data_E04
# 
_chem_comp.id                                    E04 
_chem_comp.name                                  "3-CARBOXAMIDO-1,3,5(10)-ESTRATRIEN-17(R)-SPIRO-2'(5',5'-DIMETHYL-6'OXO)TETRAHYDROPYRAN" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H33 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-01 
_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                        395.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E04 
_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        1ZQ5 
_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 
E04 O26  O26  O 0 1 N N N 29.852 21.249 17.231 5.707  -0.295 1.898  O26  E04 1  
E04 C20  C20  C 0 1 N N N 30.505 21.739 16.323 5.035  0.174  1.010  C20  E04 2  
E04 C21  C21  C 0 1 N N N 31.284 20.882 15.346 5.668  0.719  -0.251 C21  E04 3  
E04 C25  C25  C 0 1 N N N 30.316 19.901 14.703 7.140  0.307  -0.307 C25  E04 4  
E04 C24  C24  C 0 1 N N N 32.351 20.108 16.109 5.561  2.246  -0.262 C24  E04 5  
E04 C22  C22  C 0 1 N N N 31.968 21.717 14.257 4.925  0.142  -1.462 C22  E04 6  
E04 C23  C23  C 0 1 N N N 32.451 23.074 14.760 3.428  0.431  -1.316 C23  E04 7  
E04 C17  C17  C 0 1 N N R 31.266 23.916 15.252 2.905  -0.222 -0.039 C17  E04 8  
E04 O19  O19  O 0 1 N N N 30.510 23.172 16.228 3.685  0.223  1.103  O19  E04 9  
E04 C13  C13  C 0 1 N N S 31.672 25.229 15.923 1.429  0.079  0.162  C13  E04 10 
E04 C18  C18  C 0 1 N N N 30.478 25.741 16.754 1.065  -0.095 1.638  C18  E04 11 
E04 C14  C14  C 0 1 N N S 31.962 26.106 14.704 0.721  -1.092 -0.576 C14  E04 12 
E04 C15  C15  C 0 1 N N N 30.763 25.849 13.790 1.547  -2.295 -0.109 C15  E04 13 
E04 C16  C16  C 0 1 N N N 30.393 24.381 14.069 3.005  -1.759 -0.164 C16  E04 14 
E04 C8   C8   C 0 1 N N S 32.367 27.544 15.072 -0.732 -1.077 -0.148 C8   E04 15 
E04 C9   C9   C 0 1 N N S 33.550 27.512 16.055 -1.338 0.235  -0.663 C9   E04 16 
E04 C11  C11  C 0 1 N N N 33.316 26.585 17.257 -0.640 1.449  -0.067 C11  E04 17 
E04 C12  C12  C 0 1 N N N 32.913 25.169 16.817 0.875  1.396  -0.345 C12  E04 18 
E04 C10  C10  C 0 1 Y N N 33.954 28.888 16.473 -2.818 0.257  -0.398 C10  E04 19 
E04 C1   C1   C 0 1 Y N N 34.626 29.075 17.686 -3.459 1.490  -0.400 C1   E04 20 
E04 C2   C2   C 0 1 Y N N 35.030 30.359 18.070 -4.812 1.581  -0.164 C2   E04 21 
E04 C3   C3   C 0 1 Y N N 34.768 31.453 17.246 -5.548 0.420  0.081  C3   E04 22 
E04 C27  C27  C 0 1 N N N 35.193 32.845 17.633 -7.003 0.499  0.331  C27  E04 23 
E04 O29  O29  O 0 1 N N N 34.960 33.849 16.791 -7.639 -0.515 0.543  O29  E04 24 
E04 N28  N28  N 0 1 N N N 35.777 33.064 18.735 -7.624 1.695  0.324  N28  E04 25 
E04 C4   C4   C 0 1 Y N N 34.102 31.254 16.036 -4.902 -0.814 0.087  C4   E04 26 
E04 C5   C5   C 0 1 Y N N 33.695 29.979 15.644 -3.537 -0.895 -0.149 C5   E04 27 
E04 C6   C6   C 0 1 N N N 32.981 29.853 14.305 -2.906 -2.262 -0.117 C6   E04 28 
E04 C7   C7   C 0 1 N N N 32.806 28.394 13.880 -1.514 -2.246 -0.747 C7   E04 29 
E04 H251 1H25 H 0 0 N N N 29.390 19.859 15.295 7.664  0.712  0.558  H251 E04 30 
E04 H252 2H25 H 0 0 N N N 30.775 18.902 14.668 7.214  -0.781 -0.300 H252 E04 31 
