data_DOG
# 
_chem_comp.id                                    DOG 
_chem_comp.name                                  DIGOXIGENIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H34 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-(3,12,14-TRIHYDROXY-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-17-YL)-5H-FURAN-2-ONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-06 
_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                        390.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DOG 
_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        1LKE 
_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 
DOG O23  O23  O 0 1 N N N 15.265 -21.277 37.453 0.304  -0.434 -6.918 O23  DOG 1  
DOG C23  C23  C 0 1 N N N 14.603 -22.272 37.461 -0.041 -0.182 -5.780 C23  DOG 2  
DOG C22  C22  C 0 1 N N N 13.471 -22.625 36.641 0.830  0.366  -4.738 C22  DOG 3  
DOG O21  O21  O 0 1 N N N 14.839 -23.306 38.292 -1.282 -0.366 -5.292 O21  DOG 4  
DOG C21  C21  C 0 1 N N N 13.916 -24.395 38.048 -1.271 0.051  -3.898 C21  DOG 5  
DOG C20  C20  C 0 1 N N N 13.062 -23.854 36.979 0.135  0.520  -3.614 C20  DOG 6  
DOG C17  C17  C 0 1 N N R 11.926 -24.640 36.459 0.656  1.055  -2.304 C17  DOG 7  
DOG C16  C16  C 0 1 N N N 12.130 -26.183 36.378 -0.267 2.172  -1.784 C16  DOG 8  
DOG C13  C13  C 0 1 N N S 10.551 -24.433 37.217 0.639  -0.061 -1.228 C13  DOG 9  
DOG C18  C18  C 0 1 N N N 10.542 -23.257 38.190 0.774  -1.453 -1.850 C18  DOG 10 
DOG C12  C12  C 0 1 N N R 9.470  -24.215 36.129 1.789  0.239  -0.264 C12  DOG 11 
DOG O12  O12  O 0 1 N N N 9.608  -22.895 35.544 3.029  -0.083 -0.896 O12  DOG 12 
DOG C14  C14  C 0 1 N N S 10.304 -25.799 37.919 -0.708 0.164  -0.525 C14  DOG 13 
DOG C15  C15  C 0 1 N N N 10.839 -26.823 36.902 -0.842 1.677  -0.436 C15  DOG 14 
DOG O14  O14  O 0 1 N N N 11.212 -25.932 39.041 -1.729 -0.346 -1.384 O14  DOG 15 
DOG C8   C8   C 0 1 N N R 8.845  -26.009 38.357 -0.823 -0.533 0.808  C8   DOG 16 
DOG C7   C7   C 0 1 N N N 8.622  -27.428 38.886 -2.138 -0.159 1.495  C7   DOG 17 
DOG C9   C9   C 0 1 N N S 7.783  -25.675 37.284 0.349  -0.172 1.718  C9   DOG 18 
DOG C11  C11  C 0 1 N N N 8.068  -24.271 36.652 1.650  -0.578 1.016  C11  DOG 19 
DOG C10  C10  C 0 1 N N S 6.347  -25.809 37.860 0.228  -0.935 3.039  C10  DOG 20 
DOG C19  C19  C 0 1 N N N 6.090  -24.776 38.990 0.247  -2.439 2.762  C19  DOG 21 
DOG C5   C5   C 0 1 N N R 6.119  -27.255 38.396 -1.085 -0.559 3.725  C5   DOG 22 
DOG C6   C6   C 0 1 N N N 7.212  -27.655 39.411 -2.259 -0.924 2.815  C6   DOG 23 
DOG C4   C4   C 0 1 N N N 6.088  -28.318 37.277 -1.105 0.943  4.005  C4   DOG 24 
DOG C3   C3   C 0 1 N N S 5.073  -27.962 36.189 0.068  1.308  4.915  C3   DOG 25 
DOG O32  O32  O 0 1 N N N 3.766  -28.098 36.746 -0.044 0.593  6.148  O32  DOG 26 
DOG C2   C2   C 0 1 N N N 5.289  -26.580 35.648 1.383  0.934  4.227  C2   DOG 27 
DOG C1   C1   C 0 1 N N N 5.275  -25.560 36.767 1.402  -0.569 3.948  C1   DOG 28 
DOG H22  H22  H 0 1 N N N 12.979 -22.029 35.854 1.875  0.608  -4.863 H22  DOG 29 
DOG H211 1H21 H 0 0 N N N 13.367 -24.756 38.949 -1.531 -0.787 -3.252 H211 DOG 30 
DOG H212 2H21 H 0 0 N N N 14.397 -25.374 37.814 -1.972 0.872  -3.747 H212 DOG 31 
