data_1WY # _chem_comp.id 1WY _chem_comp.name "N-(3-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-4-methoxyphenyl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-18 _chem_comp.pdbx_modified_date 2013-08-23 _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 421.880 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WY _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 4LI5 _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 1WY C2 C2 C 0 1 Y N N 53.182 -0.212 -19.231 0.189 -0.306 -0.217 C2 1WY 1 1WY C3 C3 C 0 1 Y N N 52.523 0.814 -21.284 2.240 0.748 -0.155 C3 1WY 2 1WY C5 C5 C 0 1 Y N N 53.428 -0.008 -21.944 1.619 1.892 0.361 C5 1WY 3 1WY C6 C6 C 0 1 Y N N 54.194 -0.925 -21.254 0.251 1.865 0.560 C6 1WY 4 1WY C8 C8 C 0 1 Y N N 52.253 0.450 -17.007 -1.954 -1.395 -0.422 C8 1WY 5 1WY C11 C11 C 0 1 Y N N 50.820 2.341 -16.508 -4.014 -0.166 -0.536 C11 1WY 6 1WY C12 C12 C 0 1 Y N N 50.983 0.484 -14.970 -4.049 -2.511 -0.026 C12 1WY 7 1WY O14 O14 O 0 1 N N N 52.432 -1.375 -15.526 -2.007 -3.723 0.096 O14 1WY 8 1WY C15 C15 C 0 1 N N N 51.917 -2.322 -14.597 -2.801 -4.870 0.407 C15 1WY 9 1WY C17 C17 C 0 1 N N N 50.625 4.611 -17.677 -5.812 1.313 -0.036 C17 1WY 10 1WY C19 C19 C 0 1 N N N 49.852 5.876 -17.722 -6.611 2.554 -0.337 C19 1WY 11 1WY C23 C23 C 0 1 Y N N 51.832 2.440 -23.157 4.429 1.668 -1.046 C23 1WY 12 1WY C24 C24 C 0 1 Y N N 50.453 2.288 -21.435 4.646 -0.317 0.035 C24 1WY 13 1WY C27 C27 C 0 1 Y N N 49.760 2.018 -20.262 4.513 -1.516 0.732 C27 1WY 14 1WY C30 C30 C 0 1 Y N N 48.048 3.593 -20.951 6.876 -1.879 0.534 C30 1WY 15 1WY CL1 CL1 CL 0 0 N N N 53.646 0.060 -23.626 2.544 3.313 0.734 CL1 1WY 16 1WY C22 C22 C 0 1 Y N N 51.654 1.814 -21.931 3.700 0.727 -0.392 C22 1WY 17 1WY C28 C28 C 0 1 Y N N 48.552 2.678 -20.021 5.627 -2.289 0.978 C28 1WY 18 1WY C29 C29 C 0 1 Y N N 48.757 3.855 -22.125 7.019 -0.706 -0.174 C29 1WY 19 1WY C26 C26 C 0 1 Y N N 49.953 3.192 -22.342 5.909 0.094 -0.423 C26 1WY 20 1WY N25 N25 N 0 1 Y N N 50.795 3.274 -23.378 5.740 1.301 -1.069 N25 1WY 21 1WY N1 N1 N 0 1 Y N N 52.417 0.682 -19.927 1.495 -0.323 -0.429 N1 1WY 22 1WY N4 N4 N 0 1 Y N N 54.070 -1.033 -19.892 -0.426 0.765 0.265 N4 1WY 23 1WY N7 N7 N 0 1 N N N 53.099 -0.322 -17.842 -0.558 -1.436 -0.513 N7 1WY 24 1WY C10 C10 C 0 1 Y N N 51.876 -0.160 -15.815 -2.668 -2.553 -0.115 C10 1WY 25 1WY C13 C13 C 0 1 Y N N 50.459 1.716 -15.319 -4.721 -1.321 -0.230 C13 1WY 26 1WY C9 C9 C 0 1 Y N N 51.723 1.700 -17.358 -2.630 -0.203 -0.632 C9 1WY 27 1WY N16 N16 N 0 1 N N N 50.246 3.620 -16.772 -4.698 1.039 -0.744 N16 1WY 28 1WY O18 O18 O 0 1 N N N 51.554 4.431 -18.435 -6.171 0.560 0.845 O18 1WY 29 1WY C20 C20 C 0 1 N N N 50.737 7.131 -17.687 -7.816 2.626 0.603 C20 1WY 30 1WY H1 H1 H 0 1 N N N 54.890 -1.557 -21.785 -0.260 2.730 0.957 H1 1WY 31 1WY H2 H2 H 0 1 N N N 50.696 0.022 -14.037 -4.601 -3.408 0.212 H2 1WY 32 1WY H3 H3 H 0 1 N N N 52.572 -3.206 -14.572 -2.152 -5.733 0.551 H3 1WY 33 1WY H4 H4 H 0 1 N N N 51.876 -1.868 -13.596 -3.366 -4.683 1.320 H4 1WY 34 1WY H5 H5 H 0 1 N N N 50.905 -2.624 -14.904 -3.491 -5.067 -0.414 H5 1WY 35 1WY H6 H6 H 0 1 N N N 49.175 5.902 -16.856 -5.984 3.434 -0.192 H6 1WY 36 1WY H7 H7 H 0 1 N N N 49.261 5.891 -18.650 -6.957 2.522 -1.370 H7 1WY 37 1WY H8 H8 H 0 1 N N N 52.666 2.285 -23.826 4.029 2.569 -1.485 H8 1WY 38 1WY H9 H9 H 0 1 N N N 50.149 1.308 -19.547 3.542 -1.838 