data_9M1 # _chem_comp.id 9M1 _chem_comp.name "ethyl (5S)-3-(3,4-difluorobenzene-1-carbonyl)-1,1-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 F2 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2017-06-30 _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 426.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9M1 _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 5Q0Z _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 9M1 N3 N1 N 0 1 N N N 13.541 24.055 1.937 0.597 -0.501 -0.667 N3 9M1 1 9M1 C4 C1 C 0 1 Y N N 16.040 22.473 3.038 -2.409 0.265 -0.270 C4 9M1 2 9M1 C6 C2 C 0 1 N N N 12.998 22.746 2.064 0.460 0.229 0.595 C6 9M1 3 9M1 C7 C3 C 0 1 N N N 16.025 23.965 2.520 -1.634 -0.026 -1.523 C7 9M1 4 9M1 C8 C4 C 0 1 N N N 12.795 25.242 2.253 1.799 -0.610 -1.266 C8 9M1 5 9M1 C10 C5 C 0 1 Y N N 16.659 20.441 4.038 -4.076 0.951 1.152 C10 9M1 6 9M1 C13 C6 C 0 1 Y N N 11.393 25.191 2.748 2.964 0.117 -0.721 C13 9M1 7 9M1 C15 C7 C 0 1 Y N N 9.157 26.016 2.658 3.878 2.016 0.435 C15 9M1 8 9M1 C17 C8 C 0 1 Y N N 8.787 25.148 3.656 5.152 1.479 0.299 C17 9M1 9 9M1 C20 C9 C 0 1 Y N N 9.701 24.289 4.221 5.333 0.268 -0.350 C20 9M1 10 9M1 C24 C10 C 0 1 N N N 15.896 24.935 3.703 -2.596 -0.492 -2.618 C24 9M1 11 9M1 C26 C11 C 0 1 Y N N 18.355 22.142 4.326 -4.723 1.136 -1.180 C26 9M1 12 9M1 C28 C12 C 0 1 N N N 10.958 19.266 0.837 0.496 -3.993 0.827 C28 9M1 13 9M1 C31 C13 C 0 1 N N N 9.787 19.723 0.071 1.918 -4.539 0.687 C31 9M1 14 9M1 O22 O1 O 0 1 N N N 11.818 20.501 1.168 0.549 -2.558 1.044 O22 9M1 15 9M1 C11 C14 C 0 1 N N N 12.829 20.342 2.048 -0.624 -1.921 1.188 C11 9M1 16 9M1 O18 O2 O 0 1 N N N 13.011 19.326 2.672 -1.659 -2.541 1.134 O18 9M1 17 9M1 C2 C15 C 0 1 N N S 13.677 21.573 2.147 -0.649 -0.431 1.418 C2 9M1 18 9M1 C12 C16 C 0 1 N N N 14.932 24.215 1.458 -0.593 -1.119 -1.269 C12 9M1 19 9M1 C25 C17 C 0 1 N N N 17.341 24.289 1.801 -0.919 1.246 -1.984 C25 9M1 20 9M1 C1 C18 C 0 1 Y N N 14.959 21.437 2.840 -1.990 0.119 0.999 C1 9M1 21 9M1 N5 N2 N 0 1 Y N N 15.400 20.247 3.467 -2.972 0.539 1.860 N5 9M1 22 9M1 C27 C19 C 0 1 Y N N 17.446 19.526 4.748 -5.321 1.450 1.522 C27 9M1 23 9M1 C30 C20 C 0 1 Y N N 18.681 19.932 5.239 -6.241 1.782 0.552 C30 9M1 24 9M1 C29 C21 C 0 1 Y N N 19.132 21.227 5.032 -5.940 1.623 -0.794 C29 9M1 25 9M1 C9 C22 C 0 1 Y N N 17.113 21.764 3.823 -3.775 0.795 -0.215 C9 9M1 26 9M1 O16 O3 O 0 1 N N N 13.325 26.331 2.121 