data_MUF
# 
_chem_comp.id                                    MUF 
_chem_comp.name                                  "(8alpha,10alpha,13alpha,17beta)-17-[(4-hydroxyphenyl)carbonyl]androsta-3,5-diene-3-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H32 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-27 
_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                        420.541 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MUF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3BEJ 
_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 
MUF C1   C1   C 0 1 N N N 6.267  16.957 33.711 -3.146 -1.633 0.220  C1   MUF 1  
MUF C2   C2   C 0 1 N N N 6.544  18.454 34.080 -4.495 -1.534 0.916  C2   MUF 2  
MUF C3   C3   C 0 1 N N N 7.434  18.520 35.322 -5.488 -0.780 0.066  C3   MUF 3  
MUF C4   C4   C 0 1 N N N 8.187  17.463 35.733 -5.075 0.414  -0.455 C4   MUF 4  
MUF C5   C5   C 0 1 N N N 8.223  16.164 35.028 -3.682 0.783  -0.128 C5   MUF 5  
MUF C6   C6   C 0 1 N N N 8.777  15.070 35.619 -3.411 2.019  0.253  C6   MUF 6  
MUF C7   C7   C 0 1 N N N 8.860  13.706 34.954 -2.041 2.498  0.622  C7   MUF 7  
MUF C8   C8   C 0 1 N N S 8.379  13.603 33.463 -0.970 1.531  0.108  C8   MUF 8  
MUF C9   C9   C 0 1 N N S 7.180  14.594 33.240 -1.372 0.102  0.518  C9   MUF 9  
MUF C10  C10  C 0 1 N N R 7.592  16.079 33.627 -2.634 -0.283 -0.261 C10  MUF 10 
MUF C11  C11  C 0 1 N N N 6.620  14.539 31.779 -0.275 -0.910 0.195  C11  MUF 11 
MUF C12  C12  C 0 1 N N N 6.283  13.071 31.423 1.081  -0.503 0.788  C12  MUF 12 
MUF C13  C13  C 0 1 N N S 7.532  12.108 31.564 1.415  0.870  0.232  C13  MUF 13 
MUF C14  C14  C 0 1 N N S 7.993  12.180 33.050 0.352  1.859  0.779  C14  MUF 14 
MUF C15  C15  C 0 1 N N N 9.124  11.107 33.146 0.977  3.214  0.430  C15  MUF 15 
MUF C16  C16  C 0 1 N N N 8.666  10.027 32.116 2.476  3.004  0.775  C16  MUF 16 
MUF C17  C17  C 0 1 N N S 7.319  10.571 31.508 2.732  1.484  0.696  C17  MUF 17 
MUF C18  C18  C 0 1 N N N 8.564  12.591 30.493 1.349  0.843  -1.297 C18  MUF 18 
MUF C19  C19  C 0 1 N N N 8.613  16.644 32.558 -2.269 -0.405 -1.742 C19  MUF 19 
MUF C20  C20  C 0 1 N N N 6.927  10.215 30.082 3.822  1.200  -0.306 C20  MUF 20 
MUF O52  O52  O 0 1 N N N 7.783  9.925  29.234 4.024  1.974  -1.217 O52  MUF 21 
MUF C28  C28  C 0 1 N N N 7.508  19.734 36.160 -6.790 -1.287 -0.180 C28  MUF 22 
MUF O76  O76  O 0 1 N N N 7.438  20.852 35.411 -7.568 -0.655 -0.869 O76  MUF 23 
MUF O82  O82  O 0 1 N N N 7.608  19.734 37.378 -7.165 -2.469 0.350  O82  MUF 24 
MUF C52  C52  C 0 1 Y N N 5.505  10.196 29.665 4.639  -0.014 -0.178 C52  MUF 25 
MUF C53  C53  C 0 1 Y N N 4.465  9.848  30.564 5.652  -0.280 -1.107 C53  MUF 26 
MUF C54  C54  C 0 1 Y N N 3.145  9.824  30.075 6.411  -1.415 -0.984 C54  MUF 27 
MUF C55  C55  C 0 1 Y N N 2.846  10.143 28.745 6.177  -2.301 0.062  C55  MUF 28 
MUF C56  C56  C 0 1 Y N N 3.875  10.503 27.839 5.172  -2.041 0.988  C56  MUF 29 
MUF C57  C57  C 0 1 Y N N 5.209  10.519 28.307 4.411  -0.906 0.877  C57  MUF 30 
MUF O57  O57  O 0 1 N N N 1.524  10.103 28.359 6.931  -3.422 0.180  O57  MUF 31 
MUF H1   H1   H 0 1 N N N 5.772  16.930 32.729 -2.421 -2.056 0.916  H1   MUF 32 
