data_89I
# 
_chem_comp.id                                    89I 
_chem_comp.name                                  5-[4-(DIMETHYLAMINO)PHENYL]-6-[(6-MORPHOLIN-4-YLPYRIDIN-3-YL)ETHYNYL]PYRIMIDIN-4-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-30 
_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                        400.476 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     89I 
_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                  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 
89I C1   C1   C 0 1 Y N N 5.003  -3.037 29.517 7.608  -2.650 7.179  C1   89I 1  
89I N2   N2   N 0 1 Y N N 4.390  -3.183 28.353 6.516  -2.634 6.392  N2   89I 2  
89I C3   C3   C 0 1 Y N N 4.996  -3.209 27.124 6.661  -1.964 5.231  C3   89I 3  
89I C4   C4   C 0 1 Y N N 6.332  -2.726 27.010 7.826  -1.331 4.850  C4   89I 4  
89I C5   C5   C 0 1 Y N N 6.930  -2.530 28.295 8.873  -1.420 5.745  C5   89I 5  
89I N6   N6   N 0 1 Y N N 6.292  -2.745 29.490 8.799  -2.074 6.923  N6   89I 6  
89I C8   C8   C 0 1 Y N N 7.157  -2.373 25.775 7.940  -0.620 3.592  C8   89I 7  
89I C9   C9   C 0 1 Y N N 7.550  -0.979 25.586 7.621  0.734  3.529  C9   89I 8  
89I C10  C10  C 0 1 Y N N 8.655  -0.601 24.718 7.729  1.419  2.318  C10  89I 9  
89I C11  C11  C 0 1 Y N N 9.401  -1.610 23.976 8.157  0.747  1.173  C11  89I 10 
89I C12  C12  C 0 1 Y N N 9.065  -3.038 24.197 8.477  -0.609 1.239  C12  89I 11 
89I C13  C13  C 0 1 Y N N 7.889  -3.403 25.016 8.369  -1.294 2.449  C13  89I 12 
89I C18  C18  C 0 1 Y N N 0.975  -3.102 24.343 2.212  -2.750 3.276  C18  89I 13 
89I N19  N19  N 0 1 Y N N 0.126  -2.918 23.304 1.068  -2.800 2.557  N19  89I 14 
89I C20  C20  C 0 1 Y N N 0.542  -2.848 21.955 0.996  -2.034 1.424  C20  89I 15 
89I C21  C21  C 0 1 Y N N 1.954  -2.828 21.665 2.067  -1.226 1.017  C21  89I 16 
89I C22  C22  C 0 1 Y N N 2.818  -2.627 22.777 3.228  -1.202 1.783  C22  89I 17 
89I C23  C23  C 0 1 Y N N 2.336  -2.838 24.103 3.309  -1.976 2.935  C23  89I 18 
89I C27  C27  C 0 1 N N N 0.001  -1.846 19.640 -0.099 -2.477 -0.758 C27  89I 19 
89I C28  C28  C 0 1 N N N -0.601 -2.708 18.512 -1.312 -1.949 -1.516 C28  89I 20 
89I O29  O29  O 0 1 N N N -1.847 -3.339 18.931 -2.519 -2.342 -0.863 O29  89I 21 
89I C30  C30  C 0 1 N N N -2.601 -2.581 19.897 -2.589 -1.774 0.445  C30  89I 22 
89I C31  C31  C 0 1 N N N -1.855 -2.523 21.247 -1.449 -2.292 1.313  C31  89I 23 
89I N32  N32  N 0 1 N N N -0.407 -2.328 21.020 -0.164 -2.047 0.643  N32  89I 24 
89I C41  C41  C 0 1 N N N 3.988  -3.181 26.103 5.481  -1.968 4.422  C41  89I 25 
89I C42  C42  C 0 1 N N N 3.214  -3.008 25.209 4.486  -1.972 3.741  C42  89I 26 
89I N43  N43  N 0 1 N N N 10.289 -1.167 22.955 8.267  1.440  -0.050 N43  89I 27 
89I C44  C44  C 0 1 N N N 9.710  -0.587 21.702 7.398  2.563  -0.339 C44  89I 28 
