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 2011-06-04 _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 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" ENM InChI InChI 1.03 "InChI=1S/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 1.03 AJODXHGZHBERGJ-JLYQOUBASA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ENM "Create component" 2007-05-02 PDBJ ENM "Modify descriptor" 2011-06-04 RCSB #