data_ENM
# 
_chem_comp.id                                    ENM 
_chem_comp.name                                  (5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-DIFLUOROBENZYL)OXY]ETHYL}-17-HYDROXY-10-METHYLHEXADECAHYDRO-3H-CYCLOPENTA[A]PHENANTHREN-3-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H36 F2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        446.570 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ENM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
ENM C23  C23  C 0 1 Y N N 30.498 2.135  11.497 5.389  -0.162 0.348  C23  ENM 1  
ENM C24  C24  C 0 1 Y N N 29.984 2.184  12.816 6.276  0.712  0.953  C24  ENM 2  
ENM F2   F2   F 0 1 N N N 30.264 3.236  13.631 7.207  0.244  1.813  F2   ENM 3  
ENM C25  C25  C 0 1 Y N N 29.126 1.197  13.280 6.209  2.067  0.676  C25  ENM 4  
ENM C26  C26  C 0 1 Y N N 28.764 0.152  12.435 5.255  2.546  -0.206 C26  ENM 5  
ENM F1   F1   F 0 1 N N N 27.869 -0.748 12.850 5.189  3.867  -0.478 F1   ENM 6  
ENM C27  C27  C 0 1 Y N N 29.272 0.082  11.133 4.369  1.669  -0.809 C27  ENM 7  
ENM C22  C22  C 0 1 Y N N 30.134 1.074  10.654 4.437  0.317  -0.532 C22  ENM 8  
ENM C21  C21  C 0 1 N N N 30.552 1.029  9.317  3.472  -0.636 -1.189 C21  ENM 9  
ENM O03  O03  O 0 1 N N N 29.670 0.422  8.382  2.306  -0.771 -0.375 O03  ENM 10 
ENM C20  C20  C 0 1 N N N 30.099 0.611  7.028  1.322  -1.658 -0.911 C20  ENM 11 
ENM C19  C19  C 0 1 N N N 28.959 0.083  6.163  0.124  -1.725 0.039  C19  ENM 12 
ENM C12  C12  C 0 1 N N R 29.131 0.413  4.633  -0.992 -2.551 -0.605 C12  ENM 13 
ENM C13  C13  C 0 1 N N N 29.696 1.821  4.381  -1.425 -1.901 -1.904 C13  ENM 14 
ENM C14  C14  C 0 1 N N N 28.700 2.896  4.945  -1.811 -0.448 -1.583 C14  ENM 15 
ENM C10  C10  C 0 1 N N S 27.289 2.748  4.280  -2.908 -0.384 -0.525 C10  ENM 16 
ENM C05  C05  C 0 1 N N S 26.264 3.823  4.755  -3.206 1.075  -0.171 C05  ENM 17 
ENM C18  C18  C 0 1 N N N 26.007 3.684  6.280  -1.956 1.721  0.430  C18  ENM 18 
ENM C06  C06  C 0 1 N N N 26.842 5.235  4.445  -3.606 1.818  -1.449 C06  ENM 19 
ENM C01  C01  C 0 1 N N N 25.840 6.381  4.763  -3.831 3.300  -1.135 C01  ENM 20 
ENM C02  C02  C 0 1 N N N 24.477 6.096  4.120  -4.849 3.401  -0.020 C02  ENM 21 
ENM O02  O02  O 0 1 N N N 23.896 6.977  3.465  -5.823 4.106  -0.130 O02  ENM 22 
ENM C03  C03  C 0 1 N N N 23.872 4.700  4.273  -4.611 2.594  1.237  C03  ENM 23 
ENM C04  C04  C 0 1 N N S 24.933 3.624  3.949  -4.349 1.135  0.844  C04  ENM 24 
ENM C07  C07  C 0 1 N N N 24.358 2.206  4.150  -3.967 0.351  2.102  C07  ENM 25 
ENM C08  C08  C 0 1 N N N 25.386 1.154  3.692  -3.676 -1.105 1.736  C08  ENM 26 
ENM C09  C09  C 0 1 N N R 26.730 1.299  4.456  -2.512 -1.152 0.745  C09  ENM 27 
ENM C11  C11  C 0 1 N N S 27.776 0.309  3.918  -2.228 -2.585 0.334  C11  ENM 28 
ENM C15  C15  C 0 1 N N N 27.429 -1.174 3.980  -1.746 -3.518 1.449  C15  ENM 29 
ENM C16  C16  C 0 1 N N N 28.807 -1.858 3.744  -1.004 -4.637 0.669  C16  ENM 30 
ENM C17  C17  C 0 1 N N S 29.858 -0.740 3.910  -0.571 -4.015 -0.682 C17  ENM 31 
ENM O01  O01  O 0 1 N N N 31.024 -1.233 4.582  0.846  -4.115 -0.841 O01  ENM 32 
ENM H23  H23  H 0 1 N N N 31.164 2.908  11.143 5.444  -1.220 0.561  H23  ENM 33 
ENM H25  H25  H 0 1 N N N 28.742 1.239  14.289 6.900  2.750  1.147  H25  ENM 34 
ENM H27  H27  H 0 1 N N N 28.997 -0.744 10.494 3.624  2.042  -1.497 H27  ENM 35 
ENM H211 1H21 H 0 0 N N N 30.700 2.069  8.991  3.189  -0.249 -2.168 H211 ENM 36 