89I C48  C48  C 0 1 N N N 11.612 -0.598 23.341 9.261  1.047  -1.030 C48  89I 29 
89I N52  N52  N 0 1 N N N 8.271  -2.510 28.411 10.104 -0.796 5.421  N52  89I 30 
89I H1   H1   H 0 1 N N N 4.472  -3.152 30.450 7.521  -3.181 8.119  H1   89I 31 
89I H9   H9   H 0 1 N N N 7.004  -0.206 26.106 7.285  1.272  4.412  H9   89I 32 
89I H10  H10  H 0 1 N N N 8.926  0.440  24.622 7.478  2.475  2.278  H10  89I 33 
89I H12  H12  H 0 1 N N N 9.679  -3.811 23.760 8.812  -1.142 0.352  H12  89I 34 
89I H13  H13  H 0 1 N N N 7.564  -4.432 25.058 8.621  -2.351 2.484  H13  89I 35 
89I H18  H18  H 0 1 N N N 0.624  -3.435 25.309 2.213  -3.377 4.163  H18  89I 36 
89I H21  H21  H 0 1 N N N 2.334  -2.958 20.662 1.995  -0.625 0.117  H21  89I 37 
89I H22  H22  H 0 1 N N N 3.839  -2.314 22.617 4.060  -0.576 1.471  H22  89I 38 
89I H311 1H31 H 0 0 N N N -2.245 -1.684 21.841 -1.481 -1.793 2.289  H311 89I 39 
89I H312 2H31 H 0 0 N N N -2.011 -3.469 21.786 -1.560 -3.371 1.476  H312 89I 40 
89I H301 1H30 H 0 0 N N N -2.742 -1.557 19.520 -3.551 -2.057 0.884  H301 89I 41 
89I H302 2H30 H 0 0 N N N -3.574 -3.071 20.050 -2.569 -0.680 0.368  H302 89I 42 
89I H281 1H28 H 0 0 N N N 0.121  -3.493 18.241 -1.284 -0.857 -1.604 H281 89I 43 
89I H282 2H28 H 0 0 N N N -0.815 -2.055 17.653 -1.327 -2.364 -2.529 H282 89I 44 
89I H271 1H27 H 0 0 N N N 1.098  -1.891 19.565 -0.083 -3.573 -0.790 H271 89I 45 
89I H272 2H27 H 0 0 N N N -0.377 -0.820 19.517 0.817  -2.108 -1.235 H272 89I 46 
89I H441 1H44 H 0 0 N N N 9.568  0.496  21.830 7.277  2.677  -1.419 H441 89I 47 
89I H442 2H44 H 0 0 N N N 10.397 -0.770 20.862 7.823  3.484  0.067  H442 89I 48 
89I H443 3H44 H 0 0 N N N 8.740  -1.061 21.493 6.413  2.403  0.110  H443 89I 49 
89I H481 1H48 H 0 0 N N N 12.228 -0.458 22.441 10.217 0.849  -0.537 H481 89I 50 
89I H482 2H48 H 0 0 N N N 11.463 0.372  23.838 9.403  1.843  -1.765 H482 89I 51 
89I H483 3H48 H 0 0 N N N 12.121 -1.289 24.030 8.940  0.141  -1.551 H483 89I 52 
89I H521 1H52 H 0 0 N N N 8.685  -2.505 27.501 10.954 -1.260 5.654  H521 89I 53 
89I H522 2H52 H 0 0 N N N 8.550  -1.689 28.908 10.090 0.131  5.056  H522 89I 54 
# 
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 
89I C1  N2   DOUB Y N 1  
89I C1  N6   SING Y N 2  
89I C1  H1   SING N N 3  
89I N2  C3   SING Y N 4  
89I C3  C41  SING N N 5  
89I C3  C4   DOUB Y N 6  
89I C4  C8   SING N N 7  
89I C4  C5   SING Y N 8  
89I C5  N52  SING N N 9  
89I C5  N6   DOUB Y N 10 
89I C8  C13  DOUB Y N 11 
89I C8  C9   SING Y N 12 
89I C9  C10  DOUB Y N 13 
89I C9  H9   SING N N 14 
89I C10 C11  SING Y N 15 
89I C10 H10  SING N N 16 
89I C11 N43  SING N N 17 
89I C11 C12  DOUB Y N 18 
89I C12 C13  SING Y N 19 
89I C12 H12  SING N N 20 
89I C13 H13  SING N N 21 
89I C18 N19  DOUB Y N 22 
89I C18 C23  SING Y N 23 
