data_G80 # _chem_comp.id G80 _chem_comp.name "(3AS,4R,5S,6S,8R,9R,9AR,10R)-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-6-VINYLDECAHYDRO-3A,9-PROPANOCYCLOPENTA[8]ANNULEN-8-YL (PIPERIDIN-4-YLTHIO)ACETATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C27 H43 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-17 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 477.700 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G80 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _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 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 G80 O1 O1 O 0 1 N N N 54.946 118.151 112.970 5.913 -6.676 6.424 O1 G80 1 G80 O2 O2 O 0 1 N N N 49.290 121.408 114.687 9.800 -1.926 4.030 O2 G80 2 G80 C1 C1 C 0 1 N N N 51.544 118.863 112.989 8.781 -4.645 6.864 C1 G80 3 G80 C2 C2 C 0 1 N N N 52.624 117.881 113.373 8.072 -5.960 7.161 C2 G80 4 G80 C3 C3 C 0 1 N N N 53.891 118.644 113.273 6.748 -5.781 6.466 C3 G80 5 G80 C4 C4 C 0 1 N N R 53.549 120.124 113.625 6.629 -4.406 5.794 C4 G80 6 G80 C5 C5 C 0 1 N N R 54.619 121.357 113.648 5.207 -3.771 5.665 C5 G80 7 G80 C6 C6 C 0 1 N N R 55.070 121.278 112.015 4.671 -3.457 7.111 C6 G80 8 G80 C7 C7 C 0 1 N N N 53.942 121.447 110.904 5.651 -2.582 7.912 C7 G80 9 G80 C8 C8 C 0 1 N N N 52.693 120.410 111.101 7.039 -3.205 8.003 C8 G80 10 G80 C9 C9 C 0 1 N N S 52.214 120.258 112.656 7.666 -3.589 6.624 C9 G80 11 G80 C10 C10 C 0 1 N N S 51.249 121.458 113.055 8.259 -2.311 5.902 C10 G80 12 G80 C11 C11 C 0 1 N N S 50.732 121.396 114.604 8.520 -2.495 4.362 C11 G80 13 G80 C12 C12 C 0 1 N N S 51.417 122.678 115.423 7.444 -1.885 3.391 C12 G80 14 G80 C13 C13 C 0 1 N N N 53.007 122.732 115.398 6.051 -2.585 3.455 C13 G80 15 G80 C14 C14 C 0 1 N N R 53.811 122.723 114.062 5.262 -2.464 4.779 C14 G80 16 G80 C15 C15 C 0 1 N N N 55.857 121.168 114.582 4.248 -4.784 4.975 C15 G80 17 G80 C16 C16 C 0 1 N N N 56.126 122.353 111.611 3.274 -2.828 7.182 C16 G80 18 G80 C17 C17 C 0 1 N N N 49.972 121.503 112.048 9.520 -1.780 6.627 C17 G80 19 G80 C18 C18 C 0 1 N N N 51.000 122.697 116.911 7.936 -2.033 1.926 C18 G80 20 G80 C19 C19 C 0 1 N N N 50.988 124.034 114.779 7.280 -0.398 3.626 C19 G80 21 G80 C20 C20 C 0 1 N N N 50.383 125.115 115.224 7.069 0.495 2.653 C20 G80 22 G80 O3 O3 O 0 1 N N N 54.736 123.932 114.127 3.927 -2.062 4.430 O3 G80 23 G80 C21 C21 C 0 1 N N N 54.520 125.065 113.428 3.834 -0.911 3.701 C21 G80 24 G80 O4 O4 O 0 1 N N N 53.568 125.166 112.711 4.612 0.031 3.754 O4 G80 25 G80 C22 C22 C 0 1 N N N 55.500 126.240 113.551 2.608 -1.009 2.828 C22 G80 26 G80 S1 S1 S 0 1 N N N 54.636 127.849 113.782 2.395 0.479 1.823 S1 G80 27 G80 C23 C23 C 0 1 N N N 54.511 128.148 115.569 0.866 -0.006 0.939 C23 G80 28 G80 C24 C24 C 0 1 N N N 53.781 129.508 115.813 1.083 -1.285 0.124 C24 G80 29 G80 C25 C25 C 0 1 N N N 53.682 129.749 117.389 1.897 -1.050 -1.151 C25 G80 30 G80 C27 C27 C 0 1 N N N 53.606 127.383 117.819 1.221 1.271 -1.245 C27 G80 31 G80 C26 C26 C 0 1 N N N 53.664 127.043 116.267 0.382 1.127 0.027 C26 G80 32 G80 N1 N1 N 0 1 N N N 52.804 128.687 118.086 1.308 0.005 -1.974 N1 G80 33 G80 HO2 HO2 H 0 1 N N N 49.025 121.411 115.599 10.180 -2.508 3.359 HO2 G80 34 G80 H11A 1H1 H 0 0 N N N 50.838 118.982 113.824 9.451 -4.375 7.687 H11A G80 35 G80 H12 2H1 H 0 1 N N N 50.999 118.492 112.108 9.399 -4.768 5.967 H12 G80 36 G80 H21 1H2 H 0 1 N N N 52.470 117.506 114.396 7.906 -6.103 8.232 H21 G80 37 G80 H22 2H2 H 0 1 N N N 52.625 116.996 112.720 8.617 -6.810 6.745 H22 G80 38 G80 H4 H4 H 0 1 N N N 53.456 120.278 114.710 7.018 -4.622 4.795 H4 G80 39 G80 H6 H6 H 0 1 N N N 55.437 120.241 112.007 4.592 -4.415 7.644 H6 G80 40 G80 H71 1H7 H 0 1 N N N 54.395 121.260 109.919 5.268 -2.453 8.933 H71 G80 41 G80 H72 2H7 H 0 1 N N N 53.542 122.468 110.990 5.716 -1.572 7.494 H72 G80 42 G80 H81 1H8 H 0 1 N N N 51.841 120.784 110.514 7.692 -2.530 8.564 H81 G80 43 G80 H82 2H8 H 0 1 N N N 53.035 119.420 110.766 6.947 -4.090 8.644 H82 G80 44 G80 H10 H10 H 0 1 N N N 51.844 122.378 112.961 7.536 -1.501 6.026 H10 G80 45 G80 H11 H11 H 0 1 N N N 51.047 120.450 115.068 8.635 -3.560 4.136 H11 G80 46 G80 H131 1H13 H 0 0 N N N 53.340 121.840 115.948 6.162 -3.635 3.162 H131 G80 47 G80 H132 2H13 H 0 0 N N N 53.220 123.734 115.799 5.431 -2.160 2.651 H132 G80 48 G80 H14 H14 H 0 1 N N N 53.074 122.765 113.246 5.640 -1.628 5.364 H14 G80 49 G80 H151 1H15 H 0 0 N N N 56.772 121.124 113.974 3.426 -5.054 5.644 H151 G80 50 G80 H152 2H15 H 0 0 N N N 55.922 122.015 115.281 3.823 -4.352 4.064 H152 G80 51 G80 H153 3H15 H 0 0 N N N 55.748 120.232 115.149 4.786 -5.698 4.704 H153 G80 52 G80 H161 1H16 H 0 0 N N N 56.375 122.971 112.487 3.232 -2.073 7.972 H161 G80 53 G80 H162 2H16 H 0 0 N N N 57.035 121.854 111.245 3.020 -2.348 6.232 H162 G80 54 G80 H163 3H16 H 0 0 N N N 55.713 122.992 110.817 2.520 -3.592 7.395 H163 G80 55 G80 H171 1H17 H 0 0 N N N 49.042 121.513 112.635 10.213 -1.327 5.911 H171 G80 56 G80 H172 2H17 H 0 0 N N N 50.025 122.411 111.429 9.248 -1.023 7.368 H172 G80 57 G80 H173 3H17 H 0 0 N N N 49.986 120.615 111.399 10.040 -2.595 7.140 H173 G80 58 G80 H181 1H18 H 0 0 N N N 51.899 122.702 117.544 7.103 -2.290 1.265 H181 G80 59 G80 H182 2H18 H 0 0 N N N 50.405 123.600 117.113 8.380 -1.098 1.573 H182 G80 60 G80 H183 3H18 H 0 0 N N N 50.399 121.803 117.135 8.690 -2.822 1.852 H183 G80 61 G80 H19 H19 H 0 1 N N N 51.246 124.100 113.732 7.340 -0.049 4.653 H19 G80 62 G80 H201 1H20 H 0 0 N N N 50.135 125.027 116.271 6.960 1.548 2.888 H201 G80 63 G80 H202 2H20 H 0 0 N N N 50.162 125.981 114.618 7.002 0.196 1.613 H202 G80 64 G80 H221 1H22 H 0 0 N N N 56.150 126.064 114.421 1.725 -1.132 3.461 H221 G80 65 G80 H222 2H22 H 0 0 N N N 56.078 126.298 112.617 2.710 -1.870 2.161 H222 G80 66 G80 H23 H23 H 0 1 N N N 55.531 128.152 115.980 0.113 -0.194 1.713 H23 G80 67 G80 H241 1H24 H 0 0 N N N 54.348 130.326 115.345 0.099 -1.682 -0.163 H241 G80 68 G80 H242 2H24 H 0 0 N N N 52.774 129.482 115.370 1.557 -2.065 0.733 H242 G80 69 G80 H251 1H25 H 0 0 N N N 54.695 129.701 117.815 2.939 -0.808 -0.911 H251 G80 70 G80 H252 2H25 H 0 0 N N N 53.220 130.733 117.554 1.917 -1.978 -1.733 H252 G80 71 G80 H271 1H27 H 0 0 N N N 53.116 126.551 118.346 0.752 2.017 -1.895 H271 G80 72 G80 H272 2H27 H 0 0 N N N 54.635 127.529 118.180 2.225 1.643 -1.012 H272 G80 73 G80 H261 1H26 H 0 0 N N N 52.648 127.026 115.847 0.351 