data_DXH # _chem_comp.id DXH _chem_comp.name "4-methyl-3-[(1-methyl-6-pyridin-3-yl-pyrazolo[3,4-d]pyrimidin-4-yl)amino]-~{N}-[3-(trifluoromethyl)phenyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H20 F3 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-05 _chem_comp.pdbx_modified_date 2018-08-03 _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 503.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DXH _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 6FNF _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 DXH C01 C1 C 0 1 N N N -82.142 -22.359 84.367 -2.588 4.841 1.085 C01 DXH 1 DXH C02 C2 C 0 1 Y N N -82.721 -21.306 85.278 -1.541 3.787 0.831 C02 DXH 2 DXH C03 C3 C 0 1 Y N N -82.568 -19.949 84.974 -1.906 2.571 0.265 C03 DXH 3 DXH C04 C4 C 0 1 Y N N -83.106 -19.008 85.781 -0.945 1.600 0.030 C04 DXH 4 DXH C05 C5 C 0 1 Y N N -83.798 -19.381 86.878 0.387 1.848 0.363 C05 DXH 5 DXH C06 C6 C 0 1 Y N N -83.977 -20.702 87.181 0.742 3.073 0.932 C06 DXH 6 DXH C07 C7 C 0 1 Y N N -83.430 -21.684 86.362 -0.221 4.035 1.156 C07 DXH 7 DXH C08 C8 C 0 1 N N N -84.385 -18.242 87.714 1.418 0.818 0.117 C08 DXH 8 DXH O09 O1 O 0 1 N N N -84.020 -17.179 87.601 1.123 -0.211 -0.461 O09 DXH 9 DXH N10 N1 N 0 1 N N N -85.479 -18.605 88.620 2.684 1.018 0.533 N10 DXH 10 DXH C11 C9 C 0 1 Y N N -86.121 -17.624 89.392 3.680 0.090 0.214 C11 DXH 11 DXH C12 C10 C 0 1 Y N N -86.443 -17.930 90.684 3.376 -1.265 0.159 C12 DXH 12 DXH C13 C11 C 0 1 Y N N -87.115 -17.009 91.449 4.362 -2.180 -0.156 C13 DXH 13 DXH C14 C12 C 0 1 Y N N -87.436 -15.800 90.941 5.650 -1.748 -0.416 C14 DXH 14 DXH C15 C13 C 0 1 Y N N -87.125 -15.499 89.654 5.955 -0.401 -0.361 C15 DXH 15 DXH C16 C14 C 0 1 Y N N -86.439 -16.450 88.856 4.973 0.520 -0.052 C16 DXH 16 DXH C17 C15 C 0 1 N N N -87.501 -14.134 89.126 7.360 0.064 -0.645 C17 DXH 17 DXH F18 F1 F 0 1 N N N -86.536 -13.353 89.536 8.168 -1.040 -0.936 F18 DXH 18 DXH F19 F2 F 0 1 N N N -88.623 -13.635 89.630 7.351 0.937 -1.739 F19 DXH 19 DXH F20 F3 F 0 1 N N N -87.638 -14.112 87.830 7.867 0.729 0.477 F20 DXH 20 DXH N21 N2 N 0 1 N N N -81.866 -19.437 83.805 -3.242 2.327 -0.067 N21 DXH 21 DXH C22 C16 C 0 1 Y N N -80.412 -19.227 83.778 -3.712 1.028 -0.133 C22 DXH 22 DXH N23 N3 N 0 1 Y N N -79.723 -19.501 84.820 -2.945 0.010 0.234 N23 DXH 23 DXH C24 C17 C 0 1 Y N N -78.439 -19.323 84.840 -3.389 -1.242 0.173 C24 DXH 24 DXH N25 N4 N 0 1 Y N N -77.753 -18.873 83.832 -4.605 -1.543 -0.251 N25 DXH 25 DXH C26 C18 C 0 1 Y N N -78.368 -18.551 82.709 -5.444 -0.586 -0.639 C26 DXH 26 DXH C27 C19 C 0 1 Y N N -79.714 -18.710 82.635 -5.018 0.757 -0.587 C27 DXH 27 DXH C28 C20 C 0 1 Y N N -80.060 -18.280 81.366 -6.091 1.548 -1.049 C28 DXH 28 DXH N29 N5 N 0 1 Y N N -78.959 -17.904 80.757 -7.083 0.762 -1.355 N29 DXH 29 DXH N30 N6 N 0 1 Y N N -77.958 -18.054 81.555 -6.724 -0.569 -1.112 N30 DXH 30 DXH C31 C21 C 0 1 N N N -76.621 -17.747 81.214 -7.572 -1.743 -1.334 C31 DXH 31 DXH C32 C22 C 0 1 Y N N -77.700 -19.699 86.100 -2.488 -2.341 0.595 C32 DXH 32 DXH C33 C23 C 0 1 Y N N -78.408 -20.214 87.153 -2.873 -3.671 0.443 C33 DXH 33 DXH N34 N7 N 0 1 Y N N -77.796 -20.547 88.220 -2.073 -4.648 0.817 N34 DXH 34 DXH C35 C24 C 0 1 Y N N -76.516 -20.407 88.339 -0.888 -4.413 1.346 C35 DXH 35 DXH C36 C25 C 0 1 Y N N -75.740 -19.889 87.323 -0.433 -3.121 1.531 C36 DXH 36 DXH C37 C26 C 0 1 Y N N -76.349 -19.520 86.173 -1.235 -2.059 1.148 C37 DXH 37 DXH H1 H1 H 0 1 N N N -81.123 -22.611 84.697 -2.682 5.479 0.207 H1 DXH 38 DXH H2 H2 H 0 1 N N N -82.772 -23.260 84.402 -3.546 4.360 1.289 H2 DXH 39 DXH H3 H3 H 0 1 N N N -82.109 -21.974 83.337 -2.295 5.444 1.944 H3 DXH 40 DXH H4 H4 H 0 1 N N N -82.983 -17.961 85.549 -1.226 0.654 -0.409 H4 DXH 41 DXH H5 H5 H 0 1 N N N -84.543 -20.983 88.057 1.772 3.269 1.191 H5 DXH 42 DXH H6 H6 H 0 1 N N N -83.570 -22.730 86.590 0.057 4.984 1.591 H6 DXH 43 DXH H7 H7 H 0 1 N N N -85.770 -19.559 88.689 2.904 1.807 1.052 H7 DXH 44 DXH H8 H8 H 0 1 N N N -86.171 -18.889 91.100 2.371 -1.602 0.362 H8 DXH 45 DXH H9 H9 H 0 1 N N N -87.389 -17.253 92.465 4.127 -3.233 -0.199 H9 DXH 46 DXH H10 H10 H 0 1 N N N -87.940 -15.072 91.559 6.419 -2.466 -0.662 H10 DXH 47 DXH H11 H11 H 0 1 N N N -86.180 -16.224 87.832 5.211 1.572 -0.014 H11 DXH 48 DXH H12 H12 H 0 1 N N N -82.396 -19.219 82.986 -3.840 3.069 -0.250 H12 DXH 49 DXH H13 H13 H 0 1 N N N -81.057 -18.258 80.951 -6.090 2.625 -1.133 H13 DXH 50 DXH H14 H14 H 0 1 N N N -76.583 -17.369 80.182 -7.424 -2.112 -2.348 H14 DXH 51 DXH H15 H15 H 0 1 N N N -76.235 -16.978 81.900 -7.307 -2.523 -0.620 H15 DXH 52 DXH H16 H16 H 0 1 N N N -76.004 -18.654 81.296 -8.618 -1.466 -1.197 H16 DXH 53 DXH H17 H17 H 0 1 N N N -79.478 -20.337 87.080 -3.837 -3.904 0.014 H17 DXH 54 DXH H18 H18 H 0 1 N N N -76.040 -20.705 89.262 -0.263 -5.244 1.640 H18 DXH 55 DXH H19 H19 H 0 1 N N N -74.672 -19.781 87.443 0.539 -2.941 1.966 H19 DXH 56 DXH H20 H20 H 0 1 N N N -75.791 -19.102 85.349 -0.903 -1.040 1.277 H20 DXH 57 # 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 DXH N29 C28 DOUB