data_486
# 
_chem_comp.id                                    486 
_chem_comp.name                                  "11-(4-DIMETHYLAMINO-PHENYL)-17-HYDROXY-13-METHYL-17-PROP-1-YNYL-1,2,6,7,8,11,12,13,14,15,16,17-DODEC AHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H35 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RU-486, MIFEPRISTONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-12-27 
_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                        429.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     486 
_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        1NHZ 
_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 
486 O30  O30  O 0 1 N N N -4.583 18.217 3.520  5.592  -3.115 -1.025 O30  486 1  
486 C2   C2   C 0 1 N N N -3.993 17.199 3.713  4.641  -2.406 -0.766 C2   486 2  
486 C1   C1   C 0 1 N N N -4.701 15.838 4.087  3.839  -1.804 -1.888 C1   486 3  
486 C3   C3   C 0 1 N N N -2.502 17.082 3.534  4.308  -2.161 0.577  C3   486 4  
486 C4   C4   C 0 1 N N N -1.997 15.856 3.229  3.163  -1.518 0.896  C4   486 5  
486 C7   C7   C 0 1 N N N -0.439 15.746 3.105  2.832  -1.156 2.323  C7   486 6  
486 C5   C5   C 0 1 N N N -2.936 14.701 3.175  2.203  -1.160 -0.148 C5   486 7  
486 C6   C6   C 0 1 N N N -4.475 15.066 2.840  2.354  -1.784 -1.515 C6   486 8  
486 C10  C10  C 0 1 N N N -2.412 13.438 3.488  1.217  -0.311 0.100  C10  486 9  
486 C14  C14  C 0 1 N N S -3.239 12.007 3.531  0.222  -0.053 -1.014 C14  486 10 
486 C18  C18  C 0 1 Y N N -3.191 11.406 2.071  -1.036 -0.838 -0.747 C18  486 11 
486 C22  C22  C 0 1 Y N N -2.334 12.025 1.058  -2.190 -0.553 -1.454 C22  486 12 
486 C23  C23  C 0 1 Y N N -2.173 11.511 -0.211 -3.345 -1.270 -1.212 C23  486 13 
486 C24  C24  C 0 1 Y N N -2.835 10.288 -0.595 -3.346 -2.280 -0.258 C24  486 14 
486 N27  N27  N 0 1 N N N -2.779 9.715  -1.926 -4.513 -3.007 -0.010 N27  486 15 
486 C29  C29  C 0 1 N N N -3.542 8.490  -2.177 -5.698 -2.798 -0.846 C29  486 16 
486 C28  C28  C 0 1 N N N -2.371 10.510 -3.114 -4.551 -3.979 1.085  C28  486 17 
486 C25  C25  C 0 1 Y N N -3.712 9.657  0.418  -2.185 -2.563 0.451  C25  486 18 
486 C26  C26  C 0 1 Y N N -3.862 10.189 1.721  -1.033 -1.846 0.200  C26  486 19 
486 C13  C13  C 0 1 N N N -2.646 11.054 4.596  -0.124 1.442  -1.101 C13  486 20 
486 C12  C12  C 0 1 N N S -1.136 11.038 5.007  -0.547 1.893  0.261  C12  486 21 
486 C19  C19  C 0 1 N N N -0.417 10.110 3.858  -1.641 0.969  0.799  C19  486 22 
486 C17  C17  C 0 1 N N R -0.853 10.348 6.380  -0.993 3.348  0.383  C17  486 23 
486 C31  C31  C 0 1 N N N -1.587 10.882 7.598  -0.348 4.168  -0.656 C31  486 24 
486 C30  C30  C 0 1 N N N -2.485 11.042 8.391  0.167  4.821  -1.484 C30  486 25 
486 C32  C32  C 0 1 N N N -3.164 11.448 9.656  0.813  5.641  -2.523 C32  486 26 
486 O3   O3   O 0 1 N N N -0.920 8.898  6.308  -2.415 3.441  0.272  O3   486 27 
486 C16  C16  C 0 1 N N N 0.623  10.861 6.467  -0.534 3.806  1.788  C16  486 28 
486 C15  C15  C 0 1 N N N 0.684  12.259 5.776  0.241  2.612  2.407  C15  486 29 
486 C11  C11  C 0 1 N N S -0.762 12.555 5.197  0.708  1.826  1.174  C11  486 30 
486 C9   C9   C 0 1 N N S -0.819 13.359 3.895  1.027  0.360  1.436  C9   486 31 
486 C8   C8   C 0 1 N N N -0.045 14.723 4.134  2.255  0.258  2.326  C8   486 32 
486 HC1A 1HC1 H 0 0 N N N -5.762 15.921 4.418  4.180  -0.785 -2.072 HC1A 486 33 
