data_FUA
# 
_chem_comp.id                                    FUA 
_chem_comp.name                                  "FUSIDIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H48 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        516.709 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FUA 
_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        1QCA 
_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 
FUA C1   C1   C 0 1 N N N -0.241 16.471 15.977 -1.913 0.274  3.816  C1   FUA 1  
FUA C2   C2   C 0 1 N N N -1.218 16.002 17.080 -2.208 0.461  5.303  C2   FUA 2  
FUA C3   C3   C 0 1 N N R -1.729 14.601 16.969 -1.178 -0.273 6.156  C3   FUA 3  
FUA C4   C4   C 0 1 N N S -0.609 13.555 16.485 0.241  0.169  5.804  C4   FUA 4  
FUA C5   C5   C 0 1 N N S 0.198  14.168 15.394 0.495  -0.060 4.307  C5   FUA 5  
FUA C6   C6   C 0 1 N N N 0.979  13.137 14.614 1.937  0.274  3.969  C6   FUA 6  
FUA C7   C7   C 0 1 N N N 1.878  13.669 13.463 2.188  0.492  2.481  C7   FUA 7  
FUA C8   C8   C 0 1 N N S 1.610  15.144 13.112 1.050  -0.057 1.621  C8   FUA 8  
FUA C9   C9   C 0 1 N N S 1.757  15.996 14.416 -0.233 0.675  1.992  C9   FUA 9  
FUA C10  C10  C 0 1 N N S 0.850  15.480 15.628 -0.497 0.753  3.486  C10  FUA 10 
FUA C11  C11  C 0 1 N N R 1.538  17.554 14.062 -1.434 0.278  1.157  C11  FUA 11 
FUA C12  C12  C 0 1 N N N 2.600  18.024 13.063 -1.129 0.469  -0.342 C12  FUA 12 
FUA C13  C13  C 0 1 N N S 2.561  17.196 11.745 0.113  -0.316 -0.676 C13  FUA 13 
FUA C14  C14  C 0 1 N N S 2.733  15.693 12.073 1.321  0.196  0.147  C14  FUA 14 
FUA C15  C15  C 0 1 N N N 2.712  15.110 10.700 2.462  -0.621 -0.483 C15  FUA 15 
FUA C16  C16  C 0 1 N N S 3.415  16.126 9.773  2.096  -0.621 -1.994 C16  FUA 16 
FUA C17  C17  C 0 1 N N N 3.431  17.430 10.591 0.631  -0.207 -2.089 C17  FUA 17 
FUA C18  C18  C 0 1 N N N -1.416 12.351 16.160 1.227  -0.684 6.614  C18  FUA 18 
FUA C19  C19  C 0 1 N N N 1.763  15.260 16.881 -0.389 2.240  3.881  C19  FUA 19 
FUA C20  C20  C 0 1 N N N 0.262  15.298 12.559 0.941  -1.570 1.840  C20  FUA 20 
FUA C21  C21  C 0 1 N N N 4.224  15.523 12.473 1.581  1.681  -0.135 C21  FUA 21 
FUA C22  C22  C 0 1 N N N 4.229  18.359 10.092 -0.042 0.163  -3.170 C22  FUA 22 
FUA C23  C23  C 0 1 N N N 4.412  19.703 10.761 -1.431 0.730  -3.034 C23  FUA 23 
FUA C24  C24  C 0 1 N N N 5.574  20.624 10.397 -2.456 -0.400 -3.143 C24  FUA 24 
FUA C25  C25  C 0 1 N N N 6.013  21.704 11.320 -3.848 0.178  -3.110 C25  FUA 25 
FUA C26  C26  C 0 1 N N N 5.303  22.578 11.838 -4.707 -0.129 -4.049 C26  FUA 26 
FUA C27  C27  C 0 1 N N N 5.433  23.775 12.854 -6.037 0.577  -4.115 C27  FUA 27 
FUA C28  C28  C 0 1 N N N 3.727  22.682 11.535 -4.367 -1.190 -5.064 C28  FUA 28 
