data_G6K # _chem_comp.id G6K _chem_comp.name "1-[(3S)-3-{[4-(morpholin-4-ylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)pyrimidin-2-yl]amino}pyrrolidin-1-yl]propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 N8 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-03 _chem_comp.pdbx_modified_date 2013-08-16 _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 468.575 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G6K _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 4KIO _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 G6K C1 C1 C 0 1 N N N -0.765 13.628 13.645 6.387 5.057 0.294 C1 G6K 1 G6K C2 C2 C 0 1 N N N -0.804 12.274 12.990 5.562 3.869 -0.202 C2 G6K 2 G6K C3 C3 C 0 1 N N N -2.119 12.023 12.377 4.180 3.932 0.397 C3 G6K 3 G6K O4 O4 O 0 1 N N N -3.090 11.899 13.115 3.885 4.838 1.147 O4 G6K 4 G6K N5 N5 N 0 1 N N N -2.175 11.938 10.995 3.273 2.981 0.099 N5 G6K 5 G6K C6 C6 C 0 1 N N N -3.398 11.710 10.254 3.497 1.829 -0.794 C6 G6K 6 G6K C7 C7 C 0 1 N N N -3.021 11.944 8.806 2.084 1.430 -1.289 C7 G6K 7 G6K C8 C8 C 0 1 N N S -1.763 12.751 8.932 1.227 1.680 -0.020 C8 G6K 8 G6K C9 C9 C 0 1 N N N -1.072 12.095 10.096 1.897 2.918 0.614 C9 G6K 9 G6K N10 N10 N 0 1 N N N -1.000 12.829 7.706 -0.163 1.968 -0.381 N10 G6K 10 G6K C11 C11 C 0 1 Y N N -0.916 13.941 6.954 -1.059 0.930 -0.567 C11 G6K 11 G6K N12 N12 N 0 1 Y N N 0.277 14.181 6.402 -2.312 1.209 -0.894 N12 G6K 12 G6K C13 C13 C 0 1 Y N N 0.360 15.270 5.632 -3.199 0.242 -1.080 C13 G6K 13 G6K C14 C14 C 0 1 N N N 1.687 15.597 5.009 -4.621 0.574 -1.452 C14 G6K 14 G6K N15 N15 N 0 1 N N N 2.069 14.885 3.798 -5.394 0.852 -0.234 N15 G6K 15 G6K C16 C16 C 0 1 N N N 1.997 13.433 3.922 -6.714 1.407 -0.563 C16 G6K 16 G6K C17 C17 C 0 1 N N N 2.518 12.855 2.621 -7.461 1.737 0.733 C17 G6K 17 G6K O18 O18 O 0 1 N N N 1.757 13.314 1.501 -7.554 0.557 1.536 O18 G6K 18 G6K C19 C19 C 0 1 N N N 1.902 14.730 1.379 -6.286 -0.011 1.876 C19 G6K 19 G6K C20 C20 C 0 1 N N N 1.367 15.392 2.626 -5.528 -0.357 0.592 C20 G6K 20 G6K C21 C21 C 0 1 Y N N -0.711 16.114 5.437 -2.805 -1.074 -0.930 C21 G6K 21 G6K C22 C22 C 0 1 Y N N -1.889 15.785 6.064 -1.478 -1.337 -0.585 C22 G6K 22 G6K N23 N23 N 0 1 N N N -3.039 16.583 5.931 -1.038 -2.643 -0.424 N23 G6K 23 G6K C24 C24 C 0 1 Y N N -4.180 16.593 6.643 0.299 -2.898 -0.184 C24 G6K 24 G6K N25 N25 N 0 1 Y N N -5.107 17.509 6.514 0.824 -4.073 -0.122 N25 G6K 25 G6K C26 C26 C 0 1 Y N N -6.145 17.232 7.366 2.146 -4.158 0.120 C26 G6K 26 G6K C27 C27 C 0 1 Y N N -7.304 17.960 7.534 2.956 -5.308 0.235 C27 G6K 27 G6K C28 C28 C 0 1 Y N N -8.210 17.489 8.465 4.302 -5.149 0.489 C28 G6K 28 G6K C29 C29 C 0 1 Y N N -7.975 16.345 