MUF H1A  H1A  H 0 1 N N N 5.639  16.532 34.508 -3.240 -2.298 -0.638 H1A  MUF 33 
MUF H2   H2   H 0 1 N N N 7.051  18.950 33.240 -4.875 -2.539 1.104  H2   MUF 34 
MUF H2A  H2A  H 0 1 N N N 5.590  18.962 34.286 -4.371 -1.016 1.866  H2A  MUF 35 
MUF H4   H4   H 0 1 N N N 8.790  17.580 36.621 -5.717 1.038  -1.059 H4   MUF 36 
MUF H6   H6   H 0 1 N N N 9.180  15.177 36.615 -4.227 2.726  0.300  H6   MUF 37 
MUF H7   H7   H 0 1 N N N 9.918  13.404 34.972 -1.875 3.483  0.185  H7   MUF 38 
MUF H7A  H7A  H 0 1 N N N 8.170  13.066 35.524 -1.967 2.571  1.707  H7A  MUF 39 
MUF H8   H8   H 0 1 N N N 9.227  13.882 32.820 -0.877 1.605  -0.976 H8   MUF 40 
MUF H9   H9   H 0 1 N N N 6.370  14.266 33.908 -1.583 0.077  1.587  H9   MUF 41 
MUF H11  H11  H 0 1 N N N 5.711  15.154 31.708 -0.561 -1.881 0.598  H11  MUF 42 
MUF H11A H11A H 0 0 N N N 7.373  14.927 31.078 -0.177 -0.991 -0.887 H11A MUF 43 
MUF H12  H12  H 0 1 N N N 5.494  12.720 32.105 1.014  -0.458 1.874  H12  MUF 44 
MUF H12A H12A H 0 0 N N N 5.959  13.047 30.372 1.847  -1.220 0.491  H12A MUF 45 
MUF H14  H14  H 0 1 N N N 7.200  11.951 33.777 0.252  1.746  1.859  H14  MUF 46 
MUF H15  H15  H 0 1 N N N 10.107 11.527 32.886 0.852  3.434  -0.630 H15  MUF 47 
MUF H15A H15A H 0 0 N N N 9.255  10.707 34.162 0.544  4.007  1.041  H15A MUF 48 
MUF H16  H16  H 0 1 N N N 9.423  9.890  31.330 3.103  3.526  0.053  H16  MUF 49 
MUF H16A H16A H 0 0 N N N 8.530  9.044  32.591 2.683  3.369  1.782  H16A MUF 50 
MUF H17  H17  H 0 1 N N N 6.500  10.114 32.082 3.007  1.092  1.675  H17  MUF 51 
MUF H18  H18  H 0 1 N N N 8.060  12.704 29.522 0.350  0.541  -1.612 H18  MUF 52 
MUF H18A H18A H 0 0 N N N 8.987  13.558 30.802 1.569  1.836  -1.687 H18A MUF 53 
MUF H18B H18B H 0 0 N N N 9.372  11.850 30.402 2.081  0.132  -1.679 H18B MUF 54 
MUF H19  H19  H 0 1 N N N 8.100  16.775 31.594 -1.594 -1.250 -1.881 H19  MUF 55 
MUF H19A H19A H 0 0 N N N 9.003  17.614 32.901 -3.174 -0.563 -2.328 H19A MUF 56 
MUF H19B H19B H 0 0 N N N 9.446  15.936 32.437 -1.778 0.511  -2.072 H19B MUF 57 
MUF HO82 HO82 H 0 0 N N N 7.627  20.629 37.695 -8.068 -2.732 0.127  HO82 MUF 58 
MUF H53  H53  H 0 1 N N N 4.680  9.608  31.595 5.834  0.407  -1.920 H53  MUF 59 
MUF H54  H54  H 0 1 N N N 2.342  9.552  30.744 7.193  -1.621 -1.700 H54  MUF 60 
MUF H56  H56  H 0 1 N N N 3.645  10.759 26.815 4.994  -2.733 1.798  H56  MUF 61 
MUF H57  H57  H 0 1 N N N 6.011  10.778 27.631 3.630  -0.706 1.596  H57  MUF 62 
MUF HO57 HO57 H 0 0 N N N 0.969  10.094 29.130 7.727  -3.307 0.717  HO57 MUF 63 
# 
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 
MUF C10 C1   SING N N 1  
MUF C1  C2   SING N N 2  
MUF C1  H1   SING N N 3  
MUF C1  H1A  SING N N 4  
MUF C2  C3   SING N N 5  
MUF C2  H2   SING N N 6  
MUF C2  H2A  SING N N 7  
MUF C3  C4   DOUB N N 8  
MUF C3  C28  SING N N 9  
MUF C5  C4   SING N N 10 
MUF C4  H4   SING N N 11 
MUF C10 C5   SING N N 12 
MUF C5  C6   DOUB N N 13 
MUF C7  C6   SING N N 14 
MUF C6  H6   SING N N 15 
MUF C8  C7   SING N N 16 
MUF C7  H7   SING N N 17 
MUF C7  H7A  SING N N 18 
MUF C14 C8   SING N N 19 
MUF C9  C8   SING N N 20 
MUF C8  H8   SING N N 21 
MUF C11 C9   SING N N 22 
MUF C9  C10  SING N N 23 
MUF C9  H9   SING N N 24 
