data_PFH # _chem_comp.id PFH _chem_comp.name "6,7-DIMETHOXY-4-[(3R)-3-(2-NAPHTHYLOXY)PYRROLIDIN-1-YL]QUINAZOLINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 N3 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 401.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PFH _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 EBI # 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 PFH C4 C4 C 0 1 Y N N 14.030 16.049 44.500 -2.970 0.443 -7.088 C4 PFH 1 PFH C7 C7 C 0 1 Y N N 11.963 18.934 45.682 -0.545 1.148 -4.398 C7 PFH 2 PFH C6 C6 C 0 1 Y N N 12.508 17.945 44.774 -1.541 0.485 -5.166 C6 PFH 3 PFH C9 C9 C 0 1 Y N N 13.243 18.035 47.394 -0.566 2.854 -5.964 C9 PFH 4 PFH C21 C21 C 0 1 Y N N 11.652 23.401 42.909 0.927 -3.171 -1.823 C21 PFH 5 PFH C18 C18 C 0 1 N N N 9.689 21.805 45.675 0.443 0.323 -0.947 C18 PFH 6 PFH C16 C16 C 0 1 N N N 11.276 20.705 44.144 1.115 -0.278 -3.166 C16 PFH 7 PFH C19 C19 C 0 1 N N N 10.461 20.689 46.412 -0.623 0.848 -1.909 C19 PFH 8 PFH C26 C26 C 0 1 Y N N 12.874 23.974 40.407 2.231 -5.639 -2.133 C26 PFH 9 PFH C14 C14 C 0 1 N N N 11.469 17.412 40.538 -2.858 -3.763 -5.583 C14 PFH 10 PFH O13 O13 O 0 1 N N N 12.491 16.652 41.222 -3.528 -2.594 -5.115 O13 PFH 11 PFH C2 C2 C 0 1 Y N N 12.736 16.847 42.588 -3.032 -1.392 -5.518 C2 PFH 12 PFH C1 C1 C 0 1 Y N N 13.681 15.958 43.156 -3.489 -0.791 -6.686 C1 PFH 13 PFH O11 O11 O 0 1 N N N 14.179 15.033 42.296 -4.442 -1.395 -7.449 O11 PFH 14 PFH C12 C12 C 0 1 N N N 15.352 14.372 42.720 -5.802 -1.087 -7.151 C12 PFH 15 PFH C3 C3 C 0 1 Y N N 12.171 17.815 43.397 -2.058 -0.757 -4.755 C3 PFH 16 PFH C5 C5 C 0 1 Y N N 13.446 17.031 45.318 -1.994 1.101 -6.344 C5 PFH 17 PFH N10 N10 N 0 1 Y N N 13.772 17.117 46.611 -1.508 2.288 -6.746 N10 PFH 18 PFH N8 N8 N 0 1 Y N N 12.359 18.922 46.960 -0.057 2.361 -4.823 N8 PFH 19 PFH N15 N15 N 0 1 N N S 10.992 19.848 45.313 -0.052 0.603 -3.231 N15 PFH 20 PFH C17 C17 C 0 1 N N R 10.344 21.962 44.271 1.098 -0.803 -1.730 C17 PFH 21 PFH O20 O20 O 0 1 N N N 11.104 23.195 44.164 0.293 -1.976 -1.670 O20 PFH 22 PFH C22 C22 C 0 1 Y N N 12.478 24.529 42.751 1.929 -3.545 -0.932 C22 PFH 23 PFH C23 C23 C 0 1 Y N N 13.071 24.806 41.544 2.577 -4.771 -1.085 C23 PFH 24 PFH C27 C27 C 0 1 Y N N 13.456 24.252 39.157 2.873 -6.877 -2.303 C27 PFH 25 PFH C25 C25 C 0 1 Y N N 12.041 22.821 40.549 