data_AIH
# 
_chem_comp.id                                    AIH 
_chem_comp.name                                  (2S,3R)-2-(4-{2-[(3R,4R)-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 15" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-12 
_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                     AIH 
_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        1XP1 
_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 
AIH C1   C1   C 0 1 N N R 31.020 -0.159 28.883 -2.542 0.064  1.601  C1   AIH 1  
AIH C2   C2   C 0 1 N N S 31.229 -1.602 28.354 -1.820 -0.969 0.720  C2   AIH 2  
AIH O3   O3   O 0 1 N N N 29.999 -2.326 28.603 -2.343 -0.901 -0.590 O3   AIH 3  
AIH C4   C4   C 0 1 Y N N 28.787 -1.902 28.125 -3.628 -1.309 -0.678 C4   AIH 4  
AIH C5   C5   C 0 1 Y N N 27.877 -2.901 27.817 -3.999 -1.863 -1.907 C5   AIH 5  
AIH C6   C6   C 0 1 Y N N 26.620 -2.596 27.297 -5.288 -2.291 -2.136 C6   AIH 6  
AIH C7   C7   C 0 1 Y N N 26.251 -1.229 27.161 -6.246 -2.175 -1.139 C7   AIH 7  
AIH O8   O8   O 0 1 N N N 25.010 -0.983 26.658 -7.523 -2.585 -1.364 O8   AIH 8  
AIH C9   C9   C 0 1 Y N N 27.176 -0.226 27.485 -5.890 -1.639 0.085  C9   AIH 9  
AIH C10  C10  C 0 1 Y N N 28.471 -0.533 27.900 -4.583 -1.219 0.323  C10  AIH 10 
AIH S11  S11  S 0 1 N N N 29.485 0.535  28.271 -4.198 -0.606 1.935  S11  AIH 11 
AIH C12  C12  C 0 1 Y N N 32.321 0.557  28.581 -2.654 1.377  0.869  C12  AIH 12 
AIH C13  C13  C 0 1 Y N N 32.528 1.364  27.455 -3.616 1.540  -0.111 C13  AIH 13 
AIH C14  C14  C 0 1 Y N N 33.790 1.961  27.325 -3.720 2.742  -0.784 C14  AIH 14 
AIH C15  C15  C 0 1 Y N N 34.818 1.746  28.277 -2.860 3.786  -0.475 C15  AIH 15 
AIH O16  O16  O 0 1 N N N 36.036 2.308  28.108 -2.961 4.969  -1.136 O16  AIH 16 
AIH C17  C17  C 0 1 Y N N 34.602 0.947  29.406 -1.896 3.619  0.509  C17  AIH 17 
AIH C18  C18  C 0 1 Y N N 33.332 0.342  29.531 -1.799 2.417  1.182  C18  AIH 18 
AIH C19  C19  C 0 1 Y N N 31.600 -1.796 26.874 -0.344 -0.664 0.691  C19  AIH 19 
AIH C20  C20  C 0 1 Y N N 32.598 -2.767 26.602 0.525  -1.383 1.492  C20  AIH 20 
AIH C21  C21  C 0 1 Y N N 33.038 -3.036 25.301 1.878  -1.105 1.467  C21  AIH 21 
AIH C22  C22  C 0 1 Y N N 32.428 -2.341 24.225 2.365  -0.105 0.638  C22  AIH 22 
AIH C23  C23  C 0 1 Y N N 31.472 -1.381 24.485 1.490  0.618  -0.160 C23  AIH 23 
AIH C24  C24  C 0 1 Y N N 31.049 -1.088 25.819 0.138  0.333  -0.136 C24  AIH 24 
AIH O25  O25  O 0 1 N N N 32.832 -2.575 22.951 3.695  0.170  0.611  O25  AIH 25 
AIH C26  C26  C 0 1 N N N 33.662 -3.702 22.619 3.879  1.233  -0.326 C26  AIH 26 
AIH C27  C27  C 0 1 N N N 33.833 -3.810 21.091 5.364  1.593  -0.404 C27  AIH 27 
AIH N28  N28  N 0 1 N N N 32.600 -4.042 20.300 6.115  0.456  -0.953 N28  AIH 28 
AIH C29  C29  C 0 1 N N N 33.051 -4.028 18.888 7.550  0.769  -0.776 C29  AIH 29 
AIH C30  C30  C 0 1 N N R 31.712 -3.861 18.138 8.243  -0.529 -0.322 C30  AIH 30 
AIH C31  C31  C 0 1 N N N 31.886 -3.574 16.646 9.284  -0.964 -1.356 C31  AIH 31 
AIH C32  C32  C 0 1 N N R 31.120 -2.676 18.919 7.113  -1.579 -0.223 C32  AIH 32 
