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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b SFYIAMCXYRXIHH-MLOZCSCMBW                                                                                                                                                                                
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                                                                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           G80 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(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" 
# 
