data_WAI # _chem_comp.id WAI _chem_comp.name "4-{2-[4-(2-AMINOETHYL)PIPERAZIN-1-YL]PYRIDIN-4-YL}-N-(3-CHLORO-4-METHYLPHENYL)PYRIMIDIN-2-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 Cl N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-06 _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 423.942 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WAI _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 1Y2F _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 WAI C1 C1 C 0 1 Y N N 19.659 10.831 41.464 -2.135 0.063 -1.087 C1 WAI 1 WAI C2 C2 C 0 1 Y N N 19.372 11.939 42.232 -1.047 0.258 -1.937 C2 WAI 2 WAI C3 C3 C 0 1 Y N N 18.710 11.773 43.457 -1.281 0.609 -3.261 C3 WAI 3 WAI N4 N4 N 0 1 Y N N 18.309 10.568 43.916 -2.517 0.766 -3.710 N4 WAI 4 WAI C5 C5 C 0 1 Y N N 18.574 9.524 43.157 -3.569 0.594 -2.932 C5 WAI 5 WAI C6 C6 C 0 1 Y N N 19.253 9.582 41.938 -3.422 0.240 -1.607 C6 WAI 6 WAI C7 C7 C 0 1 Y N N 20.379 10.919 40.157 -1.933 -0.317 0.332 C7 WAI 7 WAI C8 C8 C 0 1 Y N N 20.731 9.813 39.391 -2.773 -1.251 0.942 C8 WAI 8 WAI C9 C9 C 0 1 Y N N 21.414 10.058 38.201 -2.546 -1.574 2.269 C9 WAI 9 WAI N10 N10 N 0 1 Y N N 21.715 11.280 37.748 -1.549 -0.994 2.915 N10 WAI 10 WAI C11 C11 C 0 1 Y N N 21.338 12.291 38.511 -0.767 -0.110 2.311 C11 WAI 11 WAI N12 N12 N 0 1 Y N N 20.701 12.143 39.679 -0.952 0.230 1.046 N12 WAI 12 WAI N13 N13 N 0 1 N N N 21.597 13.568 38.150 0.265 0.475 3.024 N13 WAI 13 WAI C14 C14 C 0 1 Y N N 21.211 14.685 38.826 0.546 0.049 4.325 C14 WAI 14 WAI C15 C15 C 0 1 Y N N 20.183 14.910 39.753 1.008 0.956 5.270 C15 WAI 15 WAI C16 C16 C 0 1 Y N N 20.011 16.188 40.327 1.279 0.533 6.557 C16 WAI 16 WAI C17 C17 C 0 1 Y N N 20.852 17.244 39.955 1.101 -0.795 6.902 C17 WAI 17 WAI C18 C18 C 0 1 Y N N 21.852 17.014 39.009 0.641 -1.700 5.963 C18 WAI 18 WAI C19 C19 C 0 1 Y N N 22.023 15.744 38.460 0.364 -1.282 4.676 C19 WAI 19 WAI C20 C20 C 0 1 N N N 20.726 18.655 40.497 1.403 -1.255 8.305 C20 WAI 20 WAI CL24 CL24 CL 0 0 N N N 18.747 16.406 41.469 1.856 1.665 7.740 CL24 WAI 21 WAI N34 N34 N 0 1 N N N 18.393 12.896 44.212 -0.207 0.803 -4.122 N34 WAI 22 WAI C35 C35 C 0 1 N N N 18.678 14.288 43.894 0.442 -0.502 -4.286 C35 WAI 23 WAI C36 C36 C 0 1 N N N 19.113 15.023 45.176 1.563 -0.392 -5.320 C36 WAI 24 WAI N37 N37 N 0 1 N N N 18.164 14.816 46.291 0.997 -0.031 -6.625 N37 WAI 25 WAI C38 C38 C 0 1 N N N 17.981 13.379 46.582 0.348 1.275 -6.461 C38 WAI 26 WAI C39 C39 C 0 1 N N N 17.547 12.594 45.345 -0.773 1.165 -5.427 C39 WAI 27 WAI C48 C48 C 0 1 N N N 18.599 15.558 47.498 2.132 0.173 -7.535 C48 WAI 28 WAI C49 C49 C 0 1 N N N 17.472 15.796 48.516 2.859 -1.155 -7.752 C49 WAI 29 WAI N52 N52 N 0 1 N N N 16.220 16.125 47.833 3.994 -0.951 -8.661 N52 WAI 30 WAI H2 H2 H 0 1 N N N 19.667 12.940 41.873 -0.037 0.131 -1.573 H2 WAI 31 WAI H5 H5 H 0 1 N N N 18.213 8.562 43.558 -4.560 0.732 -3.338 H5 WAI 32 WAI H6 H6 H 0 1 N N N 19.463 8.664 41.364 -4.289 0.101 -0.979 H6 WAI 33 WAI H8 H8 H 0 1 N N N 20.480 8.788 39.713 -3.580 -1.711 0.391 H8 WAI 34 WAI H9 H9 H 0 1 N N N 21.743 9.217 37.567 -3.177 -2.293 2.771 H9 WAI 35 WAI H13 H13 H 0 1 N N N 21.249 13.674 37.197 0.794 1.181 2.620 H13 WAI 36 WAI H15 H15 H 0 1 N N N 19.510 14.082 40.031 1.151 1.992 5.000 H15 WAI 37 WAI H18 H18 H 0 1 N N N 22.511 17.841 38.694 0.500 -2.735 6.236 H18 WAI 38 WAI H19 H19 H 0 1 N N N 22.821 15.573 37.718 0.005 -1.990 3.944 H19 WAI 39 WAI H201 1H20 H 0 0 N N N 20.761 18.584 41.609 2.444 -1.571 8.367 H201 WAI 40 WAI H202 2H20 H 0 0 N N N 21.396 19.496 40.201 1.231 -0.435 9.001 H202 WAI 41 WAI H203 3H20 H 0 0 N N N 19.679 18.987 40.308 0.753 -2.092 8.561 H203 WAI 42 WAI H351 1H35 H 0 0 N N N 17.821 14.791 43.389 0.858 -0.823 -3.331 H351 WAI 43 WAI H352 2H35 H 0 0 N N N 19.426 14.390 43.074 -0.292 -1.233 -4.624 H352 WAI 44 WAI H361 1H36 H 0 0 N N N 19.276 16.109 44.982 2.078 -1.350 -5.400 H361 WAI 45 WAI H362 2H36 H 0 0 N N N 20.150 14.738 45.472 2.272 0.373 -5.006 H362 WAI 46 WAI H381 1H38 H 0 0 N N N 17.271 13.225 47.428 -0.068 1.595 -7.416 H381 WAI 47 WAI H382 2H38 H 0 0 N N N 18.898 12.939 47.039 1.082 2.005 -6.123 H382 WAI 48 WAI H391 1H39 H 0 0 N N N 17.508 11.498 45.547 -1.481 0.398 -5.741 H391 WAI 49 WAI H392 2H39 H 0 0 N N N 16.470 12.762 45.109 -1.287 2.122 -5.347 H392 WAI 50 WAI H481 1H48 H 0 0 N N N 19.083 16.522 47.214 1.768 0.548 -8.492 H481 WAI 51 WAI H482 2H48 H 0 0 N N N 19.465 15.049 47.982 2.821 0.897 -7.100 H482 WAI 52 WAI H491 1H49 H 0 0 N N N 17.750 16.572 49.267 3.223 -1.530 -6.795 H491 WAI 53 WAI H492 2H49 H 0 0 N N N 17.350 14.930 49.208 2.170 -1.879 -8.187 H492 WAI 54 WAI H521 1H52 H 0 0 N N N 15.966 15.415 47.146 4.440 -1.848 -8.774 H521 WAI 55 WAI H522 2H52 H 0 0 N N N 15.472 16.283 48.509 3.605 -0.705 -9.560 H522 WAI 56 # 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 WAI C1 C2 DOUB Y N 1 WAI C1 C6 SING Y N 2 WAI C1 C7 SING Y N 3 WAI C2 C3 SING Y N 4 WAI C2 H2 SING N N 5 WAI C3 N4 DOUB Y N 6 WAI C3 N34 SING N N 7 WAI