data_AZ2
# 
_chem_comp.id                                    AZ2 
_chem_comp.name                                  "(2S)-2-ETHOXY-3-[4-(2-{4-[(METHYLSULFONYL)OXY]PHENYL}ETHOXY)PHENYL]PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "AZ 242" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-03-30 
_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                        408.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AZ2 
_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        1I7G 
_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 
AZ2 C1   C1   C 0 1 Y N N 38.574 31.969 36.647 0.248  1.071  -4.090 C1   AZ2 1  
AZ2 C2   C2   C 0 1 N N N 39.513 30.788 36.605 -0.526 1.343  -5.354 C2   AZ2 2  
AZ2 C5   C5   C 0 1 N N S 40.330 30.626 37.909 -0.974 0.018  -5.972 C5   AZ2 3  
AZ2 O7   O7   O 0 1 N N N 41.286 31.703 37.949 0.172  -0.776 -6.279 O7   AZ2 4  
AZ2 C8   C8   C 0 1 N N N 41.691 32.105 39.253 -0.229 -2.143 -6.163 C8   AZ2 5  
AZ2 C11  C11  C 0 1 N N N 42.294 33.488 39.114 0.959  -3.052 -6.480 C11  AZ2 6  
AZ2 C15  C15  C 0 1 N N N 40.962 29.242 37.912 -1.749 0.290  -7.236 C15  AZ2 7  
AZ2 O16  O16  O 0 1 N N N 40.091 28.278 38.283 -2.873 1.022  -7.189 O16  AZ2 8  
AZ2 O18  O18  O 0 1 N N N 42.114 28.956 37.627 -1.359 -0.151 -8.291 O18  AZ2 9  
AZ2 C19  C19  C 0 1 Y N N 39.076 33.296 36.438 1.619  0.898  -4.145 C19  AZ2 10 
AZ2 C21  C21  C 0 1 Y N N 38.210 34.403 36.497 2.332  0.648  -2.988 C21  AZ2 11 
AZ2 C23  C23  C 0 1 Y N N 36.830 34.224 36.765 1.671  0.571  -1.771 C23  AZ2 12 
AZ2 C24  C24  C 0 1 Y N N 36.325 32.899 36.967 0.296  0.745  -1.719 C24  AZ2 13 
AZ2 C26  C26  C 0 1 Y N N 37.185 31.790 36.909 -0.411 1.000  -2.877 C26  AZ2 14 
AZ2 O28  O28  O 0 1 N N N 36.124 35.394 36.793 2.370  0.326  -0.632 O28  AZ2 15 
AZ2 C29  C29  C 0 1 N N N 34.872 35.413 37.475 1.422  0.306  0.437  C29  AZ2 16 
AZ2 C32  C32  C 0 1 N N N 34.544 36.883 37.709 2.148  0.033  1.756  C32  AZ2 17 
AZ2 C35  C35  C 0 1 Y N N 34.883 37.334 39.098 1.149  0.012  2.884  C35  AZ2 18 
AZ2 C36  C36  C 0 1 Y N N 35.726 38.461 39.300 0.537  -1.174 3.242  C36  AZ2 19 
AZ2 C38  C38  C 0 1 Y N N 36.029 38.890 40.608 -0.379 -1.195 4.275  C38  AZ2 20 
AZ2 C40  C40  C 0 1 Y N N 35.493 38.195 41.734 -0.685 -0.025 4.955  C40  AZ2 21 
AZ2 C41  C41  C 0 1 Y N N 34.663 37.077 41.538 -0.069 1.164  4.594  C41  AZ2 22 
AZ2 C43  C43  C 0 1 Y N N 34.356 36.644 40.230 0.850  1.179  3.563  C43  AZ2 23 
AZ2 O45  O45  O 0 1 N N N 35.835 38.707 42.949 -1.586 -0.044 5.972  O45  AZ2 24 
AZ2 S46  S46  S 0 1 N N N 34.803 39.718 43.704 -0.803 -0.318 7.248  S46  AZ2 25 