DOG H17  H17  H 0 1 N N N 11.883 -24.209 35.432 1.669  1.437  -2.432 H17  DOG 32 
DOG H161 1H16 H 0 0 N N N 13.044 -26.535 36.910 0.303  3.088  -1.632 H161 DOG 33 
DOG H162 2H16 H 0 0 N N N 12.416 -26.537 35.360 -1.076 2.348  -2.492 H162 DOG 34 
DOG H181 1H18 H 0 0 N N N 10.845 -22.319 37.670 1.670  -1.488 -2.470 H181 DOG 35 
DOG H182 2H18 H 0 0 N N N 9.574  -23.111 38.724 0.851  -2.198 -1.058 H182 DOG 36 
DOG H183 3H18 H 0 0 N N N 11.380 -23.349 38.920 -0.101 -1.663 -2.463 H183 DOG 37 
DOG H12  H12  H 0 1 N N N 9.632  -25.041 35.398 1.779  1.300  -0.014 H12  DOG 38 
DOG H12O OH12 H 0 0 N N N 8.945  -22.761 34.877 3.729  0.137  -0.267 H12O DOG 39 
DOG H151 1H15 H 0 0 N N N 10.970 -27.851 37.312 -0.250 2.057  0.396  H151 DOG 40 
DOG H152 2H15 H 0 0 N N N 10.110 -27.103 36.106 -1.886 1.972  -0.332 H152 DOG 41 
DOG H14O OH14 H 0 0 N N N 11.061 -26.766 39.470 -2.576 -0.117 -0.979 H14O DOG 42 
DOG HC8  HC8  H 0 1 N N N 8.695  -25.267 39.175 -0.812 -1.610 0.639  HC8  DOG 43 
DOG HC71 1HC7 H 0 0 N N N 9.381  -27.687 39.661 -2.974 -0.420 0.846  HC71 DOG 44 
DOG HC72 2HC7 H 0 0 N N N 8.885  -28.186 38.112 -2.153 0.911  1.694  HC72 DOG 45 
DOG HC9  HC9  H 0 1 N N N 7.853  -26.419 36.456 0.353  0.901  1.903  HC9  DOG 46 
DOG H111 1H11 H 0 0 N N N 7.320  -24.007 35.868 2.497  -0.379 1.672  H111 DOG 47 
DOG H112 2H11 H 0 0 N N N 7.856  -23.442 37.367 1.617  -1.640 0.770  H112 DOG 48 
DOG H191 1H19 H 0 0 N N N 6.297  -23.735 38.647 0.161  -2.983 3.703  H191 DOG 49 
DOG H192 2H19 H 0 0 N N N 5.059  -24.872 39.404 -0.589 -2.700 2.114  H192 DOG 50 
DOG H193 3H19 H 0 0 N N N 6.860  -24.849 39.793 1.183  -2.707 2.272  H193 DOG 51 
DOG HC5  HC5  H 0 1 N N N 5.119  -27.231 38.889 -1.171 -1.105 4.665  HC5  DOG 52 
DOG HC61 1HC6 H 0 0 N N N 7.061  -27.133 40.385 -2.245 -1.996 2.616  HC61 DOG 53 
DOG HC62 2HC6 H 0 0 N N N 7.077  -28.710 39.746 -3.196 -0.658 3.305  HC62 DOG 54 
DOG HC41 1HC4 H 0 0 N N N 5.903  -29.337 37.689 -2.041 1.210  4.495  HC41 DOG 55 
DOG HC42 2HC4 H 0 0 N N N 7.103  -28.486 36.847 -1.019 1.488  3.065  HC42 DOG 56 
DOG HC3  HC3  H 0 1 N N N 5.199  -28.655 35.325 0.054  2.380  5.114  HC3  DOG 57 
DOG H32O OH32 H 0 0 N N N 3.136  -27.877 36.070 0.713  0.852  6.691  H32O DOG 58 
DOG HC21 1HC2 H 0 0 N N N 4.552  -26.328 34.850 2.219  1.195  4.876  HC21 DOG 59 
DOG HC22 2HC2 H 0 0 N N N 6.222  -26.515 35.041 1.468  1.479  3.287  HC22 DOG 60 
DOG HC11 1HC1 H 0 0 N N N 5.367  -24.527 36.357 1.317  -1.114 4.889  HC11 DOG 61 
DOG HC12 2HC1 H 0 0 N N N 4.260  -25.492 37.223 2.339  -0.835 3.458  HC12 DOG 62 
# 
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 
DOG O23 C23  DOUB N N 1  
DOG C23 C22  SING N N 2  
DOG C23 O21  SING N N 3  
DOG C22 C20  DOUB N N 4  
DOG C22 H22  SING N N 5  
DOG O21 C21  SING N N 6  
DOG C21 C20  SING N N 7  
DOG C21 H211 SING N N 8  
DOG C21 H212 SING N N 9  
DOG C20 C17  SING N N 10 
DOG C17 C16  SING N N 11 
DOG C17 C13  SING N N 12 
DOG C17 H17  SING N N 13 
DOG C16 C15  SING N N 14 
DOG C16 H161 SING N N 15 
DOG C16 H162 SING N N 16 
DOG C13 C18  SING N N 17 
DOG C13 C12  SING N N 18 
DOG C13 C14  SING N N 19 
DOG C18 H181 SING N N 20 
DOG C18 H182 SING N N 21 
