data_82D # _chem_comp.id 82D _chem_comp.name "(3R,4S)-1-[(2-bromo-6-fluorophenyl)methyl]-N,N-dimethyl-4-(1-methyl-1H-indol-3-yl)pyrrolidin-3-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 Br F N3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-15 _chem_comp.pdbx_modified_date 2017-03-10 _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 430.356 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 82D _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 5U8A _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 82D C4 C1 C 0 1 Y N N -16.771 -24.362 25.720 4.020 -0.186 -0.460 C4 82D 1 82D C5 C2 C 0 1 Y N N -15.818 -25.363 25.663 4.794 0.493 -1.403 C5 82D 2 82D C6 C3 C 0 1 Y N N -15.319 -25.859 26.849 6.124 0.202 -1.525 C6 82D 3 82D C7 C4 C 0 1 Y N N -15.739 -25.377 28.070 6.711 -0.764 -0.720 C7 82D 4 82D C8 C5 C 0 1 Y N N -16.682 -24.375 28.154 5.966 -1.447 0.216 C8 82D 5 82D C10 C6 C 0 1 Y N N -17.481 -23.654 24.715 2.610 -0.127 -0.067 C10 82D 6 82D C13 C7 C 0 1 N N N -16.019 -23.421 22.701 0.397 -0.063 -1.229 C13 82D 7 82D C15 C8 C 0 1 N N N -14.308 -24.460 21.345 -2.010 0.249 -1.321 C15 82D 8 82D C17 C9 C 0 1 Y N N -12.468 -26.002 22.176 -3.882 -0.659 0.072 C17 82D 9 82D C20 C10 C 0 1 Y N N -11.833 -27.975 21.023 -5.505 0.786 1.081 C20 82D 10 82D C21 C11 C 0 1 Y N N -12.799 -27.705 20.083 -4.870 1.884 0.530 C21 82D 11 82D C22 C12 C 0 1 Y N N -13.578 -26.570 20.195 -3.738 1.712 -0.247 C22 82D 12 82D C24 C13 C 0 1 N N N -16.512 -25.373 21.639 -0.584 1.663 0.055 C24 82D 13 82D C28 C14 C 0 1 N N N -19.137 -26.578 21.208 2.900 2.979 0.799 C28 82D 14 82D C19 C15 C 0 1 Y N N -11.663 -27.111 22.083 -5.011 -0.484 0.852 C19 82D 15 82D C9 C16 C 0 1 Y N N -18.298 -22.764 25.387 2.438 -1.026 0.915 C9 82D 16 82D C16 C17 C 0 1 Y N N -13.438 -25.682 21.244 -3.244 0.438 -0.476 C16 82D 17 82D C3 C18 C 0 1 Y N N -17.181 -23.896 26.963 4.611 -1.167 0.358 C3 82D 18 82D C11 C19 C 0 1 N N S -17.397 -23.790 23.229 1.554 0.774 -0.652 C11 82D 19 82D C25 C20 C 0 1 N N R -17.607 -25.208 22.663 0.912 1.640 0.456 C25 82D 20 82D C1 C21 C 0 1 N N N -18.802 -22.151 27.740 3.812 -2.699 2.195 C1 82D 21 82D C29 C22 C 0 1 N N N -19.987 -25.312 23.136 0.721 3.884 1.344 C29 82D 22 82D N2 N1 N 0 1 Y N N -18.105 -22.921 26.726 3.623 -1.657 1.182 N2 82D 23 82D N14 N2 N 0 1 N N N -15.418 -24.668 22.265 -0.818 0.291 -0.464 N14 82D 24 82D N27 N3 N 0 1 N N N -18.960 -25.359 22.042 1.474 2.997 0.447 N27 82D 25 82D F23 F1 F 0 1 N N N -14.516 -26.359 19.261 -3.118 2.784 -0.786 F23 82D 26 82D BR BR1 BR 0 0 N N N -12.139 -24.932 23.677 -3.208 -2.398 -0.240 BR 82D 27 82D H1 H1 H 0 1 N N N -15.474 -25.746 24.714 4.344 1.246 -2.033 H1 82D 28 82D H2 H2 H 0 1 N N N -14.580 -26.646 26.820 6.722 0.728 -2.254 H2 82D 29 82D H3 H3 H 0 1 N N N -15.322 -25.791 28.976 7.763 -0.983 -0.829 H3 82D 30 82D H4 H4 H 0 1 N N N -17.013 -23.985 29.105 6.432 -2.197 0.837 H4 82D 31 82D H5 H5 H 0 1 N N N -15.414 -22.961 23.496 0.255 0.176 -2.283 H5 82D 32 82D H6 H6 H 0 1 N N N -16.107 -22.722 21.856 0.615 -1.125 -1.115 H6 82D 33 82D H7 H7 H 0 1 N N N -13.699 -23.617 21.704 -2.061 -0.715 -1.826 H7 82D 34 82D H8 H8 H 0 1 N N N -14.709 -24.224 20.348 -1.953 1.045 -2.063 H8 82D 35 82D H9 H9 H 0 1 N N N -11.214 -28.855 20.932 -6.386 0.922 1.690 H9 82D 36 82D H10 H10 H 0 1 N N N -12.949 -28.382 19.255 -5.256 2.877 0.709 H10 82D 37 82D H11 H11 H 0 1 N N N -16.788 -24.913 20.679 -1.213 1.857 0.925 H11 82D 38 82D H12 H12 H 0 1 N N N -16.267 -26.434 21.481 -0.762 2.405 -0.723 H12 82D 39 82D H13 H13 H 0 1 N N N -20.158 -26.598 20.799 3.445 2.370 0.078 H13 82D 40 82D H14 H14 H 0 1 N N N -18.411 -26.565 20.382 3.291 3.996 0.785 H14 82D 41 82D H15 H15 H 0 1 N N N -18.973 -27.472 21.827 3.023 2.557 1.797 H15 82D 42 82D H16 H16 H 0 1 N N N -10.907 -27.303 22.830 -5.507 -1.341 1.283 H16 82D 43 82D H17 H17 H 0 1 N N N -18.977 -22.061 24.927 1.504 -1.222 1.419 H17 82D 44 82D H18 H18 H 0 1 N N N -18.139 -23.121 22.768 1.985 1.408 -1.427 H18 82D 45 82D H19 H19 H 0 1 N N N -17.479 -25.946 23.469 1.042 1.174 1.433 H19 82D 46 82D H20 H20 H 0 1 N N N -18.467 -22.470 28.738 3.633 -3.677 1.747 H20 82D 47 82D H21 H21 H 0 1 N N N -18.582 -21.082 27.604 4.832 -2.655 2.576 H21 82D 48 82D H22 H22 H 0 1 N N N -19.885 -22.318 27.647 3.110 -2.541 3.014 H22 82D 49 82D H23 H23 H 0 1 N N N -19.839 -24.405 23.740 1.179 4.874 1.343 H23 82D 50 82D H24 H24 H 0 1 N N N -20.994 -25.297 22.693 -0.310 3.960 0.999 H24 82D 51 82D H25 H25 H 0 1 N N N -19.881 -26.200 23.777 0.737 3.477 2.355 H25 82D 52 # 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 82D F23 C22 SING N N 1 82D C21 C22 DOUB Y N 2 82D C21 C20 SING Y N 3 82D C22 C16 SING Y N 4 82D C20 C19 DOUB Y N 5 82D C28 N27 SING N N 6 82D C16 C15 SING N N 7 82D C16 C17 DOUB Y N 8 82D C15 N14 SING N N 9 82D C24 N14 SING N N 10 82D C24 C25 SING N N 11 82D N27 C25 SING N N 12 82D N27 C29 SING N N 13 82D C19 C17 SING Y N 14 82D C17 BR SING N N 15 82D N14 C13 SING N N 16 82D C25 C11 SING N N 17 82D C13 C11 SING N N 18 82D C11 C10 SING N N 19 82D C10 C9 DOUB Y N 20 82D C10 C4 SING Y N 21 82D C9 N2 SING Y N 22 82D C5 C4 DOUB Y N 23 82D C5 C6 SING Y N 24 82D C4 C3 SING Y N 25 82D N2 C3 SING Y N 26 82D N2 C1 SING N N 27 82D C6 C7 DOUB Y N 28 82D C3 C8 DOUB Y N 29 82D C7 C8 SING Y N 30 82D C5 H1 SING N N 31 82D C6 H2 SING N N 32 82D C7 H3 SING N N 33 82D C8 H4 SING N N 34 82D C13 H5 SING N N 35 82D C13 H6 SING N N 36 82D C15 H7 SING N N 37 82D C15 H8 SING N N 38 82D C20 H9 SING N N 39 82D C21 H10 SING N N 40 82D C24 H11 SING N N 41 82D C24 H12 SING N N 42 82D C28 H13 SING N N 43 82D C28 H14 SING N N 44 82D C28 H15 SING N N 45 82D C19 H16 SING N N 46 82D C9 H17 SING N N 47 82D C11 H18 SING N N 48 82D C25 H19 SING N N 49 82D C1 H20 SING N N 50 82D C1 H21 SING N N 51 82D C1 H22 SING N N 52 82D C29 H23 SING N N 53 82D C29 H24 SING N N 54 82D C29 H25 SING N N 55 # 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 82D SMILES ACDLabs 12.01 "c12c(cccc1)n(cc2C4CN(Cc3c(Br)cccc3F)CC4N(C)C)C" 82D InChI InChI 1.03 "InChI=1S/C22H25BrFN3/c1-25(2)22-14-27(13-18-19(23)8-6-9-20(18)24)12-17(22)16-11-26(3)21-10-5-4-7-15(16)21/h4-11,17,22H,12-14H2,1-3H3/t17-,22+/m1/s1" 82D InChIKey InChI 1.03 ZNFRUVZPVKADAA-VGSWGCGISA-N 82D SMILES_CANONICAL CACTVS 3.385 "CN(C)[C@H]1CN(C[C@@H]1c2cn(C)c3ccccc23)Cc4c(F)cccc4Br" 82D SMILES CACTVS 3.385 "CN(C)[CH]1CN(C[CH]1c2cn(C)c3ccccc23)Cc4c(F)cccc4Br" 82D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(c2c1cccc2)[C@H]3CN(C[C@@H]3N(C)C)Cc4c(cccc4Br)F" 82D SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(c2c1cccc2)C3CN(CC3N(C)C)Cc4c(cccc4Br)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 82D "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S)-1-[(2-bromo-6-fluorophenyl)methyl]-N,N-dimethyl-4-(1-methyl-1H-indol-3-yl)pyrrolidin-3-amine" 82D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R},4~{S})-1-[(2-bromanyl-6-fluoranyl-phenyl)methyl]-~{N},~{N}-dimethyl-4-(1-methylindol-3-yl)pyrrolidin-3-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 82D "Create component" 2016-12-15 RCSB 82D "Initial release" 2017-03-15 RCSB #