Y N 1 DXH N29 N30 SING Y N 2 DXH C31 N30 SING N N 3 DXH C28 C27 SING Y N 4 DXH N30 C26 SING Y N 5 DXH C27 C26 DOUB Y N 6 DXH C27 C22 SING Y N 7 DXH C26 N25 SING Y N 8 DXH C22 N21 SING N N 9 DXH C22 N23 DOUB Y N 10 DXH N21 C03 SING N N 11 DXH N25 C24 DOUB Y N 12 DXH C01 C02 SING N N 13 DXH N23 C24 SING Y N 14 DXH C24 C32 SING N N 15 DXH C03 C02 DOUB Y N 16 DXH C03 C04 SING Y N 17 DXH C02 C07 SING Y N 18 DXH C04 C05 DOUB Y N 19 DXH C32 C37 DOUB Y N 20 DXH C32 C33 SING Y N 21 DXH C37 C36 SING Y N 22 DXH C07 C06 DOUB Y N 23 DXH C05 C06 SING Y N 24 DXH C05 C08 SING N N 25 DXH C33 N34 DOUB Y N 26 DXH C36 C35 DOUB Y N 27 DXH O09 C08 DOUB N N 28 DXH C08 N10 SING N N 29 DXH F20 C17 SING N N 30 DXH N34 C35 SING Y N 31 DXH N10 C11 SING N N 32 DXH C16 C11 DOUB Y N 33 DXH C16 C15 SING Y N 34 DXH C17 F18 SING N N 35 DXH C17 F19 SING N N 36 DXH C17 C15 SING N N 37 DXH C11 C12 SING Y N 38 DXH C15 C14 DOUB Y N 39 DXH C12 C13 DOUB Y N 40 DXH C14 C13 SING Y N 41 DXH C01 H1 SING N N 42 DXH C01 H2 SING N N 43 DXH C01 H3 SING N N 44 DXH C04 H4 SING N N 45 DXH C06 H5 SING N N 46 DXH C07 H6 SING N N 47 DXH N10 H7 SING N N 48 DXH C12 H8 SING N N 49 DXH C13 H9 SING N N 50 DXH C14 H10 SING N N 51 DXH C16 H11 SING N N 52 DXH N21 H12 SING N N 53 DXH C28 H13 SING N N 54 DXH C31 H14 SING N N 55 DXH C31 H15 SING N N 56 DXH C31 H16 SING N N 57 DXH C33 H17 SING N N 58 DXH C35 H18 SING N N 59 DXH C36 H19 SING N N 60 DXH C37 H20 SING N N 61 # 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 DXH InChI InChI 1.03 "InChI=1S/C26H20F3N7O/c1-15-8-9-16(25(37)32-19-7-3-6-18(12-19)26(27,28)29)11-21(15)33-23-20-14-31-36(2)24(20)35-22(34-23)17-5-4-10-30-13-17/h3-14H,1-2H3,(H,32,37)(H,33,34,35)" DXH InChIKey InChI 1.03 ZCCPLJOKGAACRT-UHFFFAOYSA-N DXH SMILES_CANONICAL CACTVS 3.385 "Cn1ncc2c(Nc3cc(ccc3C)C(=O)Nc4cccc(c4)C(F)(F)F)nc(nc12)c5cccnc5" DXH SMILES CACTVS 3.385 "Cn1ncc2c(Nc3cc(ccc3C)C(=O)Nc4cccc(c4)C(F)(F)F)nc(nc12)c5cccnc5" DXH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1Nc2c3cnn(c3nc(n2)c4cccnc4)C)C(=O)Nc5cccc(c5)C(F)(F)F" DXH SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1Nc2c3cnn(c3nc(n2)c4cccnc4)C)C(=O)Nc5cccc(c5)C(F)(F)F" # 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 DXH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-methyl-3-[(1-methyl-6-pyridin-3-yl-pyrazolo[3,4-d]pyrimidin-4-yl)amino]-~{N}-[3-(trifluoromethyl)phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DXH "Create component" 2018-02-05 EBI DXH "Initial release" 2018-08-08 RCSB #