E04 H253 3H25 H 0 0 N N N 30.082 20.233 13.681 7.592  0.695  -1.220 H253 E04 32 
E04 H241 1H24 H 0 0 N N N 31.935 19.148 16.449 6.012  2.635  -1.175 H241 E04 33 
E04 H242 2H24 H 0 0 N N N 32.677 20.695 16.980 4.511  2.536  -0.222 H242 E04 34 
E04 H243 3H24 H 0 0 N N N 33.211 19.921 15.450 6.084  2.652  0.603  H243 E04 35 
E04 H221 1H22 H 0 0 N N N 31.225 21.903 13.467 5.299  0.607  -2.375 H221 E04 36 
E04 H222 2H22 H 0 0 N N N 32.839 21.156 13.887 5.085  -0.935 -1.509 H222 E04 37 
E04 H231 1H23 H 0 0 N N N 32.947 23.605 13.934 3.269  1.508  -1.265 H231 E04 38 
E04 H232 2H23 H 0 0 N N N 33.155 22.921 15.591 2.894  0.026  -2.176 H232 E04 39 
E04 H181 1H18 H 0 0 N N N 29.653 25.015 16.696 -0.008 0.047  1.767  H181 E04 40 
E04 H182 2H18 H 0 0 N N N 30.143 26.710 16.356 1.341  -1.098 1.964  H182 E04 41 
E04 H183 3H18 H 0 0 N N N 30.786 25.863 17.803 1.603  0.642  2.235  H183 E04 42 
E04 H14  H14  H 0 1 N N N 32.874 25.858 14.141 0.801  -0.969 -1.656 H14  E04 43 
E04 H151 1H15 H 0 0 N N N 30.994 26.032 12.730 1.420  -3.137 -0.790 H151 E04 44 
E04 H152 2H15 H 0 0 N N N 29.927 26.525 14.025 1.278  -2.577 0.908  H152 E04 45 
E04 H161 1H16 H 0 0 N N N 29.324 24.284 14.309 3.468  -2.029 -1.113 H161 E04 46 
E04 H162 2H16 H 0 0 N N N 30.590 23.762 13.182 3.585  -2.166 0.665  H162 E04 47 
E04 H8   H8   H 0 1 N N N 31.464 27.999 15.505 -0.796 -1.110 0.939  H8   E04 48 
E04 H9   H9   H 0 1 N N N 34.395 27.073 15.505 -1.190 0.259  -1.743 H9   E04 49 
E04 H111 1H11 H 0 0 N N N 32.495 27.004 17.858 -1.054 2.355  -0.509 H111 E04 50 
E04 H112 2H11 H 0 0 N N N 34.247 26.522 17.840 -0.807 1.466  1.010  H112 E04 51 
E04 H121 1H12 H 0 0 N N N 33.742 24.717 16.253 1.055  1.429  -1.419 H121 E04 52 
E04 H122 2H12 H 0 0 N N N 32.690 24.562 17.707 1.369  2.238  0.140  H122 E04 53 
E04 H1   H1   H 0 1 N N N 34.833 28.229 18.325 -2.889 2.387  -0.589 H1   E04 54 
E04 H2   H2   H 0 1 N N N 35.546 30.503 19.008 -5.302 2.543  -0.169 H2   E04 55 
E04 H281 1H28 H 0 0 N N N 36.000 32.369 19.418 -7.116 2.504  0.154  H281 E04 56 
E04 H282 2H28 H 0 0 N N N 35.980 34.040 18.816 -8.578 1.747  0.488  H282 E04 57 
E04 H4   H4   H 0 1 N N N 33.899 32.099 15.394 -5.467 -1.714 0.277  H4   E04 58 
E04 H61  1H6  H 0 1 N N N 33.595 30.357 13.544 -3.538 -2.960 -0.665 H61  E04 59 
E04 H62  2H6  H 0 1 N N N 31.986 30.314 14.393 -2.825 -2.594 0.919  H62  E04 60 
E04 H71  1H7  H 0 1 N N N 32.035 28.339 13.097 -1.601 -2.116 -1.826 H71  E04 61 
E04 H72  2H7  H 0 1 N N N 33.763 28.012 13.496 -1.000 -3.182 -0.529 H72  E04 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 
E04 O26 C20  DOUB N N 1  
E04 C20 C21  SING N N 2  
E04 C20 O19  SING N N 3  
E04 C21 C25  SING N N 4  
E04 C21 C24  SING N N 5  
E04 C21 C22  SING N N 6  
E04 C25 H251 SING N N 7  
E04 C25 H252 SING N N 8  
E04 C25 H253 SING N N 9  
E04 C24 H241 SING N N 10 
E04 C24 H242 SING N N 11 
E04 C24 H243 SING N N 12 
E04 C22 C23  SING N N 13 
E04 C22 H221 SING N N 14 
E04 C22 H222 SING N N 15 
E04 C23 C17  SING N N 16 
E04 C23 H231 SING N N 17 
E04 C23 H232 SING N N 18 
E04 C17 O19  SING N N 19 
E04 C17 C13  SING N N 20 
E04 C17 C16  SING N N 21 
E04 C13 C18  SING N N 22 
