data_AM5 # _chem_comp.id AM5 _chem_comp.name "4-methyl-N~3~-(2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-5-yl)-N~1~-[3-(trifluoromethyl)phenyl]benzene-1,3-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H30 F3 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-21 _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 589.611 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AM5 _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 3BYS _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 AM5 C7 C7 C 0 1 Y N N 15.844 -2.078 42.621 -4.206 -3.729 1.467 C7 AM5 1 AM5 C9 C9 C 0 1 Y N N 15.273 -1.108 41.738 -4.898 -2.654 0.946 C9 AM5 2 AM5 C10 C10 C 0 1 Y N N 16.110 -0.391 40.761 -4.216 -1.650 0.253 C10 AM5 3 AM5 C11 C11 C 0 1 N N N 15.614 0.596 39.763 -4.958 -0.499 -0.304 C11 AM5 4 AM5 N3 N3 N 0 1 N N N 14.351 1.002 40.075 -6.294 -0.418 -0.145 N3 AM5 5 AM5 C14 C14 C 0 1 Y N N 13.520 1.708 39.252 -6.983 0.715 -0.589 C14 AM5 6 AM5 C15 C15 C 0 1 Y N N 12.329 2.283 39.838 -6.578 1.367 -1.745 C15 AM5 7 AM5 C19 C19 C 0 1 Y N N 11.361 3.071 39.083 -7.261 2.486 -2.181 C19 AM5 8 AM5 C18 C18 C 0 1 Y N N 11.598 3.283 37.690 -8.348 2.956 -1.467 C18 AM5 9 AM5 C17 C17 C 0 1 Y N N 12.788 2.706 37.080 -8.754 2.309 -0.315 C17 AM5 10 AM5 C16 C16 C 0 1 Y N N 13.760 1.916 37.855 -8.079 1.187 0.123 C16 AM5 11 AM5 C20 C20 C 0 1 N N N 13.072 2.856 35.606 -9.938 2.825 0.461 C20 AM5 12 AM5 F1 F1 F 0 1 N N N 13.527 1.657 35.185 -10.455 3.958 -0.177 F1 AM5 13 AM5 F3 F3 F 0 1 N N N 14.005 3.770 35.528 -10.924 1.834 0.522 F3 AM5 14 AM5 F2 F2 F 0 1 N N N 12.070 3.246 34.832 -9.536 3.163 1.757 F2 AM5 15 AM5 C12 C12 C 0 1 Y N N 17.503 -0.596 40.645 -2.835 -1.736 0.090 C12 AM5 16 AM5 C13 C13 C 0 1 Y N N 18.036 -1.542 41.516 -2.143 -2.823 0.618 C13 AM5 17 AM5 C21 C21 C 0 1 Y N N 17.243 -2.275 42.477 -2.837 -3.820 1.308 C21 AM5 18 AM5 C22 C22 C 0 1 N N N 17.859 -3.286 43.343 -2.091 -4.998 1.880 C22 AM5 19 AM5 N1 N1 N 0 1 Y N N 22.989 -3.291 38.636 3.221 -3.353 -0.943 N1 AM5 20 AM5 C23 C23 C 0 1 Y N N 21.672 -3.187 38.983 1.922 -3.266 -0.710 C23 AM5 21 AM5 C24 C24 C 0 1 Y N N 21.252 -2.467 40.159 1.379 -2.034 -0.355 C24 AM5 22 AM5 C25 C25 C 0 1 Y N N 22.300 -1.868 40.940 2.231 -0.937 -0.259 C25 AM5 23 AM5 N4 N4 N 0 1 Y N N 23.571 -1.997 40.564 3.520 -1.100 -0.506 N4 AM5 24 AM5 