FUA C29  C29  C 0 1 N N N 5.018  18.141 8.880  0.566  0.021  -4.499 C29  FUA 29 
FUA C31  C31  C 0 1 N N N 5.392  14.977 8.903  4.064  -0.109 -3.304 C31  FUA 30 
FUA C32  C32  C 0 1 N N N 6.789  14.863 9.119  4.876  0.836  -4.151 C32  FUA 31 
FUA O1   O1   O 0 1 N N N 0.237  17.607 13.451 -1.825 -1.071 1.383  O1   FUA 32 
FUA O2   O2   O 0 1 N N N 4.879  15.857 9.796  2.935  0.315  -2.716 O2   FUA 33 
FUA O3   O3   O 0 1 N N N 4.748  14.423 8.139  4.431  -1.251 -3.153 O3   FUA 34 
FUA O4   O4   O 0 1 N N N 6.207  18.577 8.828  1.638  -0.538 -4.620 O4   FUA 35 
FUA O5   O5   O 0 1 N N N 4.605  17.615 7.774  -0.063 0.511  -5.585 O5   FUA 36 
FUA O6   O6   O 0 1 N N N -2.851 14.620 16.041 -1.303 -1.683 5.952  O6   FUA 37 
FUA H11A 1H1  H 0 0 N N N -0.805 16.761 15.060 -1.999 -0.787 3.574  H11A FUA 38 
FUA H12  2H1  H 0 1 N N N 0.205  17.455 16.250 -2.638 0.840  3.231  H12  FUA 39 
FUA H21  1H2  H 0 1 N N N -0.752 16.152 18.081 -3.201 0.036  5.514  H21  FUA 40 
FUA H22  2H2  H 0 1 N N N -2.076 16.710 17.145 -2.237 1.514  5.567  H22  FUA 41 
FUA H3   H3   H 0 1 N N N -2.042 14.251 17.980 -1.366 -0.054 7.213  H3   FUA 42 
FUA H4   H4   H 0 1 N N N 0.179  13.270 17.219 0.388  1.210  6.070  H4   FUA 43 
FUA H5   H5   H 0 1 N N N -0.576 14.560 14.695 0.310  -1.131 4.144  H5   FUA 44 
FUA H61  1H6  H 0 1 N N N 1.591  12.522 15.314 2.243  1.176  4.514  H61  FUA 45 
FUA H62  2H6  H 0 1 N N N 0.283  12.361 14.217 2.592  -0.542 4.306  H62  FUA 46 
FUA H71  1H7  H 0 1 N N N 2.956  13.507 13.695 2.312  1.563  2.307  H71  FUA 47 
FUA H72  2H7  H 0 1 N N N 1.786  13.023 12.558 3.120  -0.010 2.199  H72  FUA 48 
FUA H9   H9   H 0 1 N N N 2.795  15.867 14.800 -0.059 1.753  1.720  H9   FUA 49 
FUA H11  H11  H 0 1 N N N 1.617  18.207 14.962 -2.276 0.933  1.408  H11  FUA 50 
FUA H121 1H12 H 0 0 N N N 2.510  19.116 12.858 -1.975 0.082  -0.922 H121 FUA 51 
FUA H122 2H12 H 0 0 N N N 3.617  18.014 13.518 -1.009 1.526  -0.565 H122 FUA 52 
FUA H13  H13  H 0 1 N N N 1.576  17.572 11.380 -0.066 -1.376 -0.480 H13  FUA 53 
FUA H151 1H15 H 0 0 N N N 3.156  14.088 10.649 2.512  -1.637 -0.108 H151 FUA 54 
FUA H152 2H15 H 0 0 N N N 1.688  14.835 10.354 3.418  -0.111 -0.326 H152 FUA 55 
FUA H16  H16  H 0 1 N N N 2.941  16.118 8.763  2.223  -1.626 -2.402 H16  FUA 56 
FUA H181 1H18 H 0 0 N N N -0.638 11.625 15.824 1.042  -0.542 7.679  H181 FUA 57 
FUA H182 2H18 H 0 0 N N N -2.071 11.988 16.985 1.092  -1.735 6.359  H182 FUA 58 
FUA H183 3H18 H 0 0 N N N -2.243 12.522 15.432 2.248  -0.381 6.380  H183 FUA 59 
FUA H191 1H19 H 0 0 N N N 2.566  14.530 16.624 -0.582 2.347  4.949  H191 FUA 60 
FUA H192 2H19 H 0 0 N N N 2.172  16.217 17.280 0.613  2.604  3.655  H192 FUA 61 
FUA H193 3H19 H 0 0 N N N 1.181  14.950 17.780 -1.121 2.819  3.320  H193 FUA 62 
