data_4A9 # _chem_comp.id 4A9 _chem_comp.name "2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-N-(3-{[3-(trifluoromethyl)benzoyl]amino}phenyl)-1,3-thiazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H29 F3 N8 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-19 _chem_comp.pdbx_modified_date 2016-02-26 _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 626.653 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4A9 _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 4YBJ _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 4A9 O2 O1 O 0 1 N N N 18.411 6.419 95.895 5.924 -0.100 -0.410 O2 4A9 1 4A9 C7 C1 C 0 1 N N N 19.018 7.345 95.389 6.884 0.389 0.153 C7 4A9 2 4A9 C8 C2 C 0 1 Y N N 20.055 7.107 94.337 8.110 -0.412 0.355 C8 4A9 3 4A9 C14 C3 C 0 1 Y N N 21.391 7.480 94.556 9.216 0.149 0.996 C14 4A9 4 4A9 C13 C4 C 0 1 Y N N 22.355 7.272 93.562 10.357 -0.603 1.181 C13 4A9 5 4A9 C12 C5 C 0 1 Y N N 22.002 6.639 92.370 10.407 -1.912 0.734 C12 4A9 6 4A9 C10 C6 C 0 1 Y N N 20.664 6.239 92.170 9.314 -2.474 0.097 C10 4A9 7 4A9 C11 C7 C 0 1 N N N 20.340 5.460 90.911 9.378 -3.899 -0.387 C11 4A9 8 4A9 F3 F1 F 0 1 N N N 21.241 5.604 89.929 8.379 -4.650 0.242 F3 4A9 9 4A9 F2 F2 F 0 1 N N N 19.165 5.816 90.373 9.182 -3.930 -1.772 F2 4A9 10 4A9 F1 F3 F 0 1 N N N 20.264 4.140 91.083 10.631 -4.441 -0.081 F1 4A9 11 4A9 C9 C8 C 0 1 Y N N 19.674 6.489 93.137 8.165 -1.733 -0.090 C9 4A9 12 4A9 N2 N1 N 0 1 N N N 18.833 8.701 95.720 6.832 1.664 0.588 N2 4A9 13 4A9 C6 C9 C 0 1 Y N N 17.928 9.270 96.669 5.720 2.458 0.294 C6 4A9 14 4A9 C5 C10 C 0 1 Y N N 18.222 10.474 97.333 5.881 3.815 0.040 C5 4A9 15 4A9 C4 C11 C 0 1 Y N N 17.290 11.020 98.221 4.783 4.600 -0.251 C4 4A9 16 4A9 C3 C12 C 0 1 Y N N 16.074 10.412 98.486 3.520 4.040 -0.289 C3 4A9 17 4A9 C15 C13 C 0 1 Y N N 16.680 8.632 96.923 4.454 1.892 0.252 C15 4A9 18 4A9 C2 C14 C 0 1 Y N N 15.779 9.217 97.831 3.352 2.685 -0.035 C2 4A9 19 4A9 N1 N2 N 0 1 N N N 14.561 8.559 98.053 2.074 2.118 -0.079 N1 4A9 20 4A9 C1 C15 C 0 1 N N N 14.457 7.329 98.708 0.996 2.859 0.247 C1 4A9 21 4A9 O1 O2 O 0 1 N N N 15.413 6.727 99.181 1.141 3.993 0.665 O1 4A9 22 4A9 C16 C16 C 0 1 Y N N 13.092 6.825 98.812 -0.347 2.301 0.099 C16 4A9 23 4A9 C17 C17 C 0 1 Y N N 12.078 7.033 97.898 -1.522 2.940 0.385 C17 4A9 24 4A9 N3 N3 