data_S1A
# 
_chem_comp.id                                    S1A 
_chem_comp.name                                  "SORAPHEN A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H44 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-06 
_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                        520.655 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S1A 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
S1A C1   C1   C 0 1 N N N -2.754 -15.308 -2.593 -1.543 -0.277 -0.415 C1   S1A 1  
S1A C2   C2   C 0 1 N N S -1.712 -14.356 -3.121 -2.225 0.221  0.843  C2   S1A 2  
S1A C3   C3   C 0 1 N N R -1.790 -13.009 -2.411 -1.603 -0.488 2.050  C3   S1A 3  
S1A C4   C4   C 0 1 N N R -0.761 -11.998 -2.893 -1.923 0.267  3.340  C4   S1A 4  
S1A C5   C5   C 0 1 N N S -0.713 -10.793 -1.968 -0.583 0.837  3.867  C5   S1A 5  
S1A C6   C6   C 0 1 N N S -0.594 -11.158 -0.510 0.103  -0.506 4.239  C6   S1A 6  
S1A C7   C7   C 0 1 N N S -1.689 -12.178 -0.151 0.540  -1.129 2.922  C7   S1A 7  
S1A C8   C8   C 0 1 N N S -1.654 -12.704 1.282  2.021  -0.913 2.620  C8   S1A 8  
S1A C9   C9   C 0 1 N N N -2.779 -13.687 1.484  2.220  -0.782 1.127  C9   S1A 9  
S1A C10  C10  C 0 1 N N N -3.740 -13.645 2.371  3.396  -0.469 0.655  C10  S1A 10 
S1A C11  C11  C 0 1 N N R -4.846 -14.617 2.456  3.638  -0.394 -0.830 C11  S1A 11 
S1A C12  C12  C 0 1 N N S -6.204 -14.018 2.103  3.106  0.924  -1.383 C12  S1A 12 
S1A C13  C13  C 0 1 N N N -6.258 -13.527 0.663  2.462  0.707  -2.756 C13  S1A 13 
S1A C14  C14  C 0 1 N N N -6.029 -14.604 -0.368 1.808  2.014  -3.208 C14  S1A 14 
S1A C15  C15  C 0 1 N N N -6.284 -14.119 -1.786 0.442  1.724  -3.843 C15  S1A 15 
S1A C16  C16  C 0 1 N N N -6.285 -15.246 -2.810 -0.667 2.276  -2.960 C16  S1A 16 
S1A C17  C17  C 0 1 N N S -5.009 -16.074 -2.853 -1.571 1.199  -2.374 C17  S1A 17 
S1A C19  C19  C 0 1 N N N -1.780 -14.235 -4.645 -3.714 -0.127 0.751  C19  S1A 18 
S1A C20  C20  C 0 1 N N N 1.409  -12.036 -3.849 -3.565 1.508  4.350  C20  S1A 19 
S1A C21  C21  C 0 1 N N N 0.813  -11.625 -0.142 1.221  -0.282 5.244  C21  S1A 20 
S1A C22  C22  C 0 1 N N N -1.688 -11.570 2.285  2.813  -2.148 3.081  C22  S1A 21 
S1A C23  C23  C 0 1 N N N -3.995 -16.165 4.042  3.953  -2.564 -1.510 C23  S1A 22 
S1A C24  C24  C 0 1 N N N -7.178 -13.127 4.152  4.270  2.570  -0.280 C24  S1A 23 
S1A C25  C25  C 0 1 Y N N -5.071 -17.161 -3.889 -1.970 0.177  -3.403 C25  S1A 24 
S1A C26  C26  C 0 1 Y N N -4.938 -16.920 -5.222 -1.191 -0.947 -3.598 C26  S1A 25 
S1A C27  C27  C 0 1 Y N N -5.084 -17.927 -6.136 -1.558 -1.886 -4.543 C27  S1A 26 
S1A C28  C28  C 0 1 Y N N -5.324 -19.183 -5.750 -2.704 -1.700 -5.294 C28  S1A 27 
S1A C29  C29  C 0 1 Y N N -5.429 -19.458 -4.439 -3.483 -0.575 -5.098 C29  S1A 28 
