YR3 40 
YR3 H11  H11  H 0 1 N N N 14.316 12.131 10.838 -1.262 1.813  2.554  H11  YR3 41 
YR3 H11A H11A H 0 0 N N N 15.202 11.853 9.301  0.513  1.689  2.513  H11A YR3 42 
YR3 H11B H11B H 0 0 N N N 13.429 12.144 9.276  -0.271 2.878  3.580  H11B YR3 43 
YR3 H12  H12  H 0 1 N N N 11.894 7.595  7.499  -1.099 3.830  -3.053 H12  YR3 44 
YR3 H12A H12A H 0 0 N N N 12.641 6.159  8.277  -0.077 2.448  -2.589 H12A YR3 45 
YR3 H12B H12B H 0 0 N N N 11.148 6.880  8.968  -1.806 2.459  -2.165 H12B YR3 46 
YR3 H13  H13  H 0 1 N N N 15.186 9.945  7.791  -0.132 1.018  -1.928 H13  YR3 47 
YR3 HO33 HO33 H 0 0 N N N 14.378 12.458 0.534  5.324  -3.185 0.540  HO33 YR3 48 
YR3 H22  H22  H 0 1 N N N 13.217 10.417 0.911  6.413  -1.330 -1.410 H22  YR3 49 
YR3 H26  H26  H 0 1 N N N 10.369 10.993 1.700  8.715  -2.167 -0.920 H26  YR3 50 
YR3 H26A H26A H 0 0 N N N 9.696  11.776 0.229  9.271  -2.309 0.765  H26A YR3 51 
YR3 H26B H26B H 0 0 N N N 10.570 10.212 0.095  8.033  -3.425 0.139  H26B YR3 52 
YR3 H25  H25  H 0 1 N N N 11.513 13.653 1.675  7.065  0.689  0.805  H25  YR3 53 
YR3 H25A H25A H 0 0 N N N 12.397 13.994 0.149  8.705  0.093  1.155  H25A YR3 54 
YR3 H25B H25B H 0 0 N N N 10.628 13.682 0.112  8.150  0.235  -0.530 H25B YR3 55 
YR3 H24  H24  H 0 1 N N N 11.501 11.635 -1.682 6.510  -2.788 2.014  H24  YR3 56 
YR3 H24A H24A H 0 0 N N N 13.011 12.523 -1.284 7.747  -1.673 2.641  H24A YR3 57 
YR3 H24B H24B H 0 0 N N N 12.916 10.748 -1.023 6.107  -1.076 2.291  H24B YR3 58 
YR3 H21  H21  H 0 1 N N N 12.094 11.996 3.261  4.647  -0.889 1.039  H21  YR3 59 
YR3 H21A H21A H 0 0 N N N 11.615 10.348 2.741  5.417  0.413  0.100  H21A YR3 60 
YR3 H18  H18  H 0 1 N N N 15.867 10.487 4.115  2.239  -0.161 -3.563 H18  YR3 61 
YR3 H18A H18A H 0 0 N N N 16.343 11.377 5.601  2.375  -1.599 -2.522 H18A YR3 62 
YR3 H18B H18B H 0 0 N N N 16.563 9.596  5.511  0.770  -0.977 -2.977 H18B YR3 63 
YR3 H16  H16  H 0 1 N N N 11.215 10.128 4.793  3.704  0.978  1.166  H16  YR3 64 
YR3 H17  H17  H 0 1 N N N 10.946 9.740  7.193  1.780  2.448  1.607  H17  YR3 65 
YR3 H19  H19  H 0 1 N N N 9.201  8.174  12.416 -5.741 2.574  1.419  H19  YR3 66 
YR3 H19A H19A H 0 0 N N N 10.033 9.283  13.558 -5.410 3.410  -0.117 H19A YR3 67 
YR3 H19B H19B H 0 0 N N N 8.370  9.658  12.992 -6.215 1.822  -0.123 H19B YR3 68 
YR3 H28  H28  H 0 1 N N N 8.497  11.400 13.731 -4.524 -2.073 -0.686 H28  YR3 69 
YR3 H28A H28A H 0 0 N N N 9.512  12.745 13.012 -4.440 -2.122 1.091  H28A YR3 70 
YR3 H29  H29  H 0 1 N N N 7.876  13.687 14.536 -6.952 -2.105 1.161  H29  YR3 71 
YR3 HO32 HO32 H 0 0 N N N 7.467  15.219 13.141 -6.716 -2.397 -1.718 HO32 YR3 72 
YR3 H30  H30  H 0 1 N N N 5.897  12.101 12.853 -5.779 -4.335 -0.559 H30  YR3 73 
YR3 H30A H30A H 0 0 N N N 6.226  11.976 14.630 -5.608 -4.228 1.209  H30A YR3 74 
YR3 HO31 HO31 H 0 0 N N N 5.161  13.859 14.952 -7.492 -5.552 0.575  HO31 YR3 75 
# 
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 
YR3 C1  C2   DOUB Y N 1  
YR3 C1  C6   SING Y N 2  
YR3 C2  C3   SING N N 3  
YR3 C2  O27  SING Y N 4  
YR3 C3  C4   DOUB N N 5  
YR3 C3  C19  SING Y N 6  
YR3 C4  C5   SING N N 7  
YR3 C5  C6   DOUB Y N 8  
YR3 C5  C7   SING N N 9  
YR3 C7  C8   SING Y N 10 
YR3 C7  C9   SING N N 11 
YR3 C7  C10  SING N N 12 
YR3 C8  C13  DOUB N N 13 
YR3 C8  C17  SING N N 14 
YR3 C9  C12  SING N N 15 
YR3 C10 C11  SING Y N 16 
YR3 C13 C14  SING Y N 17 
YR3 C14 C15  DOUB N N 18 