C26 C26 C 0 1 Y N N 23.929 -2.698 39.422 4.002 -2.288 -0.842 C26 AM5 25 AM5 N6 N6 N 0 1 N N N 19.918 -2.417 40.480 0.008 -1.901 -0.101 N6 AM5 26 AM5 C8 C8 C 0 1 N N N 19.411 -1.714 41.487 -0.678 -2.923 0.449 C8 AM5 27 AM5 O2 O2 O 0 1 N N N 20.061 -1.206 42.395 -0.091 -3.926 0.806 O2 AM5 28 AM5 N7 N7 N 0 1 N N N 25.269 -2.802 39.033 5.359 -2.420 -1.093 N7 AM5 29 AM5 C27 C27 C 0 1 Y N N 27.220 -0.021 40.530 8.175 -0.085 -1.485 C27 AM5 30 AM5 C28 C28 C 0 1 Y N N 28.501 -0.677 40.493 7.922 0.808 -0.452 C28 AM5 31 AM5 C29 C29 C 0 1 Y N N 28.752 -2.017 39.988 6.815 0.626 0.367 C29 AM5 32 AM5 C30 C30 C 0 1 Y N N 27.645 -2.746 39.485 5.967 -0.442 0.155 C30 AM5 33 AM5 C5 C5 C 0 1 Y N N 26.347 -2.107 39.512 6.220 -1.335 -0.878 C5 AM5 34 AM5 C31 C31 C 0 1 Y N N 26.146 -0.760 40.029 7.326 -1.154 -1.697 C31 AM5 35 AM5 C1 C1 C 0 1 N N N 30.647 0.691 43.041 11.083 2.648 0.115 C1 AM5 36 AM5 N2 N2 N 0 1 N N N 31.921 0.493 42.331 10.631 3.461 1.253 N2 AM5 37 AM5 C3 C3 C 0 1 N N N 31.946 -0.524 41.281 9.249 3.918 1.053 C3 AM5 38 AM5 C4 C4 C 0 1 N N N 30.891 -0.219 40.241 8.330 2.704 0.901 C4 AM5 39 AM5 N5 N5 N 0 1 N N N 29.588 -0.057 40.924 8.782 1.890 -0.237 N5 AM5 40 AM5 C6 C6 C 0 1 N N N 29.489 0.809 42.085 10.164 1.433 -0.037 C6 AM5 41 AM5 C2 C2 C 0 1 N N N 32.863 -0.086 43.283 11.534 4.597 1.479 C2 AM5 42 AM5 O1 O1 O 0 1 N N N 16.319 1.025 38.836 -4.364 0.373 -0.906 O1 AM5 43 AM5 H7 H7 H 0 1 N N N 15.254 -2.621 43.345 -4.738 -4.501 2.004 H7 AM5 44 AM5 H9 H9 H 0 1 N N N 14.215 -0.899 41.788 -5.968 -2.589 1.073 H9 AM5 45 AM5 HN3 HN3 H 0 1 N N N 14.004 0.763 40.982 -6.777 -1.145 0.278 HN3 AM5 46 AM5 H15 H15 H 0 1 N N N 12.147 2.120 40.890 -5.729 1.001 -2.303 H15 AM5 47 AM5 H19 H19 H 0 1 N N N 10.487 3.484 39.565 -6.946 2.994 -3.081 H19 AM5 48 AM5 H18 H18 H 0 1 N N N 10.905 3.863 37.098 -8.880 3.831 -1.810 H18 AM5 49 AM5 H16 H16 H 0 1 N N N 14.637 1.502 37.379 -8.399 0.679 1.021 H16 AM5 50 AM5 H12 H12 H 0 1 N N N 18.110 -0.058 39.932 -2.303 -0.962 -0.445 H12 AM5 51 AM5 H22 H22 H 0 1 N N N 18.013 -4.214 42.772 -1.929 -5.740 1.098 H22 AM5 52 AM5 H22A H22A H 0 0 N N N 18.828 -2.915 43.708 -1.129 -4.664 2.269 H22A AM5 53 AM5 H22B H22B H 0 0 N N N 17.198 -3.488 44.198 -2.675 -5.441 2.687 H22B AM5 54 AM5 H23 H23 H 0 1 N N N 20.926 -3.657 38.360 1.291 -4.138 -0.794 H23 AM5 55 AM5 H25 