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                    2008-10-14 
_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 N N 3  
AM5 C10 C11  SING Y N 4  
AM5 C10 C12  DOUB N N 5  
AM5 C11 N3   SING N N 6  
AM5 C11 O1   DOUB Y N 7  
AM5 N3  C14  SING N N 8  
AM5 C14 C15  DOUB N N 9  
AM5 C14 C16  SING N N 10 
AM5 C15 C19  SING N 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 Y N 16 
AM5 C20 F3   SING N N 17 
AM5 C20 F2   SING Y N 18 
AM5 C12 C13  SING N 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 N N 23 
AM5 N1  C26  SING N N 24 
AM5 C23 C24  SING N 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 N 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 N N 39 
AM5 C5  C31  DOUB Y N 40 
AM5 C1  N2   SING N N 41 
AM5 C1  C6   SING Y 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 Y N 49 
AM5 N3  HN3  SING Y N 50 
AM5 C15 H15  SING N N 51 
AM5 C19 H19  SING Y N 52 
AM5 C18 H18  SING N N 53 
AM5 C16 H16  SING Y N 54 
AM5 C12 H12  SING N N 55 
AM5 C22 H22  SING Y N 56 
AM5 C22 H22A SING N N 57 
AM5 C22 H22B SING Y 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 InChI            InChI                1.02b 
InChI=1/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)/f/h37-39H 
AM5 InChIKey         InChI                1.02b JZLAJYOZJKREKH-LHJOIZJHCH 
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 
# 
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"    
# 
