data_PFR # _chem_comp.id PFR _chem_comp.name "7-methoxy-4-[(3S)-3-phenylpiperidin-1-yl]-6-[2-(pyridin-2-yl)ethoxy]quinazoline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-15 _chem_comp.pdbx_modified_date 2011-06-10 _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 440.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PFR _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 3QPO _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 PFR C1 C1 C 0 1 Y N N 13.169 16.432 42.142 -3.401 -2.304 -0.652 C1 PFR 1 PFR C2 C2 C 0 1 Y N N 12.432 17.333 41.349 -2.765 -1.093 -0.346 C2 PFR 2 PFR C3 C3 C 0 1 Y N N 11.929 18.482 41.912 -1.471 -1.074 0.091 C3 PFR 3 PFR C4 C4 C 0 1 Y N N 13.312 16.667 43.511 -2.734 -3.502 -0.518 C4 PFR 4 PFR C5 C5 C 0 1 Y N N 12.788 17.827 44.091 -1.407 -3.507 -0.072 C5 PFR 5 PFR C6 C6 C 0 1 Y N N 12.082 18.765 43.295 -0.771 -2.278 0.235 C6 PFR 6 PFR C7 C7 C 0 1 Y N N 11.560 19.944 43.933 0.571 -2.315 0.684 C7 PFR 7 PFR N8 N8 N 0 1 Y N N 11.747 20.068 45.240 1.163 -3.497 0.794 N8 PFR 8 PFR C9 C9 C 0 1 Y N N 12.412 19.152 45.935 0.529 -4.620 0.495 C9 PFR 9 PFR N10 N10 N 0 1 Y N N 12.920 18.070 45.398 -0.714 -4.646 0.075 N10 PFR 10 PFR O11 O11 O 0 1 N N N 13.628 15.296 41.497 -4.690 -2.297 -1.079 O11 PFR 11 PFR O12 O12 O 0 1 N N N 12.329 17.053 39.993 -3.444 0.077 -0.486 O12 PFR 12 PFR C13 C13 C 0 1 N N N 14.803 14.726 42.035 -5.285 -3.563 -1.370 C13 PFR 13 PFR N14 N14 N 0 1 N N N 10.884 20.922 43.203 1.244 -1.153 0.999 N14 PFR 14 PFR C15 C15 C 0 1 N N N 10.117 21.915 43.979 1.637 -1.140 2.414 C15 PFR 15 PFR C16 C16 C 0 1 N N N 9.349 22.913 43.075 2.250 0.219 2.761 C16 PFR 16 PFR C17 C17 C 0 1 N N N 10.093 23.357 41.782 3.471 0.465 1.871 C17 PFR 17 PFR C18 C18 C 0 1 N N S 11.056 22.256 41.257 3.044 0.398 0.402 C18 PFR 18 PFR C19 C19 C 0 1 N N N 11.868 21.671 42.404 2.408 -0.966 0.123 C19 PFR 19 PFR C20 C20 C 0 1 Y N N 11.938 22.721 40.113 4.250 0.581 -0.482 C20 PFR 20 PFR C21 C21 C 0 1 Y N N 11.925 21.965 38.946 5.305 -0.310 -0.405 C21 PFR 21 PFR C22 C22 C 0 1 Y N N 12.680 22.359 37.880 6.412 -0.141 -1.216 C22 PFR 22 PFR C23 C23 C 0 1 Y N N 13.452 23.515 37.957 6.464 0.917 -2.103 C23 PFR 23 PFR C24 C24 C 0 1 Y N N 13.472 24.274 39.098 5.410 1.807 -2.181 C24 PFR 24 PFR C25 C25 C 0 1 Y N N 12.705 23.878 40.186 4.300 1.636 -1.374 C25 PFR 25 PFR C26 C26 C 0 1 N N N 11.008 17.067 39.445 -2.742 1.278 -0.158 C26 PFR 26 PFR C27 C27 C 0 1 N N N 11.197 17.907 38.201 -3.661 2.482 -0.376 C27 PFR 27 PFR C28 C28 C 0 1 Y N N 10.026 18.039 37.273 -2.920 3.748 -0.030 C28 PFR 28 PFR N29 N29 N 0 1 Y N N 9.380 16.972 36.870 -2.366 3.875 1.160 N29 PFR 29 PFR C30 C30 