1.212 -5.258 -3.039 C25 PFH 26 PFH C24 C24 C 0 1 Y N N 11.445 22.570 41.803 0.570 -4.021 -2.870 C24 PFH 27 PFH C30 C30 C 0 1 Y N N 11.803 21.957 39.460 0.866 -6.126 -4.088 C30 PFH 28 PFH C29 C29 C 0 1 Y N N 12.365 22.244 38.266 1.514 -7.352 -4.241 C29 PFH 29 PFH C28 C28 C 0 1 Y N N 13.192 23.385 38.124 2.516 -7.726 -3.350 C28 PFH 30 PFH H4 H4 H 0 1 N N N 14.752 15.362 44.916 -3.340 0.898 -8.006 H4 PFH 31 PFH H9 H9 H 0 1 N N N 13.542 18.066 48.431 -0.177 3.809 -6.295 H9 PFH 32 PFH H181 1H18 H 0 0 N N N 9.756 22.749 46.235 1.175 1.113 -0.741 H181 PFH 33 PFH H182 2H18 H 0 0 N N N 8.623 21.548 45.583 -0.002 -0.004 -0.002 H182 PFH 34 PFH H161 1H16 H 0 0 N N N 11.065 20.163 43.210 2.019 0.311 -3.355 H161 PFH 35 PFH H162 2H16 H 0 0 N N N 12.335 21.000 44.118 1.041 -1.087 -3.900 H162 PFH 36 PFH H191 1H19 H 0 0 N N N 9.800 20.113 47.076 -1.560 0.290 -1.800 H191 PFH 37 PFH H192 2H19 H 0 0 N N N 11.253 21.081 47.067 -0.820 1.911 -1.736 H192 PFH 38 PFH H141 1H14 H 0 0 N N N 10.633 17.605 41.226 -2.228 -3.505 -6.438 H141 PFH 39 PFH H142 2H14 H 0 0 N N N 11.891 18.369 40.196 -3.596 -4.514 -5.875 H142 PFH 40 PFH H143 3H14 H 0 0 N N N 11.106 16.840 39.671 -2.234 -4.161 -4.780 H143 PFH 41 PFH H121 1H12 H 0 0 N N N 16.010 14.200 41.855 -6.050 -1.455 -6.152 H121 PFH 42 PFH H122 2H12 H 0 0 N N N 15.876 14.994 43.461 -6.454 -1.553 -7.894 H122 PFH 43 PFH H123 3H12 H 0 0 N N N 15.085 13.407 43.175 -5.936 -0.003 -7.181 H123 PFH 44 PFH H3 H3 H 0 1 N N N 11.449 18.496 42.970 -1.712 -1.241 -3.845 H3 PFH 45 PFH H17 H17 H 0 1 N N N 9.595 22.018 43.467 2.096 -1.058 -1.363 H17 PFH 46 PFH H22 H22 H 0 1 N N N 12.648 25.186 43.591 2.210 -2.888 -0.114 H22 PFH 47 PFH H23 H23 H 0 1 N N N 13.703 25.677 41.456 3.358 -5.043 -0.377 H23 PFH 48 PFH H27 H27 H 0 1 N N N 14.088 25.116 39.014 3.658 -7.190 -1.618 H27 PFH 49 PFH H24 H24 H 0 1 N N N 10.807 21.706 41.913 -0.216 -3.713 -3.558 H24 PFH 50 PFH H30 H30 H 0 1 N N N 11.182 21.081 39.579 0.086 -5.854 -4.796 H30 PFH 51 PFH H29 H29 H 0 1 N N N 12.183 21.602 37.417 1.237 -8.014 -5.056 H29 PFH 52 PFH H28 H28 H 0 1 N N N 13.636 23.583 37.159 3.020 -8.681 -3.469 H28 PFH 53 # 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 PFH C4 C1 SING Y N 1 PFH C4 C5 DOUB Y N 2 PFH C4 H4 SING N N 3 PFH C7 C6 SING Y N 4 PFH C7 N15 SING N N 5 PFH C7 N8 DOUB Y N 6 PFH C6 C3 