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 2011-06-04 _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 Y 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 N 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 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" MUF InChI InChI 1.03 "InChI=1S/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" MUF InChIKey InChI 1.03 RPNNXCYIESWDSC-JRZBRKEGSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MUF "Create component" 2007-11-27 RCSB MUF "Modify aromatic_flag" 2011-06-04 RCSB MUF "Modify descriptor" 2011-06-04 RCSB #