2.082 0.566 H261 G80 74 G80 H262 2H26 H 0 0 N N N 54.118 126.054 116.108 -0.655 0.912 -0.267 H262 G80 75 G80 HN1 HN1 H 0 1 N N N 52.698 128.870 119.063 1.876 0.137 -2.810 HN1 G80 76 # 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 G80 O1 C3 DOUB N N 1 G80 O2 C11 SING N N 2 G80 O2 HO2 SING N N 3 G80 C1 C9 SING N N 4 G80 C1 C2 SING N N 5 G80 C1 H11A SING N N 6 G80 C1 H12 SING N N 7 G80 C2 C3 SING N N 8 G80 C2 H21 SING N N 9 G80 C2 H22 SING N N 10 G80 C3 C4 SING N N 11 G80 C4 C9 SING N N 12 G80 C4 C5 SING N N 13 G80 C4 H4 SING N N 14 G80 C5 C6 SING N N 15 G80 C5 C14 SING N N 16 G80 C5 C15 SING N N 17 G80 C6 C7 SING N N 18 G80 C6 C16 SING N N 19 G80 C6 H6 SING N N 20 G80 C7 C8 SING N N 21 G80 C7 H71 SING N N 22 G80 C7 H72 SING N N 23 G80 C8 C9 SING N N 24 G80 C8 H81 SING N N 25 G80 C8 H82 SING N N 26 G80 C9 C10 SING N N 27 G80 C10 C17 SING N N 28 G80 C10 C11 SING N N 29 G80 C10 H10 SING N N 30 G80 C11 C12 SING N N 31 G80 C11 H11 SING N N 32 G80 C12 C19 SING N N 33 G80 C12 C13 SING N N 34 G80 C12 C18 SING N N 35 G80 C13 C14 SING N N 36 G80 C13 H131 SING N N 37 G80 C13 H132 SING N N 38 G80 C14 O3 SING N N 39 G80 C14 H14 SING N N 40 G80 C15 H151 SING N N 41 G80 C15 H152 SING N N 42 G80 C15 H153 SING N N 43 G80 C16 H161 SING N N 44 G80 C16 H162 SING N N 45 G80 C16 H163 SING N N 46 G80 C17 H171 SING N N 47 G80 C17 H172 SING N N 48 G80 C17 H173 SING N N 49 G80 C18 H181 SING N N 50 G80 C18 H182 SING N N 51 G80 C18 H183 SING N N 52 G80 C19 C20 DOUB N N 53 G80 C19 H19 SING N N 54 G80 C20 H201 SING N N 55 G80 C20 H202 SING N N 56 G80 O3 C21 SING N N 57 G80 C21 O4 DOUB N N 58 G80 C21 C22 SING N N 59 G80 C22 S1 SING N N 60 G80 C22 H221 SING N N 61 G80 C22 H222 SING N N 62 G80 S1 C23 SING N N 63 G80 C23 C24 SING N N 64 G80 C23 C26 SING N N 65 G80 C23 H23 SING N N 66 G80 C24 C25 SING N N 67 G80 C24 H241 SING N N 68 G80 C24 H242 SING N N 69 G80 C25 N1 SING N N 70 G80 C25 H251 SING N N 71 G80 C25 H252 SING N N 72 G80 C27 C26 SING N N 73 G80 C27 N1 SING N N 74 G80 C27 H271 SING N N 75 G80 C27 H272 SING N N 76 G80 C26 H261 SING N N 77 G80 C26 H262 SING N N 78 G80 N1 HN1 SING N N 79 # 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 G80 SMILES ACDLabs 10.04 "O=C1CCC42C1C(C)(C(C)CC2)C(OC(=O)CSC3CCNCC3)CC(\C=C)(C)C(O)C4C" G80 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CSC4CCNCC4" G80 SMILES CACTVS 3.341 "C[CH]1CC[C]23CCC(=O)[CH]2[C]1(C)[CH](C[C](C)(C=C)[CH](O)[CH]3C)OC(=O)CSC4CCNCC4" G80 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC4CCNCC4)C" G80 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CCNCC4)C" G80 InChI InChI 1.03 "InChI=1S/C27H43NO4S/c1-6-25(4)15-21(32-22(30)16-33-19-9-13-28-14-10-19)26(5)17(2)7-11-27(18(3)24(25)31)12-8-20(29)23(26)27/h6,17-19,21,23-24,28,31H,1,7-16H2,2-5H3/t17-,18+,21-,23+,24+,25-,26+,27+/m1/s1" G80 InChIKey InChI 1.03 SFYIAMCXYRXIHH-MLOZCSCMSA-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 G80 "SYSTEMATIC NAME" ACDLabs 10.04 "(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl (piperidin-4-ylsulfanyl)acetate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G80 "Create component" 2007-01-17 RCSB G80 "Modify descriptor" 2011-06-04 RCSB #