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 2011-06-04 _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 Y 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 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" 89I InChI InChI 1.03 "InChI=1S/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)" 89I InChIKey InChI 1.03 AINVOEOJEKKMKB-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 89I "Create component" 2006-08-30 RCSB 89I "Modify aromatic_flag" 2011-06-04 RCSB 89I "Modify descriptor" 2011-06-04 RCSB #