data_PLO
# 
_chem_comp.id                                    PLO 
_chem_comp.name                                  (3BETA)-3-HYDROXYPREGN-5-EN-20-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H32 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PREGNENOLONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-31 
_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                        316.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PLO 
_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        1Q20 
_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 
PLO C1   C1   C 0 1 N N N 14.154 16.654 28.817 1.299  -0.939 -2.878 C1   PLO 1  
PLO C2   C2   C 0 1 N N N 15.018 17.435 27.754 1.447  -0.310 -4.265 C2   PLO 2  
PLO C3   C3   C 0 1 N N S 16.403 16.772 27.483 0.072  -0.186 -4.925 C3   PLO 3  
PLO O3   O3   O 0 1 N N N 17.198 17.492 26.482 0.225  0.321  -6.251 O3   PLO 4  
PLO C4   C4   C 0 1 N N N 16.267 15.260 27.028 -0.800 0.771  -4.109 C4   PLO 5  
PLO C5   C5   C 0 1 N N N 15.436 14.438 28.038 -0.847 0.271  -2.674 C5   PLO 6  
PLO C6   C6   C 0 1 N N N 15.882 13.028 28.457 -2.010 0.125  -2.111 C6   PLO 7  
PLO C7   C7   C 0 1 N N N 15.078 12.160 29.453 -2.180 -0.367 -0.703 C7   PLO 8  
PLO C8   C8   C 0 1 N N S 13.709 12.760 30.034 -0.923 -0.025 0.105  C8   PLO 9  
PLO C9   C9   C 0 1 N N S 13.763 14.316 30.142 0.302  -0.617 -0.603 C9   PLO 10 
PLO C10  C10  C 0 1 N N R 14.045 14.984 28.736 0.455  -0.019 -1.991 C10  PLO 11 
PLO C11  C11  C 0 1 N N N 12.449 14.878 30.743 1.590  -0.415 0.190  C11  PLO 12 
PLO C12  C12  C 0 1 N N N 12.120 14.247 32.114 1.460  -0.933 1.630  C12  PLO 13 
PLO C13  C13  C 0 1 N N S 12.021 12.691 32.030 0.252  -0.257 2.279  C13  PLO 14 
PLO C14  C14  C 0 1 N N S 13.395 12.178 31.433 -1.013 -0.666 1.478  C14  PLO 15 
PLO C15  C15  C 0 1 N N N 13.279 10.647 31.632 -2.137 -0.149 2.382  C15  PLO 16 
PLO C16  C16  C 0 1 N N N 12.687 10.515 33.034 -1.640 -0.529 3.804  C16  PLO 17 
PLO C17  C17  C 0 1 N N S 12.026 11.897 33.401 -0.099 -0.650 3.711  C17  PLO 18 
PLO C18  C18  C 0 1 N N N 10.790 12.275 31.148 0.388  1.263  2.172  C18  PLO 19 
PLO C19  C19  C 0 1 N N N 12.893 14.823 27.703 1.210  1.300  -1.821 C19  PLO 20 
PLO C20  C20  C 0 1 N N N 10.629 11.697 34.052 0.558  0.290  4.687  C20  PLO 21 
PLO C21  C21  C 0 1 N N N 9.962  12.919 34.599 1.933  -0.018 5.222  C21  PLO 22 
PLO O20  O20  O 0 1 N N N 10.075 10.613 34.135 -0.016 1.291  5.041  O20  PLO 23 
PLO H11  1H1  H 0 1 N N N 14.506 16.936 29.836 0.808  -1.908 -2.969 H11  PLO 24 
PLO H12  2H1  H 0 1 N N N 13.122 17.076 28.814 2.285  -1.070 -2.432 H12  PLO 25 
PLO H21  1H2  H 0 1 N N N 14.450 17.571 26.804 2.090  -0.938 -4.882 H21  PLO 26 
PLO H22  2H2  H 0 1 N N N 15.140 18.503 28.049 1.893  0.679  -4.169 H22  PLO 27 
PLO H3   H3   H 0 1 N N N 16.934 16.818 28.461 -0.401 -1.167 -4.963 H3   PLO 28 
PLO HO3  HO3  H 0 1 N N N 18.041 17.088 26.316 -0.662 0.384  -6.631 HO3  PLO 29 
PLO H41  1H4  H 0 1 N N N 15.851 15.180 25.996 -1.808 0.792  -4.523 H41  PLO 30 
PLO H42  2H4  H 0 1 N N N 17.265 14.796 26.847 -0.371 1.772  -4.135 H42  PLO 31 
PLO H6   H6   H 0 1 N N N 16.813 12.624 28.026 -2.894 0.368  -2.681 H6   PLO 32 
PLO H71  1H7  H 0 1 N N N 14.875 11.165 28.991 -2.326 -1.447 -0.710 H71  PLO 33 
PLO H72  2H7  H 0 1 N N N 15.739 11.868 30.301 -3.046 0.115  -0.250 H72  PLO 34 
PLO H8   H8   H 0 1 N N N 12.905 12.470 29.317 -0.819 1.055  0.199  H8   PLO 35 
PLO H9   H9   H 0 1 N N N 14.606 14.570 30.825 0.127  -1.688 -0.707 H9   PLO 36 
PLO H111 1H11 H 0 0 N N N 12.477 15.990 30.807 1.829  0.648  0.215  H111 PLO 37 
PLO H112 2H11 H 0 0 N N N 11.598 14.764 30.031 2.401  -0.947 -0.306 H112 PLO 38 
PLO H121 1H12 H 0 0 N N N 12.851 14.565 32.892 2.375  -0.724 2.185  H121 PLO 39 
PLO H122 2H12 H 0 0 N N N 11.194 14.689 32.552 1.267  -2.006 1.623  H122 PLO 40 
PLO H14  H14  H 0 1 N N N 14.323 12.540 31.933 -1.069 -1.751 1.386  H14  PLO 41 
PLO H151 1H15 H 0 0 N N N 12.703 10.119 30.835 -3.077 -0.652 2.155  H151 PLO 42 
PLO H152 2H15 H 0 0 N N N 14.230 10.087 31.477 -2.243 0.930  2.287  H152 PLO 43 