DOG C18 H183 SING N N 22 
DOG C12 O12  SING N N 23 
DOG C12 C11  SING N N 24 
DOG C12 H12  SING N N 25 
DOG O12 H12O SING N N 26 
DOG C14 C15  SING N N 27 
DOG C14 O14  SING N N 28 
DOG C14 C8   SING N N 29 
DOG C15 H151 SING N N 30 
DOG C15 H152 SING N N 31 
DOG O14 H14O SING N N 32 
DOG C8  C7   SING N N 33 
DOG C8  C9   SING N N 34 
DOG C8  HC8  SING N N 35 
DOG C7  C6   SING N N 36 
DOG C7  HC71 SING N N 37 
DOG C7  HC72 SING N N 38 
DOG C9  C11  SING N N 39 
DOG C9  C10  SING N N 40 
DOG C9  HC9  SING N N 41 
DOG C11 H111 SING N N 42 
DOG C11 H112 SING N N 43 
DOG C10 C19  SING N N 44 
DOG C10 C5   SING N N 45 
DOG C10 C1   SING N N 46 
DOG C19 H191 SING N N 47 
DOG C19 H192 SING N N 48 
DOG C19 H193 SING N N 49 
DOG C5  C6   SING N N 50 
DOG C5  C4   SING N N 51 
DOG C5  HC5  SING N N 52 
DOG C6  HC61 SING N N 53 
DOG C6  HC62 SING N N 54 
DOG C4  C3   SING N N 55 
DOG C4  HC41 SING N N 56 
DOG C4  HC42 SING N N 57 
DOG C3  O32  SING N N 58 
DOG C3  C2   SING N N 59 
DOG C3  HC3  SING N N 60 
DOG O32 H32O SING N N 61 
DOG C2  C1   SING N N 62 
DOG C2  HC21 SING N N 63 
DOG C2  HC22 SING N N 64 
DOG C1  HC11 SING N N 65 
DOG C1  HC12 SING N N 66 
# 
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 
DOG SMILES           ACDLabs              10.04 O=C1OCC(=C1)C5C4(C(O)CC3C(CCC2CC(O)CCC23C)C4(O)CC5)C                                                                                                                                        
DOG InChI            InChI                1.02b InChI=1/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17-,18+,19-,21+,22+,23+/m1/s1 
DOG InChIKey         InChI                1.02b SHIBSTMRCDJXLN-KCZCNTNEBN                                                                                                                                                                   
DOG SMILES_CANONICAL CACTVS               3.341 C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]3[C@@H]2C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5                                                                                                      
DOG SMILES           CACTVS               3.341 C[C]12CC[CH](O)C[CH]1CC[CH]3[CH]2C[CH](O)[C]4(C)[CH](CC[C]34O)C5=CC(=O)OC5                                                                                                                  
DOG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2C[C@H]([C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O)O                                                                                                    
DOG SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC(CC1CCC3C2CC(C4(C3(CCC4C5=CC(=O)OC5)O)C)O)O                                                                                                                                          
# 
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 
DOG "SYSTEMATIC NAME" ACDLabs              10.04 (3alpha,5beta,8alpha,12beta)-3,12,14-trihydroxycard-20(22)-enolide                                                                                                   
DOG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-5H-furan-2-one 
# 
