data_AIJ
# 
_chem_comp.id                                    AIJ 
_chem_comp.name                                  (2S,3R)-3-(4-HYDROXYPHENYL)-2-(4-{[(2S)-2-PYRROLIDIN-1-YLPROPYL]OXY}PHENYL)-2,3-DIHYDRO-1,4-BENZOXATHIIN-6-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 18" 
_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                        463.588 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AIJ 
_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        1XP9 
_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 
AIJ C1   C1   C 0 1 N N R 31.136 -0.285 28.694 -2.080 -0.032 -1.570 C1   AIJ 1  
AIJ C2   C2   C 0 1 N N S 31.295 -1.719 28.153 -1.758 1.162  -0.656 C2   AIJ 2  
AIJ O3   O3   O 0 1 N N N 30.063 -2.437 28.404 -2.351 0.945  0.608  O3   AIJ 3  
AIJ C4   C4   C 0 1 Y N N 28.869 -1.985 27.952 -3.702 0.971  0.580  C4   AIJ 4  
AIJ C5   C5   C 0 1 Y N N 27.944 -2.991 27.660 -4.318 1.395  1.762  C5   AIJ 5  
AIJ C6   C6   C 0 1 Y N N 26.693 -2.655 27.163 -5.690 1.439  1.873  C6   AIJ 6  
AIJ C7   C7   C 0 1 Y N N 26.351 -1.302 27.059 -6.487 1.058  0.803  C7   AIJ 7  
AIJ O8   O8   O 0 1 N N N 25.129 -1.005 26.570 -7.842 1.088  0.912  O8   AIJ 8  
AIJ C9   C9   C 0 1 Y N N 27.291 -0.312 27.351 -5.891 0.647  -0.375 C9   AIJ 9  
AIJ C10  C10  C 0 1 Y N N 28.593 -0.626 27.734 -4.503 0.616  -0.494 C10  AIJ 10 
AIJ S11  S11  S 0 1 N N N 29.623 0.454  28.071 -3.824 0.141  -2.055 S11  AIJ 11 
AIJ C12  C12  C 0 1 Y N N 32.433 0.438  28.415 -1.879 -1.324 -0.821 C12  AIJ 12 
AIJ C13  C13  C 0 1 Y N N 32.662 1.284  27.315 -2.835 -1.756 0.080  C13  AIJ 13 
AIJ C14  C14  C 0 1 Y N N 33.910 1.873  27.147 -2.652 -2.939 0.768  C14  AIJ 14 
AIJ C15  C15  C 0 1 Y N N 34.942 1.648  28.087 -1.508 -3.695 0.555  C15  AIJ 15 
AIJ O16  O16  O 0 1 N N N 36.145 2.238  27.974 -1.326 -4.859 1.231  O16  AIJ 16 
AIJ C17  C17  C 0 1 Y N N 34.710 0.831  29.204 -0.550 -3.259 -0.349 C17  AIJ 17 
AIJ C18  C18  C 0 1 Y N N 33.453 0.237  29.356 -0.740 -2.077 -1.039 C18  AIJ 18 
AIJ C19  C19  C 0 1 Y N N 31.652 -1.924 26.684 -0.265 1.289  -0.498 C19  AIJ 19 
AIJ C20  C20  C 0 1 Y N N 32.495 -2.986 26.336 0.430  2.226  -1.240 C20  AIJ 20 
AIJ C21  C21  C 0 1 Y N N 32.872 -3.265 25.001 1.799  2.345  -1.097 C21  AIJ 21 
AIJ C22  C22  C 0 1 Y N N 32.411 -2.452 23.948 2.476  1.522  -0.208 C22  AIJ 22 
AIJ C23  C23  C 0 1 Y N N 31.563 -1.383 24.309 1.777  0.578  0.530  C23  AIJ 23 
AIJ C24  C24  C 0 1 Y N N 31.184 -1.126 25.630 0.407  0.468  0.388  C24  AIJ 24 
AIJ O25  O25  O 0 1 N N N 32.762 -2.646 22.635 3.823  1.636  -0.066 O25  AIJ 25 
AIJ C26  C26  C 0 1 N N N 33.363 -3.918 22.285 4.219  0.667  0.907  C26  AIJ 26 
AIJ C27  C27  C 0 1 N N S 33.817 -4.122 20.790 5.733  0.744  1.115  C27  AIJ 27 
AIJ C28  C28  C 0 1 N N N 34.627 -2.860 20.595 6.125  2.175  1.486  C28  AIJ 28 
AIJ N29  N29  N 0 1 N N N 32.716 -4.202 19.773 6.418  0.353  -0.124 N29  AIJ 29 
AIJ C30  C30  C 0 1 N N N 33.052 -3.917 18.330 7.865  0.448  0.144  C30  AIJ 30 
AIJ C31  C31  C 0 1 N N N 31.755 -3.347 17.677 8.445  -0.978 0.034  C31  AIJ 31 
AIJ C32  C32  C 0 1 N N N 30.756 -3.312 18.849 7.400  -1.713 -0.847 C32  AIJ 32 