1.925 -1.306 -2.255 O16 9M1 27 9M1 C19 C23 C 0 1 Y N N 11.009 24.315 3.767 4.248 -0.414 -0.859 C19 9M1 28 9M1 F23 F1 F 0 1 N N N 7.505 25.141 4.087 6.217 2.141 0.800 F23 9M1 29 9M1 F21 F2 F 0 1 N N N 8.231 26.844 2.127 3.707 3.197 1.067 F21 9M1 30 9M1 C14 C24 C 0 1 Y N N 10.448 26.057 2.192 2.786 1.340 -0.072 C14 9M1 31 9M1 H1 H1 H 0 1 N N N 12.388 22.783 2.979 1.400 0.188 1.146 H1 9M1 32 9M1 H2 H2 H 0 1 N N N 12.341 22.629 1.190 0.198 1.267 0.392 H2 9M1 33 9M1 H3 H3 H 0 1 N N N 9.404 23.607 5.004 6.326 -0.144 -0.454 H3 9M1 34 9M1 H4 H4 H 0 1 N N N 16.689 24.727 4.436 -3.220 0.344 -2.933 H4 9M1 35 9M1 H5 H5 H 0 1 N N N 15.993 25.969 3.341 -2.025 -0.860 -3.470 H5 9M1 36 9M1 H6 H6 H 0 1 N N N 14.913 24.804 4.179 -3.227 -1.292 -2.230 H6 9M1 37 9M1 H7 H7 H 0 1 N N N 18.717 23.147 4.168 -4.496 1.014 -2.228 H7 9M1 38 9M1 H8 H8 H 0 1 N N N 10.630 18.779 1.767 -0.064 -4.202 -0.084 H8 9M1 39 9M1 H9 H9 H 0 1 N N N 11.543 18.553 0.237 0.005 -4.471 1.674 H9 9M1 40 9M1 H10 H10 H 0 1 N N N 9.153 18.860 -0.180 1.879 -5.616 0.523 H10 9M1 41 9M1 H11 H11 H 0 1 N N N 9.210 20.438 0.675 2.410 -4.061 -0.161 H11 9M1 42 9M1 H12 H12 H 0 1 N N N 10.123 20.213 -0.855 2.480 -4.330 1.597 H12 9M1 43 9M1 H13 H13 H 0 1 N N N 14.070 21.552 1.120 -0.487 -0.225 2.476 H13 9M1 44 9M1 H14 H14 H 0 1 N N N 15.091 23.506 0.632 -0.322 -1.593 -2.212 H14 9M1 45 9M1 H15 H15 H 0 1 N N N 15.048 25.244 1.086 -1.004 -1.864 -0.587 H15 9M1 46 9M1 H16 H16 H 0 1 N N N 18.184 24.136 2.491 -0.237 1.583 -1.203 H16 9M1 47 9M1 H17 H17 H 0 1 N N N 17.456 23.627 0.930 -0.356 1.038 -2.893 H17 9M1 48 9M1 H18 H18 H 0 1 N N N 17.327 25.336 1.465 -1.656 2.025 -2.184 H18 9M1 49 9M1 H19 H19 H 0 1 N N N 14.884 19.391 3.497 -2.897 0.545 2.827 H19 9M1 50 9M1 H20 H20 H 0 1 N N N 17.097 18.517 4.912 -5.566 1.576 2.566 H20 9M1 51 9M1 H21 H21 H 0 1 N N N 19.295 19.233 5.787 -7.207 2.170 0.841 H21 9M1 52 9M1 H22 H22 H 0 1 N N N 20.093 21.528 5.421 -6.672 1.889 -1.542 H22 9M1 53 9M1 H23 H23 H 0 1 N N N 11.740 23.651 4.205 4.391 -1.358 -1.364 H23 9M1 54 9M1 H24 H24 H 0 1 N N N 10.728 26.747 1.409 1.795 1.758 0.034 H24 9M1 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 9M1 C31 C28 SING N N 1 9M1 C28 O22 SING N N 2 9M1 O22 C11 SING N N 3 9M1 C12 N3 SING N N 4 9M1 C12 C7 SING N N 5 9M1 C25 C7 SING N N 6 9M1 N3 C6 SING N N 7 9M1 N3 C8 SING N N 8 9M1 C11 C2 SING N N 9 9M1 C11 O18 DOUB N N 10 9M1 C6 C2 SING N N 11 