E04 C13 C14  SING N N 23 
E04 C13 C12  SING N N 24 
E04 C18 H181 SING N N 25 
E04 C18 H182 SING N N 26 
E04 C18 H183 SING N N 27 
E04 C14 C15  SING N N 28 
E04 C14 C8   SING N N 29 
E04 C14 H14  SING N N 30 
E04 C15 C16  SING N N 31 
E04 C15 H151 SING N N 32 
E04 C15 H152 SING N N 33 
E04 C16 H161 SING N N 34 
E04 C16 H162 SING N N 35 
E04 C8  C9   SING N N 36 
E04 C8  C7   SING N N 37 
E04 C8  H8   SING N N 38 
E04 C9  C11  SING N N 39 
E04 C9  C10  SING N N 40 
E04 C9  H9   SING N N 41 
E04 C11 C12  SING N N 42 
E04 C11 H111 SING N N 43 
E04 C11 H112 SING N N 44 
E04 C12 H121 SING N N 45 
E04 C12 H122 SING N N 46 
E04 C10 C1   DOUB Y N 47 
E04 C10 C5   SING Y N 48 
E04 C1  C2   SING Y N 49 
E04 C1  H1   SING N N 50 
E04 C2  C3   DOUB Y N 51 
E04 C2  H2   SING N N 52 
E04 C3  C27  SING N N 53 
E04 C3  C4   SING Y N 54 
E04 C27 O29  DOUB N N 55 
E04 C27 N28  SING N N 56 
E04 N28 H281 SING N N 57 
E04 N28 H282 SING N N 58 
E04 C4  C5   DOUB Y N 59 
E04 C4  H4   SING N N 60 
E04 C5  C6   SING N N 61 
E04 C6  C7   SING N N 62 
E04 C6  H61  SING N N 63 
E04 C6  H62  SING N N 64 
E04 C7  H71  SING N N 65 
E04 C7  H72  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 
E04 SMILES           ACDLabs              10.04 O=C(N)c1cc3c(cc1)C2CCC5(C(C2CC3)CCC54OC(=O)C(C)(C)CC4)C                                                                                                                                     
E04 InChI            InChI                1.02b InChI=1/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/t18-,19-,20+,24+,25-/m1/s1/f/h26H2 
E04 InChIKey         InChI                1.02b YVAJWBACBRSVPR-CCADZWRVDU                                                                                                                                                                   
E04 SMILES_CANONICAL CACTVS               3.341 CC1(C)CC[C@@]2(CC[C@H]3[C@@H]4CCc5cc(ccc5[C@H]4CC[C@]23C)C(N)=O)OC1=O                                                                                                                       
E04 SMILES           CACTVS               3.341 CC1(C)CC[C]2(CC[CH]3[CH]4CCc5cc(ccc5[CH]4CC[C]23C)C(N)=O)OC1=O                                                                                                                              
E04 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1(CC[C@@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CCc5c4ccc(c5)C(=O)N)C)OC1=O)C                                                                                                                    
E04 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(CCC2(CCC3C2(CCC4C3CCc5c4ccc(c5)C(=O)N)C)OC1=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 
E04 "SYSTEMATIC NAME" ACDLabs              10.04 "(8R,9S,13S,14S,17R)-5',5',13-trimethyl-6'-oxo-3',4',5',6,6',7,8,9,11,12,13,14,15,16-tetradecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-3-carboxamide" 
E04 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8R,9S,13S,14S,17R)-5',5',13-trimethyl-6'-oxo-spiro[7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17,2'-oxane]-3-carboxamide"                   
# 