S1A C30  C30  C 0 1 Y N N -5.296 -18.445 -3.516 -3.118 0.361  -4.149 C30  S1A 29 
S1A O1   O1   O 0 1 N N N -2.564 -16.125 -1.744 -1.568 -1.461 -0.637 O1   S1A 30 
S1A O3   O3   O 0 1 N N N -3.078 -12.482 -2.609 -2.241 -1.785 2.146  O3   S1A 31 
S1A O4   O4   O 0 1 N N N 0.499  -12.660 -2.966 -2.848 1.332  3.126  O4   S1A 32 
S1A O5   O5   O 0 1 N N N -1.946 -10.073 -2.187 -0.779 1.652  5.019  O5   S1A 33 
S1A O7   O7   O 0 1 N N N -1.577 -13.297 -1.031 -0.236 -0.686 1.846  O7   S1A 34 
S1A O11  O11  O 0 1 N N N -4.966 -15.181 3.778  2.999  -1.500 -1.473 O11  S1A 35 
S1A O12  O12  O 0 1 N N N -6.513 -12.881 2.941  4.183  1.860  -1.517 O12  S1A 36 
S1A O18  O18  O 0 1 N N N -3.932 -15.162 -3.203 -0.954 0.579  -1.234 O18  S1A 37 
S1A H2   H2   H 0 1 N N N -0.717 -14.795 -2.875 -2.098 1.295  0.922  H2   S1A 38 
S1A H4   H4   H 0 1 N N N -1.046 -11.655 -3.915 -2.338 -0.429 4.081  H4   S1A 39 
S1A H5   H5   H 0 1 N N N 0.147  -10.144 -2.255 -0.035 1.354  3.086  H5   S1A 40 
S1A H6   H6   H 0 1 N N N -0.799 -10.234 0.079  -0.659 -1.155 4.700  H6   S1A 41 
S1A H7   H7   H 0 1 N N N -2.681 -11.698 -0.322 0.391  -2.225 3.016  H7   S1A 42 
S1A H8   H8   H 0 1 N N N -0.693 -13.253 1.420  2.415  -0.027 3.096  H8   S1A 43 
S1A H9   H9   H 0 1 N N N -2.794 -14.550 0.798  1.389  -0.936 0.456  H9   S1A 44 
S1A H10  H10  H 0 1 N N N -3.722 -12.824 3.108  4.209  -0.253 1.336  H10  S1A 45 
S1A H11  H11  H 0 1 N N N -4.635 -15.447 1.742  4.713  -0.459 -1.019 H11  S1A 46 
S1A H12  H12  H 0 1 N N N -6.989 -14.796 2.248  2.363  1.344  -0.706 H12  S1A 47 
S1A H131 1H13 H 0 0 N N N -5.544 -12.684 0.512  3.229  0.420  -3.484 H131 S1A 48 
S1A H132 2H13 H 0 0 N N N -7.220 -12.998 0.467  1.708  -0.072 -2.696 H132 S1A 49 
S1A H141 1H14 H 0 0 N N N -6.635 -15.512 -0.140 1.674  2.664  -2.339 H141 S1A 50 
S1A H142 2H14 H 0 0 N N N -5.008 -15.040 -0.271 2.447  2.512  -3.943 H142 S1A 51 
S1A H151 1H15 H 0 0 N N N -5.557 -13.323 -2.071 0.408  2.245  -4.812 H151 S1A 52 
S1A H152 2H15 H 0 0 N N N -7.229 -13.531 -1.841 0.357  0.659  -4.026 H152 S1A 53 
S1A H161 1H16 H 0 0 N N N -6.519 -14.845 -3.824 -0.218 2.843  -2.130 H161 S1A 54 
S1A H162 2H16 H 0 0 N N N -7.169 -15.908 -2.654 -1.267 2.979  -3.543 H162 S1A 55 
S1A H17  H17  H 0 1 N N N -4.815 -16.520 -1.850 -2.504 1.699  -2.046 H17  S1A 56 
S1A H191 1H19 H 0 0 N N N -1.009 -13.531 -5.036 -4.147 0.354  -0.125 H191 S1A 57 
S1A H192 2H19 H 0 0 N N N -2.803 -13.949 -4.986 -3.830 -1.207 0.665  H192 S1A 58 
S1A H193 3H19 H 0 0 N N N -1.706 -15.233 -5.136 -4.226 0.222  1.648  H193 S1A 59 
S1A H201 1H20 H 0 0 N N N 2.395  -12.554 -3.906 -4.288 2.316  4.234  H201 S1A 60 
S1A H202 2H20 H 0 0 N N N 1.542  -10.961 -3.586 -4.088 0.585  4.600  H202 S1A 61 
