data_PFJ # _chem_comp.id PFJ _chem_comp.name "6,7-DIMETHOXY-4-[(3R)-3-(QUINOXALIN-2-YLOXY)PYRROLIDIN-1-YL]QUINAZOLINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-21 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 403.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PFJ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 PFJ C4 C4 C 0 1 Y N N 13.959 16.161 44.592 -3.236 0.095 -6.908 C4 PFJ 1 PFJ C7 C7 C 0 1 Y N N 12.006 19.047 45.760 -0.795 1.060 -4.382 C7 PFJ 2 PFJ C6 C6 C 0 1 Y N N 12.557 18.096 44.915 -1.738 0.284 -5.049 C6 PFJ 3 PFJ C9 C9 C 0 1 Y N N 13.223 18.072 47.550 -0.995 2.712 -5.916 C9 PFJ 4 PFJ C21 C21 C 0 1 Y N N 11.895 23.374 43.085 1.062 -3.124 -1.844 C21 PFJ 5 PFJ C18 C18 C 0 1 N N N 9.764 21.924 45.679 0.386 0.343 -0.964 C18 PFJ 6 PFJ C16 C16 C 0 1 N N N 10.673 20.420 44.026 1.009 -0.231 -3.205 C16 PFJ 7 PFJ C19 C19 C 0 1 N N N 10.663 20.947 46.425 -0.747 0.793 -1.888 C19 PFJ 8 PFJ C26 C26 C 0 1 Y N N 13.103 24.127 40.702 2.438 -5.405 -2.169 C26 PFJ 9 PFJ C14 C14 C 0 1 N N N 11.513 17.340 40.448 -2.844 -3.427 -3.683 C14 PFJ 10 PFJ O13 O13 O 0 1 N N N 12.583 16.858 41.258 -3.460 -2.946 -4.876 O13 PFJ 11 PFJ C2 C2 C 0 1 Y N N 12.717 17.012 42.671 -3.082 -1.714 -5.315 C2 PFJ 12 PFJ C3 C3 C 0 1 Y N N 12.173 18.032 43.530 -2.133 -0.989 -4.601 C3 PFJ 13 PFJ N8 N8 N 0 1 Y N N 12.347 19.008 47.090 -0.402 2.281 -4.791 N8 PFJ 14 PFJ N10 N10 N 0 1 Y N N 13.721 17.122 46.730 -1.918 2.059 -6.650 N10 PFJ 15 PFJ C5 C5 C 0 1 Y N N 13.380 17.152 45.419 -2.288 0.843 -6.213 C5 PFJ 16 PFJ C1 C1 C 0 1 Y N N 13.611 16.072 43.233 -3.634 -1.171 -6.470 C1 PFJ 17 PFJ O11 O11 O 0 1 N N N 14.060 15.048 42.440 -4.564 -1.864 -7.185 O11 PFJ 18 PFJ C12 C12 C 0 1 N N N 15.381 14.508 42.580 -5.932 -1.663 -6.834 C12 PFJ 19 PFJ N15 N15 N 0 1 N N N 11.154 20.049 45.355 -0.212 0.576 -3.230 N15 PFJ 20 PFJ C17 C17 C 0 1 N N R 10.259 21.900 44.258 1.079 -0.747 -1.767 C17 PFJ 21 PFJ O20 O20 O 0 1 N N N 11.303 22.921 44.221 0.351 -1.966 -1.671 O20 PFJ 22 PFJ N24 N24 N 0 1 Y N N 11.744 22.645 41.922 2.135 -3.083 -2.651 N24 PFJ 23 PFJ C25 C25 C 0 1 Y N N 12.361 22.951 40.745 2.830 -4.221 -2.820 C25 PFJ 24 PFJ C30 C30 C 0 1 Y N N 12.178 22.130 39.640 3.952 -4.241 -3.645 C30 PFJ 25 PFJ C29 C29 C 0 1 Y