data_B1Q # _chem_comp.id B1Q _chem_comp.name "(4S)-1-[(2S,3S,11bS)-2-amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 377.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1Q _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 3KWF _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 B1Q N1 N1 N 0 1 N N N 48.735 51.755 37.196 3.373 -0.557 -0.245 N1 B1Q 1 B1Q C2 C2 C 0 1 N N S 48.264 51.823 35.812 1.941 -0.459 -0.538 C2 B1Q 2 B1Q N3 N3 N 0 1 N N N 48.147 50.630 33.714 -0.239 -1.487 -0.117 N3 B1Q 3 B1Q C4 C4 C 0 1 N N S 46.695 50.946 33.551 -0.781 -0.234 0.417 C4 B1Q 4 B1Q C5 C5 C 0 1 N N N 49.471 52.714 37.760 3.900 -0.511 0.990 C5 B1Q 5 B1Q C6 C6 C 0 1 Y N N 46.334 51.001 32.096 -2.270 -0.166 0.211 C6 B1Q 6 B1Q C7 C7 C 0 1 N N N 48.481 50.466 35.141 1.198 -1.603 0.157 C7 B1Q 7 B1Q C8 C8 C 0 1 N N N 46.283 52.226 34.314 -0.104 0.951 -0.274 C8 B1Q 8 B1Q C9 C9 C 0 1 N N S 46.780 52.240 35.760 1.406 0.881 -0.025 C9 B1Q 9 B1Q C10 C10 C 0 1 Y N N 47.131 50.355 31.140 -3.014 -1.291 -0.079 C10 B1Q 10 B1Q C11 C11 C 0 1 Y N N 45.174 51.676 31.667 -2.896 1.067 0.318 C11 B1Q 11 B1Q C12 C12 C 0 1 Y N N 44.820 51.716 30.310 -4.263 1.177 0.140 C12 B1Q 12 B1Q C13 C13 C 0 1 N N N 48.409 50.587 38.007 4.417 -0.725 -1.264 C13 B1Q 13 B1Q C14 C14 C 0 1 Y N N 46.764 50.392 29.796 -4.386 -1.186 -0.256 C14 B1Q 14 B1Q C15 C15 C 0 1 Y N N 45.612 51.064 29.370 -5.015 0.041 -0.148 C15 B1Q 15 B1Q C16 C16 C 0 1 N N N 49.679 52.358 39.214 5.406 -0.639 0.919 C16 B1Q 16 B1Q C17 C17 C 0 1 N N N 48.513 49.398 32.994 -0.982 -2.638 0.415 C17 B1Q 17 B1Q C18 C18 C 0 1 N N S 48.734 51.167 39.391 5.741 -0.350 -0.562 C18 B1Q 18 B1Q O19 O19 O 0 1 N N N 49.935 53.712 37.225 3.261 -0.385 2.013 O19 B1Q 19 B1Q C20 C20 C 0 1 N N N 48.395 49.602 31.491 -2.376 -2.650 -0.212 C20 B1Q 20 B1Q N21 N21 N 0 1 N N N 46.590 53.571 36.294 2.072 1.979 -0.736 N21 B1Q 21 B1Q O22 O22 O 0 1 N N N 43.684 52.359 29.869 -4.871 2.389 0.247 O22 B1Q 22 B1Q O23 O23 O 0 1 N N N 45.270 51.088 28.028 -6.360 0.138 -0.322 O23 B1Q 23 B1Q F24 F24 F 0 1 N N N 48.290 49.493 40.938 7.328 1.408 -0.223 F24 B1Q 24 B1Q C25 C25 C 0 1 N N N 49.325 50.130 40.304 6.072 1.129 -0.771 C25 B1Q 25 B1Q C26 C26 C 0 1 N N N 45.653 50.035 27.128 -7.065 -1.071 -0.615 C26 B1Q 26 B1Q C27 C27 C 0 1 N N N 43.062 53.456 30.546 -4.036 3.509 0.545 C27 B1Q 27 B1Q H2 H2 H 0 1 N N N 48.838 52.587 35.267 1.784 -0.525 -1.614 H2 B1Q 28 B1Q H4 H4 H 0 1 N N N 46.116 50.131 34.009 -0.576 -0.186 1.486 H4 B1Q 29 B1Q H7 H7 H 0 1 N N N 49.528 50.148 35.253 1.564 -2.558 -0.222 H7 B1Q 30 B1Q H7A H7A H 0 1 N N N 47.832 49.706 35.600 1.370 -1.549 1.232 H7A B1Q 31 B1Q H8 H8 H 0 1 N N N 46.711 53.094 33.792 -0.299 0.909 -1.346 H8 B1Q 32 B1Q H8A H8A H 0 1 N N N 45.185 52.285 34.324 -0.497 1.883 0.132 H8A B1Q 33 B1Q H9 H9 H 0 1 N N N 46.212 51.521 36.369 1.603 0.966 1.044 H9 B1Q 34 B1Q H11 H11 H 0 1 N N N 44.547 52.171 32.394 -2.312 1.948 0.542 H11 B1Q 35 B1Q H13 H13 H 0 1 N N N 47.361 50.267 37.906 4.449 -1.760 -1.603 H13 B1Q 36 B1Q H13A H13A H 0 0 N N N 49.012 49.702 37.755 4.233 -0.057 -2.105 H13A B1Q 37 B1Q H14 H14 H 0 1 N N N 47.383 49.891 29.066 -4.967 -2.069 -0.479 H14 B1Q 38 B1Q H16 H16 H 0 1 N N N 50.724 52.090 39.427 5.882 0.096 1.568 H16 B1Q 39 B1Q H16A H16A H 0 0 N N N 49.421 53.192 39.884 5.716 -1.647 1.191 H16A B1Q 40 B1Q H17 H17 H 0 1 N N N 49.551 49.132 33.241 -0.458 -3.560 0.161 H17 B1Q 41 B1Q H17A H17A H 0 0 N N N 47.837 48.587 33.301 -1.065 -2.551 1.498 H17A B1Q 42 B1Q H18 H18 H 0 1 N N N 47.802 51.505 39.868 6.558 -0.984 -0.908 H18 B1Q 43 B1Q H20 H20 H 0 1 N N N 48.373 48.619 30.998 -2.994 -3.391 0.295 H20 B1Q 44 B1Q H20A H20A H 0 0 N N N 49.263 50.179 31.140 -2.296 -2.909 -1.268 H20A B1Q 45 B1Q HN21 HN21 H 0 0 N N N 45.621 53.814 36.248 1.734 2.875 -0.417 HN21 B1Q 46 B1Q HN2A HN2A H 0 0 N N N 46.894 53.594 37.246 3.075 1.917 -0.641 HN2A B1Q 47 B1Q H25 H25 H 0 1 N N N 49.913 49.406 39.721 6.083 1.351 -1.838 H25 B1Q 48 B1Q H25A H25A H 0 0 N N N 49.983 50.610 41.044 5.317 1.743 -0.280 H25A B1Q 49 B1Q H26 H26 H 0 1 N N N 45.277 50.260 26.119 -6.680 -1.500 -1.540 H26 B1Q 50 B1Q H26A H26A H 0 0 N N N 46.750 49.956 27.102 -6.925 -1.780 0.201 H26A B1Q 51 B1Q H26B H26B H 0 0 N N N 45.225 49.083 27.475 -8.127 -0.853 -0.730 H26B B1Q 52 B1Q H27 H27 H 0 1 N N N 42.175 53.780 29.982 -3.537 3.347 1.500 H27 B1Q 53 B1Q H27A H27A H 0 0 N N N 42.759 53.140 31.555 -3.289 3.624 -0.240 H27A B1Q 54 B1Q H27B H27B H 0 0 N N N 43.774 54.291 30.621 -4.645 4.411 0.602 H27B B1Q 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 B1Q C2 N1 SING N N 1 B1Q N1 C5 SING N N 2 B1Q N1 C13 SING N N 