N 0 1 Y N N 10.871 6.422 98.235 -2.589 2.217 0.163 N3 4A9 25 4A9 C18 C18 C 0 1 Y N N 11.044 5.758 99.404 -2.409 1.010 -0.290 C18 4A9 26 4A9 S S1 S 0 1 Y N N 12.617 5.872 100.104 -0.742 0.687 -0.488 S 4A9 27 4A9 N4 N4 N 0 1 N N N 9.955 5.043 99.951 -3.422 0.117 -0.577 N4 4A9 28 4A9 C19 C19 C 0 1 Y N N 9.978 4.286 101.135 -4.748 0.521 -0.490 C19 4A9 29 4A9 C29 C20 C 0 1 Y N N 8.779 3.644 101.555 -5.778 -0.397 -0.669 C29 4A9 30 4A9 C22 C21 C 0 1 Y N N 8.894 2.780 102.674 -7.091 0.058 -0.571 C22 4A9 31 4A9 N6 N5 N 0 1 Y N N 10.090 2.583 103.362 -7.311 1.345 -0.312 N6 4A9 32 4A9 C20 C22 C 0 1 Y N N 11.174 3.273 102.899 -6.307 2.183 -0.149 C20 4A9 33 4A9 C21 C23 C 0 1 N N N 12.445 3.102 103.685 -6.603 3.632 0.143 C21 4A9 34 4A9 N5 N6 N 0 1 Y N N 11.187 4.109 101.816 -5.052 1.791 -0.229 N5 4A9 35 4A9 N7 N7 N 0 1 N N N 7.810 1.999 103.164 -8.153 -0.817 -0.742 N7 4A9 36 4A9 C28 C24 C 0 1 N N N 6.569 1.749 102.416 -8.060 -1.946 0.193 C28 4A9 37 4A9 C27 C25 C 0 1 N N N 5.477 2.474 103.188 -9.203 -2.927 -0.080 C27 4A9 38 4A9 N8 N8 N 0 1 N N N 5.367 1.867 104.552 -10.488 -2.229 0.066 N8 4A9 39 4A9 C24 C26 C 0 1 N N N 6.663 2.012 105.284 -10.581 -1.100 -0.869 C24 4A9 40 4A9 C23 C27 C 0 1 N N N 7.765 1.344 104.476 -9.438 -0.120 -0.596 C23 4A9 41 4A9 C25 C28 C 0 1 N N N 4.177 2.346 105.345 -11.614 -3.156 -0.115 C25 4A9 42 4A9 C26 C29 C 0 1 N N N 4.140 3.845 105.564 -11.771 -4.019 1.140 C26 4A9 43 4A9 O3 O3 O 0 1 N N N 4.991 4.222 106.632 -12.122 -3.188 2.248 O3 4A9 44 4A9 H10 H1 H 0 1 N N N 21.676 7.929 95.496 9.179 1.171 1.346 H10 4A9 45 4A9 H9 H2 H 0 1 N N N 23.372 7.602 93.718 11.213 -0.171 1.677 H9 4A9 46 4A9 H8 H3 H 0 1 N N N 22.745 6.457 91.608 11.302 -2.497 0.882 H8 4A9 47 4A9 H7 H4 H 0 1 N N N 18.645 6.212 92.960 7.313 -2.173 -0.587 H7 4A9 48 4A9 H6 H5 H 0 1 N N N 19.410 9.351 95.226 7.567 2.030 1.105 H6 4A9 49 4A9 H5 H6 H 0 1 N N N 19.163 10.975 97.158 6.867 4.255 0.069 H5 4A9 50 4A9 H4 H7 H 0 1 N N N 17.527 11.949 98.718 4.911 5.654 -0.448 H4 4A9 51 4A9 H3 H8 H 0 1 N N N 15.374 10.851 99.181 2.663 4.657 -0.517 H3 4A9 52 4A9 H11 H9 H 0 1 N N N 16.428 7.708 96.423 4.326 0.837 0.445 H11 4A9 53 4A9 H2 H10 H 0 1 N N N 13.722 8.993 97.725 1.963 1.191 -0.344 H2 4A9 54 4A9 H12 H11 H 0 1 N N N 12.209 7.618 97.000 -1.564 3.951 0.761 H12 4A9 55 4A9 H13 H12 H 0 