data_FL4 # _chem_comp.id FL4 _chem_comp.name "6-(2,4-difluorophenoxy)-3-(2-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H12 F2 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-19 _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 338.311 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FL4 _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 3FL4 _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 FL4 C4 C4 C 0 1 Y N N 38.225 54.315 92.742 5.235 -1.356 0.524 C4 DRG 1 FL4 C14 C14 C 0 1 Y N N 44.037 52.706 92.644 -1.013 2.047 -0.132 C14 DRG 2 FL4 C5 C5 C 0 1 Y N N 38.809 55.064 91.718 4.822 -0.606 1.612 C5 DRG 3 FL4 C6 C6 C 0 1 Y N N 40.120 55.525 91.861 3.904 0.414 1.442 C6 DRG 4 FL4 C10 C10 C 0 1 Y N N 43.195 54.827 93.077 1.181 1.362 -0.027 C10 DRG 5 FL4 C12 C12 C 0 1 Y N N 45.529 54.460 93.294 -0.426 -0.293 -0.035 C12 DRG 6 FL4 C13 C13 C 0 1 Y N N 45.314 53.135 92.926 -1.411 0.694 -0.104 C13 DRG 7 FL4 C3 C3 C 0 1 Y N N 38.949 54.024 93.897 4.730 -1.085 -0.737 C3 DRG 8 FL4 F8 F8 F 0 1 N N N 36.971 53.851 92.616 6.135 -2.349 0.692 F8 DRG 9 FL4 C2 C2 C 0 1 Y N N 40.256 54.484 94.031 3.813 -0.066 -0.911 C2 DRG 10 FL4 F7 F7 F 0 1 N N N 40.942 54.197 95.148 3.321 0.199 -2.141 F7 DRG 11 FL4 C1 C1 C 0 1 Y N N 40.844 55.240 93.020 3.397 0.687 0.181 C1 DRG 12 FL4 O9 O9 O 0 1 N N N 42.136 55.697 93.158 2.494 1.690 0.013 O9 DRG 13 FL4 N11 N11 N 0 1 Y N N 44.456 55.270 93.357 0.840 0.079 0.001 N11 DRG 14 FL4 N15 N15 N 0 1 Y N N 42.971 53.534 92.714 0.286 2.331 -0.092 N15 DRG 15 FL4 N18 N18 N 0 1 Y N N 44.044 51.403 92.310 -2.153 2.792 -0.205 N18 DRG 16 FL4 N17 N17 N 0 1 Y N N 45.378 50.947 92.368 -3.264 1.944 -0.225 N17 DRG 17 FL4 C16 C16 C 0 1 Y N N 46.203 51.958 92.737 -2.875 0.693 -0.160 C16 DRG 18 FL4 C19 C19 C 0 1 Y N N 47.685 51.841 92.911 -3.753 -0.501 -0.156 C19 DRG 19 FL4 C24 C24 C 0 1 Y N N 48.583 52.627 92.197 -4.856 -0.555 0.694 C24 DRG 20 FL4 CL1 CL1 C 0 1 N N N 48.010 53.858 91.033 -5.160 0.601 1.612 CL1 DRG 21 FL4 C20 C20 C 0 1 Y N N 48.173 50.892 93.810 -3.482 -1.572 -1.006 C20 DRG 22 FL4 C21 C21 C 0 1 Y N N 49.547 50.736 94.002 -4.303 -2.681 -0.998 C21 DRG 23 FL4 C22 C22 C 0 1 Y N N 50.442 51.531 93.290 -5.394 -2.731 -0.149 C22 DRG 24 FL4 C23 C23 C 0 1 Y N N 49.958 52.473 92.387 -5.671 -1.669 0.693 C23 DRG 25 FL4 H5 H5 H 0 1 N N N 38.250 55.286 90.821 5.216 -0.819 2.594 H5 DRG 26 FL4 H6 H6 H 0 1 N N N 40.575 56.104 91.071 3.582 0.997 2.292 H6 DRG 27 FL4 H12 H12 H 0 1 N N N 46.520 54.825 93.521 -0.695 -1.339 -0.012 H12 DRG 28 FL4 H3 H3 H 0 1 N N N 38.497 53.443 94.687 5.054 -1.671 -1.585 H3 DRG 29 FL4 HN18 HN18 H 0 0 N N N 43.245 50.854 92.064 -2.187 3.761 -0.238 HN18 