data_406
# 
_chem_comp.id                                    406 
_chem_comp.name                                  "N-[3-(4,5'-BIPYRIMIDIN-2-YLAMINO)-4-METHYLPHENYL]-4-{[(3S)-3-(DIMETHYLAMINO)PYRROLIDIN-1-YL]METHYL}-3-(TRIFLUOROMETHYL)BENZAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H31 F3 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         INNO-406 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-13 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        576.615 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     406 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
406 C1   C1   C 0 1 Y N N 15.655 50.546 16.618 -4.068  -4.324  -0.451 C1   406 1  
406 C2   C2   C 0 1 Y N N 16.772 49.680 16.841 -3.406  -3.111  -0.266 C2   406 2  
406 C3   C3   C 0 1 Y N N 16.658 48.568 17.703 -2.020  -3.089  -0.110 C3   406 3  
406 C4   C4   C 0 1 Y N N 15.408 48.274 18.395 -1.304  -4.281  -0.140 C4   406 4  
406 C5   C5   C 0 1 Y N N 14.247 49.167 18.171 -1.958  -5.495  -0.325 C5   406 5  
406 C6   C6   C 0 1 Y N N 14.422 50.263 17.290 -3.344  -5.516  -0.480 C6   406 6  
406 C7   C7   C 0 1 N N N 12.832 49.003 18.836 -1.204  -6.784  -0.359 C7   406 7  
406 F8   F8   F 0 1 N N N 12.946 49.165 20.183 -2.000  -7.876  -0.548 F8   406 8  
406 F9   F9   F 0 1 N N N 12.319 47.772 18.583 -0.273  -6.843  -1.355 F9   406 9  
406 F10  F10  F 0 1 N N N 11.942 49.965 18.430 -0.521  -7.021  0.798  F10  406 10 
406 C11  C11  C 0 1 N N N 15.420 47.020 19.323 0.187   -4.233  0.029  C11  406 11 
406 N12  N12  N 0 1 N N R 16.682 46.627 20.007 0.876   -4.093  -1.244 N12  406 12 
406 C13  C13  C 0 1 N N N 16.677 45.304 20.662 2.334   -4.044  -1.097 C13  406 13 
406 C14  C14  C 0 1 N N N 17.182 45.567 22.085 2.831   -3.277  -2.323 C14  406 14 
406 C15  C15  C 0 1 N N S 18.092 46.795 21.839 1.560   -2.840  -3.051 C15  406 15 
406 C16  C16  C 0 1 N N N 17.145 47.624 21.009 0.502   -2.869  -1.956 C16  406 16 
406 N17  N17  N 0 1 N N N 18.628 47.508 23.083 1.686   -1.539  -3.684 N17  406 17 
406 C18  C18  C 0 1 N N N 19.541 46.725 23.942 0.442   -1.170  -4.366 C18  406 18 
406 C19  C19  C 0 1 N N N 19.254 48.823 22.689 2.802   -1.528  -4.634 C19  406 19 
406 N20  N20  N 0 1 Y N N 11.545 62.016 12.162 -6.783  -10.328 -1.433 N20  406 20 
406 C21  C21  C 0 1 Y N N 10.626 61.380 11.413 -6.002  -9.669  -2.311 C21  406 21 
406 N22  N22  N 0 1 Y N N 10.670 60.101 11.016 -6.258  -8.480  -2.888 N22  406 22 
406 C23  C23  C 0 1 Y N N 11.745 59.364 11.404 -7.429  -7.913  -2.529 C23  406 23 
406 C24  C24  C 0 1 Y N N 12.852 59.902 12.229 -8.314  -8.485  -1.641 C24  406 24 
406 C25  C25  C 0 1 Y N N 12.629 61.315 12.563 -7.937  -9.704  -1.118 C25  406 25 
406 C26  C26  C 0 1 Y N N 13.947 59.119 12.615 -9.558  -7.847  -1.280 C26  406 26 
406 N27  N27  N 0 1 Y N N 13.994 57.803 12.215 -9.541  -6.498  -1.315 N27  406 27 
406 C28  C28  C 0 1 Y N N 15.014 57.032 12.558 -10.703 -5.902  -0.978 C28  406 28 
406 N29  N29  N 0 1 Y N N 16.061 57.422 13.272 -11.849 -6.518  -0.621 N29  406 29 
406 C30  C30  C 0 1 Y N N 16.106 58.723 13.721 -11.795 -7.866  -0.608 C30  406 30 
406 C31  C31  C 0 1 Y N N 15.070 59.649 13.425 -10.666 -8.591  -0.931 C31  406 31 
406 N32  N32  N 0 1 N N N 14.948 55.725 12.093 -10.722 -4.495  -1.002 N32  406 32 
406 C33  C33  C 0 1 Y N N 15.700 53.849 13.382 -8.396  -3.824  -1.081 C33  406 33 
406 C34  C34  C 0 1 Y N N 16.638 52.771 13.625 -7.435  -2.879  -1.392 C34  406 34 