PLO H161 1H16 H 0 0 N N N 11.981 9.656  33.128 -2.072 -1.482 4.109  H161 PLO 44 
PLO H162 2H16 H 0 0 N N N 13.432 10.175 33.790 -1.912 0.250  4.516  H162 PLO 45 
PLO H17  H17  H 0 1 N N N 12.578 12.474 34.178 0.211  -1.676 3.908  H17  PLO 46 
PLO H181 1H18 H 0 0 N N N 10.719 11.163 31.088 0.544  1.540  1.129  H181 PLO 47 
PLO H182 2H18 H 0 0 N N N 9.841  12.734 31.512 -0.520 1.736  2.542  H182 PLO 48 
PLO H183 3H18 H 0 0 N N N 10.822 12.746 30.137 1.239  1.594  2.767  H183 PLO 49 
PLO H191 1H19 H 0 0 N N N 12.820 13.711 27.649 1.248  1.823  -2.777 H191 PLO 50 
PLO H192 2H19 H 0 0 N N N 11.945 15.356 27.950 0.695  1.921  -1.088 H192 PLO 51 
PLO H193 3H19 H 0 0 N N N 13.042 15.344 26.728 2.224  1.097  -1.477 H193 PLO 52 
PLO H211 1H21 H 0 0 N N N 8.959  12.775 35.066 2.241  0.769  5.909  H211 PLO 53 
PLO H212 2H21 H 0 0 N N N 10.643 13.424 35.322 1.912  -0.972 5.748  H212 PLO 54 
PLO H213 3H21 H 0 0 N N N 9.895  13.697 33.803 2.640  -0.075 4.394  H213 PLO 55 
# 
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 
PLO C1  C2   SING N N 1  
PLO C1  C10  SING N N 2  
PLO C1  H11  SING N N 3  
PLO C1  H12  SING N N 4  
PLO C2  C3   SING N N 5  
PLO C2  H21  SING N N 6  
PLO C2  H22  SING N N 7  
PLO C3  O3   SING N N 8  
PLO C3  C4   SING N N 9  
PLO C3  H3   SING N N 10 
PLO O3  HO3  SING N N 11 
PLO C4  C5   SING N N 12 
PLO C4  H41  SING N N 13 
PLO C4  H42  SING N N 14 
PLO C5  C6   DOUB N N 15 
PLO C5  C10  SING N N 16 
PLO C6  C7   SING N N 17 
PLO C6  H6   SING N N 18 
PLO C7  C8   SING N N 19 
PLO C7  H71  SING N N 20 
PLO C7  H72  SING N N 21 
PLO C8  C9   SING N N 22 
PLO C8  C14  SING N N 23 
PLO C8  H8   SING N N 24 
PLO C9  C10  SING N N 25 
PLO C9  C11  SING N N 26 
PLO C9  H9   SING N N 27 
PLO C10 C19  SING N N 28 
PLO C11 C12  SING N N 29 
PLO C11 H111 SING N N 30 
PLO C11 H112 SING N N 31 
PLO C12 C13  SING N N 32 
PLO C12 H121 SING N N 33 
PLO C12 H122 SING N N 34 
PLO C13 C14  SING N N 35 
PLO C13 C17  SING N N 36 
PLO C13 C18  SING N N 37 
PLO C14 C15  SING N N 38 
PLO C14 H14  SING N N 39 
PLO C15 C16  SING N N 40 
PLO C15 H151 SING N N 41 
PLO C15 H152 SING N N 42 
PLO C16 C17  SING N N 43 
PLO C16 H161 SING N N 44 
PLO C16 H162 SING N N 45 
PLO C17 C20  SING N N 46 
PLO C17 H17  SING N N 47 
PLO C18 H181 SING N N 48 
PLO C18 H182 SING N N 49 
PLO C18 H183 SING N N 50 
PLO C19 H191 SING N N 51 
PLO C19 H192 SING N N 52 
PLO C19 H193 SING N N 53 
PLO C20 C21  SING N N 54 
PLO C20 O20  DOUB N N 55 
PLO C21 H211 SING N N 56 
PLO C21 H212 SING N N 57 
PLO C21 H213 SING N N 58 
# 
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 
PLO SMILES           ACDLabs              10.04 O=C(C)C2C1(CCC3C(C1CC2)CC=C4C3(CCC(O)C4)C)C                                                                                                            
PLO InChI            InChI                1.02b InChI=1/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1 
PLO InChIKey         InChI                1.02b ORNBQBCIOKFOEO-QGVNFLHTBZ                                                                                                                              
PLO SMILES_CANONICAL CACTVS               3.341 CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C                                                                                    
PLO SMILES           CACTVS               3.341 CC(=O)[CH]1CC[CH]2[CH]3CC=C4C[CH](O)CC[C]4(C)[CH]3CC[C]12C                                                                                             
PLO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C                                                                                
PLO SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)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 
PLO "SYSTEMATIC NAME" ACDLabs              10.04 (3alpha,8alpha)-3-hydroxypregn-5-en-20-one                                                                                                  
PLO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone 
# 