486 HC12 2HC1 H 0 0 N N N -4.348 15.352 5.027  3.977  -2.399 -2.791 HC12 486 34 
486 HC3  HC3  H 0 1 N N N -1.772 17.903 3.627  4.973  -2.490 1.362  HC3  486 35 
486 HC71 1HC7 H 0 0 N N N 0.094  16.720 3.207  3.737  -1.187 2.930  HC71 486 36 
486 HC72 2HC7 H 0 0 N N N -0.081 15.514 2.075  2.097  -1.856 2.720  HC72 486 37 
486 HC61 1HC6 H 0 0 N N N -4.691 15.570 1.869  1.801  -1.197 -2.247 HC61 486 38 
486 HC62 2HC6 H 0 0 N N N -5.172 14.226 2.614  1.969  -2.804 -1.495 HC62 486 39 
486 HC14 HC14 H 0 0 N N N -4.301 12.159 3.835  0.653  -0.377 -1.962 HC14 486 40 
486 HC22 HC22 H 0 0 N N N -1.767 12.948 1.267  -2.188 0.232  -2.196 HC22 486 41 
486 HC23 HC23 H 0 0 N N N -1.525 12.069 -0.908 -4.246 -1.047 -1.764 HC23 486 42 
486 H291 1H29 H 0 0 N N N -4.608 8.658  -1.895 -5.511 -1.981 -1.543 H291 486 43 
486 H292 2H29 H 0 0 N N N -3.499 8.049  -3.200 -5.915 -3.709 -1.403 H292 486 44 
486 H293 3H29 H 0 0 N N N -3.246 7.715  -1.432 -6.549 -2.548 -0.213 H293 486 45 
486 H281 1H28 H 0 0 N N N -1.373 10.957 -2.896 -3.615 -3.937 1.642  H281 486 46 
486 H282 2H28 H 0 0 N N N -2.328 10.069 -4.137 -5.381 -3.743 1.752  H282 486 47 
486 H283 3H28 H 0 0 N N N -3.027 11.411 -3.160 -4.686 -4.981 0.677  H283 486 48 
486 HC25 HC25 H 0 0 N N N -4.284 8.742  0.190  -2.183 -3.348 1.193  HC25 486 49 
486 HC26 HC26 H 0 0 N N N -4.494 9.662  2.455  -0.130 -2.066 0.749  HC26 486 50 
486 H131 1H13 H 0 0 N N N -2.915 10.015 4.293  0.746  2.006  -1.436 H131 486 51 
486 H132 2H13 H 0 0 N N N -3.239 11.196 5.530  -0.953 1.591  -1.793 H132 486 52 
486 H191 1H19 H 0 0 N N N -0.603 10.450 2.813  -1.204 0.009  1.073  H191 486 53 
486 H192 2H19 H 0 0 N N N 0.659  10.099 4.151  -2.101 1.423  1.677  H192 486 54 
486 H193 3H19 H 0 0 N N N -0.869 9.098  3.738  -2.399 0.817  0.030  H193 486 55 
486 H321 1H32 H 0 0 N N N -2.825 12.510 9.640  1.896  5.561  -2.427 H321 486 56 
486 H322 2H32 H 0 0 N N N -3.992 11.596 10.388 0.508  5.286  -3.507 H322 486 57 
486 H323 3H32 H 0 0 N N N -2.498 10.874 10.341 0.513  6.682  -2.403 H323 486 58 
486 HO3  HO3  H 0 1 N N N -0.748 8.479  7.143  -2.643 4.375  0.375  HO3  486 59 
486 H161 1H16 H 0 0 N N N 1.358  10.137 6.044  0.120  4.673  1.704  H161 486 60 
486 H162 2H16 H 0 0 N N N 1.015  10.877 7.511  -1.400 4.048  2.404  H162 486 61 
486 H151 1H15 H 0 0 N N N 1.487  12.332 5.006  1.095  2.965  2.985  H151 486 62 
486 H152 2H15 H 0 0 N N N 1.059  13.064 6.450  -0.419 2.003  3.025  H152 486 63 
486 HC11 HC11 H 0 0 N N N -1.420 13.201 5.823  1.555  2.322  0.702  HC11 486 64 
486 HC9  HC9  H 0 1 N N N -0.302 12.912 3.014  0.181  -0.100 1.947  HC9  486 65 
486 HC81 1HC8 H 0 0 N N N -0.190 15.104 5.172  3.013  0.954  1.967  HC81 486 66 
486 HC82 2HC8 H 0 0 N N N 1.059  14.572 4.164  1.979  0.528  3.346  HC82 486 67 
# 
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 
486 O30 C2   DOUB N N 1  
486 C2  C1   SING N N 2  
486 C2  C3   SING N N 3  
486 C1  C6   SING N N 4  
486 C1  HC1A SING N N 5  
486 C1  HC12 SING N N 6  
486 C3  C4   DOUB N N 7  
486 C3  HC3  SING N N 8  
486 C4  C7   SING N N 9  
486 C4  C5   SING N N 10 
486 C7  C8   SING N N 11 
486 C7  HC71 SING N N 12 
486 C7  HC72 SING N N 13 
486 C5  C6   SING N N 14 
486 C5  C10  DOUB N N 15 
486 C6  HC61 SING N N 16 
486 C6  HC62 SING N N 17 
486 C10 C14  SING N N 18 