9.190 4.828 -3.875 0.625 C29 G6K 29 G6K N30 N30 N 0 1 Y N N -6.859 15.639 9.039 4.060 -2.813 0.515 N30 G6K 30 G6K C31 C31 C 0 1 Y N N -5.982 16.102 8.139 2.757 -2.908 0.271 C31 G6K 31 G6K S32 S32 S 0 1 Y N N -4.483 15.337 7.781 1.524 -1.664 0.073 S32 G6K 32 G6K N33 N33 N 0 1 Y N N -2.032 14.695 6.831 -0.641 -0.318 -0.419 N33 G6K 33 G6K H1 H1 H 0 1 N N N 0.226 13.790 14.094 6.460 5.020 1.381 H1 G6K 34 G6K H2 H2 H 0 1 N N N -0.957 14.406 12.891 7.386 5.012 -0.139 H2 G6K 35 G6K H3 H3 H 0 1 N N N -1.535 13.678 14.429 5.903 5.987 -0.006 H3 G6K 36 G6K H4 H4 H 0 1 N N N -0.607 11.502 13.748 5.489 3.906 -1.289 H4 G6K 37 G6K H5 H5 H 0 1 N N N -0.029 12.229 12.211 6.046 2.940 0.098 H5 G6K 38 G6K H6 H6 H 0 1 N N N -4.180 12.416 10.570 4.126 2.118 -1.635 H6 G6K 39 G6K H7 H7 H 0 1 N N N -3.754 10.679 10.400 3.954 1.006 -0.243 H7 G6K 40 G6K H8 H8 H 0 1 N N N -3.804 12.506 8.276 1.765 2.073 -2.109 H8 G6K 41 G6K H9 H9 H 0 1 N N N -2.835 10.994 8.284 2.051 0.381 -1.582 H9 G6K 42 G6K H10 H10 H 0 1 N N N -2.044 13.770 9.237 1.282 0.827 0.657 H10 G6K 43 G6K H11 H11 H 0 1 N N N -0.635 11.125 9.816 1.907 2.818 1.700 H11 G6K 44 G6K H12 H12 H 0 1 N N N -0.290 12.741 10.521 1.357 3.820 0.328 H12 G6K 45 G6K H13 H13 H 0 1 N N N -1.373 12.121 7.106 -0.456 2.887 -0.490 H13 G6K 46 G6K H14 H14 H 0 1 N N N 2.461 15.396 5.764 -4.632 1.452 -2.097 H14 G6K 47 G6K H15 H15 H 0 1 N N N 1.679 16.670 4.768 -5.065 -0.270 -1.980 H15 G6K 48 G6K H17 H17 H 0 1 N N N 0.956 13.118 4.086 -6.590 2.316 -1.152 H17 G6K 49 G6K H18 H18 H 0 1 N N N 2.619 13.094 4.763 -7.284 0.676 -1.136 H18 G6K 50 G6K H19 H19 H 0 1 N N N 2.458 11.758 2.668 -6.918 2.507 1.280 H19 G6K 51 G6K H20 H20 H 0 1 N N N 3.567 13.160 2.489 -8.462 2.096 0.495 H20 G6K 52 G6K H21 H21 H 0 1 N N N 2.966 14.982 1.256 -5.709 0.709 2.456 H21 G6K 53 G6K H22 H22 H 0 1 N N N 1.338 15.084 0.503 -6.438 -0.915 2.464 H22 G6K 54 G6K H23 H23 H 0 1 N N N 1.516 16.479 2.554 -6.079 -1.117 0.037 H23 G6K 55 G6K H24 H24 H 0 1 N N N 0.293 15.175 2.722 -4.538 -0.737 0.845 H24 G6K 56 G6K H25 H25 H 0 1 N N N -0.629 16.996 4.819 -3.509 -1.880 -1.076 H25 G6K 57 G6K H26 H26 H 0 1 N N N -3.003 17.251 5.187 -1.670 -3.378 -0.480 H26 G6K 58 G6K H27 H27 H 0 1 N N N -7.495 18.857 6.964 2.530 -6.294 0.127 H27 G6K 59 G6K H28 H28 H 0 1 N N N -9.128 18.035 8.627 4.942 -6.014 0.582 H28 G6K 60 G6K H29 H29 H 0 1 N N N -8.716 16.011 9.901 5.882 -3.752 0.825 H29 G6K 61 # 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 G6K C19 O18 SING N N 1 G6K C19 C20 SING N N 2 G6K O18 C17 SING N N 3 G6K C17 C16 SING N N 4 G6K C20 N15 SING N N 5 G6K N15 C16 SING N N 6 G6K N15 C14 SING N N 7 G6K C14 C13 SING N N 8 G6K C21 C13 DOUB Y