data_DEX
# 
_chem_comp.id                                    DEX 
_chem_comp.name                                  DEXAMETHASONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H29 F O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         9A-FLUORO-16BETA-METHYLPREDNISOLONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-19 
_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                        392.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DEX 
_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        1M2Z 
_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 
DEX C1   C1   C 0 1 N N N 30.815 6.838 9.638  -1.567 0.436  -3.311 C1   DEX 1  
DEX C2   C2   C 0 1 N N N 31.079 7.573 8.564  -1.448 0.818  -4.573 C2   DEX 2  
DEX C3   C3   C 0 1 N N N 32.350 8.367 8.549  -0.248 0.446  -5.341 C3   DEX 3  
DEX C4   C4   C 0 1 N N N 33.192 8.384 9.790  0.820  -0.298 -4.657 C4   DEX 4  
DEX C5   C5   C 0 1 N N N 32.860 7.626 10.832 0.682  -0.664 -3.390 C5   DEX 5  
DEX C6   C6   C 0 1 N N N 33.745 7.708 12.040 1.815  -1.412 -2.713 C6   DEX 6  
DEX C7   C7   C 0 1 N N N 32.899 8.024 13.270 2.144  -0.692 -1.401 C7   DEX 7  
DEX C8   C8   C 0 1 N N S 31.654 7.150 13.384 0.880  -0.574 -0.547 C8   DEX 8  
DEX C9   C9   C 0 1 N N R 30.826 7.061 12.102 -0.167 0.294  -1.262 C9   DEX 9  
DEX C10  C10  C 0 1 N N S 31.665 6.714 10.871 -0.550 -0.375 -2.585 C10  DEX 10 
DEX C11  C11  C 0 1 N N S 29.493 6.326 12.237 -1.422 0.501  -0.421 C11  DEX 11 
DEX C12  C12  C 0 1 N N N 28.728 6.570 13.534 -1.087 1.052  0.973  C12  DEX 12 
DEX C13  C13  C 0 1 N N S 29.626 6.477 14.767 -0.080 0.109  1.634  C13  DEX 13 
DEX C14  C14  C 0 1 N N S 30.783 7.462 14.598 1.208  0.102  0.770  C14  DEX 14 
DEX C15  C15  C 0 1 N N N 31.393 7.632 15.986 2.188  -0.646 1.679  C15  DEX 15 
DEX C16  C16  C 0 1 N N R 30.203 7.463 16.926 1.881  -0.055 3.082  C16  DEX 16 
DEX C17  C17  C 0 1 N N R 29.023 7.053 16.048 0.429  0.480  3.024  C17  DEX 17 
DEX C18  C18  C 0 1 N N N 30.065 5.031 14.989 -0.631 -1.317 1.636  C18  DEX 18 
DEX C19  C19  C 0 1 N N N 32.183 5.278 10.861 -1.193 -1.713 -2.216 C19  DEX 19 
DEX C20  C20  C 0 1 N N N 28.053 6.117 16.752 -0.388 -0.212 4.083  C20  DEX 20 
DEX C21  C21  C 0 1 N N N 26.546 6.302 16.691 -1.662 0.417  4.584  C21  DEX 21 
DEX C22  C22  C 0 1 N N N 30.004 8.708 17.784 2.851  1.086  3.394  C22  DEX 22 
DEX F1   F1   F 0 1 N N N 30.406 8.341 11.891 0.399  1.545  -1.527 F1   DEX 23 
DEX O1   O1   O 0 1 N N N 32.690 8.985 7.543  -0.143 0.748  -6.515 O1   DEX 24 
DEX O2   O2   O 0 1 N N N 29.706 4.924 12.158 -2.098 -0.749 -0.276 O2   DEX 25 
DEX O3   O3   O 0 1 N N N 28.301 8.239 15.748 0.381  1.896  3.208  O3   DEX 26 
DEX O4   O4   O 0 1 N N N 28.471 5.155 17.393 -0.023 -1.273 4.530  O4   DEX 27 
DEX O5   O5   O 0 1 N N N 25.930 5.111 16.225 -2.252 -0.424 5.577  O5   DEX 28 