FUA H201 1H20 H 0 0 N N N 0.067  16.366 12.304 0.859  -1.777 2.907  H201 FUA 63 
FUA H202 2H20 H 0 0 N N N 0.091  14.625 11.686 0.056  -1.948 1.327  H202 FUA 64 
FUA H203 3H20 H 0 0 N N N -0.517 14.884 13.241 1.829  -2.060 1.442  H203 FUA 65 
FUA H211 1H21 H 0 0 N N N 4.994  15.899 11.760 1.621  1.844  -1.212 H211 FUA 66 
FUA H212 2H21 H 0 0 N N N 4.391  15.983 13.474 0.776  2.278  0.292  H212 FUA 67 
FUA H213 3H21 H 0 0 N N N 4.424  14.450 12.699 2.530  1.975  0.312  H213 FUA 68 
FUA H231 1H23 H 0 0 N N N 3.465  20.279 10.637 -1.531 1.219  -2.065 H231 FUA 69 
FUA H232 2H23 H 0 0 N N N 4.438  19.536 11.863 -1.606 1.457  -3.827 H232 FUA 70 
FUA H241 1H24 H 0 0 N N N 6.459  19.988 10.162 -2.308 -0.936 -4.080 H241 FUA 71 
FUA H242 2H24 H 0 0 N N N 5.353  21.084 9.405  -2.329 -1.088 -2.307 H242 FUA 72 
FUA H25  H25  H 0 1 N N N 7.038  21.887 11.681 -4.136 0.846  -2.312 H25  FUA 73 
FUA H271 1H27 H 0 0 N N N 4.794  24.561 13.320 -6.612 0.190  -4.956 H271 FUA 74 
FUA H272 2H27 H 0 0 N N N 5.878  23.276 13.746 -6.586 0.405  -3.189 H272 FUA 75 
FUA H273 3H27 H 0 0 N N N 6.252  24.379 12.399 -5.873 1.646  -4.248 H273 FUA 76 
FUA H281 1H28 H 0 0 N N N 3.088  23.468 12.001 -3.416 -1.653 -4.801 H281 FUA 77 
FUA H282 2H28 H 0 0 N N N 3.596  22.747 10.429 -5.150 -1.948 -5.074 H282 FUA 78 
FUA H283 3H28 H 0 0 N N N 3.269  21.691 11.764 -4.289 -0.736 -6.052 H283 FUA 79 
FUA H321 1H32 H 0 0 N N N 7.211  14.138 8.384  5.750  0.316  -4.541 H321 FUA 80 
FUA H322 2H32 H 0 0 N N N 7.305  15.850 9.087  4.266  1.195  -4.980 H322 FUA 81 
FUA H323 3H32 H 0 0 N N N 7.035  14.592 10.172 5.197  1.682  -3.544 H323 FUA 82 
FUA HO1  HO1  H 0 1 N N N 0.108  18.524 13.242 -2.591 -1.238 0.817  HO1  FUA 83 
FUA HO5  HO5  H 0 1 N N N 5.117  17.473 6.986  0.337  0.418  -6.460 HO5  FUA 84 
FUA HO6  HO6  H 0 1 N N N -3.175 13.730 15.970 -2.211 -1.919 6.185  HO6  FUA 85 
# 
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 
FUA C1  C2   SING N N 1  
FUA C1  C10  SING N N 2  
FUA C1  H11A SING N N 3  
FUA C1  H12  SING N N 4  
FUA C2  C3   SING N N 5  
FUA C2  H21  SING N N 6  
FUA C2  H22  SING N N 7  
FUA C3  C4   SING N N 8  
FUA C3  O6   SING N N 9  
FUA C3  H3   SING N N 10 
FUA C4  C5   SING N N 11 
FUA C4  C18  SING N N 12 
FUA C4  H4   SING N N 13 
FUA C5  C6   SING N N 14 
FUA C5  C10  SING N N 15 
FUA C5  H5   SING N N 16 
FUA C6  C7   SING N N 17 
FUA C6  H61  SING N N 18 
FUA C6  H62  SING N N 19 
FUA C7  C8   SING N N 20 
FUA C7  H71  SING N N 21 
FUA C7  H72  SING N N 22 
FUA C8  C9   SING N N 23 
FUA C8  C14  SING N N 24 
FUA C8  C20  SING N N 25 
FUA C9  C10  SING N N 26 
FUA C9  C11  SING N N 27 
FUA C9  H9   SING N N 28 
FUA C10 C19  SING N N 29 
FUA C11 C12  SING N N 30 
