data_AIU
# 
_chem_comp.id                                    AIU 
_chem_comp.name                                  (2S,3R)-2-(4-{2-[(3S,4S)-3,4-DIMETHYLPYRROLIDIN-1-YL]ETHOXY}PHENYL)-3-(4-HYDROXYPHENYL)-2,3-DIHYDRO-1,4-BENZOXATHIIN-6-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H31 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 16" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-13 
_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                        477.615 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AIU 
_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        1XP6 
_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 
AIU C1   C1   C 0 1 N N R 31.027 -0.190 28.783 -2.802 -0.333 -1.603 C1   AIU 1  
AIU C2   C2   C 0 1 N N S 31.225 -1.634 28.242 -2.066 0.884  -1.016 C2   AIU 2  
AIU O3   O3   O 0 1 N N N 30.021 -2.383 28.507 -2.398 1.004  0.352  O3   AIU 3  
AIU C4   C4   C 0 1 Y N N 28.801 -1.919 28.051 -3.691 1.331  0.565  C4   AIU 4  
AIU C5   C5   C 0 1 Y N N 27.890 -2.928 27.753 -3.942 2.060  1.732  C5   AIU 5  
AIU C6   C6   C 0 1 Y N N 26.611 -2.636 27.266 -5.221 2.430  2.079  C6   AIU 6  
AIU C7   C7   C 0 1 Y N N 26.266 -1.264 27.136 -6.291 2.079  1.269  C7   AIU 7  
AIU O8   O8   O 0 1 N N N 25.040 -0.970 26.645 -7.558 2.432  1.614  O8   AIU 8  
AIU C9   C9   C 0 1 Y N N 27.190 -0.255 27.460 -6.057 1.368  0.106  C9   AIU 9  
AIU C10  C10  C 0 1 Y N N 28.485 -0.553 27.891 -4.761 1.005  -0.254 C10  AIU 10 
AIU S11  S11  S 0 1 N N N 29.502 0.553  28.175 -4.543 0.154  -1.787 S11  AIU 11 
AIU C12  C12  C 0 1 Y N N 32.333 0.529  28.488 -2.690 -1.505 -0.663 C12  AIU 12 
AIU C13  C13  C 0 1 Y N N 32.504 1.373  27.377 -3.489 -1.565 0.464  C13  AIU 13 
AIU C14  C14  C 0 1 Y N N 33.760 1.973  27.217 -3.388 -2.638 1.328  C14  AIU 14 
AIU C15  C15  C 0 1 Y N N 34.785 1.727  28.148 -2.484 -3.657 1.064  C15  AIU 15 
AIU O16  O16  O 0 1 N N N 36.015 2.243  27.946 -2.383 -4.714 1.912  O16  AIU 16 
AIU C17  C17  C 0 1 Y N N 34.596 0.902  29.272 -1.683 -3.595 -0.067 C17  AIU 17 
AIU C18  C18  C 0 1 Y N N 33.344 0.294  29.433 -1.791 -2.522 -0.931 C18  AIU 18 
AIU C19  C19  C 0 1 Y N N 31.576 -1.841 26.763 -0.578 0.692  -1.160 C19  AIU 19 
AIU C20  C20  C 0 1 Y N N 32.499 -2.861 26.462 0.103  1.321  -2.186 C20  AIU 20 
AIU C21  C21  C 0 1 Y N N 32.886 -3.141 25.130 1.467  1.147  -2.320 C21  AIU 21 
AIU C22  C22  C 0 1 Y N N 32.338 -2.408 24.067 2.153  0.340  -1.425 C22  AIU 22 
AIU C23  C23  C 0 1 Y N N 31.457 -1.375 24.362 1.467  -0.295 -0.400 C23  AIU 23 
AIU C24  C24  C 0 1 Y N N 31.055 -1.117 25.686 0.104  -0.113 -0.266 C24  AIU 24 
AIU O25  O25  O 0 1 N N N 32.720 -2.610 22.779 3.495  0.167  -1.555 O25  AIU 25 
AIU C26  C26  C 0 1 N N N 33.395 -3.834 22.439 3.903  -0.704 -0.498 C26  AIU 26 
AIU C27  C27  C 0 1 N N N 33.795 -3.944 20.958 5.412  -0.942 -0.587 C27  AIU 27 
AIU N28  N28  N 0 1 N N N 32.691 -4.079 19.994 6.121  0.322  -0.345 N28  AIU 28 
AIU C29  C29  C 0 1 N N N 33.330 -4.129 18.654 7.537  0.084  -0.682 C29  AIU 29 
AIU C30  C30  C 0 1 N N S 32.284 -3.557 17.670 8.349  0.242  0.620  C30  AIU 30 
AIU C31  C31  C 0 1 N N N 31.808 -4.613 16.650 9.673  0.959  0.349  C31  AIU 31 
AIU C32  C32  C 0 1 N N S 31.098 -3.178 18.579 7.426  1.114  1.511  C32  AIU 32 