1 N N N 9.090 5.079 99.451 -3.208 -0.792 -0.839 H13 4A9 56 4A9 H30 H13 H 0 1 N N N 7.837 3.805 101.051 -5.566 -1.435 -0.878 H30 4A9 57 4A9 H15 H14 H 0 1 N N N 13.239 3.717 103.237 -6.670 3.778 1.221 H15 4A9 58 4A9 H16 H15 H 0 1 N N N 12.278 3.420 104.725 -5.805 4.254 -0.260 H16 4A9 59 4A9 H14 H16 H 0 1 N N N 12.747 2.044 103.669 -7.550 3.909 -0.320 H14 4A9 60 4A9 H29 H17 H 0 1 N N N 6.648 2.149 101.395 -7.105 -2.454 0.057 H29 4A9 61 4A9 H28 H18 H 0 1 N N N 6.357 0.670 102.372 -8.134 -1.578 1.217 H28 4A9 62 4A9 H27 H19 H 0 1 N N N 5.733 3.540 103.277 -9.114 -3.316 -1.094 H27 4A9 63 4A9 H26 H20 H 0 1 N N N 4.518 2.370 102.659 -9.153 -3.751 0.632 H26 4A9 64 4A9 H19 H22 H 0 1 N N N 6.585 1.531 106.270 -10.507 -1.468 -1.893 H19 4A9 65 4A9 H20 H23 H 0 1 N N N 6.896 3.079 105.414 -11.536 -0.592 -0.733 H20 4A9 66 4A9 H18 H24 H 0 1 N N N 7.544 0.273 104.354 -9.527 0.269 0.418 H18 4A9 67 4A9 H17 H25 H 0 1 N N N 8.731 1.463 104.988 -9.488 0.705 -1.308 H17 4A9 68 4A9 H22 H26 H 0 1 N N N 3.263 2.053 104.807 -12.529 -2.588 -0.282 H22 4A9 69 4A9 H21 H27 H 0 1 N N N 4.197 1.854 106.329 -11.422 -3.797 -0.975 H21 4A9 70 4A9 H23 H28 H 0 1 N N N 4.470 4.351 104.645 -12.555 -4.758 0.976 H23 4A9 71 4A9 H24 H29 H 0 1 N N N 3.110 4.149 105.800 -10.830 -4.528 1.350 H24 4A9 72 4A9 H25 H30 H 0 1 N N N 4.952 5.164 106.751 -12.238 -3.669 3.079 H25 4A9 73 # 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 4A9 F3 C11 SING N N 1 4A9 F2 C11 SING N N 2 4A9 C11 F1 SING N N 3 4A9 C11 C10 SING N N 4 4A9 C10 C12 DOUB Y N 5 4A9 C10 C9 SING Y N 6 4A9 C12 C13 SING Y N 7 4A9 C9 C8 DOUB Y N 8 4A9 C13 C14 DOUB Y N 9 4A9 C8 C14 SING Y N 10 4A9 C8 C7 SING N N 11 4A9 C7 N2 SING N N 12 4A9 C7 O2 DOUB N N 13 4A9 N2 C6 SING N N 14 4A9 C6 C15 DOUB Y N 15 4A9 C6 C5 SING Y N 16 4A9 C15 C2 SING Y N 17 4A9 C5 C4 DOUB Y N 18 4A9 C2 N1 SING N N 19 4A9 C2 C3 DOUB Y N 20 4A9 C17 N3 SING Y N 21 4A9 C17 C16 DOUB Y N 22 4A9 N1 C1 SING N N 23 4A9 C4 C3 SING Y N 24 4A9 N3 C18 DOUB Y N 25 4A9 C1 C16 SING N N 26 4A9 C1 O1 DOUB N N 27 4A9 C16 S SING Y N 28 4A9 C18 N4 SING N N 29 4A9 C18 S SING Y N 30 4A9 N4 C19 SING N N 31 4A9 C19 C29 DOUB Y N 32 4A9 C19 N5 SING Y N 33 4A9 C29 C22 SING Y N 34 4A9 N5 C20 DOUB Y N 35 4A9 C28 N7 SING N N 36 4A9 C28 C27 SING N N 37 4A9 C22 N7 SING N N 38 4A9 C22 N6 DOUB Y N 39 