AZ2 C47  C47  C 0 1 N N N 35.783 39.998 45.158 -0.362 1.342  7.828  C47  AZ2 26 
AZ2 O51  O51  O 0 1 N N N 34.727 40.953 42.956 -1.774 -0.926 8.088  O51  AZ2 27 
AZ2 O52  O52  O 0 1 N N N 33.619 38.979 44.096 0.333  -1.026 6.773  O52  AZ2 28 
AZ2 H21  1H2  H 0 1 N N N 40.225 30.958 35.784 0.107  1.878  -6.061 H21  AZ2 29 
AZ2 H22  2H2  H 0 1 N N N 38.917 29.876 36.453 -1.401 1.949  -5.120 H22  AZ2 30 
AZ2 H51  1H5  H 0 1 N N N 39.714 30.690 38.818 -1.608 -0.516 -5.265 H51  AZ2 31 
AZ2 H81  1H8  H 0 1 N N N 42.420 31.397 39.676 -1.038 -2.345 -6.865 H81  AZ2 32 
AZ2 H82  2H8  H 0 1 N N N 40.826 32.130 39.933 -0.572 -2.336 -5.147 H82  AZ2 33 
AZ2 H111 1H11 H 0 0 N N N 41.616 34.126 38.529 0.653  -4.095 -6.392 H111 AZ2 34 
AZ2 H112 2H11 H 0 0 N N N 43.264 33.415 38.600 1.303  -2.860 -7.497 H112 AZ2 35 
AZ2 H113 3H11 H 0 0 N N N 42.440 33.927 40.112 1.769  -2.850 -5.779 H113 AZ2 36 
AZ2 H161 1H16 H 0 0 N N N 40.528 27.434 38.272 -3.370 1.197  -8.000 H161 AZ2 37 
AZ2 H191 1H19 H 0 0 N N N 40.126 33.446 36.234 2.133  0.959  -5.093 H191 AZ2 38 
AZ2 H211 1H21 H 0 0 N N N 38.600 35.397 36.337 3.402  0.513  -3.032 H211 AZ2 39 
AZ2 H241 1H24 H 0 0 N N N 35.274 32.751 37.166 -0.220 0.685  -0.772 H241 AZ2 40 
AZ2 H261 1H26 H 0 0 N N N 36.791 30.796 37.064 -1.482 1.136  -2.837 H261 AZ2 41 
AZ2 H291 1H29 H 0 0 N N N 34.923 34.857 38.423 0.918  1.270  0.493  H291 AZ2 42 
AZ2 H292 2H29 H 0 0 N N N 34.091 34.933 36.866 0.688  -0.478 0.257  H292 AZ2 43 
AZ2 H321 1H32 H 0 0 N N N 33.460 37.011 37.570 2.653  -0.931 1.700  H321 AZ2 44 
AZ2 H322 2H32 H 0 0 N N N 35.124 37.487 36.996 2.883  0.818  1.936  H322 AZ2 45 
AZ2 H361 1H36 H 0 0 N N N 36.134 38.989 38.451 0.775  -2.085 2.713  H361 AZ2 46 
AZ2 H381 1H38 H 0 0 N N N 36.669 39.747 40.759 -0.858 -2.123 4.554  H381 AZ2 47 
AZ2 H411 1H41 H 0 0 N N N 34.260 36.549 42.389 -0.305 2.076  5.121  H411 AZ2 48 
AZ2 H431 1H43 H 0 0 N N N 33.718 35.785 40.085 1.330  2.105  3.282  H431 AZ2 49 
AZ2 H471 1H47 H 0 0 N N N 35.634 39.169 45.865 0.209  1.264  8.752  H471 AZ2 50 
AZ2 H472 2H47 H 0 0 N N N 35.476 40.943 45.630 0.237  1.844  7.070  H472 AZ2 51 
AZ2 H473 3H47 H 0 0 N N N 36.845 40.056 44.879 -1.271 1.916  8.011  H473 AZ2 52 
# 
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 
AZ2 C1  C2   SING N N 1  
AZ2 C1  C19  DOUB Y N 2  
AZ2 C1  C26  SING Y N 3  
AZ2 C2  C5   SING N N 4  
AZ2 C2  H21  SING N N 5  
AZ2 C2  H22  SING N N 6  
AZ2 C5  O7   SING N N 7  
AZ2 C5  C15  SING N N 8  
AZ2 C5  H51  SING N N 9  
AZ2 O7  C8   SING N N 10 
AZ2 C8  C11  SING N N 11 
AZ2 C8  H81  SING N N 12 
AZ2 C8  H82  SING N N 13 
AZ2 C11 H111 SING N N 14 
AZ2 C11 H112 SING N N 15 