3 B1Q C7 C2 SING N N 4 B1Q C9 C2 SING N N 5 B1Q C2 H2 SING N N 6 B1Q C17 N3 SING N N 7 B1Q C4 N3 SING N N 8 B1Q N3 C7 SING N N 9 B1Q C6 C4 SING N N 10 B1Q C4 C8 SING N N 11 B1Q C4 H4 SING N N 12 B1Q O19 C5 DOUB N N 13 B1Q C5 C16 SING N N 14 B1Q C10 C6 DOUB Y N 15 B1Q C11 C6 SING Y N 16 B1Q C7 H7 SING N N 17 B1Q C7 H7A SING N N 18 B1Q C8 C9 SING N N 19 B1Q C8 H8 SING N N 20 B1Q C8 H8A SING N N 21 B1Q C9 N21 SING N N 22 B1Q C9 H9 SING N N 23 B1Q C14 C10 SING Y N 24 B1Q C10 C20 SING N N 25 B1Q C12 C11 DOUB Y N 26 B1Q C11 H11 SING N N 27 B1Q C15 C12 SING Y N 28 B1Q O22 C12 SING N N 29 B1Q C13 C18 SING N N 30 B1Q C13 H13 SING N N 31 B1Q C13 H13A SING N N 32 B1Q C15 C14 DOUB Y N 33 B1Q C14 H14 SING N N 34 B1Q O23 C15 SING N N 35 B1Q C16 C18 SING N N 36 B1Q C16 H16 SING N N 37 B1Q C16 H16A SING N N 38 B1Q C20 C17 SING N N 39 B1Q C17 H17 SING N N 40 B1Q C17 H17A SING N N 41 B1Q C18 C25 SING N N 42 B1Q C18 H18 SING N N 43 B1Q C20 H20 SING N N 44 B1Q C20 H20A SING N N 45 B1Q N21 HN21 SING N N 46 B1Q N21 HN2A SING N N 47 B1Q O22 C27 SING N N 48 B1Q C26 O23 SING N N 49 B1Q C25 F24 SING N N 50 B1Q C25 H25 SING N N 51 B1Q C25 H25A SING N N 52 B1Q C26 H26 SING N N 53 B1Q C26 H26A SING N N 54 B1Q C26 H26B SING N N 55 B1Q C27 H27 SING N N 56 B1Q C27 H27A SING N N 57 B1Q C27 H27B 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 B1Q SMILES_CANONICAL CACTVS 3.352 "COc1cc2CCN3C[C@@H]([C@@H](N)C[C@H]3c2cc1OC)N4C[C@@H](CF)CC4=O" B1Q SMILES CACTVS 3.352 "COc1cc2CCN3C[CH]([CH](N)C[CH]3c2cc1OC)N4C[CH](CF)CC4=O" B1Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OC)[C@@H]3C[C@@H]([C@H](C[N@]3CC2)N4C[C@H](CC4=O)CF)N" B1Q SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OC)C3CC(C(CN3CC2)N4CC(CC4=O)CF)N" B1Q InChI InChI 1.03 "InChI=1S/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3/t12-,15+,16+,17+/m1/s1" B1Q InChIKey InChI 1.03 GUYMHFIHHOEFOA-ZCPGHIKRSA-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 B1Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(4S)-1-[(2S,3S,5R,11bS)-2-azanyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl]-4-(fluoromethyl)pyrrolidin-2-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 B1Q "Create component" 2009-12-02 RCSB B1Q "Modify aromatic_flag" 2011-06-04 RCSB B1Q "Modify descriptor" 2011-06-04 RCSB #