data_E3F # _chem_comp.id E3F _chem_comp.name "(8~{a}~{R},12~{a}~{S},13~{a}~{S})-12-ethylsulfonyl-3-methoxy-5,6,8,8~{a},9,10,11,12~{a},13,13~{a}-decahydroisoquinolino[2,1-g][1,6]naphthyridine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H28 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-03 _chem_comp.pdbx_modified_date 2019-11-29 _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 364.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E3F _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6KUX _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 E3F C1 C1 C 0 1 Y N N -4.271 -7.354 -20.435 2.324 -1.275 0.280 C1 E3F 1 E3F N1 N1 N 0 1 N N N -0.660 -7.765 -21.401 0.918 2.151 0.466 N1 E3F 2 E3F O1 O1 O 0 1 N N N -3.083 -7.458 -16.551 -4.886 -0.766 -0.648 O1 E3F 3 E3F C2 C2 C 0 1 Y N N -3.121 -7.484 -21.208 2.249 0.104 0.416 C2 E3F 4 E3F N2 N2 N 0 1 N N N -0.499 -8.100 -17.092 -2.600 0.043 -0.442 N2 E3F 5 E3F O2 O2 O 0 1 N N N -2.344 -9.831 -16.309 -3.869 -0.424 1.581 O2 E3F 6 E3F C3 C3 C 0 1 Y N N -3.189 -7.237 -22.571 3.377 0.874 0.224 C3 E3F 7 E3F O3 O3 O 0 1 N N N -6.681 -6.203 -22.934 5.840 -1.700 -0.544 O3 E3F 8 E3F C4 C4 C 0 1 Y N N -4.364 -6.775 -23.148 4.581 0.268 -0.096 C4 E3F 9 E3F C5 C5 C 0 1 Y N N -5.510 -6.627 -22.375 4.657 -1.109 -0.229 C5 E3F 10 E3F C6 C6 C 0 1 Y N N -5.460 -6.926 -21.018 3.522 -1.882 -0.036 C6 E3F 11 E3F C7 C7 C 0 1 N N S -1.929 -7.947 -20.620 0.922 0.718 0.773 C7 E3F 12 E3F C8 C8 C 0 1 N N N -1.015 -8.279 -22.733 2.075 2.812 1.084 C8 E3F 13 E3F C9 C9 C 0 1 N N N -2.047 -7.334 -23.334 3.339 2.376 0.343 C9 E3F 14 E3F C10 C10 C 0 1 N N N -1.778 -7.517 -19.148 -0.197 0.024 -0.006 C10 E3F 15 E3F C11 C11 C 0 1 N N S -0.692 -8.396 -18.537 -1.543 0.641 0.387 C11 E3F 16 E3F C12 C12 C 0 1 N N R 0.584 -8.182 -19.297 -1.507 2.149 0.121 C12 E3F 17 E3F C13 C13 C 0 1 N N N 0.369 -8.603 -20.753 -0.342 2.779 0.884 C13 E3F 18 E3F C14 C14 C 0 1 N N N -0.046 -6.700 -16.929 -2.583 0.291 -1.890 C14 E3F 19 E3F C15 C15 C 0 1 N N N 1.224 -6.477 -17.738 -2.531 1.803 -2.132 C15 E3F 20 E3F C16 C16 C 0 1 N N N 1.028 -6.734 -19.220 -1.339 2.397 -1.378 C16 E3F 21 E3F C17 C17 C 0 1 N N N -1.504 -8.021 -14.419 -3.116 -2.576 0.196 C17 E3F 22 E3F C18 C18 C 0 1 N N N -6.550 -5.939 -24.336 5.841 -3.124 -0.665 C18 E3F 23 E3F C19 C19 C 0 1 N N N -0.362 -8.931 -13.958 -4.131 -3.544 0.807 C19 E3F 24 E3F S1 S1 S 0 1 N N N -1.917 -8.368 -16.168 -3.785 -0.890 0.242 S1 E3F 25 E3F H1 H1 H 0 1 N N N -4.241 -7.586 -19.381 1.439 -1.877 0.427 H1 E3F 26 E3F H3 H3 H 0 1 N N N -4.388 -6.530 -24.200 5.465 0.871 -0.242 H3 E3F 27 E3F H4 H4 H 0 1 N N N -6.349 -6.826 -20.413 3.574 -2.956 -0.136 H4 E3F 28 E3F H5 H5 H 0 1 N N N -2.049 -9.039 -20.559 0.737 0.579 1.838 H5 E3F 29 E3F H6 H6 H 0 1 N N N -1.440 -9.290 -22.644 1.962 3.894 1.010 H6 E3F 30 E3F H7 H7 H 0 1 N N N -0.120 -8.312 -23.372 2.145 2.523 2.133 H7 E3F 31 E3F H8 H8 H 0 1 N N N -1.598 -6.334 -23.423 4.217 2.717 0.893 H8 E3F 32 E3F H9 H9 H 0 1 N N N -2.322 -7.703 -24.333 3.345 2.819 -0.653 H9 E3F 33 E3F H10 H10 H 0 1 N N N -1.484 -6.459 -19.092 -0.034 0.159 -1.075 H10 E3F 34 E3F H11 H11 H 0 1 N N N -2.728 -7.662 -18.612 -0.201 -1.039 0.232 H11 E3F 35 E3F H12 H12 H 0 1 N N N -0.995 -9.448 -18.647 -1.745 0.443 1.440 H12 E3F 36 E3F H13 H13 H 0 1 N N N 1.370 -8.816 -18.861 -2.441 2.598 0.460 H13 E3F 37 E3F H14 H14 H 0 1 N N N 0.046 -9.654 -20.779 -0.484 2.629 1.954 H14 E3F 38 E3F H15 H15 H 0 1 N N N 1.317 -8.497 -21.302 -0.303 3.847 0.669 H15 E3F 39 E3F H16 H16 H 0 1 N N N 0.157 -6.502 -15.866 -1.704 -0.180 -2.331 H16 E3F 40 E3F H17 H17 H 0 1 N N N -0.832 -6.017 -17.285 -3.485 -0.123 -2.342 H17 E3F 41 E3F H18 H18 H 0 1 N N N 2.004 -7.157 -17.363 -2.420 1.996 -3.199 H18 E3F 42 E3F H19 H19 H 0 1 N N N 1.549 -5.435 -17.602 -3.454 2.260 -1.774 H19 E3F 43 E3F H20 H20 H 0 1 N N N 1.970 -6.586 -19.768 -1.289 3.469 -1.566 H20 E3F 44 E3F H21 H21 H 0 1 N N N 0.256 -6.068 -19.632 -0.419 1.925 -1.724 H21 E3F 45 E3F H22 H22 H 0 1 N N N -1.195 -6.970 -14.320 -2.188 -2.614 0.766 H22 E3F 46 E3F H23 H23 H 0 1 N N N -2.390 -8.203 -13.793 -2.920 -2.861 -0.838 H23 E3F 47 E3F H24 H24 H 0 1 N N N -7.517 -5.602 -24.738 6.845 -3.466 -0.918 H24 E3F 48 E3F H25 H25 H 0 1 N N N -5.794 -5.155 -24.492 5.534 -3.570 0.281 H25 E3F 49 E3F H26 H26 H 0 1 N N N -6.238 -6.858 -24.854 5.147 -3.423 -1.450 H26 E3F 50 E3F H27 H27 H 0 1 N N N -0.122 -8.715 -12.907 -4.327 -3.259 1.841 H27 E3F 51 E3F H28 H28 H 0 1 N N N -0.669 -9.983 -14.055 -5.059 -3.505 0.237 H28 E3F 52 E3F H29 H29 H 0 1 N N N 0.526 -8.750 -14.582 -3.729 -4.557 0.780 H29 E3F 53 # # 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 E3F C18 O3 