4A9 C20 N6 SING Y N 40 4A9 C20 C21 SING N N 41 4A9 N7 C23 SING N N 42 4A9 C27 N8 SING N N 43 4A9 C23 C24 SING N N 44 4A9 N8 C24 SING N N 45 4A9 N8 C25 SING N N 46 4A9 C25 C26 SING N N 47 4A9 C26 O3 SING N N 48 4A9 C14 H10 SING N N 49 4A9 C13 H9 SING N N 50 4A9 C12 H8 SING N N 51 4A9 C9 H7 SING N N 52 4A9 N2 H6 SING N N 53 4A9 C5 H5 SING N N 54 4A9 C4 H4 SING N N 55 4A9 C3 H3 SING N N 56 4A9 C15 H11 SING N N 57 4A9 N1 H2 SING N N 58 4A9 C17 H12 SING N N 59 4A9 N4 H13 SING N N 60 4A9 C29 H30 SING N N 61 4A9 C21 H15 SING N N 62 4A9 C21 H16 SING N N 63 4A9 C21 H14 SING N N 64 4A9 C28 H29 SING N N 65 4A9 C28 H28 SING N N 66 4A9 C27 H27 SING N N 67 4A9 C27 H26 SING N N 68 4A9 C24 H19 SING N N 69 4A9 C24 H20 SING N N 70 4A9 C23 H18 SING N N 71 4A9 C23 H17 SING N N 72 4A9 C25 H22 SING N N 73 4A9 C25 H21 SING N N 74 4A9 C26 H23 SING N N 75 4A9 C26 H24 SING N N 76 4A9 O3 H25 SING N N 77 # 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 4A9 SMILES ACDLabs 12.01 "FC(F)(F)c1cccc(c1)C(=O)Nc2cccc(c2)NC(=O)c3sc(nc3)Nc5nc(nc(N4CCN(CCO)CC4)c5)C" 4A9 InChI InChI 1.03 "InChI=1S/C29H29F3N8O3S/c1-18-34-24(16-25(35-18)40-10-8-39(9-11-40)12-13-41)38-28-33-17-23(44-28)27(43)37-22-7-3-6-21(15-22)36-26(42)19-4-2-5-20(14-19)29(30,31)32/h2-7,14-17,41H,8-13H2,1H3,(H,36,42)(H,37,43)(H,33,34,35,38)" 4A9 InChIKey InChI 1.03 GWJVXYZDNRXACJ-UHFFFAOYSA-N 4A9 SMILES_CANONICAL CACTVS 3.385 "Cc1nc(Nc2sc(cn2)C(=O)Nc3cccc(NC(=O)c4cccc(c4)C(F)(F)F)c3)cc(n1)N5CCN(CCO)CC5" 4A9 SMILES CACTVS 3.385 "Cc1nc(Nc2sc(cn2)C(=O)Nc3cccc(NC(=O)c4cccc(c4)C(F)(F)F)c3)cc(n1)N5CCN(CCO)CC5" 4A9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nc(cc(n1)N2CCN(CC2)CCO)Nc3ncc(s3)C(=O)Nc4cccc(c4)NC(=O)c5cccc(c5)C(F)(F)F" 4A9 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1nc(cc(n1)N2CCN(CC2)CCO)Nc3ncc(s3)C(=O)Nc4cccc(c4)NC(=O)c5cccc(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 4A9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-N-(3-{[3-(trifluoromethyl)benzoyl]amino}phenyl)-1,3-thiazole-5-carboxamide" 4A9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methyl-pyrimidin-4-yl]amino]-N-[3-[[3-(trifluoromethyl)phenyl]carbonylamino]phenyl]-1,3-thiazole-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4A9 "Create component" 2015-02-19 RCSB 4A9 "Initial release" 2016-03-02 RCSB #