AIH C33  C33  C 0 1 N N N 29.596 -2.678 18.789 7.305  -2.478 1.000  C33  AIH 33 
AIH C34  C34  C 0 1 N N N 31.611 -2.936 20.369 5.842  -0.704 -0.067 C34  AIH 34 
AIH H1   H1   H 0 1 N N N 30.850 -0.071 29.981 -2.000 0.204  2.537  H1   AIH 35 
AIH H2   H2   H 0 1 N N N 32.129 -1.971 28.899 -1.978 -1.969 1.125  H2   AIH 36 
AIH H5   H5   H 0 1 N N N 28.157 -3.954 27.988 -3.262 -1.956 -2.691 H5   AIH 37 
AIH H6   H6   H 0 1 N N N 25.938 -3.411 27.002 -5.553 -2.717 -3.092 H6   AIH 38 
AIH HO8  HO8  H 0 1 N N N 24.764 -0.070 26.567 -7.568 -3.515 -1.102 HO8  AIH 39 
AIH H9   H9   H 0 1 N N N 26.877 0.833  27.411 -6.632 -1.546 0.865  H9   AIH 40 
AIH H13  H13  H 0 1 N N N 31.734 1.522  26.706 -4.285 0.728  -0.351 H13  AIH 41 
AIH H14  H14  H 0 1 N N N 33.978 2.613  26.456 -4.471 2.869  -1.550 H14  AIH 42 
AIH H16  H16  H 0 1 N N N 36.725 2.164  28.746 -3.579 5.517  -0.634 H16  AIH 43 
AIH H17  H17  H 0 1 N N N 35.394 0.801  30.160 -1.225 4.430  0.750  H17  AIH 44 
AIH H18  H18  H 0 1 N N N 33.125 -0.315 30.392 -1.049 2.287  1.949  H18  AIH 45 
AIH H20  H20  H 0 1 N N N 33.049 -3.334 27.434 0.146  -2.162 2.137  H20  AIH 46 
AIH H21  H21  H 0 1 N N N 33.841 -3.773 25.129 2.556  -1.667 2.092  H21  AIH 47 
AIH H23  H23  H 0 1 N N N 31.044 -0.845 23.622 1.866  1.397  -0.807 H23  AIH 48 
AIH H24  H24  H 0 1 N N N 30.295 -0.313 26.035 -0.542 0.892  -0.761 H24  AIH 49 
AIH H261 1H26 H 0 0 N N N 33.274 -4.649 23.062 3.310  2.105  -0.002 H261 AIH 50 
AIH H262 2H26 H 0 0 N N N 34.644 -3.664 23.146 3.530  0.915  -1.308 H262 AIH 51 
AIH H271 1H27 H 0 0 N N N 34.585 -4.598 20.853 5.735  1.825  0.595  H271 AIH 52 
AIH H272 2H27 H 0 0 N N N 34.359 -2.904 20.708 5.494  2.461  -1.050 H272 AIH 53 
AIH H291 1H29 H 0 0 N N N 33.665 -4.905 18.576 7.670  1.540  -0.014 H291 AIH 54 
AIH H292 2H29 H 0 0 N N N 33.830 -3.268 18.645 7.976  1.107  -1.720 H292 AIH 55 
AIH H30  H30  H 0 1 N N N 31.072 -4.774 18.119 8.713  -0.387 0.651  H30  AIH 56 
AIH H311 1H31 H 0 0 N N N 32.516 -4.357 16.163 10.060 -0.203 -1.432 H311 AIH 57 
AIH H312 2H31 H 0 0 N N N 30.919 -3.453 16.104 9.730  -1.909 -1.046 H312 AIH 58 
AIH H313 3H31 H 0 0 N N N 32.542 -2.687 16.487 8.802  -1.090 -2.325 H313 AIH 59 
AIH H32  H32  H 0 1 N N N 31.436 -1.671 18.554 7.061  -2.176 -1.134 H32  AIH 60 
AIH H331 1H33 H 0 0 N N N 29.150 -3.651 19.102 6.451  -3.149 1.095  H331 AIH 61 
AIH H332 2H33 H 0 0 N N N 29.167 -1.819 19.355 8.216  -3.064 0.881  H332 AIH 62 
AIH H333 3H33 H 0 0 N N N 29.266 -2.684 17.724 7.384  -1.861 1.895  H333 AIH 63 
AIH H341 1H34 H 0 0 N N N 32.010 -2.022 20.867 5.724  -0.380 0.966  H341 AIH 64 
AIH H342 2H34 H 0 0 N N N 30.779 -3.136 21.084 4.958  -1.246 -0.405 H342 AIH 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 
AIH C1  C2   SING N N 1  
AIH C1  S11  SING N N 2  
AIH C1  C12  SING N N 3  
AIH C1  H1   SING N N 4  
AIH C2  O3   SING N N 5  
AIH C2  C19  SING N N 6  
AIH C2  H2   SING N N 7  
AIH O3  C4   SING N N 8  
AIH C4  C5   DOUB Y N 9  
AIH C4  C10  SING Y N 10 
AIH C5  C6   SING Y N 11 
AIH C5  H5   SING N N 12 
AIH C6  C7   DOUB Y N 13 
AIH C6  H6   SING N N 14 
AIH C7  O8   SING N N 15 
