data_23Q # _chem_comp.id 23Q _chem_comp.name "(2S,3S,11bS)-3-[3-(fluoromethyl)phenyl]-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 F N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-14 _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 370.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 23Q _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 3KWJ _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 23Q N1 N1 N 0 1 N N N 67.893 73.092 72.091 0.180 -1.347 -0.110 N1 23Q 1 23Q C4 C4 C 0 1 N N S 66.614 72.489 70.053 -1.952 -0.177 0.152 C4 23Q 2 23Q C5 C5 C 0 1 N N N 65.762 74.183 71.676 0.196 1.094 0.050 C5 23Q 3 23Q C6 C6 C 0 1 N N N 68.000 72.672 70.679 -1.237 -1.368 -0.492 C6 23Q 4 23Q C7 C7 C 0 1 Y N N 67.872 73.955 74.769 2.955 -1.337 0.070 C7 23Q 5 23Q C8 C8 C 0 1 N N S 65.896 73.825 70.188 -1.292 1.124 -0.313 C8 23Q 6 23Q C10 C10 C 0 1 Y N N 66.679 72.115 68.614 -3.402 -0.179 -0.259 C10 23Q 7 23Q C13 C13 C 0 1 Y N N 67.126 75.535 76.532 5.027 -0.141 0.309 C13 23Q 8 23Q C15 C15 C 0 1 Y N N 67.593 72.724 67.770 -4.392 -0.271 0.701 C15 23Q 9 23Q C22 C22 C 0 1 Y N N 65.809 71.159 68.084 -3.742 -0.084 -1.596 C22 23Q 10 23Q C24 C24 C 0 1 N N N 68.662 73.059 65.540 -6.802 -0.373 1.371 C24 23Q 11 23Q C26 C26 C 0 1 N N N 68.155 75.789 78.796 6.955 -1.387 0.933 C26 23Q 12 23Q F21 F21 F 0 1 N N N 69.660 72.173 65.169 -7.166 0.911 1.790 F21 23Q 13 23Q C18 C18 C 0 1 Y N N 67.639 72.384 66.429 -5.723 -0.273 0.324 C18 23Q 14 23Q C25 C25 C 0 1 Y N N 66.760 71.444 65.896 -6.062 -0.183 -1.013 C25 23Q 15 23Q C23 C23 C 0 1 Y N N 65.834 70.825 66.729 -5.072 -0.086 -1.973 C23 23Q 16 23Q N17 N17 N 0 1 N N N 64.622 73.765 69.494 -1.936 2.265 0.351 N17 23Q 17 23Q C2 C2 C 0 1 N N S 67.127 74.316 72.366 0.843 -0.134 -0.594 C2 23Q 18 23Q C3 C3 C 0 1 Y N N 66.971 74.496 73.846 2.313 -0.166 -0.269 C3 23Q 19 23Q C9 C9 C 0 1 Y N N 66.176 75.552 74.297 3.025 1.024 -0.317 C9 23Q 20 23Q C16 C16 C 0 1 N N N 68.840 72.879 74.326 2.220 -2.651 0.142 C16 23Q 21 23Q C14 C14 C 0 1 N N N 69.150 73.050 72.846 0.882 -2.545 -0.590 C14 23Q 22 23Q C12 C12 C 0 1 Y N N 67.944 74.460 76.088 4.313 -1.325 0.358 C12 23Q 23 23Q O20 O20 O 0 1 N N N 67.143 76.059 77.829 6.357 -0.134 0.592 O20 23Q 24 23Q C11 C11 C 0 1 Y N N 66.227 76.082 75.607 4.378 1.042 -0.030 C11 23Q 25 23Q O19 O19 O 0 1 N N N 65.377 77.127 75.963 5.071 2.212 -0.079 O19 23Q 26 23Q C27 C27 C 0 1 N N N 64.535 77.777 74.994 4.338 3.386 -0.435 C27 23Q 27 23Q H4 H4 H 0 1 N N N 66.090 71.670 70.569 -1.882 -0.253 1.237 H4 23Q 28 23Q H5 H5 H 0 1 N N N 65.233 75.144 71.759 0.679 1.998 -0.321 H5 23Q 29 23Q H5A H5A H 0 1 N N N 65.192 73.387 72.178 0.306 1.039 1.133 H5A 23Q 30 23Q H6 H6 H 0 1 N N N 68.547 73.444 70.117 -1.323 -1.301 -1.576 H6 23Q 31 23Q H6A H6A H 0 1 N N N 68.543 71.716 70.631 -1.694 -2.296 -0.147 H6A 23Q 32 23Q H8 H8 H 0 1 N N N 66.476 74.631 69.715 -1.401 1.222 -1.393 H8 23Q 33 23Q H15 H15 H 0 1 N N N 68.273 73.467 68.160 -4.127 -0.341 1.745 H15 23Q 34 23Q H22 H22 H 0 1 N N N 65.102 70.668 68.736 -2.969 -0.008 -2.346 H22 23Q 35 23Q H24 H24 H 0 1 N N N 69.115 73.898 66.089 -6.430 -0.942 2.223 H24 23Q 36 23Q H24A H24A H 0 0 N N N 68.159 73.430 64.635 -7.672 -0.877 0.949 H24A 23Q 37 23Q H26 H26 H 0 1 N N N 67.925 76.326 79.728 8.016 -1.240 1.135 H26 23Q 38 23Q H26A H26A H 0 0 N N N 68.192 74.708 78.995 6.469 -1.792 1.821 H26A 23Q 39 23Q H26B H26B H 0 0 N N N 69.129 76.125 78.411 6.836 -2.084 0.104 H26B 23Q 40 23Q H25 H25 H 0 1 N N N 66.797 