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 2011-06-04 _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 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" S1A InChI InChI 1.03 "InChI=1S/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 1.03 WPMGNXPRKGXGBO-OFQQMTDKSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S1A "Create component" 2004-10-06 EBI S1A "Modify descriptor" 2011-06-04 RCSB #