data_MUL
# 
_chem_comp.id                                    MUL 
_chem_comp.name                                  TIAMULIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H47 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(4R,5S,6S,8R,9AR,10R)-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-6-VINYLDECAHYDRO-3A,9-PROPANOCYCLOPENTA[8]ANNULEN-8-YL {[2-(DIETHYLAMINO)ETHYL]SULFANYL}ACETATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-07 
_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                        493.742 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MUL 
_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        1XBP 
_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 
MUL O1   O1   O 0 1 N N N 54.637 116.363 112.949 -3.890 -3.357 1.439  O1   MUL 1  
MUL O2   O2   O 0 1 N N N 49.028 119.636 114.067 -4.875 2.712  -0.073 O2   MUL 2  
MUL C1   C1   C 0 1 N N N 51.312 117.129 112.069 -5.807 -0.685 -0.101 C1   MUL 3  
MUL C2   C2   C 0 1 N N N 52.297 116.094 112.580 -5.777 -2.006 0.713  C2   MUL 4  
MUL C3   C3   C 0 1 N N N 53.537 116.844 112.930 -4.304 -2.317 0.988  C3   MUL 5  
MUL C4   C4   C 0 1 N N R 53.120 118.303 113.247 -3.546 -1.099 0.582  C4   MUL 6  
MUL C5   C5   C 0 1 N N R 54.228 119.407 113.380 -2.116 -1.107 0.247  C5   MUL 7  
MUL C6   C6   C 0 1 N N R 54.955 119.424 111.969 -1.800 -1.916 -0.998 C6   MUL 8  
MUL C7   C7   C 0 1 N N N 53.972 119.775 110.846 -2.664 -1.493 -2.187 C7   MUL 9  
MUL C8   C8   C 0 1 N N N 52.728 118.854 110.777 -4.144 -1.547 -1.801 C8   MUL 10 
MUL C9   C9   C 0 1 N N S 52.014 118.522 112.129 -4.402 -0.582 -0.653 C9   MUL 11 
MUL C10  C10  C 0 1 N N R 50.981 119.639 112.453 -3.786 0.770  -0.913 C10  MUL 12 
MUL C11  C11  C 0 1 N N S 50.460 119.660 113.941 -3.994 1.639  0.300  C11  MUL 13 
MUL C12  C12  C 0 1 N N S 51.019 120.886 114.775 -2.780 2.240  0.881  C12  MUL 14 
MUL C13  C13  C 0 1 N N N 52.579 120.833 114.924 -1.859 1.141  1.454  C13  MUL 15 
MUL C14  C14  C 0 1 N N R 53.525 120.798 113.702 -1.298 0.174  0.400  C14  MUL 16 
MUL C15  C15  C 0 1 N N N 55.226 119.055 114.524 -1.497 -1.980 1.353  C15  MUL 17 
MUL C16  C16  C 0 1 N N N 56.101 120.447 111.864 -0.328 -1.830 -1.384 C16  MUL 18 
MUL C17  C17  C 0 1 N N N 49.767 119.575 111.460 -4.512 1.423  -2.107 C17  MUL 19 
MUL C18  C18  C 0 1 N N N 50.481 120.889 116.212 -3.212 3.164  2.038  C18  MUL 20 
MUL C19  C19  C 0 1 N N N 50.667 122.186 114.058 -2.053 3.080  -0.135 C19  MUL 21 
MUL C20  C20  C 0 1 N N N 50.014 123.219 114.490 -0.761 2.938  -0.299 C20  MUL 22 
MUL O3   O3   O 0 1 N N N 54.573 121.858 113.877 0.039  -0.197 0.871  O3   MUL 23 
MUL C21  C21  C 0 1 N N N 54.361 123.104 113.407 1.125  0.195  0.186  C21  MUL 24 
MUL O4   O4   O 0 1 N N N 53.326 123.380 112.840 1.001  0.883  -0.800 O4   MUL 25 