1.079 H9 1WY 39 1WY H10 H10 H 0 1 N N N 47.111 4.096 -20.761 7.742 -2.493 0.733 H10 1WY 40 1WY H11 H11 H 0 1 N N N 48.004 2.480 -19.111 5.527 -3.219 1.518 H11 1WY 41 1WY H12 H12 H 0 1 N N N 48.380 4.561 -22.850 7.996 -0.396 -0.514 H12 1WY 42 1WY H13 H13 H 0 1 N N N 50.676 3.856 -24.182 6.452 1.814 -1.481 H13 1WY 43 1WY H14 H14 H 0 1 N N N 53.685 -1.001 -17.400 -0.112 -2.254 -0.782 H14 1WY 44 1WY H15 H15 H 0 1 N N N 49.757 2.201 -14.657 -5.798 -1.290 -0.155 H15 1WY 45 1WY H16 H16 H 0 1 N N N 52.014 2.167 -18.287 -2.080 0.695 -0.870 H16 1WY 46 1WY H17 H17 H 0 1 N N N 49.443 3.842 -16.219 -4.370 1.677 -1.397 H17 1WY 47 1WY H18 H18 H 0 1 N N N 50.103 8.029 -17.723 -7.470 2.659 1.636 H18 1WY 48 1WY H19 H19 H 0 1 N N N 51.328 7.137 -16.759 -8.394 3.524 0.384 H19 1WY 49 1WY H20 H20 H 0 1 N N N 51.415 7.126 -18.554 -8.443 1.747 0.457 H20 1WY 50 # 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 1WY CL1 C5 SING N N 1 1WY N25 C23 SING Y N 2 1WY N25 C26 SING Y N 3 1WY C23 C22 DOUB Y N 4 1WY C26 C29 DOUB Y N 5 1WY C26 C24 SING Y N 6 1WY C29 C30 SING Y N 7 1WY C5 C3 DOUB Y N 8 1WY C5 C6 SING Y N 9 1WY C22 C24 SING Y N 10 1WY C22 C3 SING N N 11 1WY C24 C27 DOUB Y N 12 1WY C3 N1 SING Y N 13 1WY C6 N4 DOUB Y N 14 1WY C30 C28 DOUB Y N 15 1WY C27 C28 SING Y N 16 1WY N1 C2 DOUB Y N 17 1WY N4 C2 SING Y N 18 1WY C2 N7 SING N N 19 1WY O18 C17 DOUB N N 20 1WY N7 C8 SING N N 21 1WY C19 C20 SING N N 22 1WY C19 C17 SING N N 23 1WY C17 N16 SING N N 24 1WY C9 C8 DOUB Y N 25 1WY C9 C11 SING Y N 26 1WY C8 C10 SING Y N 27 1WY N16 C11 SING N N 28 1WY C11 C13 DOUB Y N 29 1WY C10 O14 SING N N 30 1WY C10 C12 DOUB Y N 31 1WY O14 C15 SING N N 32 1WY C13 C12 SING Y N 33 1WY C6 H1 SING N N 34 1WY C12 H2 SING N N 35 1WY C15 H3 SING N N 36 1WY C15 H4 SING N N 37 1WY C15 H5 SING N N 38 1WY C19 H6 SING N N 39 1WY C19 H7 SING N N 40 1WY C23 H8 SING N N 41 1WY C27 H9 SING N N 42 1WY C30 H10 SING N N 43 1WY C28 H11 SING N N 44 1WY C29 H12 SING N N 45 1WY N25 H13 SING N N 46 1WY N7 H14 SING N N 47 1WY C13 H15 SING N N 48 1WY C9 H16 SING N N 49 1WY N16 H17 SING N N 50 1WY C20 H18 SING N N 51 1WY C20 H19 SING N N 52 1WY C20 H20 SING N N 53 # 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 1WY SMILES ACDLabs 12.01 "O=C(Nc1cc(c(OC)cc1)Nc2ncc(Cl)c(n2)c4c3ccccc3nc4)CC" 1WY InChI InChI 1.03 "InChI=1S/C22H20ClN5O2/c1-3-20(29)26-13-8-9-19(30-2)18(10-13)27-22-25-12-16(23)21(28-22)15-11-24-17-7-5-4-6-14(15)17/h4-12,24H,3H2,1-2H3,(H,26,29)(H,25,27,28)" 1WY InChIKey InChI 1.03 WBICYBFULYQLHC-UHFFFAOYSA-N 1WY SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1ccc(OC)c(Nc2ncc(Cl)c(n2)c3c[nH]c4ccccc34)c1" 1WY SMILES CACTVS 3.385 "CCC(=O)Nc1ccc(OC)c(Nc2ncc(Cl)c(n2)c3c[nH]c4ccccc34)c1" 1WY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(c(c1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)OC" 1WY SMILES "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(c(c1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)OC" # 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 1WY "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-4-methoxyphenyl)propanamide" 1WY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[[5-chloranyl-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxy-phenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1WY "Create component" 2013-07-18 RCSB 1WY "Initial release" 2013-08-28 RCSB #