MUF C19 C10  SING N N 25 
MUF C12 C11  SING N N 26 
MUF C11 H11  SING N N 27 
MUF C11 H11A SING N N 28 
MUF C12 C13  SING N N 29 
MUF C12 H12  SING N N 30 
MUF C12 H12A SING N N 31 
MUF C18 C13  SING N N 32 
MUF C17 C13  SING N N 33 
MUF C13 C14  SING N N 34 
MUF C14 C15  SING N N 35 
MUF C14 H14  SING N N 36 
MUF C16 C15  SING N N 37 
MUF C15 H15  SING N N 38 
MUF C15 H15A SING N N 39 
MUF C17 C16  SING N N 40 
MUF C16 H16  SING N N 41 
MUF C16 H16A SING N N 42 
MUF C20 C17  SING N N 43 
MUF C17 H17  SING N N 44 
MUF C18 H18  SING N N 45 
MUF C18 H18A SING N N 46 
MUF C18 H18B SING N N 47 
MUF C19 H19  SING N N 48 
MUF C19 H19A SING N N 49 
MUF C19 H19B SING N N 50 
MUF O52 C20  DOUB N N 51 
MUF C52 C20  SING N N 52 
MUF O76 C28  DOUB N N 53 
MUF C28 O82  SING N N 54 
MUF O82 HO82 SING N N 55 
MUF C57 C52  DOUB Y N 56 
MUF C52 C53  SING N N 57 
MUF C54 C53  DOUB Y N 58 
MUF C53 H53  SING N N 59 
MUF C55 C54  SING Y N 60 
MUF C54 H54  SING Y N 61 
MUF C56 C55  DOUB Y N 62 
MUF O57 C55  SING N N 63 
MUF C56 C57  SING Y N 64 
MUF C56 H56  SING N N 65 
MUF C57 H57  SING N N 66 
MUF O57 HO57 SING N N 67 
# 
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 
MUF SMILES           ACDLabs              10.04 O=C(O)C5=CC4=CCC2C(CCC3(C(C(=O)c1ccc(O)cc1)CCC23)C)C4(C)CC5                                                                                                                                         
MUF InChI            InChI                1.02b InChI=1/C27H32O4/c1-26-13-11-17(25(30)31)15-18(26)5-8-20-21-9-10-23(27(21,2)14-12-22(20)26)24(29)16-3-6-19(28)7-4-16/h3-7,15,20-23,28H,8-14H2,1-2H3,(H,30,31)/t20-,21-,22-,23+,26-,27-/m0/s1/f/h30H 
MUF InChIKey         InChI                1.02b RPNNXCYIESWDSC-GQENJWOTDR                                                                                                                                                                           
MUF SMILES_CANONICAL CACTVS               3.341 C[C@]12CC[C@H]3[C@@H](CC=C4C=C(CC[C@]34C)C(O)=O)[C@@H]1CC[C@@H]2C(=O)c5ccc(O)cc5                                                                                                                    
MUF SMILES           CACTVS               3.341 C[C]12CC[CH]3[CH](CC=C4C=C(CC[C]34C)C(O)=O)[CH]1CC[CH]2C(=O)c5ccc(O)cc5                                                                                                                             
MUF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)c4ccc(cc4)O)CC=C5[C@@]3(CCC(=C5)C(=O)O)C                                                                                                                  
MUF SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC3C(C1CCC2C(=O)c4ccc(cc4)O)CC=C5C3(CCC(=C5)C(=O)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 
MUF "SYSTEMATIC NAME" ACDLabs              10.04 "(8alpha,10alpha,13alpha,17beta)-17-[(4-hydroxyphenyl)carbonyl]androsta-3,5-diene-3-carboxylic acid"                                                     
MUF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8S,9S,10R,13S,14S,17S)-17-(4-hydroxyphenyl)carbonyl-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3-carboxylic acid" 
# 