ENM H212 2H21 H 0 0 N N N 31.452 0.397  9.317  3.947  -1.610 -1.308 H212 ENM 37 
ENM H201 1H20 H 0 0 N N N 30.286 1.675  6.822  0.994  -1.292 -1.884 H201 ENM 38 
ENM H202 2H20 H 0 0 N N N 31.043 0.084  6.823  1.752  -2.653 -1.023 H202 ENM 39 
ENM H191 1H19 H 0 0 N N N 28.920 -1.010 6.276  0.429  -2.193 0.975  H191 ENM 40 
ENM H192 2H19 H 0 0 N N N 28.036 0.576  6.502  -0.239 -0.716 0.238  H192 ENM 41 
ENM H131 1H13 H 0 0 N N N 30.668 1.921  4.887  -0.603 -1.917 -2.619 H131 ENM 42 
ENM H132 2H13 H 0 0 N N N 29.826 1.975  3.300  -2.285 -2.431 -2.315 H132 ENM 43 
ENM H141 1H14 H 0 0 N N N 28.601 2.758  6.032  -0.931 0.082  -1.217 H141 ENM 44 
ENM H142 2H14 H 0 0 N N N 29.095 3.897  4.719  -2.165 0.037  -2.493 H142 ENM 45 
ENM H10  H10  H 0 1 N N N 27.435 2.931  3.205  -3.816 -0.826 -0.934 H10  ENM 46 
ENM H181 1H18 H 0 0 N N N 26.969 3.651  6.813  -1.143 1.683  -0.296 H181 ENM 47 
ENM H182 2H18 H 0 0 N N N 25.422 4.546  6.633  -2.169 2.760  0.682  H182 ENM 48 
ENM H183 3H18 H 0 0 N N N 25.449 2.756  6.474  -1.664 1.181  1.330  H183 ENM 49 
ENM H061 1H06 H 0 0 N N N 27.743 5.383  5.058  -2.812 1.720  -2.189 H061 ENM 50 
ENM H062 2H06 H 0 0 N N N 27.062 5.275  3.368  -4.526 1.388  -1.845 H062 ENM 51 
ENM H011 1H01 H 0 0 N N N 25.715 6.459  5.853  -2.892 3.754  -0.818 H011 ENM 52 
ENM H012 2H01 H 0 0 N N N 26.236 7.324  4.357  -4.206 3.810  -2.022 H012 ENM 53 
ENM H031 1H03 H 0 0 N N N 23.524 4.567  5.308  -3.746 2.991  1.767  H031 ENM 54 
ENM H032 2H03 H 0 0 N N N 23.027 4.595  3.577  -5.491 2.648  1.877  H032 ENM 55 
ENM H04  H04  H 0 1 N N N 25.195 3.743  2.887  -5.250 0.708  0.403  H04  ENM 56 
ENM H071 1H07 H 0 0 N N N 24.130 2.053  5.215  -3.079 0.796  2.550  H071 ENM 57 
ENM H072 2H07 H 0 0 N N N 23.440 2.099  3.554  -4.790 0.388  2.816  H072 ENM 58 
ENM H081 1H08 H 0 0 N N N 24.976 0.151  3.884  -3.411 -1.661 2.636  H081 ENM 59 
ENM H082 2H08 H 0 0 N N N 25.580 1.304  2.620  -4.561 -1.550 1.281  H082 ENM 60 
ENM H09  H09  H 0 1 N N N 26.538 1.088  5.518  -1.625 -0.701 1.191  H09  ENM 61 
ENM H11  H11  H 0 1 N N N 27.807 0.630  2.866  -3.088 -3.008 -0.184 H11  ENM 62 
ENM H151 1H15 H 0 0 N N N 26.996 -1.452 4.952  -1.062 -2.997 2.120  H151 ENM 63 
ENM H152 2H15 H 0 0 N N N 26.666 -1.472 3.246  -2.591 -3.928 2.002  H152 ENM 64 
ENM H161 1H16 H 0 0 N N N 28.974 -2.663 4.475  -0.128 -4.966 1.227  H161 ENM 65 
ENM H162 2H16 H 0 0 N N N 28.864 -2.324 2.749  -1.674 -5.479 0.495  H162 ENM 66 
ENM H17  H17  H 0 1 N N N 30.249 -0.369 2.951  -1.081 -4.511 -1.508 H17  ENM 67 
ENM HO01 HO01 H 0 0 N N N 31.729 -1.342 3.955  1.172  -5.023 -0.897 HO01 ENM 68 
# 
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 
ENM C23 C22  SING Y N 1  
ENM C23 C24  DOUB Y N 2  
ENM C23 H23  SING N N 3  
ENM C24 C25  SING Y N 4  
ENM C24 F2   SING N N 5  
ENM C25 C26  DOUB Y N 6  
ENM C25 H25  SING N N 7  
ENM C26 C27  SING Y N 8  
ENM C26 F1   SING N N 9  
ENM C27 C22  DOUB Y N 10 
ENM C27 H27  SING N N 11 
ENM C22 C21  SING N N 12 
ENM C21 O03  SING N N 13 
ENM C21 H211 SING N N 14 
ENM C21 H212 SING N N 15 
ENM O03 C20  SING N N 16 
ENM C20 C19  SING N N 17 
ENM C20 H201 SING N N 18 
ENM C20 H202 SING N N 19 
ENM C19 C12  SING N N 20 
ENM C19 H191 SING N N 21 
ENM C19 H192 SING N N 22 
ENM C12 C17  SING N N 23 
ENM C12 C11  SING N N 24 
ENM C12 C13  SING N N 25 
ENM C13 C14  SING N N 26 
ENM C13 H131 SING N N 27 