FUA C11 O1   SING N N 31 
FUA C11 H11  SING N N 32 
FUA C12 C13  SING N N 33 
FUA C12 H121 SING N N 34 
FUA C12 H122 SING N N 35 
FUA C13 C14  SING N N 36 
FUA C13 C17  SING N N 37 
FUA C13 H13  SING N N 38 
FUA C14 C15  SING N N 39 
FUA C14 C21  SING N N 40 
FUA C15 C16  SING N N 41 
FUA C15 H151 SING N N 42 
FUA C15 H152 SING N N 43 
FUA C16 C17  SING N N 44 
FUA C16 O2   SING N N 45 
FUA C16 H16  SING N N 46 
FUA C17 C22  DOUB N Z 47 
FUA C18 H181 SING N N 48 
FUA C18 H182 SING N N 49 
FUA C18 H183 SING N N 50 
FUA C19 H191 SING N N 51 
FUA C19 H192 SING N N 52 
FUA C19 H193 SING N N 53 
FUA C20 H201 SING N N 54 
FUA C20 H202 SING N N 55 
FUA C20 H203 SING N N 56 
FUA C21 H211 SING N N 57 
FUA C21 H212 SING N N 58 
FUA C21 H213 SING N N 59 
FUA C22 C23  SING N N 60 
FUA C22 C29  SING N N 61 
FUA C23 C24  SING N N 62 
FUA C23 H231 SING N N 63 
FUA C23 H232 SING N N 64 
FUA C24 C25  SING N N 65 
FUA C24 H241 SING N N 66 
FUA C24 H242 SING N N 67 
FUA C25 C26  DOUB N N 68 
FUA C25 H25  SING N N 69 
FUA C26 C27  SING N N 70 
FUA C26 C28  SING N N 71 
FUA C27 H271 SING N N 72 
FUA C27 H272 SING N N 73 
FUA C27 H273 SING N N 74 
FUA C28 H281 SING N N 75 
FUA C28 H282 SING N N 76 
FUA C28 H283 SING N N 77 
FUA C29 O4   DOUB N N 78 
FUA C29 O5   SING N N 79 
FUA C31 C32  SING N N 80 
FUA C31 O2   SING N N 81 
FUA C31 O3   DOUB N N 82 
FUA C32 H321 SING N N 83 
FUA C32 H322 SING N N 84 
FUA C32 H323 SING N N 85 
FUA O1  HO1  SING N N 86 
FUA O5  HO5  SING N N 87 
FUA O6  HO6  SING N N 88 
# 
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 
FUA SMILES           ACDLabs              10.04 O=C(O)/C(=C2/C1CC(O)C3C(C1(CC2OC(=O)C)C)(C)CCC4C(C)C(O)CCC34C)CC\C=C(/C)C 
FUA InChI            InChI                1.02b 
InChI=1/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1/f/h35H 
FUA InChIKey         InChI                1.02b IECPWNUMDGFDKC-YLSUCPHCDU 
FUA SMILES_CANONICAL CACTVS               3.341 C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]3(C)[C@H]2[C@H](O)C[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(/CCC=C(C)C)C(O)=O 
FUA SMILES           CACTVS               3.341 C[CH]1[CH](O)CC[C]2(C)[CH]1CC[C]3(C)[CH]2[CH](O)C[CH]4C([CH](C[C]34C)OC(C)=O)=C(CCC=C(C)C)C(O)=O 
FUA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)O)C 
FUA SMILES           "OpenEye OEToolkits" 1.5.0 CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C 
# 
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 
FUA "SYSTEMATIC NAME" ACDLabs              10.04 "(2Z)-2-[(3beta,4beta,5alpha,8alpha,9beta,11beta,13alpha,16beta,17Z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic acid"                                         
FUA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid" 
# 