C 0 1 Y N N 8.349 17.035 36.036 -1.709 4.964 1.506 C30 PFR 30 PFR C31 C31 C 0 1 Y N N 7.883 18.239 35.514 -1.576 6.020 0.624 C31 PFR 31 PFR C32 C32 C 0 1 Y N N 8.574 19.399 35.924 -2.146 5.923 -0.636 C32 PFR 32 PFR C33 C33 C 0 1 Y N N 9.657 19.287 36.800 -2.825 4.760 -0.966 C33 PFR 33 PFR H3 H3 H 0 1 N N N 11.404 19.188 41.286 -0.990 -0.136 0.324 H3 PFR 34 PFR H4 H4 H 0 1 N N N 13.831 15.948 44.127 -3.231 -4.431 -0.756 H4 PFR 35 PFR H9 H9 H 0 1 N N N 12.540 19.307 46.996 1.058 -5.555 0.601 H9 PFR 36 PFR H13 H13 H 0 1 N N N 15.079 13.835 41.452 -4.718 -4.059 -2.158 H13 PFR 37 PFR H13A H13A H 0 0 N N N 15.620 15.461 41.990 -5.277 -4.182 -0.472 H13A PFR 38 PFR H13B H13B H 0 0 N N N 14.625 14.439 43.082 -6.313 -3.415 -1.700 H13B PFR 39 PFR H15 H15 H 0 1 N N N 9.388 21.380 44.605 0.759 -1.312 3.036 H15 PFR 40 PFR H15A H15A H 0 0 N N N 10.819 22.483 44.607 2.371 -1.926 2.595 H15A PFR 41 PFR H16 H16 H 0 1 N N N 8.412 22.426 42.767 1.513 1.004 2.594 H16 PFR 42 PFR H16A H16A H 0 0 N N N 9.154 23.817 43.671 2.555 0.223 3.808 H16A PFR 43 PFR H17 H17 H 0 1 N N N 9.347 23.572 41.003 3.885 1.451 2.085 H17 PFR 44 PFR H17A H17A H 0 0 N N N 10.680 24.260 42.007 4.225 -0.297 2.067 H17A PFR 45 PFR H18 H18 H 0 1 N N N 10.430 21.459 40.830 2.319 1.186 0.198 H18 PFR 46 PFR H19 H19 H 0 1 N N N 12.344 22.464 43.000 3.138 -1.753 0.315 H19 PFR 47 PFR H19A H19A H 0 0 N N N 12.664 21.010 42.031 2.090 -1.012 -0.918 H19A PFR 48 PFR H21 H21 H 0 1 N N N 11.321 21.072 38.884 5.264 -1.136 0.289 H21 PFR 49 PFR H22 H22 H 0 1 N N N 12.679 21.772 36.973 7.236 -0.837 -1.155 H22 PFR 50 PFR H23 H23 H 0 1 N N N 14.043 23.818 37.106 7.330 1.049 -2.736 H23 PFR 51 PFR H24 H24 H 0 1 N N N 14.076 25.168 39.150 5.451 2.634 -2.874 H24 PFR 52 PFR H25 H25 H 0 1 N N N 12.704 24.470 41.090 3.474 2.329 -1.437 H25 PFR 53 PFR H26 H26 H 0 1 N N N 10.647 16.055 39.210 -2.430 1.243 0.886 H26 PFR 54 PFR H26A H26A H 0 0 N N N 10.277 17.511 40.137 -1.863 1.371 -0.796 H26A PFR 55 PFR H27 H27 H 0 1 N N N 11.455 18.922 38.537 -3.972 2.516 -1.420 H27 PFR 56 PFR H27A H27A H 0 0 N N N 12.012 17.446 37.624 -4.539 2.389 0.262 H27A PFR 57 PFR H30 H30 H 0 1 N N N 7.853 16.119 35.752 -1.268 5.032 2.490 H30 PFR 58 PFR H31 H31 H 0 1 N N N 7.043 18.282 34.836 -1.037 6.910 0.913 H31 PFR 59 PFR H32 H32 H 0 1 N N N 8.267 20.369 35.562 -2.059 6.733 -1.346 H32 PFR 60 PFR H33 H33 H 0 1 N N N 10.202 20.168 37.106 -3.281 4.650 -1.939 H33 PFR 61 # 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 PFR C2 C1 DOUB Y N 1 PFR O11 C1 SING N N 2 PFR C1 C4 SING Y N 3 PFR O12 C2 SING N N 4 PFR C2 C3 SING Y N 5 PFR C3 C6 DOUB Y N 6 PFR C3 H3 SING N N 7 PFR C4 C5 