89I C18 H18  SING N N 24 
89I N19 C20  SING Y N 25 
89I C20 N32  SING N N 26 
89I C20 C21  DOUB Y N 27 
89I C21 C22  SING Y N 28 
89I C21 H21  SING N N 29 
89I C22 C23  DOUB Y N 30 
89I C22 H22  SING N N 31 
89I C23 C42  SING N N 32 
89I C27 C28  SING N N 33 
89I C27 N32  SING N N 34 
89I C27 H271 SING N N 35 
89I C27 H272 SING N N 36 
89I C28 O29  SING N N 37 
89I C28 H281 SING N N 38 
89I C28 H282 SING N N 39 
89I O29 C30  SING N N 40 
89I C30 C31  SING N N 41 
89I C30 H301 SING N N 42 
89I C30 H302 SING N N 43 
89I C31 N32  SING N N 44 
89I C31 H311 SING N N 45 
89I C31 H312 SING N N 46 
89I C41 C42  TRIP N N 47 
89I N43 C44  SING N N 48 
89I N43 C48  SING N N 49 
89I C44 H441 SING N N 50 
89I C44 H442 SING N N 51 
89I C44 H443 SING N N 52 
89I C48 H481 SING N N 53 
89I C48 H482 SING N N 54 
89I C48 H483 SING N N 55 
89I N52 H521 SING N N 56 
89I N52 H522 SING N N 57 
# 
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 
89I SMILES           ACDLabs              10.04 n3cc(C#Cc2ncnc(N)c2c1ccc(N(C)C)cc1)ccc3N4CCOCC4                                                                                                                    
89I InChI            InChI                1.02b InChI=1/C23H24N6O/c1-28(2)19-7-5-18(6-8-19)22-20(26-16-27-23(22)24)9-3-17-4-10-21(25-15-17)29-11-13-30-14-12-29/h4-8,10,15-16H,11-14H2,1-2H3,(H2,24,26,27)/f/h24H2 
89I InChIKey         InChI                1.02b AINVOEOJEKKMKB-PECIQRARCW                                                                                                                                          
89I SMILES_CANONICAL CACTVS               3.341 CN(C)c1ccc(cc1)c2c(N)ncnc2C#Cc3ccc(nc3)N4CCOCC4                                                                                                                    
89I SMILES           CACTVS               3.341 CN(C)c1ccc(cc1)c2c(N)ncnc2C#Cc3ccc(nc3)N4CCOCC4                                                                                                                    
89I SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)c1ccc(cc1)c2c(ncnc2N)C#Cc3ccc(nc3)N4CCOCC4                                                                                                                    
89I SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)c1ccc(cc1)c2c(ncnc2N)C#Cc3ccc(nc3)N4CCOCC4                                                                                                                    
# 
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 
89I "SYSTEMATIC NAME" ACDLabs              10.04 5-[4-(dimethylamino)phenyl]-6-[(6-morpholin-4-ylpyridin-3-yl)ethynyl]pyrimidin-4-amine 
89I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(4-dimethylaminophenyl)-6-[2-(6-morpholin-4-ylpyridin-3-yl)ethynyl]pyrimidin-4-amine 
# 