N N 12.648 22.526 38.427 4.690 -5.408 -3.837 C29 PFJ 26 PFJ C28 C28 C 0 1 Y N N 13.420 23.721 38.373 4.304 -6.575 -3.195 C28 PFJ 27 PFJ C27 C27 C 0 1 Y N N 13.639 24.539 39.489 3.183 -6.566 -2.368 C27 PFJ 28 PFJ N23 N23 N 0 1 Y N N 13.171 24.898 41.860 1.360 -5.421 -1.366 N23 PFJ 29 PFJ C22 C22 C 0 1 Y N N 12.663 24.548 43.061 0.678 -4.273 -1.210 C22 PFJ 30 PFJ H4 H4 H 0 1 N N N 14.674 15.467 45.008 -3.679 0.504 -7.815 H4 PFJ 31 PFJ H9 H9 H 0 1 N N N 13.524 18.090 48.587 -0.701 3.691 -6.274 H9 PFJ 32 PFJ H181 1H18 H 0 0 N N N 9.840 22.935 46.106 1.075 1.178 -0.792 H181 PFJ 33 PFJ H182 2H18 H 0 0 N N N 8.703 21.643 45.750 -0.002 -0.004 -0.002 H182 PFJ 34 PFJ H161 1H16 H 0 0 N N N 9.829 19.796 43.698 1.868 0.411 -3.431 H161 PFJ 35 PFJ H162 2H16 H 0 0 N N N 11.415 20.282 43.226 0.958 -1.049 -3.932 H162 PFJ 36 PFJ H191 1H19 H 0 0 N N N 10.106 20.392 47.195 -1.642 0.179 -1.740 H191 PFJ 37 PFJ H192 2H19 H 0 0 N N N 11.477 21.446 46.971 -1.003 1.843 -1.713 H192 PFJ 38 PFJ H141 1H14 H 0 0 N N N 10.612 17.464 41.066 -1.770 -3.541 -3.846 H141 PFJ 39 PFJ H142 2H14 H 0 0 N N N 11.793 18.309 40.010 -3.285 -4.389 -3.406 H142 PFJ 40 PFJ H143 3H14 H 0 0 N N N 11.309 16.618 39.643 -3.014 -2.707 -2.879 H143 PFJ 41 PFJ H3 H3 H 0 1 N N N 11.473 18.752 43.132 -1.712 -1.429 -3.700 H3 PFJ 42 PFJ H121 1H12 H 0 0 N N N 15.829 14.370 41.585 -5.990 -1.128 -5.883 H121 PFJ 43 PFJ H122 2H12 H 0 0 N N N 16.000 15.202 43.167 -6.433 -2.631 -6.750 H122 PFJ 44 PFJ H123 3H12 H 0 0 N N N 15.327 13.538 43.096 -6.416 -1.070 -7.613 H123 PFJ 45 PFJ H17 H17 H 0 1 N N N 9.567 22.152 43.441 2.104 -0.937 -1.437 H17 PFJ 46 PFJ H30 H30 H 0 1 N N N 11.666 21.184 39.743 4.266 -3.333 -4.156 H30 PFJ 47 PFJ H29 H29 H 0 1 N N N 12.443 21.953 37.535 5.561 -5.403 -4.485 H29 PFJ 48 PFJ H28 H28 H 0 1 N N N 13.857 24.010 37.429 4.870 -7.491 -3.335 H28 PFJ 49 PFJ H27 H27 H 0 1 N N N 14.204 25.456 39.409 2.891 -7.489 -1.872 H27 PFJ 50 PFJ H22 H22 H 0 1 N N N 12.837 25.136 43.950 -0.185 -4.319 -0.557 H22 PFJ 51 # 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 PFJ C4 C1 SING Y N 1 PFJ C4 C5 DOUB Y N 2 PFJ C4 H4 SING N N 3 PFJ C7 C6 SING Y N 4 PFJ C7 N15 SING N N 5 PFJ C7 N8 DOUB Y N 6 PFJ C6 C3 DOUB Y N 7 PFJ C6 C5 SING Y N 8 PFJ C9 N10 DOUB Y