AIU C33  C33  C 0 1 N N N 30.309 -1.993 18.010 7.693  0.867  2.997  C33  AIU 33 
AIU C34  C34  C 0 1 N N N 31.799 -2.900 19.922 6.022  0.594  1.105  C34  AIU 34 
AIU H1   H1   H 0 1 N N N 30.851 -0.136 29.883 -2.382 -0.593 -2.575 H1   AIU 35 
AIU H2   H2   H 0 1 N N N 32.139 -1.976 28.781 -2.371 1.786  -1.547 H2   AIU 36 
AIU H5   H5   H 0 1 N N N 28.187 -3.979 27.906 -3.117 2.337  2.371  H5   AIU 37 
AIU H6   H6   H 0 1 N N N 25.911 -3.445 26.999 -5.393 2.995  2.984  H6   AIU 38 
AIU HO8  HO8  H 0 1 N N N 24.809 -0.052 26.558 -7.725 3.298  1.218  HO8  AIU 39 
AIU H9   H9   H 0 1 N N N 26.890 0.803  27.373 -6.886 1.091  -0.528 H9   AIU 40 
AIU H13  H13  H 0 1 N N N 31.686 1.557  26.660 -4.193 -0.772 0.669  H13  AIU 41 
AIU H14  H14  H 0 1 N N N 33.942 2.640  26.357 -4.012 -2.685 2.208  H14  AIU 42 
AIU H16  H16  H 0 1 N N N 36.707 2.077  28.575 -3.010 -5.382 1.602  H16  AIU 43 
AIU H17  H17  H 0 1 N N N 35.404 0.737  30.004 -0.978 -4.386 -0.274 H17  AIU 44 
AIU H18  H18  H 0 1 N N N 33.156 -0.365 30.297 -1.169 -2.473 -1.811 H18  AIU 45 
AIU H20  H20  H 0 1 N N N 32.928 -3.453 27.288 -0.432 1.950  -2.883 H20  AIU 46 
AIU H21  H21  H 0 1 N N N 33.620 -3.936 24.919 1.998  1.639  -3.121 H21  AIU 47 
AIU H23  H23  H 0 1 N N N 31.073 -0.753 23.536 1.999  -0.924 0.299  H23  AIU 48 
AIU H24  H24  H 0 1 N N N 30.312 -0.326 25.885 -0.430 -0.603 0.534  H24  AIU 49 
AIU H261 1H26 H 0 0 N N N 32.783 -4.715 22.744 3.380  -1.656 -0.590 H261 AIU 50 
AIU H262 2H26 H 0 0 N N N 34.284 -3.984 23.095 3.663  -0.248 0.462  H262 AIU 51 
AIU H271 1H27 H 0 0 N N N 34.517 -4.783 20.824 5.663  -1.315 -1.580 H271 AIU 52 
AIU H272 2H27 H 0 0 N N N 34.438 -3.078 20.676 5.709  -1.675 0.162  H272 AIU 53 
AIU H291 1H29 H 0 0 N N N 33.700 -5.142 18.373 7.871  0.816  -1.418 H291 AIU 54 
AIU H292 2H29 H 0 0 N N N 34.316 -3.610 18.610 7.660  -0.924 -1.076 H292 AIU 55 
AIU H30  H30  H 0 1 N N N 32.704 -2.711 17.078 8.527  -0.729 1.084  H30  AIU 56 
AIU H311 1H31 H 0 0 N N N 31.424 -5.525 17.163 9.475  1.920  -0.125 H311 AIU 57 
AIU H312 2H31 H 0 0 N N N 31.054 -4.200 15.940 10.199 1.119  1.290  H312 AIU 58 
AIU H313 3H31 H 0 0 N N N 32.669 -5.066 16.106 10.289 0.348  -0.312 H313 AIU 59 
AIU H32  H32  H 0 1 N N N 30.311 -3.962 18.677 7.536  2.170  1.266  H32  AIU 60 
AIU H331 1H33 H 0 0 N N N 29.975 -2.190 16.965 7.618  -0.200 3.207  H331 AIU 61 
AIU H332 2H33 H 0 0 N N N 29.451 -1.719 18.668 8.694  1.218  3.249  H332 AIU 62 
AIU H333 3H33 H 0 0 N N N 30.971 -1.117 17.818 6.958  1.408  3.593  H333 AIU 63 
AIU H341 1H34 H 0 0 N N N 32.297 -1.907 20.014 5.264  1.353  1.298  H341 AIU 64 
AIU H342 2H34 H 0 0 N N N 31.127 -2.744 20.798 5.788  -0.322 1.648  H342 AIU 65 
# 
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 
AIU C1  C2   SING N N 1  
AIU C1  S11  SING N N 2  
AIU C1  C12  SING N N 3  
AIU C1  H1   SING N N 4  
AIU C2  O3   SING N N 5  
AIU C2  C19  SING N N 6  
AIU C2  H2   SING N N 7  
AIU O3  C4   SING N N 8  
AIU C4  C5   DOUB Y N 9  
AIU C4  C10  SING Y N 10 
AIU C5  C6   SING Y N 11 
AIU C5  H5   SING N N 12 
AIU C6  C7   DOUB Y N 13 
AIU C6  H6   SING N N 14 
AIU C7  O8   SING N N 15 
AIU C7  C9   SING Y N 16 
AIU O8  HO8  SING N N 17 
AIU C9  C10  DOUB Y N 18 
AIU C9  H9   SING N N 19 
AIU C10 S11  SING N N 20 
AIU C12 C13  DOUB Y N 21 
AIU C12 C18  SING Y N 22 
AIU C13 C14  SING Y N 23 