AIJ C33  C33  C 0 1 N N N 31.669 -3.235 20.084 6.077  -1.064 -0.370 C33  AIJ 33 
AIJ H1   H1   H 0 1 N N N 30.987 -0.234 29.798 -1.443 -0.010 -2.454 H1   AIJ 34 
AIJ H2   H2   H 0 1 N N N 32.192 -2.093 28.699 -2.158 2.076  -1.095 H2   AIJ 35 
AIJ H5   H5   H 0 1 N N N 28.202 -4.051 27.822 -3.708 1.692  2.602  H5   AIJ 36 
AIJ H6   H6   H 0 1 N N N 25.987 -3.445 26.858 -6.146 1.770  2.794  H6   AIJ 37 
AIJ HO8  HO8  H 0 1 N N N 24.897 -0.086 26.499 -8.126 1.967  0.628  HO8  AIJ 38 
AIJ H9   H9   H 0 1 N N N 26.997 0.748  27.277 -6.506 0.349  -1.211 H9   AIJ 39 
AIJ H13  H13  H 0 1 N N N 31.862 1.486  26.583 -3.725 -1.167 0.245  H13  AIJ 40 
AIJ H14  H14  H 0 1 N N N 34.081 2.518  26.269 -3.399 -3.276 1.472  H14  AIJ 41 
AIJ H16  H16  H 0 1 N N N 36.838 2.087  28.606 -1.719 -5.560 0.692  H16  AIJ 42 
AIJ H17  H17  H 0 1 N N N 35.503 0.658  29.951 0.341  -3.845 -0.516 H17  AIJ 43 
AIJ H18  H18  H 0 1 N N N 33.263 -0.402 30.235 0.005  -1.738 -1.744 H18  AIJ 44 
AIJ H20  H20  H 0 1 N N N 32.878 -3.629 27.146 -0.097 2.867  -1.931 H20  AIJ 45 
AIJ H21  H21  H 0 1 N N N 33.530 -4.122 24.780 2.342  3.077  -1.676 H21  AIJ 46 
AIJ H23  H23  H 0 1 N N N 31.178 -0.716 23.520 2.302  -0.063 1.223  H23  AIJ 47 
AIJ H24  H24  H 0 1 N N N 30.507 -0.282 25.844 -0.138 -0.262 0.967  H24  AIJ 48 
AIJ H261 1H26 H 0 0 N N N 32.673 -4.744 22.577 3.950  -0.329 0.557  H261 AIJ 49 
AIJ H262 2H26 H 0 0 N N N 34.226 -4.117 22.963 3.712  0.871  1.850  H262 AIJ 50 
AIJ H27  H27  H 0 1 N N N 34.337 -5.096 20.638 6.023  0.068  1.920  H27  AIJ 51 
AIJ H281 1H28 H 0 0 N N N 35.444 -2.685 21.334 5.835  2.851  0.681  H281 AIJ 52 
AIJ H282 2H28 H 0 0 N N N 34.948 -3.004 19.537 5.617  2.465  2.405  H282 AIJ 53 
AIJ H283 3H28 H 0 0 N N N 34.101 -1.903 20.819 7.204  2.230  1.634  H283 AIJ 54 
AIJ H301 1H30 H 0 0 N N N 33.466 -4.800 17.791 8.337  1.098  -0.593 H301 AIJ 55 
AIJ H302 2H30 H 0 0 N N N 33.938 -3.251 18.206 8.031  0.839  1.148  H302 AIJ 56 
AIJ H311 1H31 H 0 0 N N N 31.401 -3.910 16.782 9.419  -0.961 -0.456 H311 AIJ 57 
AIJ H312 2H31 H 0 0 N N N 31.890 -2.372 17.153 8.515  -1.443 1.017  H312 AIJ 58 
AIJ H321 1H32 H 0 0 N N N 30.026 -4.155 18.863 7.573  -1.515 -1.905 H321 AIJ 59 
AIJ H322 2H32 H 0 0 N N N 29.993 -2.502 18.785 7.405  -2.784 -0.646 H322 AIJ 60 
AIJ H331 1H33 H 0 0 N N N 32.037 -2.211 20.329 5.733  -1.537 0.550  H331 AIJ 61 
AIJ H332 2H33 H 0 0 N N N 31.152 -3.404 21.058 5.315  -1.142 -1.145 H332 AIJ 62 
# 
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 
AIJ C1  C2   SING N N 1  
AIJ C1  S11  SING N N 2  
AIJ C1  C12  SING N N 3  
AIJ C1  H1   SING N N 4  
AIJ C2  O3   SING N N 5  
AIJ C2  C19  SING N N 6  
AIJ C2  H2   SING N N 7  
AIJ O3  C4   SING N N 8  
AIJ C4  C5   DOUB Y N 9  
AIJ C4  C10  SING Y N 10 
AIJ C5  C6   SING Y N 11 
AIJ C5  H5   SING N N 12 
AIJ C6  C7   DOUB Y N 13 
AIJ C6  H6   SING N N 14 
AIJ C7  O8   SING N N 15 
AIJ C7  C9   SING Y N 16 
AIJ O8  HO8  SING N N 17 
AIJ C9  C10  DOUB Y N 18 
AIJ C9  H9   SING N N 19 
AIJ C10 S11  SING N N 20 
AIJ C12 C13  DOUB Y N 21 
AIJ C12 C18  SING Y N 22 
AIJ C13 C14  SING Y N 23 
AIJ C13 H13  SING N N 24 
AIJ C14 C15  DOUB Y N 25 
AIJ C14 H14  SING N N 26 
AIJ C15 O16  SING N N 27 
AIJ C15 C17  SING Y N 28 