MUL C22  C22  C 0 1 N N N 55.425 124.162 113.592 2.498  -0.223 0.645  C22  MUL 26 
MUL S1   S1   S 0 1 N N N 54.880 125.737 112.870 3.746  0.459  -0.480 S1   MUL 27 
MUL C23  C23  C 0 1 N N N 54.094 126.494 114.320 5.254  -0.185 0.294  C23  MUL 28 
MUL C24  C24  C 0 1 N N N 54.023 128.015 114.128 6.475  0.275  -0.506 C24  MUL 29 
MUL N1   N1   N 0 1 N N N 53.539 128.667 115.359 7.701  -0.140 0.190  N1   MUL 30 
MUL C25  C25  C 0 1 N N N 54.524 128.376 116.425 7.847  -1.584 -0.038 C25  MUL 31 
MUL C26  C26  C 0 1 N N N 53.795 128.140 117.752 8.960  -2.131 0.858  C26  MUL 32 
MUL C27  C27  C 0 1 N N N 53.480 130.119 115.134 8.820  0.513  -0.502 C27  MUL 33 
MUL C28  C28  C 0 1 N N N 52.038 130.618 115.284 8.961  1.951  0.000  C28  MUL 34 
MUL HO2  HO2  H 0 1 N N N 48.714 119.649 114.964 -5.073 3.205  0.735  HO2  MUL 35 
MUL H11A 1H1  H 0 0 N N N 50.340 117.110 112.616 -6.037 0.163  0.541  H11A MUL 36 
MUL H12  2H1  H 0 1 N N N 50.916 116.887 111.055 -6.530 -0.751 -0.917 H12  MUL 37 
MUL H21  1H2  H 0 1 N N N 52.471 115.255 111.866 -6.222 -2.815 0.133  H21  MUL 38 
MUL H22  2H2  H 0 1 N N N 51.899 115.477 113.419 -6.313 -1.884 1.654  H22  MUL 39 
MUL H4   H4   H 0 1 N N N 52.766 118.430 114.297 -3.679 -0.387 1.389  H4   MUL 40 
MUL H6   H6   H 0 1 N N N 55.369 118.394 111.866 -2.031 -2.972 -0.779 H6   MUL 41 
MUL H71  1H7  H 0 1 N N N 54.496 119.796 109.862 -2.487 -2.186 -3.016 H71  MUL 42 
MUL H72  2H7  H 0 1 N N N 53.662 120.844 110.920 -2.388 -0.492 -2.508 H72  MUL 43 
MUL H81  1H8  H 0 1 N N N 52.996 117.906 110.255 -4.399 -2.560 -1.482 H81  MUL 44 
MUL H82  2H8  H 0 1 N N N 51.988 119.282 110.061 -4.761 -1.279 -2.656 H82  MUL 45 
MUL H10  H10  H 0 1 N N N 51.544 120.593 112.322 -2.737 0.673  -1.164 H10  MUL 46 
MUL H11  H11  H 0 1 N N N 50.860 118.709 114.363 -4.504 1.069  1.076  H11  MUL 47 
MUL H131 1H13 H 0 0 N N N 52.827 119.958 115.569 -2.398 0.576  2.219  H131 MUL 48 
MUL H132 2H13 H 0 0 N N N 52.887 121.692 115.565 -1.008 1.626  1.956  H132 MUL 49 
MUL H14  H14  H 0 1 N N N 52.865 120.979 112.822 -1.182 0.665  -0.554 H14  MUL 50 
MUL H151 1H15 H 0 0 N N N 55.669 118.041 114.388 -0.428 -2.091 1.173  H151 MUL 51 
MUL H152 2H15 H 0 0 N N N 56.013 119.839 114.619 -1.655 -1.506 2.321  H152 MUL 52 
MUL H153 3H15 H 0 0 N N N 54.700 118.880 115.491 -1.971 -2.962 1.348  H153 MUL 53 
MUL H161 1H16 H 0 0 N N N 56.841 120.290 112.683 -0.085 -0.804 -1.663 H161 MUL 54 
MUL H162 2H16 H 0 0 N N N 56.612 120.459 110.873 0.288  -2.131 -0.536 H162 MUL 55 
MUL H163 3H16 H 0 0 N N N 55.739 121.468 112.129 -0.134 -2.492 -2.227 H163 MUL 56 
MUL H171 1H17 H 0 0 N N N 49.294 118.565 111.449 -4.099 2.417  -2.284 H171 MUL 57 
MUL H172 2H17 H 0 0 N N N 49.027 120.376 111.692 -4.373 0.809  -2.997 H172 MUL 58 
MUL H173 3H17 H 0 0 N N N 50.100 119.615 110.397 -5.575 1.506  -1.885 H173 MUL 59 