406 C35  C35  C 0 1 Y N N 17.725 52.587 12.739 -7.772  -1.652  -1.934 C35  406 35 
406 C36  C36  C 0 1 Y N N 17.895 53.459 11.612 -9.115  -1.359  -2.173 C36  406 36 
406 C37  C37  C 0 1 Y N N 16.964 54.520 11.380 -10.099 -2.299  -1.865 C37  406 37 
406 C38  C38  C 0 1 Y N N 15.875 54.697 12.275 -9.739  -3.532  -1.319 C38  406 38 
406 C39  C39  C 0 1 N N N 17.237 55.392 10.156 -11.529 -1.960  -2.130 C39  406 39 
406 N40  N40  N 0 1 N N N 16.533 51.861 14.735 -6.069  -3.176  -1.150 N40  406 40 
406 C41  C41  C 0 1 N N N 15.660 51.753 15.737 -5.513  -4.347  -0.613 C41  406 41 
406 O42  O42  O 0 1 N N N 14.855 52.655 15.971 -6.192  -5.322  -0.264 O42  406 42 
406 H391 1H39 H 0 0 N N N 17.303 56.446 10.463 -12.083 -2.858  -2.427 H391 406 43 
406 H392 2H39 H 0 0 N N N 18.186 55.086 9.692  -12.007 -1.532  -1.240 H392 406 44 
406 H393 3H39 H 0 0 N N N 16.419 55.272 9.431  -11.617 -1.214  -2.930 H393 406 45 
406 H36  H36  H 0 1 N N N 18.727 53.314 10.938 -9.385  -0.396  -2.598 H36  406 46 
406 H35  H35  H 0 1 N N N 18.430 51.787 12.911 -7.014  -0.912  -2.178 H35  406 47 
406 H33  H33  H 0 1 N N N 14.866 54.001 14.052 -8.116  -4.785  -0.656 H33  406 48 
406 H32  H32  H 0 1 N N N 14.134 55.491 11.561 -11.616 -4.091  -0.742 H32  406 49 
406 H30  H30  H 0 1 N N N 16.949 59.047 14.313 -12.715 -8.364  -0.321 H30  406 50 
406 H31  H31  H 0 1 N N N 15.099 60.673 13.768 -10.666 -9.674  -0.909 H31  406 51 
406 H25  H25  H 0 1 N N N 13.372 61.821 13.162 -8.563  -10.239 -0.410 H25  406 52 
406 H21  H21  H 0 1 N N N 9.768  61.957 11.101 -5.068  -10.147 -2.581 H21  406 53 
406 H23  H23  H 0 1 N N N 11.795 58.331 11.094 -7.629  -6.954  -2.998 H23  406 54 
406 H40  H40  H 0 1 N N N 17.259 51.173 14.760 -5.407  -2.445  -1.398 H40  406 55 
406 H2   H2   H 0 1 N N N 17.711 49.879 16.345 -3.960  -2.176  -0.241 H2   406 56 
406 H3   H3   H 0 1 N N N 17.511 47.923 17.853 -1.513  -2.138  0.033  H3   406 57 
406 H111 1H11 H 0 0 N N N 14.687 47.219 20.119 0.476   -3.388  0.664  H111 406 58 
406 H112 2H11 H 0 0 N N N 15.218 46.183 18.639 0.558   -5.143  0.512  H112 406 59 
406 H131 1H13 H 0 0 N N N 15.665 44.874 20.676 2.758   -5.052  -1.057 H131 406 60 
406 H132 2H13 H 0 0 N N N 17.308 44.577 20.128 2.639   -3.507  -0.189 H132 406 61 
406 H141 1H14 H 0 0 N N N 16.365 45.781 22.790 3.432   -2.418  -2.001 H141 406 62 
406 H142 2H14 H 0 0 N N N 17.690 44.711 22.553 3.458   -3.899  -2.971 H142 406 63 
406 H15  H15  H 0 1 N N N 19.056 46.547 21.370 1.313   -3.587  -3.818 H15  406 64 
406 H161 1H16 H 0 0 N N N 17.646 48.484 20.540 0.572   -1.986  -1.308 H161 406 65 
406 H162 2H16 H 0 0 N N N 16.332 48.086 21.588 -0.510  -2.926  -2.370 H162 406 66 
406 H181 1H18 H 0 0 N N N 20.478 46.530 23.400 -0.400  -1.231  -3.671 H181 406 67 
406 H182 2H18 H 0 0 N N N 19.759 47.293 24.859 0.255   -1.845  -5.205 H182 406 68 
406 H183 3H18 H 0 0 N N N 19.065 45.769 24.206 0.509   -0.147  -4.748 H183 406 69 
406 H191 1H19 H 0 0 N N N 19.406 49.441 23.586 3.745   -1.370  -4.104 H191 406 70 
406 H192 2H19 H 0 0 N N N 20.223 48.637 22.203 2.670   -0.725  -5.364 H192 406 71 
406 H193 3H19 H 0 0 N N N 18.589 49.351 21.990 2.854   -2.481  -5.168 H193 406 72 
406 H6   H6   H 0 1 N N N 13.582 50.919 17.116 -3.859  -6.463  -0.624 H6   406 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 
406 C1  C41  SING N N 1  
406 C1  C2   SING Y N 2  
406 C1  C6   DOUB Y N 3  
406 C2  C3   DOUB Y N 4  
406 C2  H2   SING N N 5  