DRG 30 FL4 HL1 HL1 H 0 1 N N N 47.892 54.823 91.547 -5.816 1.307 1.103 HL1 DRG 31 FL4 HL1A HL1A H 0 0 N N N 48.743 53.963 90.220 -5.652 0.232 2.512 HL1A DRG 32 FL4 HL1B HL1B H 0 0 N N N 47.042 53.545 90.616 -4.231 1.102 1.885 HL1B DRG 33 FL4 H20 H20 H 0 1 N N N 47.482 50.273 94.362 -2.631 -1.534 -1.670 H20 DRG 34 FL4 H21 H21 H 0 1 N N N 49.915 50.000 94.701 -4.094 -3.511 -1.657 H21 DRG 35 FL4 H22 H22 H 0 1 N N N 51.506 51.417 93.438 -6.034 -3.601 -0.146 H22 DRG 36 FL4 H23 H23 H 0 1 N N N 50.649 53.088 91.830 -6.526 -1.712 1.352 H23 DRG 37 # 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 FL4 C4 C5 DOUB Y N 1 FL4 C4 C3 SING Y N 2 FL4 C4 F8 SING N N 3 FL4 C14 C13 DOUB Y N 4 FL4 C14 N15 SING Y N 5 FL4 C14 N18 SING Y N 6 FL4 C5 C6 SING Y N 7 FL4 C6 C1 DOUB Y N 8 FL4 C10 O9 SING N N 9 FL4 C10 N11 SING Y N 10 FL4 C10 N15 DOUB Y N 11 FL4 C12 C13 SING Y N 12 FL4 C12 N11 DOUB Y N 13 FL4 C13 C16 SING Y N 14 FL4 C3 C2 DOUB Y N 15 FL4 C2 F7 SING N N 16 FL4 C2 C1 SING Y N 17 FL4 C1 O9 SING N N 18 FL4 N18 N17 SING Y N 19 FL4 N17 C16 DOUB Y N 20 FL4 C16 C19 SING Y N 21 FL4 C19 C24 DOUB Y N 22 FL4 C19 C20 SING Y N 23 FL4 C24 CL1 SING N N 24 FL4 C24 C23 SING Y N 25 FL4 C20 C21 DOUB Y N 26 FL4 C21 C22 SING Y N 27 FL4 C22 C23 DOUB Y N 28 FL4 C5 H5 SING N N 29 FL4 C6 H6 SING N N 30 FL4 C12 H12 SING N N 31 FL4 C3 H3 SING N N 32 FL4 N18 HN18 SING N N 33 FL4 CL1 HL1 SING N N 34 FL4 CL1 HL1A SING N N 35 FL4 CL1 HL1B SING N N 36 FL4 C20 H20 SING N N 37 FL4 C21 H21 SING N N 38 FL4 C22 H22 SING N N 39 FL4 C23 H23 SING N N 40 # 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 FL4 SMILES ACDLabs 10.04 "Fc4ccc(Oc1ncc2c(n1)nnc2c3ccccc3C)c(F)c4" FL4 SMILES_CANONICAL CACTVS 3.341 "Cc1ccccc1c2n[nH]c3nc(Oc4ccc(F)cc4F)ncc23" FL4 SMILES CACTVS 3.341 "Cc1ccccc1c2n[nH]c3nc(Oc4ccc(F)cc4F)ncc23" FL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1c2c3cnc(nc3[nH]n2)Oc4ccc(cc4F)F" FL4 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1c2c3cnc(nc3[nH]n2)Oc4ccc(cc4F)F" FL4 InChI InChI 1.03 "InChI=1S/C18H12F2N4O/c1-10-4-2-3-5-12(10)16-13-9-21-18(22-17(13)24-23-16)25-15-7-6-11(19)8-14(15)20/h2-9H,1H3,(H,21,22,23,24)" FL4 InChIKey InChI 1.03 MWRHZZFHXSJLGY-UHFFFAOYSA-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 FL4 "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,4-difluorophenoxy)-3-(2-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidine" FL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-3-(2-methylphenyl)-1H-pyrazolo[5,4-d]pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FL4 "Create component" 2008-12-19 RCSB FL4 "Modify aromatic_flag" 2011-06-04 RCSB FL4 "Modify descriptor" 2011-06-04 RCSB #