MUL H181 1H18 H 0 0 N N N 50.688 119.921 116.725 -2.330 3.615  2.492  H181 MUL 60 
MUL H182 2H18 H 0 0 N N N 50.874 121.752 116.799 -3.864 3.948  1.653  H182 MUL 61 
MUL H183 3H18 H 0 0 N N N 49.367 120.861 116.229 -3.748 2.581  2.787  H183 MUL 62 
MUL H19  H19  H 0 1 N N N 50.940 122.428 113.017 -2.597 3.799  -0.729 H19  MUL 63 
MUL H201 1H20 H 0 0 N N N 49.760 124.159 113.972 -0.202 2.289  0.359  H201 MUL 64 
MUL H202 2H20 H 0 0 N N N 49.741 122.977 115.531 -0.256 3.469  -1.091 H202 MUL 65 
MUL H221 1H22 H 0 0 N N N 56.410 123.837 113.184 2.565  -1.311 0.646  H221 MUL 66 
MUL H222 2H22 H 0 0 N N N 55.718 124.274 114.662 2.673  0.152  1.653  H222 MUL 67 
MUL H231 1H23 H 0 0 N N N 54.604 126.213 115.271 5.218  -1.275 0.308  H231 MUL 68 
MUL H232 2H23 H 0 0 N N N 53.095 126.050 114.538 5.327  0.188  1.315  H232 MUL 69 
MUL H241 1H24 H 0 0 N N N 53.407 128.293 113.241 6.460  1.361  -0.599 H241 MUL 70 
MUL H242 2H24 H 0 0 N N N 54.999 128.437 113.791 6.450  -0.175 -1.498 H242 MUL 71 
MUL H251 1H25 H 0 0 N N N 55.300 129.172 116.508 8.101  -1.762 -1.083 H251 MUL 72 
MUL H252 2H25 H 0 0 N N N 55.194 127.526 116.157 6.910  -2.086 0.199  H252 MUL 73 
MUL H261 1H26 H 0 0 N N N 53.019 127.344 117.669 9.898  -1.628 0.620  H261 MUL 74 
MUL H262 2H26 H 0 0 N N N 54.537 127.921 118.555 8.706  -1.952 1.902  H262 MUL 75 
MUL H263 3H26 H 0 0 N N N 53.125 128.990 118.020 9.069  -3.202 0.688  H263 MUL 76 
MUL H271 1H27 H 0 0 N N N 53.921 130.407 114.151 9.741  -0.034 -0.300 H271 MUL 77 
MUL H272 2H27 H 0 0 N N N 54.184 130.673 115.798 8.629  0.520  -1.575 H272 MUL 78 
MUL H281 1H28 H 0 0 N N N 51.597 130.330 116.267 9.207  1.943  1.062  H281 MUL 79 
MUL H282 2H28 H 0 0 N N N 51.993 131.719 115.113 9.755  2.453  -0.553 H282 MUL 80 
MUL H283 3H28 H 0 0 N N N 51.334 130.064 114.620 8.021  2.483  -0.151 H283 MUL 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 
MUL O1  C3   DOUB N N 1  
MUL O2  C11  SING N N 2  
MUL O2  HO2  SING N N 3  
MUL C1  C2   SING N N 4  
MUL C1  C9   SING N N 5  
MUL C1  H11A SING N N 6  
MUL C1  H12  SING N N 7  
MUL C2  C3   SING N N 8  
MUL C2  H21  SING N N 9  
MUL C2  H22  SING N N 10 
MUL C3  C4   SING N N 11 
MUL C4  C5   SING N N 12 
MUL C4  C9   SING N N 13 
MUL C4  H4   SING N N 14 
MUL C5  C6   SING N N 15 
MUL C5  C14  SING N N 16 
MUL C5  C15  SING N N 17 
MUL C6  C7   SING N N 18 
MUL C6  C16  SING N N 19 
MUL C6  H6   SING N N 20 
MUL C7  C8   SING N N 21 
MUL C7  H71  SING N N 22 
MUL C7  H72  SING N N 23 
MUL C8  C9   SING N N 24 
MUL C8  H81  SING N N 25 
MUL C8  H82  SING N N 26 
MUL C9  C10  SING N N 27 
MUL C10 C11  SING N N 28 
MUL C10 C17  SING N N 29 
MUL C10 H10  SING N N 30 
MUL C11 C12  SING N N 31 
MUL C11 H11  SING N N 32 
MUL C12 C13  SING N N 33 
MUL C12 C18  SING N N 34 
MUL C12 C19  SING N N 35 
MUL C13 C14  SING N N 36 