SING N N 1 E3F C9 C8 SING N N 2 E3F C9 C3 SING N N 3 E3F C4 C3 DOUB Y N 4 E3F C4 C5 SING Y N 5 E3F O3 C5 SING N N 6 E3F C8 N1 SING N N 7 E3F C3 C2 SING Y N 8 E3F C5 C6 DOUB Y N 9 E3F N1 C13 SING N N 10 E3F N1 C7 SING N N 11 E3F C2 C7 SING N N 12 E3F C2 C1 DOUB Y N 13 E3F C6 C1 SING Y N 14 E3F C13 C12 SING N N 15 E3F C7 C10 SING N N 16 E3F C12 C16 SING N N 17 E3F C12 C11 SING N N 18 E3F C16 C15 SING N N 19 E3F C10 C11 SING N N 20 E3F C11 N2 SING N N 21 E3F C15 C14 SING N N 22 E3F N2 C14 SING N N 23 E3F N2 S1 SING N N 24 E3F O1 S1 DOUB N N 25 E3F O2 S1 DOUB N N 26 E3F S1 C17 SING N N 27 E3F C17 C19 SING N N 28 E3F C1 H1 SING N N 29 E3F C4 H3 SING N N 30 E3F C6 H4 SING N N 31 E3F C7 H5 SING N N 32 E3F C8 H6 SING N N 33 E3F C8 H7 SING N N 34 E3F C9 H8 SING N N 35 E3F C9 H9 SING N N 36 E3F C10 H10 SING N N 37 E3F C10 H11 SING N N 38 E3F C11 H12 SING N N 39 E3F C12 H13 SING N N 40 E3F C13 H14 SING N N 41 E3F C13 H15 SING N N 42 E3F C14 H16 SING N N 43 E3F C14 H17 SING N N 44 E3F C15 H18 SING N N 45 E3F C15 H19 SING N N 46 E3F C16 H20 SING N N 47 E3F C16 H21 SING N N 48 E3F C17 H22 SING N N 49 E3F C17 H23 SING N N 50 E3F C18 H24 SING N N 51 E3F C18 H25 SING N N 52 E3F C18 H26 SING N N 53 E3F C19 H27 SING N N 54 E3F C19 H28 SING N N 55 E3F C19 H29 SING N N 56 # # 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 E3F InChI InChI 1.03 "InChI=1S/C19H28N2O3S/c1-3-25(22,23)21-9-4-5-15-13-20-10-8-14-11-16(24-2)6-7-17(14)19(20)12-18(15)21/h6-7,11,15,18-19H,3-5,8-10,12-13H2,1-2H3/t15-,18+,19+/m1/s1" E3F InChIKey InChI 1.03 UMGBFFAJXFXOIL-MNEFBYGVSA-N E3F SMILES_CANONICAL CACTVS 3.385 "CC[S](=O)(=O)N1CCC[C@@H]2CN3CCc4cc(OC)ccc4[C@@H]3C[C@H]12" E3F SMILES CACTVS 3.385 "CC[S](=O)(=O)N1CCC[CH]2CN3CCc4cc(OC)ccc4[CH]3C[CH]12" E3F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCS(=O)(=O)N1CCC[C@H]2[C@@H]1C[C@H]3c4ccc(cc4CCN3C2)OC" E3F SMILES "OpenEye OEToolkits" 2.0.7 "CCS(=O)(=O)N1CCCC2C1CC3c4ccc(cc4CCN3C2)OC" # _pdbx_chem_comp_identifier.comp_id E3F _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(8~{a}~{R},12~{a}~{S},13~{a}~{S})-12-ethylsulfonyl-3-methoxy-5,6,8,8~{a},9,10,11,12~{a},13,13~{a}-decahydroisoquinolino[2,1-g][1,6]naphthyridine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E3F "Create component" 2019-10-03 PDBJ E3F "Initial release" 2019-12-04 RCSB ##