N 9 G6K C21 C22 SING Y N 10 G6K C13 N12 SING Y N 11 G6K N23 C22 SING N N 12 G6K N23 C24 SING N N 13 G6K C22 N33 DOUB Y N 14 G6K N12 C11 DOUB Y N 15 G6K N25 C24 DOUB Y N 16 G6K N25 C26 SING Y N 17 G6K C24 S32 SING Y N 18 G6K N33 C11 SING Y N 19 G6K C11 N10 SING N N 20 G6K C26 C27 DOUB Y N 21 G6K C26 C31 SING Y N 22 G6K C27 C28 SING Y N 23 G6K N10 C8 SING N N 24 G6K S32 C31 SING Y N 25 G6K C31 N30 DOUB Y N 26 G6K C28 C29 DOUB Y N 27 G6K C7 C8 SING N N 28 G6K C7 C6 SING N N 29 G6K C8 C9 SING N N 30 G6K N30 C29 SING Y N 31 G6K C9 N5 SING N N 32 G6K C6 N5 SING N N 33 G6K N5 C3 SING N N 34 G6K C3 C2 SING N N 35 G6K C3 O4 DOUB N N 36 G6K C2 C1 SING N N 37 G6K C1 H1 SING N N 38 G6K C1 H2 SING N N 39 G6K C1 H3 SING N N 40 G6K C2 H4 SING N N 41 G6K C2 H5 SING N N 42 G6K C6 H6 SING N N 43 G6K C6 H7 SING N N 44 G6K C7 H8 SING N N 45 G6K C7 H9 SING N N 46 G6K C8 H10 SING N N 47 G6K C9 H11 SING N N 48 G6K C9 H12 SING N N 49 G6K N10 H13 SING N N 50 G6K C14 H14 SING N N 51 G6K C14 H15 SING N N 52 G6K C16 H17 SING N N 53 G6K C16 H18 SING N N 54 G6K C17 H19 SING N N 55 G6K C17 H20 SING N N 56 G6K C19 H21 SING N N 57 G6K C19 H22 SING N N 58 G6K C20 H23 SING N N 59 G6K C20 H24 SING N N 60 G6K C21 H25 SING N N 61 G6K N23 H26 SING N N 62 G6K C27 H27 SING N N 63 G6K C28 H28 SING N N 64 G6K C29 H29 SING N N 65 # 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 G6K SMILES ACDLabs 12.01 "O=C(N5CCC(Nc1nc(cc(n1)Nc2nc3cccnc3s2)CN4CCOCC4)C5)CC" G6K InChI InChI 1.03 "InChI=1S/C22H28N8O2S/c1-2-19(31)30-7-5-15(14-30)24-21-25-16(13-29-8-10-32-11-9-29)12-18(27-21)28-22-26-17-4-3-6-23-20(17)33-22/h3-4,6,12,15H,2,5,7-11,13-14H2,1H3,(H2,24,25,26,27,28)/t15-/m0/s1" G6K InChIKey InChI 1.03 JSHRNKDQLCOTRI-HNNXBMFYSA-N G6K SMILES_CANONICAL CACTVS 3.370 "CCC(=O)N1CC[C@@H](C1)Nc2nc(CN3CCOCC3)cc(Nc4sc5ncccc5n4)n2" G6K SMILES CACTVS 3.370 "CCC(=O)N1CC[CH](C1)Nc2nc(CN3CCOCC3)cc(Nc4sc5ncccc5n4)n2" G6K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)N1CC[C@@H](C1)Nc2nc(cc(n2)Nc3nc4cccnc4s3)CN5CCOCC5" G6K SMILES "OpenEye OEToolkits" 1.7.6 "CCC(=O)N1CCC(C1)Nc2nc(cc(n2)Nc3nc4cccnc4s3)CN5CCOCC5" # 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 G6K "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(3S)-3-{[4-(morpholin-4-ylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)pyrimidin-2-yl]amino}pyrrolidin-1-yl]propan-1-one" G6K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(3S)-3-[[4-(morpholin-4-ylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)pyrimidin-2-yl]amino]pyrrolidin-1-yl]propan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G6K "Create component" 2013-05-03 RCSB G6K "Initial release" 2013-08-21 RCSB #