71.198 64.845 -7.101 -0.184 -1.307 H25 23Q 41 23Q H23 H23 H 0 1 N N N 65.143 70.095 66.333 -5.338 -0.012 -3.017 H23 23Q 42 23Q HN17 HN17 H 0 0 N N N 64.152 74.643 69.583 -1.517 3.136 0.060 HN17 23Q 43 23Q HN1A HN1A H 0 0 N N N 64.779 73.568 68.526 -2.931 2.268 0.182 HN1A 23Q 44 23Q H2 H2 H 0 1 N N N 67.650 75.202 71.977 0.732 -0.072 -1.676 H2 23Q 45 23Q H9 H9 H 0 1 N N N 65.478 75.992 73.601 2.520 1.942 -0.581 H9 23Q 46 23Q H16 H16 H 0 1 N N N 69.770 72.962 74.907 2.826 -3.430 -0.321 H16 23Q 47 23Q H16A H16A H 0 0 N N N 68.389 71.890 74.494 2.041 -2.909 1.186 H16A 23Q 48 23Q H14 H14 H 0 1 N N N 69.761 72.204 72.498 0.281 -3.430 -0.383 H14 23Q 49 23Q H14A H14A H 0 0 N N N 69.704 73.988 72.692 1.058 -2.461 -1.663 H14A 23Q 50 23Q H12 H12 H 0 1 N N N 68.643 74.015 76.781 4.814 -2.244 0.621 H12 23Q 51 23Q H27 H27 H 0 1 N N N 63.951 78.568 75.487 3.908 3.259 -1.428 H27 23Q 52 23Q H27A H27A H 0 0 N N N 65.160 78.221 74.205 3.539 3.548 0.289 H27A 23Q 53 23Q H27B H27B H 0 0 N N N 63.851 77.039 74.549 5.008 4.246 -0.436 H27B 23Q 54 # 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 23Q N1 C6 SING N N 1 23Q N1 C2 SING N N 2 23Q N1 C14 SING N N 3 23Q C4 C6 SING N N 4 23Q C4 C8 SING N N 5 23Q C4 C10 SING N N 6 23Q C5 C8 SING N N 7 23Q C5 C2 SING N N 8 23Q C7 C3 DOUB Y N 9 23Q C7 C16 SING N N 10 23Q C7 C12 SING Y N 11 23Q C8 N17 SING N N 12 23Q C10 C15 DOUB Y N 13 23Q C10 C22 SING Y N 14 23Q C13 C12 DOUB Y N 15 23Q C13 O20 SING N N 16 23Q C13 C11 SING Y N 17 23Q C15 C18 SING Y N 18 23Q C22 C23 DOUB Y N 19 23Q C24 F21 SING N N 20 23Q C24 C18 SING N N 21 23Q C26 O20 SING N N 22 23Q C18 C25 DOUB Y N 23 23Q C25 C23 SING Y N 24 23Q C2 C3 SING N N 25 23Q C3 C9 SING Y N 26 23Q C9 C11 DOUB Y N 27 23Q C16 C14 SING N N 28 23Q C11 O19 SING N N 29 23Q O19 C27 SING N N 30 23Q C4 H4 SING N N 31 23Q C5 H5 SING N N 32 23Q C5 H5A SING N N 33 23Q C6 H6 SING N N 34 23Q C6 H6A SING N N 35 23Q C8 H8 SING N N 36 23Q C15 H15 SING N N 37 23Q C22 H22 SING N N 38 23Q C24 H24 SING N N 39 23Q C24 H24A SING N N 40 23Q C26 H26 SING N N 41 23Q C26 H26A SING N N 42 23Q C26 H26B SING N N 43 23Q C25 H25 SING N N 44 23Q C23 H23 SING N N 45 23Q N17 HN17 SING N N 46 23Q N17 HN1A SING N N 47 23Q C2 H2 SING N N 48 23Q C9 H9 SING N N 49 23Q C16 H16 SING N N 50 23Q C16 H16A SING N N 51 23Q C14 H14 SING N N 52 23Q C14 H14A SING N N 53 23Q C12 H12 SING N N 54 23Q C27 H27 SING N N 55 23Q C27 H27A SING N N 56 23Q C27 H27B SING N N 57 # 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 23Q SMILES_CANONICAL CACTVS 3.352 "COc1cc2CCN3C[C@@H]([C@@H](N)C[C@H]3c2cc1OC)c4cccc(CF)c4" 23Q SMILES CACTVS 3.352 "COc1cc2CCN3C[CH]([CH](N)C[CH]3c2cc1OC)c4cccc(CF)c4" 23Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OC)[C@@H]3C[C@@H]([C@H](C[N@]3CC2)c4cccc(c4)CF)N" 23Q SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OC)C3CC(C(CN3CC2)c4cccc(c4)CF)N" 23Q InChI InChI 1.03 "InChI=1S/C22H27FN2O2/c1-26-21-9-16-6-7-25-13-18(15-5-3-4-14(8-15)12-23)19(24)11-20(25)17(16)10-22(21)27-2/h3-5,8-10,18-20H,6-7,11-13,24H2,1-2H3/t18-,19+,20+/m1/s1" 23Q InChIKey InChI 1.03 OQMKJZHTWPQABR-AABGKKOBSA-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 23Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S,3S,5R,11bS)-3-[3-(fluoromethyl)phenyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-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 23Q "Create component" 2009-12-14 RCSB 23Q "Modify aromatic_flag" 2011-06-04 RCSB 23Q "Modify descriptor" 2011-06-04 RCSB #