data_QNB # _chem_comp.id QNB _chem_comp.name "(3R)-1-azabicyclo[2.2.2]oct-3-yl hydroxy(diphenyl)acetate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-17 _chem_comp.pdbx_modified_date 2012-01-27 _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 337.412 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QNB _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 3UON _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 QNB C1 C1 C 0 1 N N N 6.159 -0.164 -3.375 1.223 -0.062 0.554 C1 QNB 1 QNB C2 C2 C 0 1 Y N N 6.982 -1.060 -2.494 2.246 -1.109 0.198 C2 QNB 2 QNB C3 C3 C 0 1 Y N N 8.054 -1.773 -3.017 2.776 -1.151 -1.079 C3 QNB 3 QNB C4 C4 C 0 1 Y N N 8.803 -2.606 -2.190 3.714 -2.112 -1.406 C4 QNB 4 QNB C5 C5 C 0 1 Y N N 8.475 -2.735 -0.844 4.123 -3.030 -0.457 C5 QNB 5 QNB C6 C6 C 0 1 Y N N 7.398 -2.028 -0.324 3.594 -2.987 0.819 C6 QNB 6 QNB C7 C7 C 0 1 Y N N 6.650 -1.195 -1.150 2.659 -2.024 1.148 C7 QNB 7 QNB C8 C8 C 0 1 Y N N 5.926 -0.813 -4.710 1.770 1.305 0.233 C8 QNB 8 QNB C9 C9 C 0 1 Y N N 5.485 -2.132 -4.769 1.743 1.772 -1.068 C9 QNB 9 QNB C10 C10 C 0 1 Y N N 5.259 -2.739 -5.999 2.246 3.025 -1.364 C10 QNB 10 QNB C11 C11 C 0 1 Y N N 5.463 -2.026 -7.176 2.775 3.812 -0.358 C11 QNB 11 QNB C12 C12 C 0 1 Y N N 5.894 -0.706 -7.122 2.801 3.346 0.943 C12 QNB 12 QNB C13 C13 C 0 1 Y N N 6.120 -0.102 -5.891 2.294 2.095 1.239 C13 QNB 13 QNB C14 C14 C 0 1 N N N 6.828 1.186 -3.514 -0.036 -0.298 -0.239 C14 QNB 14 QNB O15 O15 O 0 1 N N N 4.887 0.028 -2.746 0.928 -0.140 1.951 O15 QNB 15 QNB O16 O16 O 0 1 N N N 6.466 2.128 -2.827 0.016 -0.884 -1.294 O16 QNB 16 QNB O17 O17 O 0 1 N N N 7.905 1.402 -4.468 -1.216 0.142 0.227 O17 QNB 17 QNB C18 C18 C 0 1 N N R 8.723 2.519 -4.128 -2.387 -0.121 -0.590 C18 QNB 18 QNB C19 C19 C 0 1 N N N 9.793 2.093 -3.129 -2.998 -1.468 -0.193 C19 QNB 19 QNB N20 N20 N 0 1 N N N 11.120 2.428 -3.684 -4.376 -1.259 0.272 N20 QNB 20 QNB C21 C21 C 0 1 N N N 11.412 1.702 -4.938 -4.407 -0.401 1.465 C21 QNB 21 QNB C22 C22 C 0 1 N N N 10.291 1.938 -5.939 -3.835 0.975 1.114 C22 QNB 22 QNB C23 C23 C 0 1 N N N 9.401 3.034 -5.387 -3.429 0.981 -0.365 C23 QNB 23 QNB C24 C24 C 0 1 N N N 10.291 4.229 -5.073 -4.667 0.665 -1.214 C24 QNB 24 QNB C25 C25 C 0 1 N N N 11.192 3.886 -3.891 -5.215 -0.703 -0.798 C25 QNB 25 QNB H3 H3 H 0 1 N N N 8.306 -1.681 -4.063 2.456 -0.434 -1.820 H3 QNB 26 QNB H4 H4 H 0 1 N N N 9.641 -3.154 -2.595 4.127 -2.146 -2.403 H4 QNB 27 QNB H5 H5 H 0 1 N N N 9.056 -3.383 -0.205 4.856 -3.782 -0.713 H5 QNB 28 QNB H6 H6 H 0 1 N N N 7.142 -2.125 0.721 3.914 -3.705 1.561 H6 QNB 29 QNB H7 H7 H 0 1 N N N 5.809 -0.651 -0.746 2.249 -1.988 2.146 H7 QNB 30 QNB H9 H9 H 0 1 N N N 5.318 -2.685 -3.857 1.330 1.157 -1.854 H9 QNB 31 QNB H10 H10 H 0 1 N N N 4.925 -3.765 -6.041 2.225 3.389 -2.380 H10 QNB 32 QNB H11 H11 H 0 1 N N N 5.287 -2.498 -8.131 3.168 4.791 -0.589 H11 QNB 33 QNB H12 H12 H 0 1 N N N 6.053 -0.151 -8.035 3.215 3.961 1.729 H12 QNB 34 QNB H13 H13 H 0 1 N N N 6.448 0.926 -5.850 2.314 1.730 2.256 H13 QNB 35 QNB HO15 HO15 H 0 0 N N N 4.815 0.926 -2.445 0.571 -0.994 2.230 HO15 QNB 36 QNB H18 H18 H 0 1 N N N 8.116 3.324 -3.687 -2.100 -0.146 -1.642 H18 QNB 37 QNB H19 H19 H 0 1 N N N 9.644 2.626 -2.178 -3.002 -2.134 -1.055 H19 QNB 38 QNB H19A H19A H 0 0 N N N 9.727 1.009 -2.956 -2.407 -1.913 0.608 H19A QNB 39 QNB H21 H21 H 0 1 N N N 12.361 2.066 -5.359 -5.436 -0.292 1.807 H21 QNB 40 QNB H21A H21A H 0 0 N N N 11.493 0.625 -4.727 -3.807 -0.854 2.254 H21A QNB 41 QNB H22 H22 H 0 1 N N N 10.712 2.249 -6.906 -4.592 1.740 1.288 H22 QNB 42 QNB H22A H22A H 0 0 N N N 9.708 1.015 -6.073 -2.961 1.177 1.734 H22A QNB 43 QNB H23 H23 H 0 1 N N N 8.644 3.316 -6.133 -3.013 1.952 -0.636 H23 QNB 44 QNB H24 H24 H 0 1 N N N 10.910 4.467 -5.950 -5.427 1.428 -1.049 H24 QNB 45 QNB H24A H24A H 0 0 N N N 9.665 5.097 -4.819 -4.391 0.643 -2.268 H24A QNB 46 QNB H25 H25 H 0 1 N N N 10.844 4.411 -2.989 -5.204 -1.375 -1.656 H25 QNB 47 QNB H25A H25A H 0 0 N N N 12.228 4.183 -4.111 -6.238 -0.591 -0.437 H25A QNB 48 # 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 QNB C8 C1 SING N N 1 QNB C14 C1 SING N N 2 QNB C1 O15 SING N N 3 QNB C1 C2 SING N N 4 QNB C3 C2 DOUB Y N 5 QNB C2 C7 SING Y N 6 QNB C3 C4 SING Y N 7 QNB C3 H3 SING N N 8 QNB C4 C5 DOUB Y N 9 QNB C4 H4 SING N N 10 QNB C5 C6 SING Y N 11 QNB C5 H5 SING N N 12 QNB C7 C6 DOUB Y N 13 QNB C6 H6 SING N N 14 QNB C7 H7 SING N N 15 QNB C13 C8 DOUB Y N 16 QNB C9 C8 SING Y N 17 QNB C10 C9 DOUB Y N 18 QNB C9 H9 SING N N 19 QNB C11 C10 SING Y N 20 QNB C10 H10 SING N N 21 QNB C11 C12 DOUB Y N 22 QNB C11 H11 SING N N 23 QNB C12 C13 SING Y N 24 QNB C12 H12 SING N N 25 QNB C13 H13 SING N N 26 QNB O17 C14 SING N N 27 QNB C14 O16 DOUB N N 28 QNB O15 HO15 SING N N 29 QNB O17 C18 SING N N 30 QNB C23 C18 SING N N 31 QNB C18 C19 SING N N 32 QNB C18 H18 SING N N 33 QNB N20 C19 SING N N 34 QNB C19 H19 SING N N 35 QNB C19 H19A SING N N 36 QNB C21 N20 SING N N 37 QNB C25 N20 SING N N 38 QNB C22 C21 SING N N 39 QNB C21 H21 SING N N 40 QNB C21 H21A SING N N 41 QNB C22 C23 SING N N 42 QNB C22 H22 SING N N 43 QNB C22 H22A SING N N 44 QNB C23 C24 SING N N 45 QNB C23 H23 SING N N 46 QNB C24 C25 SING N N 47 QNB C24 H24 SING N N 48 QNB C24 H24A SING N N 49 QNB C25 H25 SING N N 50 QNB C25 H25A SING N N 51 # 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 QNB SMILES ACDLabs 12.01 "O=C(OC2C1CCN(CC1)C2)C(O)(c3ccccc3)c4ccccc4" QNB InChI InChI 1.03 "InChI=1S/C21H23NO3/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-10,16,19,24H,11-15H2/t19-/m0/s1" QNB InChIKey InChI 1.03 HGMITUYOCPPQLE-IBGZPJMESA-N QNB SMILES_CANONICAL CACTVS 3.370 "OC(C(=O)O[C@H]1CN2CCC1CC2)(c3ccccc3)c4ccccc4" QNB SMILES CACTVS 3.370 "OC(C(=O)O[CH]1CN2CCC1CC2)(c3ccccc3)c4ccccc4" QNB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(c2ccccc2)(C(=O)O[C@H]3CN4CCC3CC4)O" QNB SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(c2ccccc2)(C(=O)OC3CN4CCC3CC4)O" # 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 QNB "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-1-azabicyclo[2.2.2]oct-3-yl hydroxy(diphenyl)acetate" QNB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R)-1-azabicyclo[2.2.2]octan-3-yl] 2-oxidanyl-2,2-diphenyl-ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QNB "Create component" 2011-11-17 RCSB #