N4 C5 SING Y N 8 WAI C5 C6 DOUB Y N 9 WAI C5 H5 SING N N 10 WAI C6 H6 SING N N 11 WAI C7 C8 DOUB Y N 12 WAI C7 N12 SING Y N 13 WAI C8 C9 SING Y N 14 WAI C8 H8 SING N N 15 WAI C9 N10 DOUB Y N 16 WAI C9 H9 SING N N 17 WAI N10 C11 SING Y N 18 WAI C11 N12 DOUB Y N 19 WAI C11 N13 SING N N 20 WAI N13 C14 SING N N 21 WAI N13 H13 SING N N 22 WAI C14 C15 DOUB Y N 23 WAI C14 C19 SING Y N 24 WAI C15 C16 SING Y N 25 WAI C15 H15 SING N N 26 WAI C16 C17 DOUB Y N 27 WAI C16 CL24 SING N N 28 WAI C17 C18 SING Y N 29 WAI C17 C20 SING N N 30 WAI C18 C19 DOUB Y N 31 WAI C18 H18 SING N N 32 WAI C19 H19 SING N N 33 WAI C20 H201 SING N N 34 WAI C20 H202 SING N N 35 WAI C20 H203 SING N N 36 WAI N34 C35 SING N N 37 WAI N34 C39 SING N N 38 WAI C35 C36 SING N N 39 WAI C35 H351 SING N N 40 WAI C35 H352 SING N N 41 WAI C36 N37 SING N N 42 WAI C36 H361 SING N N 43 WAI C36 H362 SING N N 44 WAI N37 C38 SING N N 45 WAI N37 C48 SING N N 46 WAI C38 C39 SING N N 47 WAI C38 H381 SING N N 48 WAI C38 H382 SING N N 49 WAI C39 H391 SING N N 50 WAI C39 H392 SING N N 51 WAI C48 C49 SING N N 52 WAI C48 H481 SING N N 53 WAI C48 H482 SING N N 54 WAI C49 N52 SING N N 55 WAI C49 H491 SING N N 56 WAI C49 H492 SING N N 57 WAI N52 H521 SING N N 58 WAI N52 H522 SING N N 59 # 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 WAI SMILES ACDLabs 10.04 "Clc1c(ccc(c1)Nc2nccc(n2)c3cc(ncc3)N4CCN(CCN)CC4)C" WAI SMILES_CANONICAL CACTVS 3.341 "Cc1ccc(Nc2nccc(n2)c3ccnc(c3)N4CCN(CCN)CC4)cc1Cl" WAI SMILES CACTVS 3.341 "Cc1ccc(Nc2nccc(n2)c3ccnc(c3)N4CCN(CCN)CC4)cc1Cl" WAI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1Cl)Nc2nccc(n2)c3ccnc(c3)N4CCN(CC4)CCN" WAI SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1Cl)Nc2nccc(n2)c3ccnc(c3)N4CCN(CC4)CCN" WAI InChI InChI 1.03 "InChI=1S/C22H26ClN7/c1-16-2-3-18(15-19(16)23)27-22-26-8-5-20(28-22)17-4-7-25-21(14-17)30-12-10-29(9-6-24)11-13-30/h2-5,7-8,14-15H,6,9-13,24H2,1H3,(H,26,27,28)" WAI InChIKey InChI 1.03 RHOOHUMOHVIXEF-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 WAI "SYSTEMATIC NAME" ACDLabs 10.04 "4-{2-[4-(2-aminoethyl)piperazin-1-yl]pyridin-4-yl}-N-(3-chloro-4-methylphenyl)pyrimidin-2-amine" WAI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2-[4-(2-aminoethyl)piperazin-1-yl]pyridin-4-yl]-N-(3-chloro-4-methyl-phenyl)pyrimidin-2-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 WAI "Create component" 2004-12-06 RCSB WAI "Modify aromatic_flag" 2011-06-04 RCSB WAI "Modify descriptor" 2011-06-04 RCSB #