DEX H1   H1   H 0 1 N N N 29.882 6.276 9.599  -2.457 0.731  -2.774 H1   DEX 29 
DEX H2   H2   H 0 1 N N N 30.397 7.603 7.714  -2.230 1.400  -5.038 H2   DEX 30 
DEX H4   H4   H 0 1 N N N 34.066 9.033 9.810  1.724  -0.550 -5.191 H4   DEX 31 
DEX H61  H61  H 0 1 N N N 34.543 8.468 11.965 2.692  -1.416 -3.360 H61  DEX 32 
DEX H62  H62  H 0 1 N N N 34.252 6.742 12.208 1.506  -2.436 -2.504 H62  DEX 33 
DEX H71  H71  H 0 1 N N N 32.533 9.065 13.223 2.528  0.303  -1.620 H71  DEX 34 
DEX H72  H72  H 0 1 N N N 33.504 7.952 14.190 2.898  -1.260 -0.855 H72  DEX 35 
DEX H8   H8   H 0 1 N N N 32.047 6.133 13.566 0.469  -1.566 -0.359 H8   DEX 36 
DEX H11  H11  H 0 1 N N N 28.832 6.564 11.386 -2.081 1.204  -0.931 H11  DEX 37 
DEX H211 1H21 H 0 0 N N N 27.866 5.885 13.597 -1.996 1.136  1.568  H211 DEX 38 
DEX H221 1H22 H 0 0 N N N 28.277 7.573 13.432 -0.610 2.028  0.882  H221 DEX 39 
DEX H14  H14  H 0 1 N N N 30.375 8.454 14.332 1.555  1.121  0.596  H14  DEX 40 
DEX H511 1H51 H 0 0 N N N 31.915 8.602 16.059 3.218  -0.439 1.390  H511 DEX 41 
DEX H521 1H52 H 0 0 N N N 32.162 6.850 16.118 1.989  -1.718 1.660  H521 DEX 42 
DEX H16  H16  H 0 1 N N N 30.468 6.614 17.580 1.963  -0.833 3.842  H16  DEX 43 
DEX H811 1H81 H 0 0 N N N 30.645 4.921 15.922 -0.714 -1.676 0.610  H811 DEX 44 
DEX H821 1H82 H 0 0 N N N 29.213 4.328 15.045 0.044  -1.966 2.194  H821 DEX 45 
DEX H831 1H83 H 0 0 N N N 30.754 4.655 14.210 -1.614 -1.327 2.106  H831 DEX 46 
DEX H911 1H91 H 0 0 N N N 32.599 5.009 11.849 -1.152 -2.385 -3.074 H911 DEX 47 
DEX H921 1H92 H 0 0 N N N 31.388 4.532 10.684 -0.654 -2.157 -1.380 H921 DEX 48 
DEX H931 1H93 H 0 0 N N N 33.001 5.115 10.137 -2.233 -1.550 -1.933 H931 DEX 49 
DEX H112 2H11 H 0 0 N N N 26.306 7.134 16.007 -2.357 0.542  3.754  H112 DEX 50 
DEX H122 2H12 H 0 0 N N N 26.171 6.584 17.691 -1.438 1.391  5.020  H122 DEX 51 
DEX H212 2H21 H 0 0 N N N 29.088 8.591 18.389 3.870  0.701  3.419  H212 DEX 52 
DEX H222 2H22 H 0 0 N N N 30.874 8.872 18.446 2.770  1.852  2.623  H222 DEX 53 
DEX H232 2H23 H 0 0 N N N 29.879 9.590 17.132 2.602  1.519  4.363  H232 DEX 54 
DEX HO2  HO2  H 0 1 N N N 29.054 4.491 12.713 -2.885 -0.581 0.259  HO2  DEX 55 
DEX H3   H3   H 0 1 N N N 28.291 8.775 16.545 0.713  2.074  4.099  H3   DEX 56 
DEX H5   H5   H 0 1 N N N 24.997 5.325 16.149 -3.062 0.014  5.870  H5   DEX 57 
# 
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 
DEX C1  C2   DOUB N N 1  
DEX C1  C10  SING N N 2  
DEX C1  H1   SING N N 3  
DEX C2  C3   SING N N 4  
DEX C2  H2   SING N N 5  
DEX C3  C4   SING N N 6  
DEX C3  O1   DOUB N N 7  
DEX C4  C5   DOUB N N 8  
DEX C4  H4   SING N N 9  
DEX C5  C6   SING N N 10 
DEX C5  C10  SING N N 11 
DEX C6  C7   SING N N 12 
DEX C6  H61  SING N N 13 
DEX C6  H62  SING N N 14 
DEX C7  C8   SING N N 15 
DEX C7  H71  SING N N 16 