DOUB Y N 8 PFR C4 H4 SING N N 9 PFR C6 C5 SING Y N 10 PFR C5 N10 SING Y N 11 PFR C6 C7 SING Y N 12 PFR N14 C7 SING N N 13 PFR C7 N8 DOUB Y N 14 PFR N8 C9 SING Y N 15 PFR N10 C9 DOUB Y N 16 PFR C9 H9 SING N N 17 PFR O11 C13 SING N N 18 PFR C26 O12 SING N N 19 PFR C13 H13 SING N N 20 PFR C13 H13A SING N N 21 PFR C13 H13B SING N N 22 PFR C19 N14 SING N N 23 PFR N14 C15 SING N N 24 PFR C16 C15 SING N N 25 PFR C15 H15 SING N N 26 PFR C15 H15A SING N N 27 PFR C17 C16 SING N N 28 PFR C16 H16 SING N N 29 PFR C16 H16A SING N N 30 PFR C18 C17 SING N N 31 PFR C17 H17 SING N N 32 PFR C17 H17A SING N N 33 PFR C20 C18 SING N N 34 PFR C18 C19 SING N N 35 PFR C18 H18 SING N N 36 PFR C19 H19 SING N N 37 PFR C19 H19A SING N N 38 PFR C21 C20 DOUB Y N 39 PFR C20 C25 SING Y N 40 PFR C22 C21 SING Y N 41 PFR C21 H21 SING N N 42 PFR C22 C23 DOUB Y N 43 PFR C22 H22 SING N N 44 PFR C23 C24 SING Y N 45 PFR C23 H23 SING N N 46 PFR C24 C25 DOUB Y N 47 PFR C24 H24 SING N N 48 PFR C25 H25 SING N N 49 PFR C27 C26 SING N N 50 PFR C26 H26 SING N N 51 PFR C26 H26A SING N N 52 PFR C28 C27 SING N N 53 PFR C27 H27 SING N N 54 PFR C27 H27A SING N N 55 PFR C33 C28 DOUB Y N 56 PFR N29 C28 SING Y N 57 PFR C30 N29 DOUB Y N 58 PFR C31 C30 SING Y N 59 PFR C30 H30 SING N N 60 PFR C31 C32 DOUB Y N 61 PFR C31 H31 SING N N 62 PFR C32 C33 SING Y N 63 PFR C32 H32 SING N N 64 PFR C33 H33 SING N N 65 # 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 PFR SMILES ACDLabs 12.01 "n1cnc5c(c1N3CCCC(c2ccccc2)C3)cc(OCCc4ncccc4)c(OC)c5" PFR SMILES_CANONICAL CACTVS 3.370 "COc1cc2ncnc(N3CCC[C@H](C3)c4ccccc4)c2cc1OCCc5ccccn5" PFR SMILES CACTVS 3.370 "COc1cc2ncnc(N3CCC[CH](C3)c4ccccc4)c2cc1OCCc5ccccn5" PFR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OCCc3ccccn3)c(ncn2)[N@]4CCC[C@H](C4)c5ccccc5" PFR SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc2c(cc1OCCc3ccccn3)c(ncn2)N4CCCC(C4)c5ccccc5" PFR InChI InChI 1.03 "InChI=1S/C27H28N4O2/c1-32-25-17-24-23(16-26(25)33-15-12-22-11-5-6-13-28-22)27(30-19-29-24)31-14-7-10-21(18-31)20-8-3-2-4-9-20/h2-6,8-9,11,13,16-17,19,21H,7,10,12,14-15,18H2,1H3/t21-/m1/s1" PFR InChIKey InChI 1.03 DWBBOQWADWMQGE-OAQYLSRUSA-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 PFR "SYSTEMATIC NAME" ACDLabs 12.01 "7-methoxy-4-[(3S)-3-phenylpiperidin-1-yl]-6-[2-(pyridin-2-yl)ethoxy]quinazoline" PFR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "7-methoxy-4-[(1S,3S)-3-phenylpiperidin-1-yl]-6-(2-pyridin-2-ylethoxy)quinazoline" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PFR "Create component" 2011-02-15 RCSB PFR "Modify aromatic_flag" 2011-06-04 RCSB PFR "Modify descriptor" 2011-06-04 RCSB #