AIU C13 H13  SING N N 24 
AIU C14 C15  DOUB Y N 25 
AIU C14 H14  SING N N 26 
AIU C15 O16  SING N N 27 
AIU C15 C17  SING Y N 28 
AIU O16 H16  SING N N 29 
AIU C17 C18  DOUB Y N 30 
AIU C17 H17  SING N N 31 
AIU C18 H18  SING N N 32 
AIU C19 C20  DOUB Y N 33 
AIU C19 C24  SING Y N 34 
AIU C20 C21  SING Y N 35 
AIU C20 H20  SING N N 36 
AIU C21 C22  DOUB Y N 37 
AIU C21 H21  SING N N 38 
AIU C22 C23  SING Y N 39 
AIU C22 O25  SING N N 40 
AIU C23 C24  DOUB Y N 41 
AIU C23 H23  SING N N 42 
AIU C24 H24  SING N N 43 
AIU O25 C26  SING N N 44 
AIU C26 C27  SING N N 45 
AIU C26 H261 SING N N 46 
AIU C26 H262 SING N N 47 
AIU C27 N28  SING N N 48 
AIU C27 H271 SING N N 49 
AIU C27 H272 SING N N 50 
AIU N28 C29  SING N N 51 
AIU N28 C34  SING N N 52 
AIU C29 C30  SING N N 53 
AIU C29 H291 SING N N 54 
AIU C29 H292 SING N N 55 
AIU C30 C31  SING N N 56 
AIU C30 C32  SING N N 57 
AIU C30 H30  SING N N 58 
AIU C31 H311 SING N N 59 
AIU C31 H312 SING N N 60 
AIU C31 H313 SING N N 61 
AIU C32 C33  SING N N 62 
AIU C32 C34  SING N N 63 
AIU C32 H32  SING N N 64 
AIU C33 H331 SING N N 65 
AIU C33 H332 SING N N 66 
AIU C33 H333 SING N N 67 
AIU C34 H341 SING N N 68 
AIU C34 H342 SING N N 69 
# 
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 
AIU SMILES           ACDLabs              10.04 O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCCN3CC(C)C(C)C3)cc4)cc(O)cc5                                                                                                                                             
AIU InChI            InChI                1.02b InChI=1/C28H31NO4S/c1-18-16-29(17-19(18)2)13-14-32-24-10-5-20(6-11-24)27-28(21-3-7-22(30)8-4-21)34-26-15-23(31)9-12-25(26)33-27/h3-12,15,18-19,27-28,30-31H,13-14,16-17H2,1-2H3/t18-,19-,27+,28-/m1/s1 
AIU InChIKey         InChI                1.02b COJFASLRENZFLP-FNZLKOBSBS                                                                                                                                                                              
AIU SMILES_CANONICAL CACTVS               3.341 C[C@@H]1CN(CCOc2ccc(cc2)[C@@H]3Oc4ccc(O)cc4S[C@@H]3c5ccc(O)cc5)C[C@H]1C                                                                                                                                
AIU SMILES           CACTVS               3.341 C[CH]1CN(CCOc2ccc(cc2)[CH]3Oc4ccc(O)cc4S[CH]3c5ccc(O)cc5)C[CH]1C                                                                                                                                       
AIU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1CN(C[C@H]1C)CCOc2ccc(cc2)[C@H]3[C@H](Sc4cc(ccc4O3)O)c5ccc(cc5)O                                                                                                                                
AIU SMILES           "OpenEye OEToolkits" 1.5.0 CC1CN(CC1C)CCOc2ccc(cc2)C3C(Sc4cc(ccc4O3)O)c5ccc(cc5)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 
AIU "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-2-(4-{2-[(3S,4S)-3,4-dimethylpyrrolidin-1-yl]ethoxy}phenyl)-3-(4-hydroxyphenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
AIU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R)-2-[4-[2-[(3S,4S)-3,4-dimethylpyrrolidin-1-yl]ethoxy]phenyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
# 