YR3 C14 C18  SING N N 19 
YR3 C15 O20  SING N N 20 
YR3 C15 C16  SING N N 21 
YR3 O33 C22  SING N N 22 
YR3 C22 C23  SING N N 23 
YR3 C22 C21  SING N N 24 
YR3 C23 C26  SING N N 25 
YR3 C23 C25  SING N N 26 
YR3 C23 C24  SING N N 27 
YR3 C21 O20  SING N N 28 
YR3 C16 C17  DOUB N N 29 
YR3 O27 C28  SING Y N 30 
YR3 C28 C29  SING N N 31 
YR3 C29 O32  SING Y N 32 
YR3 C29 C30  SING N N 33 
YR3 C30 O31  SING N N 34 
YR3 C1  H1   SING Y N 35 
YR3 C4  H4   SING N N 36 
YR3 C6  H6   SING N N 37 
YR3 C9  H9   SING N N 38 
YR3 C9  H9A  SING N N 39 
YR3 C10 H10  SING N N 40 
YR3 C10 H10A SING N N 41 
YR3 C11 H11  SING N N 42 
YR3 C11 H11A SING N N 43 
YR3 C11 H11B SING N N 44 
YR3 C12 H12  SING N N 45 
YR3 C12 H12A SING N N 46 
YR3 C12 H12B SING N N 47 
YR3 C13 H13  SING N N 48 
YR3 O33 HO33 SING N N 49 
YR3 C22 H22  SING N N 50 
YR3 C26 H26  SING N N 51 
YR3 C26 H26A SING N N 52 
YR3 C26 H26B SING N N 53 
YR3 C25 H25  SING N N 54 
YR3 C25 H25A SING N N 55 
YR3 C25 H25B SING N N 56 
YR3 C24 H24  SING N N 57 
YR3 C24 H24A SING N N 58 
YR3 C24 H24B SING Y N 59 
YR3 C21 H21  SING N N 60 
YR3 C21 H21A SING N N 61 
YR3 C18 H18  SING N N 62 
YR3 C18 H18A SING N N 63 
YR3 C18 H18B SING N N 64 
YR3 C16 H16  SING N N 65 
YR3 C17 H17  SING N N 66 
YR3 C19 H19  SING N N 67 
YR3 C19 H19A SING N N 68 
YR3 C19 H19B SING N N 69 
YR3 C28 H28  SING N N 70 
YR3 C28 H28A SING N N 71 
YR3 C29 H29  SING N N 72 
YR3 O32 HO32 SING N N 73 
YR3 C30 H30  SING N N 74 
YR3 C30 H30A SING N N 75 
YR3 O31 HO31 SING N N 76 
# 
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 
YR3 SMILES           ACDLabs              10.04 O(c1ccc(cc1C)C(c2ccc(OCC(O)C(C)(C)C)c(c2)C)(CC)CC)CC(O)CO                                                                                                              
YR3 InChI            InChI                1.02b InChI=1/C28H42O5/c1-8-28(9-2,21-10-12-24(19(3)14-21)32-17-23(30)16-29)22-11-13-25(20(4)15-22)33-18-26(31)27(5,6)7/h10-15,23,26,29-31H,8-9,16-18H2,1-7H3/t23-,26-/m0/s1 
YR3 InChIKey         InChI                1.02b AIKLCYAFOOBGEV-OZXSUGGEBE                                                                                                                                              
YR3 SMILES_CANONICAL CACTVS               3.341 CCC(CC)(c1ccc(OC[C@@H](O)CO)c(C)c1)c2ccc(OC[C@H](O)C(C)(C)C)c(C)c2                                                                                                     
YR3 SMILES           CACTVS               3.341 CCC(CC)(c1ccc(OC[CH](O)CO)c(C)c1)c2ccc(OC[CH](O)C(C)(C)C)c(C)c2                                                                                                        
YR3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)(c1ccc(c(c1)C)OC[C@H](CO)O)c2ccc(c(c2)C)OC[C@@H](C(C)(C)C)O                                                                                                     
YR3 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)(c1ccc(c(c1)C)OCC(CO)O)c2ccc(c(c2)C)OCC(C(C)(C)C)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 
YR3 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-3-{4-[1-ethyl-1-(4-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}-3-methylphenyl)propyl]-2-methylphenoxy}propane-1,2-diol 
YR3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-3-[4-[3-[4-[(2R)-2-hydroxy-3,3-dimethyl-butoxy]-3-methyl-phenyl]pentan-3-yl]-2-methyl-phenoxy]propane-1,2-diol     
# 