S1A H203 3H20 H 0 0 N N N 0.962  -11.924 -4.864 -2.866 1.758  5.148  H203 S1A 62 
S1A H211 1H21 H 0 0 N N N 0.901  -11.895 0.936  0.812  0.164  6.150  H211 S1A 63 
S1A H212 2H21 H 0 0 N N N 1.577  -10.866 -0.431 1.687  -1.237 5.488  H212 S1A 64 
S1A H213 3H21 H 0 0 N N N 1.142  -12.466 -0.796 1.967  0.386  4.814  H213 S1A 65 
S1A H221 1H22 H 0 0 N N N -1.662 -11.954 3.331  3.872  -2.002 2.869  H221 S1A 66 
S1A H222 2H22 H 0 0 N N N -2.563 -10.900 2.116  2.673  -2.290 4.153  H222 S1A 67 
S1A H223 3H22 H 0 0 N N N -0.871 -10.834 2.099  2.454  -3.029 2.549  H223 S1A 68 
S1A H231 1H23 H 0 0 N N N -4.088 -16.601 5.064  3.508  -3.433 -1.995 H231 S1A 69 
S1A H232 2H23 H 0 0 N N N -2.967 -15.768 3.869  4.831  -2.245 -2.071 H232 S1A 70 
S1A H233 3H23 H 0 0 N N N -4.014 -16.964 3.264  4.246  -2.824 -0.493 H233 S1A 71 
S1A H241 1H24 H 0 0 N N N -7.416 -12.250 4.798  5.021  3.356  -0.364 H241 S1A 72 
S1A H242 2H24 H 0 0 N N N -6.600 -13.874 4.744  3.303  3.014  -0.047 H242 S1A 73 
S1A H243 3H24 H 0 0 N N N -8.113 -13.699 3.949  4.555  1.880  0.514  H243 S1A 74 
S1A H26  H26  H 0 1 N N N -4.709 -15.899 -5.570 -0.296 -1.093 -3.011 H26  S1A 75 
S1A H27  H27  H 0 1 N N N -5.002 -17.698 -7.212 -0.949 -2.765 -4.696 H27  S1A 76 
S1A H28  H28  H 0 1 N N N -5.435 -19.985 -6.499 -2.990 -2.433 -6.033 H28  S1A 77 
S1A H29  H29  H 0 1 N N N -5.621 -20.491 -4.104 -4.378 -0.429 -5.685 H29  S1A 78 
S1A H30  H30  H 0 1 N N N -5.375 -18.685 -2.442 -3.727 1.240  -3.997 H30  S1A 79 
S1A H3   H3   H 0 1 N N N -3.127 -11.643 -2.167 -2.057 -2.250 1.318  H3   S1A 80 
S1A HA   HA   H 0 1 N N N -1.916 -9.320  -1.609 -1.207 2.465  4.717  HA   S1A 81 
# 
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 
S1A C1  C2   SING N N 1  
S1A C1  O1   DOUB N N 2  
S1A C1  O18  SING N N 3  
S1A C2  C3   SING N N 4  
S1A C2  C19  SING N N 5  
S1A C2  H2   SING N N 6  
S1A C3  C4   SING N N 7  
S1A C3  O3   SING N N 8  
S1A C3  O7   SING N N 9  
S1A C4  C5   SING N N 10 
S1A C4  O4   SING N N 11 
S1A C4  H4   SING N N 12 
S1A C5  C6   SING N N 13 
S1A C5  O5   SING N N 14 
S1A C5  H5   SING N N 15 
S1A C6  C7   SING N N 16 
S1A C6  C21  SING N N 17 
S1A C6  H6   SING N N 18 
S1A C7  C8   SING N N 19 
S1A C7  O7   SING N N 20 
S1A C7  H7   SING N N 21 
S1A C8  C9   SING N N 22 
S1A C8  C22  SING N N 23 
S1A C8  H8   SING N N 24 
S1A C9  C10  DOUB N E 25 
S1A C9  H9   SING N N 26 
S1A C10 C11  SING N N 27 
S1A C10 H10  SING N N 28 
S1A C11 C12  SING N N 29 
S1A C11 O11  SING N N 30 
S1A C11 H11  SING N N 31 
S1A C12 C13  SING N N 32 
S1A C12 O12  SING N N 33 
S1A C12 H12  SING N N 34 
S1A C13 C14  SING N N 35 
S1A C13 H131 SING N N 36 
S1A C13 H132 SING N N 37 
