data_FI4 # _chem_comp.id FI4 _chem_comp.name "(2S)-1-{[3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}propan-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H16 Cl F2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-11 _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 431.823 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FI4 _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 3FI4 _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 FI4 FAD FAD F 0 1 N N N 40.469 53.875 95.086 3.962 -0.126 2.248 FAD FI4 1 FI4 CAU CAU C 0 1 Y N N 39.789 54.163 93.961 4.571 -0.162 1.043 CAU FI4 2 FI4 CAL CAL C 0 1 Y N N 38.489 53.678 93.795 5.761 0.514 0.847 CAL FI4 3 FI4 CAT CAT C 0 1 Y N N 37.788 53.978 92.625 6.384 0.476 -0.389 CAT FI4 4 FI4 FAC FAC F 0 1 N N N 36.542 53.513 92.440 7.547 1.137 -0.579 FAC FI4 5 FI4 CAH CAH C 0 1 Y N N 38.376 54.757 91.634 5.817 -0.238 -1.430 CAH FI4 6 FI4 CAK CAK C 0 1 Y N N 39.669 55.243 91.799 4.628 -0.916 -1.238 CAK FI4 7 FI4 CAX CAX C 0 1 Y N N 40.374 54.944 92.962 4.004 -0.884 -0.001 CAX FI4 8 FI4 OAS OAS O 0 1 N N N 41.645 55.436 93.101 2.836 -1.554 0.191 OAS FI4 9 FI4 CAW CAW C 0 1 Y N N 42.742 54.617 92.983 1.678 -0.874 0.020 CAW FI4 10 FI4 NAP NAP N 0 1 Y N N 42.616 53.297 92.715 1.734 0.409 -0.285 NAP FI4 11 FI4 NAO NAO N 0 1 Y N N 43.972 55.154 93.148 0.530 -1.525 0.159 NAO FI4 12 FI4 CAZ CAZ C 0 1 Y N N 45.116 54.426 93.053 -0.633 -0.904 0.001 CAZ FI4 13 FI4 NAQ NAQ N 0 1 N N N 46.299 55.083 93.229 -1.825 -1.587 0.147 NAQ FI4 14 FI4 CAM CAM C 0 1 N N N 46.333 56.532 93.495 -1.817 -3.032 0.382 CAM FI4 15 FI4 CBD CBD C 0 1 N N S 45.946 57.242 92.171 -3.256 -3.537 0.507 CBD FI4 16 FI4 OAB OAB O 0 1 N N N 45.749 58.659 92.334 -3.932 -3.361 -0.739 OAB FI4 17 FI4 CAA CAA C 0 1 N N N 46.953 57.040 91.041 -3.246 -5.022 0.876 CAA FI4 18 FI4 CBC CBC C 0 1 Y N N 45.018 53.049 92.778 -0.623 0.465 -0.319 CBC FI4 19 FI4 CBB CBB C 0 1 Y N N 43.736 52.542 92.618 0.617 1.115 -0.462 CBB FI4 20 FI4 NAR NAR N 0 1 Y N N 43.763 51.228 92.357 0.349 2.414 -0.774 NAR FI4 21 FI4 NAN NAN N 0 1 Y N N 45.110 50.861 92.348 -1.036 2.603 -0.831 NAN FI4 22 FI4 CBA CBA C 0 1 Y N N 45.881 51.952 92.592 -1.651 1.475 -0.566 CBA FI4 23 FI4 CAY CAY C 0 1 Y N N 47.276 51.874 92.658 -3.118 1.262 -0.533 CAY FI4 24 FI4 CAV CAV C 0 1 Y N N 48.105 52.490 91.740 -3.918 2.032 0.312 CAV FI4 25 FI4 CLAE CLAE CL 0 0 N N N 47.383 53.455 90.430 -3.199 3.242 1.327 CLAE FI4 26 FI4 CAJ CAJ C 0 1 Y N N 47.847 51.113 93.681 -3.703 0.296 -1.350 CAJ FI4 27 FI4 CAG CAG C 0 1 Y N N 49.232 50.993 93.787 -5.069 0.102 -1.315 CAG FI4 28 FI4 CAF CAF C 0 1 Y N N 50.060 51.626 92.860 -5.858 0.864 -0.471 CAF FI4 29 FI4 CAI CAI C 0 1 Y N N 49.492 52.378 91.832 -5.284 1.828 0.338 CAI FI4 30 FI4 HAL HAL H 0 1 N N N 38.030 53.076 94.565 6.205 1.071 1.659 HAL FI4 31 FI4 HAH HAH H 0 1 N N N 37.827 54.985 90.733 6.305 -0.266 -2.394 HAH FI4 32 FI4 HAK HAK H 0 1 N N N 40.124 55.849 91.029 4.186 -1.473 -2.051 HAK FI4 33 FI4 HNAQ HNAQ H 0 0 N N N 46.734 54.652 94.019 -2.668 -1.109 0.094 HNAQ FI4 34 FI4 HAM HAM H 0 1 N N N 45.620 56.792 94.291 -1.327 -3.534 -0.452 HAM FI4 35 FI4 HAMA HAMA H 0 0 N N N 47.332 56.846 93.832 -1.276 -3.247 1.304 HAMA FI4 36 FI4 HBD HBD H 0 1 N N N 44.998 