AIH C7  C9   SING Y N 16 
AIH O8  HO8  SING N N 17 
AIH C9  C10  DOUB Y N 18 
AIH C9  H9   SING N N 19 
AIH C10 S11  SING N N 20 
AIH C12 C13  DOUB Y N 21 
AIH C12 C18  SING Y N 22 
AIH C13 C14  SING Y N 23 
AIH C13 H13  SING N N 24 
AIH C14 C15  DOUB Y N 25 
AIH C14 H14  SING N N 26 
AIH C15 O16  SING N N 27 
AIH C15 C17  SING Y N 28 
AIH O16 H16  SING N N 29 
AIH C17 C18  DOUB Y N 30 
AIH C17 H17  SING N N 31 
AIH C18 H18  SING N N 32 
AIH C19 C20  DOUB Y N 33 
AIH C19 C24  SING Y N 34 
AIH C20 C21  SING Y N 35 
AIH C20 H20  SING N N 36 
AIH C21 C22  DOUB Y N 37 
AIH C21 H21  SING N N 38 
AIH C22 C23  SING Y N 39 
AIH C22 O25  SING N N 40 
AIH C23 C24  DOUB Y N 41 
AIH C23 H23  SING N N 42 
AIH C24 H24  SING N N 43 
AIH O25 C26  SING N N 44 
AIH C26 C27  SING N N 45 
AIH C26 H261 SING N N 46 
AIH C26 H262 SING N N 47 
AIH C27 N28  SING N N 48 
AIH C27 H271 SING N N 49 
AIH C27 H272 SING N N 50 
AIH N28 C29  SING N N 51 
AIH N28 C34  SING N N 52 
AIH C29 C30  SING N N 53 
AIH C29 H291 SING N N 54 
AIH C29 H292 SING N N 55 
AIH C30 C31  SING N N 56 
AIH C30 C32  SING N N 57 
AIH C30 H30  SING N N 58 
AIH C31 H311 SING N N 59 
AIH C31 H312 SING N N 60 
AIH C31 H313 SING N N 61 
AIH C32 C33  SING N N 62 
AIH C32 C34  SING N N 63 
AIH C32 H32  SING N N 64 
AIH C33 H331 SING N N 65 
AIH C33 H332 SING N N 66 
AIH C33 H333 SING N N 67 
AIH C34 H341 SING N N 68 
AIH 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 
AIH SMILES           ACDLabs              10.04 O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCCN3CC(C)C(C)C3)cc4)cc(O)cc5                                                                                                                                             
AIH 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+/m0/s1 
AIH InChIKey         InChI                1.02b COJFASLRENZFLP-UXHLOXSIBP                                                                                                                                                                              
AIH 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                                                                                                                                
AIH SMILES           CACTVS               3.341 C[CH]1CN(CCOc2ccc(cc2)[CH]3Oc4ccc(O)cc4S[CH]3c5ccc(O)cc5)C[CH]1C                                                                                                                                       
AIH 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                                                                                                                                
AIH 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 
AIH "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-2-(4-{2-[(3R,4R)-3,4-dimethylpyrrolidin-1-yl]ethoxy}phenyl)-3-(4-hydroxyphenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
AIH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R)-2-[4-[2-[(3R,4R)-3,4-dimethylpyrrolidin-1-yl]ethoxy]phenyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
# 