S1A C14 C15  SING N N 38 
S1A C14 H141 SING N N 39 
S1A C14 H142 SING N N 40 
S1A C15 C16  SING N N 41 
S1A C15 H151 SING N N 42 
S1A C15 H152 SING N N 43 
S1A C16 C17  SING N N 44 
S1A C16 H161 SING N N 45 
S1A C16 H162 SING N N 46 
S1A C17 C25  SING N N 47 
S1A C17 O18  SING N N 48 
S1A C17 H17  SING N N 49 
S1A C19 H191 SING N N 50 
S1A C19 H192 SING N N 51 
S1A C19 H193 SING N N 52 
S1A C20 O4   SING N N 53 
S1A C20 H201 SING N N 54 
S1A C20 H202 SING N N 55 
S1A C20 H203 SING N N 56 
S1A C21 H211 SING N N 57 
S1A C21 H212 SING N N 58 
S1A C21 H213 SING N N 59 
S1A C22 H221 SING N N 60 
S1A C22 H222 SING N N 61 
S1A C22 H223 SING N N 62 
S1A C23 O11  SING N N 63 
S1A C23 H231 SING N N 64 
S1A C23 H232 SING N N 65 
S1A C23 H233 SING N N 66 
S1A C24 O12  SING N N 67 
S1A C24 H241 SING N N 68 
S1A C24 H242 SING N N 69 
S1A C24 H243 SING N N 70 
S1A C25 C26  DOUB Y N 71 
S1A C25 C30  SING Y N 72 
S1A C26 C27  SING Y N 73 
S1A C26 H26  SING N N 74 
S1A C27 C28  DOUB Y N 75 
S1A C27 H27  SING N N 76 
S1A C28 C29  SING Y N 77 
S1A C28 H28  SING N N 78 
S1A C29 C30  DOUB Y N 79 
S1A C29 H29  SING N N 80 
S1A C30 H30  SING N N 81 
S1A O3  H3   SING N N 82 
S1A O5  HA   SING N N 83 
# 
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 
S1A SMILES           ACDLabs              10.04 O=C3OC(c1ccccc1)CCCCC(OC)C(OC)C=CC(C2OC(O)(C(OC)C(O)C2C)C3C)C 
S1A InChI            InChI                1.02b 
InChI=1/C29H44O8/c1-18-16-17-24(34-5)23(33-4)15-11-10-14-22(21-12-8-7-9-13-21)36-28(31)20(3)29(32)27(35-6)25(30)19(2)26(18)37-29/h7-9,12-13,16-20,22-27,30,32H,10-11,14-15H2,1-6H3/b17-16+/t18-,19-,20+,22-,23-,24+,25-,26-,27+,29+/m0/s1 
S1A InChIKey         InChI                1.02b WPMGNXPRKGXGBO-OFQQMTDKBU 
S1A SMILES_CANONICAL CACTVS               3.341 CO[C@H]1CCCC[C@H](OC(=O)[C@@H](C)[C@@]2(O)O[C@@H]([C@@H](C)\C=C\[C@H]1OC)[C@@H](C)[C@H](O)[C@H]2OC)c3ccccc3 
S1A SMILES           CACTVS               3.341 CO[CH]1CCCC[CH](OC(=O)[CH](C)[C]2(O)O[CH]([CH](C)C=C[CH]1OC)[CH](C)[CH](O)[CH]2OC)c3ccccc3 
S1A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1\C=C\[C@H]([C@H](CCCC[C@H](OC(=O)[C@H]([C@@]2([C@@H]([C@H]([C@@H]([C@H]1O2)C)O)OC)O)C)c3ccccc3)OC)OC 
S1A SMILES           "OpenEye OEToolkits" 1.5.0 CC1C=CC(C(CCCCC(OC(=O)C(C2(C(C(C(C1O2)C)O)OC)O)C)c3ccccc3)OC)OC 
# 
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 
S1A "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,2S,5S,10S,11R,12E,14S,15S,16S,17S,18R)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one (non-preferred name)" 
S1A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,2S,5S,10S,11R,12E,14S,15S,16S,17S,18R)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one                        
# 