9M1 O16 C8 DOUB N N 12 9M1 F21 C15 SING N N 13 9M1 C2 C1 SING N N 14 9M1 C14 C15 DOUB Y N 15 9M1 C14 C13 SING Y N 16 9M1 C8 C13 SING N N 17 9M1 C7 C4 SING N N 18 9M1 C7 C24 SING N N 19 9M1 C15 C17 SING Y N 20 9M1 C13 C19 DOUB Y N 21 9M1 C1 C4 DOUB Y N 22 9M1 C1 N5 SING Y N 23 9M1 C4 C9 SING Y N 24 9M1 N5 C10 SING Y N 25 9M1 C17 F23 SING N N 26 9M1 C17 C20 DOUB Y N 27 9M1 C19 C20 SING Y N 28 9M1 C9 C10 DOUB Y N 29 9M1 C9 C26 SING Y N 30 9M1 C10 C27 SING Y N 31 9M1 C26 C29 DOUB Y N 32 9M1 C27 C30 DOUB Y N 33 9M1 C29 C30 SING Y N 34 9M1 C6 H1 SING N N 35 9M1 C6 H2 SING N N 36 9M1 C20 H3 SING N N 37 9M1 C24 H4 SING N N 38 9M1 C24 H5 SING N N 39 9M1 C24 H6 SING N N 40 9M1 C26 H7 SING N N 41 9M1 C28 H8 SING N N 42 9M1 C28 H9 SING N N 43 9M1 C31 H10 SING N N 44 9M1 C31 H11 SING N N 45 9M1 C31 H12 SING N N 46 9M1 C2 H13 SING N N 47 9M1 C12 H14 SING N N 48 9M1 C12 H15 SING N N 49 9M1 C25 H16 SING N N 50 9M1 C25 H17 SING N N 51 9M1 C25 H18 SING N N 52 9M1 N5 H19 SING N N 53 9M1 C27 H20 SING N N 54 9M1 C30 H21 SING N N 55 9M1 C29 H22 SING N N 56 9M1 C19 H23 SING N N 57 9M1 C14 H24 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 9M1 SMILES ACDLabs 12.01 "N3(CC(C(OCC)=O)c2c(c1c(cccc1)n2)C(C)(C3)C)C(c4ccc(c(F)c4)F)=O" 9M1 InChI InChI 1.03 "InChI=1S/C24H24F2N2O3/c1-4-31-23(30)16-12-28(22(29)14-9-10-17(25)18(26)11-14)13-24(2,3)20-15-7-5-6-8-19(15)27-21(16)20/h5-11,16,27H,4,12-13H2,1-3H3/t16-/m0/s1" 9M1 InChIKey InChI 1.03 CTKZFOFWQDITSZ-INIZCTEOSA-N 9M1 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)[C@H]1CN(CC(C)(C)c2c1[nH]c3ccccc23)C(=O)c4ccc(F)c(F)c4" 9M1 SMILES CACTVS 3.385 "CCOC(=O)[CH]1CN(CC(C)(C)c2c1[nH]c3ccccc23)C(=O)c4ccc(F)c(F)c4" 9M1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCOC(=O)[C@H]1CN(CC(c2c1[nH]c3c2cccc3)(C)C)C(=O)c4ccc(c(c4)F)F" 9M1 SMILES "OpenEye OEToolkits" 2.0.6 "CCOC(=O)C1CN(CC(c2c1[nH]c3c2cccc3)(C)C)C(=O)c4ccc(c(c4)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 9M1 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (5S)-3-(3,4-difluorobenzene-1-carbonyl)-1,1-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate" 9M1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "ethyl (5~{S})-3-[3,4-bis(fluoranyl)phenyl]carbonyl-1,1-dimethyl-2,4,5,6-tetrahydroazepino[4,5-b]indole-5-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9M1 "Create component" 2017-05-19 RCSB 9M1 "Initial release" 2017-07-05 RCSB #