56.758 91.893 -3.773 -2.973 1.284 HBD FI4 37 FI4 HOAB HOAB H 0 0 N N N 45.706 58.869 93.260 -4.852 -3.660 -0.733 HOAB FI4 38 FI4 HAA HAA H 0 1 N N N 46.421 56.991 90.079 -2.729 -5.586 0.100 HAA FI4 39 FI4 HAAA HAAA H 0 0 N N N 47.661 57.882 91.026 -2.730 -5.156 1.827 HAAA FI4 40 FI4 HAAB HAAB H 0 0 N N N 47.503 56.101 91.203 -4.271 -5.381 0.965 HAAB FI4 41 FI4 HAJ HAJ H 0 1 N N N 47.210 50.613 94.396 -3.089 -0.299 -2.009 HAJ FI4 42 FI4 HAG HAG H 0 1 N N N 49.664 50.410 94.587 -5.523 -0.646 -1.947 HAG FI4 43 FI4 HAF HAF H 0 1 N N N 51.133 51.534 92.938 -6.926 0.709 -0.448 HAF FI4 44 FI4 HAI HAI H 0 1 N N N 50.124 52.872 91.109 -5.905 2.422 0.992 HAI FI4 45 FI4 H16 H16 H 0 1 N N N 42.977 50.630 92.200 1.015 3.102 -0.931 H16 FI4 46 # 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 FI4 FAD CAU SING N N 1 FI4 CAU CAL DOUB Y N 2 FI4 CAU CAX SING Y N 3 FI4 CAL CAT SING Y N 4 FI4 CAL HAL SING N N 5 FI4 CAT FAC SING N N 6 FI4 CAT CAH DOUB Y N 7 FI4 CAH CAK SING Y N 8 FI4 CAH HAH SING N N 9 FI4 CAK CAX DOUB Y N 10 FI4 CAK HAK SING N N 11 FI4 CAX OAS SING N N 12 FI4 OAS CAW SING N N 13 FI4 CAW NAP DOUB Y N 14 FI4 CAW NAO SING Y N 15 FI4 NAP CBB SING Y N 16 FI4 NAO CAZ DOUB Y N 17 FI4 CAZ NAQ SING N N 18 FI4 CAZ CBC SING Y N 19 FI4 NAQ CAM SING N N 20 FI4 NAQ HNAQ SING N N 21 FI4 CAM CBD SING N N 22 FI4 CAM HAM SING N N 23 FI4 CAM HAMA SING N N 24 FI4 CBD OAB SING N N 25 FI4 CBD CAA SING N N 26 FI4 CBD HBD SING N N 27 FI4 OAB HOAB SING N N 28 FI4 CAA HAA SING N N 29 FI4 CAA HAAA SING N N 30 FI4 CAA HAAB SING N N 31 FI4 CBC CBB DOUB Y N 32 FI4 CBC CBA SING Y N 33 FI4 CBB NAR SING Y N 34 FI4 NAR NAN SING Y N 35 FI4 NAN CBA DOUB Y N 36 FI4 CBA CAY SING Y N 37 FI4 CAY CAV DOUB Y N 38 FI4 CAY CAJ SING Y N 39 FI4 CAV CLAE SING N N 40 FI4 CAV CAI SING Y N 41 FI4 CAJ CAG DOUB Y N 42 FI4 CAJ HAJ SING N N 43 FI4 CAG CAF SING Y N 44 FI4 CAG HAG SING N N 45 FI4 CAF CAI DOUB Y N 46 FI4 CAF HAF SING N N 47 FI4 CAI HAI SING N N 48 FI4 NAR H16 SING N N 49 # 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 FI4 SMILES ACDLabs 10.04 "Fc4ccc(Oc1nc2c(c(n1)NCC(O)C)c(nn2)c3ccccc3Cl)c(F)c4" FI4 SMILES_CANONICAL CACTVS 3.341 "C[C@H](O)CNc1nc(Oc2ccc(F)cc2F)nc3[nH]nc(c4ccccc4Cl)c13" FI4 SMILES CACTVS 3.341 "C[CH](O)CNc1nc(Oc2ccc(F)cc2F)nc3[nH]nc(c4ccccc4Cl)c13" FI4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](CNc1c2c(n[nH]c2nc(n1)Oc3ccc(cc3F)F)c4ccccc4Cl)O" FI4 SMILES "OpenEye OEToolkits" 1.5.0 "CC(CNc1c2c(n[nH]c2nc(n1)Oc3ccc(cc3F)F)c4ccccc4Cl)O" FI4 InChI InChI 1.03 "InChI=1S/C20H16ClF2N5O2/c1-10(29)9-24-18-16-17(12-4-2-3-5-13(12)21)27-28-19(16)26-20(25-18)30-15-7-6-11(22)8-14(15)23/h2-8,10,29H,9H2,1H3,(H2,24,25,26,27,28)/t10-/m0/s1" FI4 InChIKey InChI 1.03 ULOWCFSJXCABBL-JTQLQIEISA-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 FI4 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-{[3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}propan-2-ol" FI4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[[3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[4,5-e]pyrimidin-4-yl]amino]propan-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FI4 "Create component" 2008-12-11 RCSB FI4 "Modify aromatic_flag" 2011-06-04 RCSB FI4 "Modify descriptor" 2011-06-04 RCSB #