486 C10 C9   SING N N 19 
486 C14 C18  SING N N 20 
486 C14 C13  SING N N 21 
486 C14 HC14 SING N N 22 
486 C18 C22  DOUB Y N 23 
486 C18 C26  SING Y N 24 
486 C22 C23  SING Y N 25 
486 C22 HC22 SING N N 26 
486 C23 C24  DOUB Y N 27 
486 C23 HC23 SING N N 28 
486 C24 N27  SING N N 29 
486 C24 C25  SING Y N 30 
486 N27 C29  SING N N 31 
486 N27 C28  SING N N 32 
486 C29 H291 SING N N 33 
486 C29 H292 SING N N 34 
486 C29 H293 SING N N 35 
486 C28 H281 SING N N 36 
486 C28 H282 SING N N 37 
486 C28 H283 SING N N 38 
486 C25 C26  DOUB Y N 39 
486 C25 HC25 SING N N 40 
486 C26 HC26 SING N N 41 
486 C13 C12  SING N N 42 
486 C13 H131 SING N N 43 
486 C13 H132 SING N N 44 
486 C12 C19  SING N N 45 
486 C12 C17  SING N N 46 
486 C12 C11  SING N N 47 
486 C19 H191 SING N N 48 
486 C19 H192 SING N N 49 
486 C19 H193 SING N N 50 
486 C17 C31  SING N N 51 
486 C17 O3   SING N N 52 
486 C17 C16  SING N N 53 
486 C31 C30  TRIP N N 54 
486 C30 C32  SING N N 55 
486 C32 H321 SING N N 56 
486 C32 H322 SING N N 57 
486 C32 H323 SING N N 58 
486 O3  HO3  SING N N 59 
486 C16 C15  SING N N 60 
486 C16 H161 SING N N 61 
486 C16 H162 SING N N 62 
486 C15 C11  SING N N 63 
486 C15 H151 SING N N 64 
486 C15 H152 SING N N 65 
486 C11 C9   SING N N 66 
486 C11 HC11 SING N N 67 
486 C9  C8   SING N N 68 
486 C9  HC9  SING N N 69 
486 C8  HC81 SING N N 70 
486 C8  HC82 SING N N 71 
# 
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 
486 SMILES           ACDLabs              10.04 O=C5C=C4C(=C3C(c1ccc(N(C)C)cc1)CC2(C(CCC2(C#CC)O)C3CC4)C)CC5                                                                                                                                     
486 InChI            InChI                1.02b InChI=1/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1 
486 InChIKey         InChI                1.02b VKHAHZOOUSRJNA-GCNJZUOMBS                                                                                                                                                                        
486 SMILES_CANONICAL CACTVS               3.341 CC#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@H](C[C@]12C)c5ccc(cc5)N(C)C                                                                                                                      
486 SMILES           CACTVS               3.341 CC#C[C]1(O)CC[CH]2[CH]3CCC4=CC(=O)CCC4=C3[CH](C[C]12C)c5ccc(cc5)N(C)C                                                                                                                            
486 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC#C[C@@]1(CC[C@@H]2[C@@]1(C[C@@H](C3=C4CCC(=O)C=C4CC[C@@H]23)c5ccc(cc5)N(C)C)C)O                                                                                                                
486 SMILES           "OpenEye OEToolkits" 1.5.0 CC#CC1(CCC2C1(CC(C3=C4CCC(=O)C=C4CCC23)c5ccc(cc5)N(C)C)C)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 
486 "SYSTEMATIC NAME" ACDLabs              10.04 (11beta,17beta)-11-[4-(dimethylamino)phenyl]-17-hydroxy-17-prop-1-yn-1-ylestra-4,9-dien-3-one                                                        
486 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (8S,11R,13S,14S,17S)-11-(4-dimethylaminophenyl)-17-hydroxy-13-methyl-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one 
# 