ENM C13 H132 SING N N 28 
ENM C14 C10  SING N N 29 
ENM C14 H141 SING N N 30 
ENM C14 H142 SING N N 31 
ENM C10 C09  SING N N 32 
ENM C10 C05  SING N N 33 
ENM C10 H10  SING N N 34 
ENM C05 C04  SING N N 35 
ENM C05 C06  SING N N 36 
ENM C05 C18  SING N N 37 
ENM C18 H181 SING N N 38 
ENM C18 H182 SING N N 39 
ENM C18 H183 SING N N 40 
ENM C06 C01  SING N N 41 
ENM C06 H061 SING N N 42 
ENM C06 H062 SING N N 43 
ENM C01 C02  SING N N 44 
ENM C01 H011 SING N N 45 
ENM C01 H012 SING N N 46 
ENM C02 O02  DOUB N N 47 
ENM C02 C03  SING N N 48 
ENM C03 C04  SING N N 49 
ENM C03 H031 SING N N 50 
ENM C03 H032 SING N N 51 
ENM C04 C07  SING N N 52 
ENM C04 H04  SING N N 53 
ENM C07 C08  SING N N 54 
ENM C07 H071 SING N N 55 
ENM C07 H072 SING N N 56 
ENM C08 C09  SING N N 57 
ENM C08 H081 SING N N 58 
ENM C08 H082 SING N N 59 
ENM C09 C11  SING N N 60 
ENM C09 H09  SING N N 61 
ENM C11 C15  SING N N 62 
ENM C11 H11  SING N N 63 
ENM C15 C16  SING N N 64 
ENM C15 H151 SING N N 65 
ENM C15 H152 SING N N 66 
ENM C16 C17  SING N N 67 
ENM C16 H161 SING N N 68 
ENM C16 H162 SING N N 69 
ENM C17 O01  SING N N 70 
ENM C17 H17  SING N N 71 
ENM O01 HO01 SING N N 72 
# 
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 
ENM SMILES           ACDLabs              10.04 Fc1cc(cc(F)c1)COCCC35C(C2CCC4C(C2CC3)(C)CCC(=O)C4)CCC5O                                                                                                                                              
ENM InChI            InChI                1.02b InChI=1/C27H36F2O3/c1-26-8-6-21(30)14-18(26)2-3-22-23(26)7-9-27(24(22)4-5-25(27)31)10-11-32-16-17-12-19(28)15-20(29)13-17/h12-13,15,18,22-25,31H,2-11,14,16H2,1H3/t18-,22+,23-,24-,25-,26-,27+/m0/s1 
ENM InChIKey         InChI                1.02b AJODXHGZHBERGJ-JLYQOUBABK                                                                                                                                                                            
ENM SMILES_CANONICAL CACTVS               3.341 C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4(CCOCc5cc(F)cc(F)c5)[C@@H](O)CC[C@@H]34                                                                                                                 
ENM SMILES           CACTVS               3.341 C[C]12CCC(=O)C[CH]1CC[CH]3[CH]2CC[C]4(CCOCc5cc(F)cc(F)c5)[CH](O)CC[CH]34                                                                                                                             
ENM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)CCOCc5cc(cc(c5)F)F                                                                                                                    
ENM SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4O)CCOCc5cc(cc(c5)F)F                                                                                                                                                  
# 
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 
ENM "SYSTEMATIC NAME" ACDLabs              10.04 "(5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-difluorobenzyl)oxy]ethyl}-17-hydroxy-10-methylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)"              
ENM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S,8R,9S,10S,13R,14S,17S)-13-[2-[(3,5-difluorophenyl)methoxy]ethyl]-17-hydroxy-10-methyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one 
# 