AIJ O16 H16  SING N N 29 
AIJ C17 C18  DOUB Y N 30 
AIJ C17 H17  SING N N 31 
AIJ C18 H18  SING N N 32 
AIJ C19 C20  DOUB Y N 33 
AIJ C19 C24  SING Y N 34 
AIJ C20 C21  SING Y N 35 
AIJ C20 H20  SING N N 36 
AIJ C21 C22  DOUB Y N 37 
AIJ C21 H21  SING N N 38 
AIJ C22 C23  SING Y N 39 
AIJ C22 O25  SING N N 40 
AIJ C23 C24  DOUB Y N 41 
AIJ C23 H23  SING N N 42 
AIJ C24 H24  SING N N 43 
AIJ O25 C26  SING N N 44 
AIJ C26 C27  SING N N 45 
AIJ C26 H261 SING N N 46 
AIJ C26 H262 SING N N 47 
AIJ C27 C28  SING N N 48 
AIJ C27 N29  SING N N 49 
AIJ C27 H27  SING N N 50 
AIJ C28 H281 SING N N 51 
AIJ C28 H282 SING N N 52 
AIJ C28 H283 SING N N 53 
AIJ N29 C30  SING N N 54 
AIJ N29 C33  SING N N 55 
AIJ C30 C31  SING N N 56 
AIJ C30 H301 SING N N 57 
AIJ C30 H302 SING N N 58 
AIJ C31 C32  SING N N 59 
AIJ C31 H311 SING N N 60 
AIJ C31 H312 SING N N 61 
AIJ C32 C33  SING N N 62 
AIJ C32 H321 SING N N 63 
AIJ C32 H322 SING N N 64 
AIJ C33 H331 SING N N 65 
AIJ C33 H332 SING N N 66 
# 
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 
AIJ SMILES           ACDLabs              10.04 O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCC(N3CCCC3)C)cc4)cc(O)cc5                                                                                                                                     
AIJ InChI            InChI                1.02b InChI=1/C27H29NO4S/c1-18(28-14-2-3-15-28)17-31-23-11-6-19(7-12-23)26-27(20-4-8-21(29)9-5-20)33-25-16-22(30)10-13-24(25)32-26/h4-13,16,18,26-27,29-30H,2-3,14-15,17H2,1H3/t18-,26-,27+/m0/s1 
AIJ InChIKey         InChI                1.02b UZOOIPXOYYJULJ-RHLLTPQKBU                                                                                                                                                                   
AIJ SMILES_CANONICAL CACTVS               3.341 C[C@@H](COc1ccc(cc1)[C@@H]2Oc3ccc(O)cc3S[C@@H]2c4ccc(O)cc4)N5CCCC5                                                                                                                          
AIJ SMILES           CACTVS               3.341 C[CH](COc1ccc(cc1)[CH]2Oc3ccc(O)cc3S[CH]2c4ccc(O)cc4)N5CCCC5                                                                                                                                
AIJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](COc1ccc(cc1)[C@H]2[C@H](Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5                                                                                                                          
AIJ SMILES           "OpenEye OEToolkits" 1.5.0 CC(COc1ccc(cc1)C2C(Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5                                                                                                                                       
# 
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 
AIJ "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-3-(4-hydroxyphenyl)-2-(4-{[(2S)-2-pyrrolidin-1-ylpropyl]oxy}phenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
AIJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R)-3-(4-hydroxyphenyl)-2-[4-[(2S)-2-pyrrolidin-1-ylpropoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol     
# 