406 C3  C4   SING Y N 6  
406 C3  H3   SING N N 7  
406 C4  C11  SING N N 8  
406 C4  C5   DOUB Y N 9  
406 C5  C6   SING Y N 10 
406 C5  C7   SING N N 11 
406 C6  H6   SING N N 12 
406 C7  F8   SING N N 13 
406 C7  F9   SING N N 14 
406 C7  F10  SING N N 15 
406 C11 N12  SING N N 16 
406 C11 H111 SING N N 17 
406 C11 H112 SING N N 18 
406 N12 C13  SING N N 19 
406 N12 C16  SING N N 20 
406 C13 C14  SING N N 21 
406 C13 H131 SING N N 22 
406 C13 H132 SING N N 23 
406 C14 C15  SING N N 24 
406 C14 H141 SING N N 25 
406 C14 H142 SING N N 26 
406 C15 C16  SING N N 27 
406 C15 N17  SING N N 28 
406 C15 H15  SING N N 29 
406 C16 H161 SING N N 30 
406 C16 H162 SING N N 31 
406 N17 C18  SING N N 32 
406 N17 C19  SING N N 33 
406 C18 H181 SING N N 34 
406 C18 H182 SING N N 35 
406 C18 H183 SING N N 36 
406 C19 H191 SING N N 37 
406 C19 H192 SING N N 38 
406 C19 H193 SING N N 39 
406 N20 C25  SING Y N 40 
406 N20 C21  DOUB Y N 41 
406 C21 N22  SING Y N 42 
406 C21 H21  SING N N 43 
406 N22 C23  DOUB Y N 44 
406 C23 C24  SING Y N 45 
406 C23 H23  SING N N 46 
406 C24 C26  SING N N 47 
406 C24 C25  DOUB Y N 48 
406 C25 H25  SING N N 49 
406 C26 C31  DOUB Y N 50 
406 C26 N27  SING Y N 51 
406 N27 C28  DOUB Y N 52 
406 C28 N32  SING N N 53 
406 C28 N29  SING Y N 54 
406 N29 C30  DOUB Y N 55 
406 C30 C31  SING Y N 56 
406 C30 H30  SING N N 57 
406 C31 H31  SING N N 58 
406 N32 C38  SING N N 59 
406 N32 H32  SING N N 60 
406 C33 C34  SING Y N 61 
406 C33 C38  DOUB Y N 62 
406 C33 H33  SING N N 63 
406 C34 C35  DOUB Y N 64 
406 C34 N40  SING N N 65 
406 C35 C36  SING Y N 66 
406 C35 H35  SING N N 67 
406 C36 C37  DOUB Y N 68 
406 C36 H36  SING N N 69 
406 C37 C39  SING N N 70 
406 C37 C38  SING Y N 71 
406 C39 H391 SING N N 72 
406 C39 H392 SING N N 73 
406 C39 H393 SING N N 74 
406 N40 C41  SING N N 75 
406 N40 H40  SING N N 76 
406 C41 O42  DOUB 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 
406 SMILES           ACDLabs              10.04 FC(F)(F)c4cc(C(=O)Nc3ccc(c(Nc2nc(c1cncnc1)ccn2)c3)C)ccc4CN5CCC(N(C)C)C5 
406 InChI            InChI                1.02b 
InChI=1/C30H31F3N8O/c1-19-4-7-23(13-27(19)39-29-36-10-8-26(38-29)22-14-34-18-35-15-22)37-28(42)20-5-6-21(25(12-20)30(31,32)33)16-41-11-9-24(17-41)40(2)3/h4-8,10,12-15,18,24H,9,11,16-17H2,1-3H3,(H,37,42)(H,36,38,39)/t24-/m0/s1/f/h37,39H 
406 InChIKey         InChI                1.02b ZGBAJMQHJDFTQJ-VKGYZMAUDT 
406 SMILES_CANONICAL CACTVS               3.341 CN(C)[C@H]1CCN(C1)Cc2ccc(cc2C(F)(F)F)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cncnc5)c3 
406 SMILES           CACTVS               3.341 CN(C)[CH]1CCN(C1)Cc2ccc(cc2C(F)(F)F)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cncnc5)c3 
406 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1Nc2nccc(n2)c3cncnc3)NC(=O)c4ccc(c(c4)C(F)(F)F)C[N@@]5CC[C@@H](C5)N(C)C 
406 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1Nc2nccc(n2)c3cncnc3)NC(=O)c4ccc(c(c4)C(F)(F)F)CN5CCC(C5)N(C)C 
# 
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 
406 "SYSTEMATIC NAME" ACDLabs              10.04 "N-[3-(4,5'-bipyrimidin-2-ylamino)-4-methylphenyl]-4-{[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methyl}-3-(trifluoromethyl)benzamide"           
406 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[(1S,3S)-3-dimethylaminopyrrolidin-1-yl]methyl]-N-[4-methyl-3-[(4-pyrimidin-5-ylpyrimidin-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide 
# 