DOUB Y N 7 PFH C6 C5 SING Y N 8 PFH C9 N10 DOUB Y N 9 PFH C9 N8 SING Y N 10 PFH C9 H9 SING N N 11 PFH C21 C24 DOUB Y N 12 PFH C21 C22 SING Y N 13 PFH C21 O20 SING N N 14 PFH C18 C17 SING N N 15 PFH C18 C19 SING N N 16 PFH C18 H181 SING N N 17 PFH C18 H182 SING N N 18 PFH C16 C17 SING N N 19 PFH C16 N15 SING N N 20 PFH C16 H161 SING N N 21 PFH C16 H162 SING N N 22 PFH C19 N15 SING N N 23 PFH C19 H191 SING N N 24 PFH C19 H192 SING N N 25 PFH C26 C27 DOUB Y N 26 PFH C26 C25 SING Y N 27 PFH C26 C23 SING Y N 28 PFH C14 O13 SING N N 29 PFH C14 H141 SING N N 30 PFH C14 H142 SING N N 31 PFH C14 H143 SING N N 32 PFH O13 C2 SING N N 33 PFH C2 C1 DOUB Y N 34 PFH C2 C3 SING Y N 35 PFH C1 O11 SING N N 36 PFH O11 C12 SING N N 37 PFH C12 H121 SING N N 38 PFH C12 H122 SING N N 39 PFH C12 H123 SING N N 40 PFH C3 H3 SING N N 41 PFH C5 N10 SING Y N 42 PFH C17 O20 SING N N 43 PFH C17 H17 SING N N 44 PFH C22 C23 DOUB Y N 45 PFH C22 H22 SING N N 46 PFH C23 H23 SING N N 47 PFH C27 C28 SING Y N 48 PFH C27 H27 SING N N 49 PFH C25 C30 DOUB Y N 50 PFH C25 C24 SING Y N 51 PFH C24 H24 SING N N 52 PFH C30 C29 SING Y N 53 PFH C30 H30 SING N N 54 PFH C29 C28 DOUB Y N 55 PFH C29 H29 SING N N 56 PFH C28 H28 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 PFH SMILES ACDLabs 10.04 "n1cnc(c2cc(OC)c(OC)cc12)N5CCC(Oc4cc3ccccc3cc4)C5" PFH SMILES_CANONICAL CACTVS 3.341 "COc1cc2ncnc(N3CC[C@H](C3)Oc4ccc5ccccc5c4)c2cc1OC" PFH SMILES CACTVS 3.341 "COc1cc2ncnc(N3CC[CH](C3)Oc4ccc5ccccc5c4)c2cc1OC" PFH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc2c(cc1OC)ncnc2[N@]3CC[C@H](C3)Oc4ccc5ccccc5c4" PFH SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc2c(cc1OC)ncnc2N3CCC(C3)Oc4ccc5ccccc5c4" PFH InChI InChI 1.03 "InChI=1S/C24H23N3O3/c1-28-22-12-20-21(13-23(22)29-2)25-15-26-24(20)27-10-9-19(14-27)30-18-8-7-16-5-3-4-6-17(16)11-18/h3-8,11-13,15,19H,9-10,14H2,1-2H3/t19-/m1/s1" PFH InChIKey InChI 1.03 UPTQSRGSSJRBKJ-LJQANCHMSA-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 PFH "SYSTEMATIC NAME" ACDLabs 10.04 "6,7-dimethoxy-4-[(3R)-3-(naphthalen-2-yloxy)pyrrolidin-1-yl]quinazoline" PFH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6,7-dimethoxy-4-[(1S,3R)-3-naphthalen-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 PFH "Create component" 2007-02-21 EBI PFH "Modify descriptor" 2011-06-04 RCSB #