AZ2 C11 H113 SING N N 16 
AZ2 C15 O16  SING N N 17 
AZ2 C15 O18  DOUB N N 18 
AZ2 O16 H161 SING N N 19 
AZ2 C19 C21  SING Y N 20 
AZ2 C19 H191 SING N N 21 
AZ2 C21 C23  DOUB Y N 22 
AZ2 C21 H211 SING N N 23 
AZ2 C23 C24  SING Y N 24 
AZ2 C23 O28  SING N N 25 
AZ2 C24 C26  DOUB Y N 26 
AZ2 C24 H241 SING N N 27 
AZ2 C26 H261 SING N N 28 
AZ2 O28 C29  SING N N 29 
AZ2 C29 C32  SING N N 30 
AZ2 C29 H291 SING N N 31 
AZ2 C29 H292 SING N N 32 
AZ2 C32 C35  SING N N 33 
AZ2 C32 H321 SING N N 34 
AZ2 C32 H322 SING N N 35 
AZ2 C35 C36  DOUB Y N 36 
AZ2 C35 C43  SING Y N 37 
AZ2 C36 C38  SING Y N 38 
AZ2 C36 H361 SING N N 39 
AZ2 C38 C40  DOUB Y N 40 
AZ2 C38 H381 SING N N 41 
AZ2 C40 C41  SING Y N 42 
AZ2 C40 O45  SING N N 43 
AZ2 C41 C43  DOUB Y N 44 
AZ2 C41 H411 SING N N 45 
AZ2 C43 H431 SING N N 46 
AZ2 O45 S46  SING N N 47 
AZ2 S46 C47  SING N N 48 
AZ2 S46 O51  DOUB N N 49 
AZ2 S46 O52  DOUB N N 50 
AZ2 C47 H471 SING N N 51 
AZ2 C47 H472 SING N N 52 
AZ2 C47 H473 SING N N 53 
# 
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 
AZ2 SMILES           ACDLabs              10.04 O=S(=O)(Oc1ccc(cc1)CCOc2ccc(cc2)CC(OCC)C(=O)O)C                                                                                                           
AZ2 InChI            InChI                1.02b InChI=1/C20H24O7S/c1-3-25-19(20(21)22)14-16-6-8-17(9-7-16)26-13-12-15-4-10-18(11-5-15)27-28(2,23)24/h4-11,19H,3,12-14H2,1-2H3,(H,21,22)/t19-/m0/s1/f/h21H 
AZ2 InChIKey         InChI                1.02b CXGTZJYQWSUFET-PIHOMGDSDJ                                                                                                                                 
AZ2 SMILES_CANONICAL CACTVS               3.341 CCO[C@@H](Cc1ccc(OCCc2ccc(O[S](C)(=O)=O)cc2)cc1)C(O)=O                                                                                                    
AZ2 SMILES           CACTVS               3.341 CCO[CH](Cc1ccc(OCCc2ccc(O[S](C)(=O)=O)cc2)cc1)C(O)=O                                                                                                      
AZ2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCO[C@@H](Cc1ccc(cc1)OCCc2ccc(cc2)OS(=O)(=O)C)C(=O)O                                                                                                      
AZ2 SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(Cc1ccc(cc1)OCCc2ccc(cc2)OS(=O)(=O)C)C(=O)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 
AZ2 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoic acid" 
AZ2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-ethoxy-3-[4-[2-(4-methylsulfonyloxyphenyl)ethoxy]phenyl]propanoic acid"     
# 