N 9 PFJ C9 N8 SING Y N 10 PFJ C9 H9 SING N N 11 PFJ C21 N24 DOUB Y N 12 PFJ C21 C22 SING Y N 13 PFJ C21 O20 SING N N 14 PFJ C18 C17 SING N N 15 PFJ C18 C19 SING N N 16 PFJ C18 H181 SING N N 17 PFJ C18 H182 SING N N 18 PFJ C16 C17 SING N N 19 PFJ C16 N15 SING N N 20 PFJ C16 H161 SING N N 21 PFJ C16 H162 SING N N 22 PFJ C19 N15 SING N N 23 PFJ C19 H191 SING N N 24 PFJ C19 H192 SING N N 25 PFJ C26 C27 DOUB Y N 26 PFJ C26 C25 SING Y N 27 PFJ C26 N23 SING Y N 28 PFJ C14 O13 SING N N 29 PFJ C14 H141 SING N N 30 PFJ C14 H142 SING N N 31 PFJ C14 H143 SING N N 32 PFJ O13 C2 SING N N 33 PFJ C2 C1 DOUB Y N 34 PFJ C2 C3 SING Y N 35 PFJ C3 H3 SING N N 36 PFJ N10 C5 SING Y N 37 PFJ C1 O11 SING N N 38 PFJ O11 C12 SING N N 39 PFJ C12 H121 SING N N 40 PFJ C12 H122 SING N N 41 PFJ C12 H123 SING N N 42 PFJ C17 O20 SING N N 43 PFJ C17 H17 SING N N 44 PFJ N24 C25 SING Y N 45 PFJ C25 C30 DOUB Y N 46 PFJ C30 C29 SING Y N 47 PFJ C30 H30 SING N N 48 PFJ C29 C28 DOUB Y N 49 PFJ C29 H29 SING N N 50 PFJ C28 C27 SING Y N 51 PFJ C28 H28 SING N N 52 PFJ C27 H27 SING N N 53 PFJ N23 C22 DOUB Y N 54 PFJ C22 H22 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 PFJ SMILES ACDLabs 10.04 "n1cnc(c2cc(OC)c(OC)cc12)N5CCC(Oc3nc4c(nc3)cccc4)C5" PFJ SMILES_CANONICAL CACTVS 3.341 "COc1cc2ncnc(N3CC[C@H](C3)Oc4cnc5ccccc5n4)c2cc1OC" PFJ SMILES CACTVS 3.341 "COc1cc2ncnc(N3CC[CH](C3)Oc4cnc5ccccc5n4)c2cc1OC" PFJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc2c(cc1OC)ncnc2N3CC[C@H](C3)Oc4cnc5ccccc5n4" PFJ SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc2c(cc1OC)ncnc2N3CCC(C3)Oc4cnc5ccccc5n4" PFJ InChI InChI 1.03 "InChI=1S/C22H21N5O3/c1-28-19-9-15-18(10-20(19)29-2)24-13-25-22(15)27-8-7-14(12-27)30-21-11-23-16-5-3-4-6-17(16)26-21/h3-6,9-11,13-14H,7-8,12H2,1-2H3/t14-/m1/s1" PFJ InChIKey InChI 1.03 UBIIFKJMNRPNMT-CQSZACIVSA-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 PFJ "SYSTEMATIC NAME" ACDLabs 10.04 "6,7-dimethoxy-4-[(3R)-3-(quinoxalin-2-yloxy)pyrrolidin-1-yl]quinazoline" PFJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6,7-dimethoxy-4-[(3R)-3-quinoxalin-2-yloxypyrrolidin-1-yl]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 PFJ "Create component" 2007-02-21 RCSB PFJ "Modify descriptor" 2011-06-04 RCSB #