MUL C13 H131 SING N N 37 
MUL C13 H132 SING N N 38 
MUL C14 O3   SING N N 39 
MUL C14 H14  SING N N 40 
MUL C15 H151 SING N N 41 
MUL C15 H152 SING N N 42 
MUL C15 H153 SING N N 43 
MUL C16 H161 SING N N 44 
MUL C16 H162 SING N N 45 
MUL C16 H163 SING N N 46 
MUL C17 H171 SING N N 47 
MUL C17 H172 SING N N 48 
MUL C17 H173 SING N N 49 
MUL C18 H181 SING N N 50 
MUL C18 H182 SING N N 51 
MUL C18 H183 SING N N 52 
MUL C19 C20  DOUB N N 53 
MUL C19 H19  SING N N 54 
MUL C20 H201 SING N N 55 
MUL C20 H202 SING N N 56 
MUL O3  C21  SING N N 57 
MUL C21 O4   DOUB N N 58 
MUL C21 C22  SING N N 59 
MUL C22 S1   SING N N 60 
MUL C22 H221 SING N N 61 
MUL C22 H222 SING N N 62 
MUL S1  C23  SING N N 63 
MUL C23 C24  SING N N 64 
MUL C23 H231 SING N N 65 
MUL C23 H232 SING N N 66 
MUL C24 N1   SING N N 67 
MUL C24 H241 SING N N 68 
MUL C24 H242 SING N N 69 
MUL N1  C25  SING N N 70 
MUL N1  C27  SING N N 71 
MUL C25 C26  SING N N 72 
MUL C25 H251 SING N N 73 
MUL C25 H252 SING N N 74 
MUL C26 H261 SING N N 75 
MUL C26 H262 SING N N 76 
MUL C26 H263 SING N N 77 
MUL C27 C28  SING N N 78 
MUL C27 H271 SING N N 79 
MUL C27 H272 SING N N 80 
MUL C28 H281 SING N N 81 
MUL C28 H282 SING N N 82 
MUL C28 H283 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 
MUL SMILES           ACDLabs              10.04 O=C2CCC13C(C(O)C(\C=C)(C)CC(OC(=O)CSCCN(CC)CC)C(C(CC1)C)(C)C23)C                                                                                                                                      
MUL InChI            InChI                1.02b InChI=1/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1 
MUL InChIKey         InChI                1.02b UURAUHCOJAIIRQ-QGLSALSOBO                                                                                                                                                                             
MUL SMILES_CANONICAL CACTVS               3.341 CCN(CC)CCSCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)[C@]1(C)[C@@H]2C(=O)CC3                                                                                                      
MUL SMILES           CACTVS               3.341 CCN(CC)CCSCC(=O)O[CH]1C[C](C)(C=C)[CH](O)[CH](C)[C]23CC[CH](C)[C]1(C)[CH]2C(=O)CC3                                                                                                                    
MUL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C                                                                                                      
MUL SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC)CCSCC(=O)OC1CC(C(C(C23CCC(C1(C2C(=O)CC3)C)C)C)O)(C)C=C                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           MUL 
_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 {[2-(diethylamino)ethyl]sulfanyl}acetate" 
# 