DEX C7  H72  SING N N 17 
DEX C8  C9   SING N N 18 
DEX C8  C14  SING N N 19 
DEX C8  H8   SING N N 20 
DEX C9  C10  SING N N 21 
DEX C9  C11  SING N N 22 
DEX C9  F1   SING N N 23 
DEX C10 C19  SING N N 24 
DEX C11 C12  SING N N 25 
DEX C11 O2   SING N N 26 
DEX C11 H11  SING N N 27 
DEX C12 C13  SING N N 28 
DEX C12 H211 SING N N 29 
DEX C12 H221 SING N N 30 
DEX C13 C14  SING N N 31 
DEX C13 C17  SING N N 32 
DEX C13 C18  SING N N 33 
DEX C14 C15  SING N N 34 
DEX C14 H14  SING N N 35 
DEX C15 C16  SING N N 36 
DEX C15 H511 SING N N 37 
DEX C15 H521 SING N N 38 
DEX C16 C17  SING N N 39 
DEX C16 C22  SING N N 40 
DEX C16 H16  SING N N 41 
DEX C17 C20  SING N N 42 
DEX C17 O3   SING N N 43 
DEX C18 H811 SING N N 44 
DEX C18 H821 SING N N 45 
DEX C18 H831 SING N N 46 
DEX C19 H911 SING N N 47 
DEX C19 H921 SING N N 48 
DEX C19 H931 SING N N 49 
DEX C20 C21  SING N N 50 
DEX C20 O4   DOUB N N 51 
DEX C21 O5   SING N N 52 
DEX C21 H112 SING N N 53 
DEX C21 H122 SING N N 54 
DEX C22 H212 SING N N 55 
DEX C22 H222 SING N N 56 
DEX C22 H232 SING N N 57 
DEX O2  HO2  SING N N 58 
DEX O3  H3   SING N N 59 
DEX O5  H5   SING N N 60 
# 
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 
DEX SMILES           ACDLabs              10.04 O=C(CO)C3(O)C2(CC(O)C4(F)C1(C(=CC(=O)C=C1)CCC4C2CC3C)C)C                                                                                                                                       
DEX InChI            InChI                1.02b InChI=1/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1 
DEX InChIKey         InChI                1.02b UREBDLICKHMUKA-CXSFZGCWBM                                                                                                                                                                      
DEX SMILES_CANONICAL CACTVS               3.341 C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO                                                                                                        
DEX SMILES           CACTVS               3.341 C[CH]1C[CH]2[CH]3CCC4=CC(=O)C=C[C]4(C)[C]3(F)[CH](O)C[C]2(C)[C]1(O)C(=O)CO                                                                                                                     
DEX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C                                                                                                         
DEX SMILES           "OpenEye OEToolkits" 1.5.0 CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)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 
DEX "SYSTEMATIC NAME" ACDLabs              10.04 (11alpha,14beta,16alpha,17alpha)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione                                                              
DEX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one 
# 