H25 H 0 1 N N N 22.056 -1.312 41.833 1.845 0.034 0.014 H25 AM5 56 AM5 HN6 HN6 H 0 1 N N N 19.284 -2.947 39.917 -0.449 -1.074 -0.321 HN6 AM5 57 AM5 HN7 HN7 H 0 1 N N N 25.464 -3.469 38.314 5.713 -3.262 -1.418 HN7 AM5 58 AM5 H27 H27 H 0 1 N N N 27.097 0.979 40.920 9.033 0.058 -2.125 H27 AM5 59 AM5 H29 H29 H 0 1 N N N 29.745 -2.441 39.996 6.618 1.321 1.171 H29 AM5 60 AM5 H30 H30 H 0 1 N N N 27.766 -3.746 39.094 5.106 -0.584 0.792 H30 AM5 61 AM5 H31 H31 H 0 1 N N N 25.156 -0.328 40.025 7.523 -1.848 -2.501 H31 AM5 62 AM5 H1 H1 H 0 1 N N N 30.473 -0.171 43.702 11.050 3.246 -0.796 H1 AM5 63 AM5 H1A H1A H 0 1 N N N 30.715 1.626 43.616 12.104 2.311 0.292 H1A AM5 64 AM5 H3 H3 H 0 1 N N N 32.937 -0.529 40.803 8.933 4.508 1.914 H3 AM5 65 AM5 H3A H3A H 0 1 N N N 31.741 -1.509 41.726 9.195 4.531 0.153 H3A AM5 66 AM5 H4 H4 H 0 1 N N N 31.150 0.708 39.709 8.363 2.106 1.811 H4 AM5 67 AM5 H4A H4A H 0 1 N N N 30.833 -1.041 39.512 7.308 3.041 0.724 H4A AM5 68 AM5 H6 H6 H 0 1 N N N 28.571 0.542 42.630 10.480 0.844 -0.898 H6 AM5 69 AM5 H6A H6A H 0 1 N N N 29.486 1.844 41.713 10.218 0.821 0.863 H6A AM5 70 AM5 H2 H2 H 0 1 N N N 33.837 -0.232 42.793 11.558 5.225 0.588 H2 AM5 71 AM5 H2A H2A H 0 1 N N N 32.982 0.593 44.140 11.177 5.183 2.326 H2A AM5 72 AM5 H2B H2B H 0 1 N N N 32.480 -1.056 43.633 12.538 4.228 1.690 H2B AM5 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 AM5 C7 C9 DOUB Y N 1 AM5 C7 C21 SING Y N 2 AM5 C9 C10 SING Y N 3 AM5 C10 C11 SING N N 4 AM5 C10 C12 DOUB Y N 5 AM5 C11 N3 SING N N 6 AM5 C11 O1 DOUB N N 7 AM5 N3 C14 SING N N 8 AM5 C14 C15 DOUB Y N 9 AM5 C14 C16 SING Y N 10 AM5 C15 C19 SING Y N 11 AM5 C19 C18 DOUB Y N 12 AM5 C18 C17 SING Y N 13 AM5 C17 C16 DOUB Y N 14 AM5 C17 C20 SING N N 15 AM5 C20 F1 SING N N 16 AM5 C20 F3 SING N N 17 AM5 C20 F2 SING N N 18 AM5 C12 C13 SING Y N 19 AM5 C13 C21 DOUB Y N 20 AM5 C13 C8 SING N N 21 AM5 C21 C22 SING N N 22 AM5 N1 C23 DOUB Y N 23 AM5 N1 C26 SING Y N 24 AM5 C23 C24 SING Y N 25 AM5 C24 C25 DOUB Y N 26 AM5 C24 N6 SING N N 27 AM5 C25 N4 SING Y N 28 AM5 N4 C26 DOUB Y N 29 AM5 C26 N7 SING N N 30 AM5 N6 C8 SING N N 31 AM5 C8 O2 DOUB N N 32 AM5 N7 C5 SING N N 33 AM5 C27 C28 DOUB Y N 34 AM5 C27 C31 SING Y N 35 AM5 C28 C29 SING Y N 36 AM5 C28 N5 SING N N 37 AM5 C29 C30 DOUB Y N 38 AM5 C30 C5 SING Y N 39 AM5 C5 C31 DOUB Y N 40 AM5 C1 N2 SING N N 41 AM5 C1 C6 SING N N 42 AM5 N2 C3 SING N N 43 AM5 N2 C2 SING N N 44 AM5 C3 C4 SING N N 45 AM5 C4 N5 SING N N 46 AM5 N5 C6 SING N N 47 AM5 C7 H7 SING N N 48 AM5 C9 H9 SING N N 49 AM5 N3 HN3 SING N N 50 AM5 C15 H15 SING N N 51 AM5 C19 H19 SING N N 52 AM5 C18 H18 SING N N 53 AM5 C16 H16 SING N N 54 AM5 C12 H12 SING N N 55 AM5 C22 H22 SING N N 56 AM5 C22 H22A SING N N 57 AM5 C22 H22B SING N N 58 AM5 C23 H23 SING N N 59 AM5 C25 H25 SING N N 60 AM5 N6 HN6 SING N N 61 AM5 N7 HN7 SING N N 62 AM5 C27 H27 SING N N 63 AM5 C29 H29 SING N N 64 AM5 C30 H30 SING N N 65 AM5 C31 H31 SING N N 66 AM5 C1 H1 SING N N 67 AM5 C1 H1A SING N N 68 AM5 C3 H3 SING N N 69 AM5 C3 H3A SING N N 70 AM5 C4 H4 SING N N 71 AM5 C4 H4A SING N N 72 AM5 C6 H6 SING N N 73 AM5 C6 H6A SING N N 74 AM5 C2 H2 SING N N 75 AM5 C2 H2A SING N N 76 AM5 C2 H2B 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 AM5 SMILES ACDLabs 10.04 "FC(F)(F)c1cccc(c1)NC(=O)c2cc(c(cc2)C)C(=O)Nc3cnc(nc3)Nc4ccc(cc4)N5CCN(C)CC5" AM5 SMILES_CANONICAL CACTVS 3.341 "CN1CCN(CC1)c2ccc(Nc3ncc(NC(=O)c4cc(ccc4C)C(=O)Nc5cccc(c5)C(F)(F)F)cn3)cc2" AM5 SMILES CACTVS 3.341 "CN1CCN(CC1)c2ccc(Nc3ncc(NC(=O)c4cc(ccc4C)C(=O)Nc5cccc(c5)C(F)(F)F)cn3)cc2" AM5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1C(=O)Nc2cnc(nc2)Nc3ccc(cc3)N4CCN(CC4)C)C(=O)Nc5cccc(c5)C(F)(F)F" AM5 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1C(=O)Nc2cnc(nc2)Nc3ccc(cc3)N4CCN(CC4)C)C(=O)Nc5cccc(c5)C(F)(F)F" AM5 InChI InChI 1.03 "InChI=1S/C31H30F3N7O2/c1-20-6-7-21(28(42)37-24-5-3-4-22(17-24)31(32,33)34)16-27(20)29(43)38-25-18-35-30(36-19-25)39-23-8-10-26(11-9-23)41-14-12-40(2)13-15-41/h3-11,16-19H,12-15H2,1-2H3,(H,37,42)(H,38,43)(H,35,36,39)" AM5 InChIKey InChI 1.03 JZLAJYOZJKREKH-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 AM5 "SYSTEMATIC NAME" ACDLabs 10.04 "4-methyl-N~3~-(2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-5-yl)-N~1~-[3-(trifluoromethyl)phenyl]benzene-1,3-dicarboxamide" AM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-methyl-N'-[2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-5-yl]-N-[3-(trifluoromethyl)phenyl]benzene-1,3-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AM5 "Create component" 2008-01-21 RCSB AM5 "Modify aromatic_flag" 2011-06-04 RCSB AM5 "Modify descriptor" 2011-06-04 RCSB #