data_4S3 # _chem_comp.id 4S3 _chem_comp.name "5-(1,3-benzothiazol-2-yl)-2-(morpholin-4-yl)-6-[(3R)-piperidin-3-ylamino]pyrimidin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N6 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-17 _chem_comp.pdbx_modified_date 2015-08-28 _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 412.509 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4S3 _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 4ZTN _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 4S3 C01 C1 C 0 1 N N N 29.613 7.917 -6.522 -0.348 -0.128 -0.069 C01 4S3 1 4S3 N02 N1 N 0 1 N N N 28.857 7.481 -5.481 -1.678 -0.038 -0.137 N02 4S3 2 4S3 C03 C2 C 0 1 N N N 28.657 6.174 -5.259 -2.282 1.127 -0.242 C03 4S3 3 4S3 N04 N2 N 0 1 N N N 29.220 5.243 -6.092 -1.585 2.295 -0.287 N04 4S3 4 4S3 C05 C3 C 0 1 N N N 30.009 5.539 -7.193 -0.237 2.285 -0.225 C05 4S3 5 4S3 C06 C4 C 0 1 N N N 30.226 6.948 -7.435 0.428 1.042 -0.112 C06 4S3 6 4S3 N07 N3 N 0 1 N N N 29.789 9.269 -6.672 0.259 -1.357 0.046 N07 4S3 7 4S3 N08 N4 N 0 1 N N N 27.850 5.779 -4.138 -3.648 1.164 -0.308 N08 4S3 8 4S3 O09 O1 O 0 1 N N N 30.466 4.615 -7.872 0.395 3.328 -0.265 O09 4S3 9 4S3 C10 C5 C 0 1 Y N N 31.047 7.379 -8.569 1.896 0.977 -0.040 C10 4S3 10 4S3 C11 C6 C 0 1 N N R 29.069 10.399 -6.087 -0.556 -2.564 0.206 C11 4S3 11 4S3 C12 C7 C 0 1 N N N 29.088 10.343 -4.514 -0.992 -3.073 -1.170 C12 4S3 12 4S3 N13 N5 N 0 1 N N N 28.550 11.559 -3.909 -1.791 -4.294 -1.011 N13 4S3 13 4S3 C14 C8 C 0 1 N N N 28.997 12.860 -4.426 -1.006 -5.365 -0.382 C14 4S3 14 4S3 C15 C9 C 0 1 N N N 29.069 12.921 -5.926 -0.571 -4.924 1.017 C15 4S3 15 4S3 C16 C10 C 0 1 N N N 29.745 11.696 -6.530 0.268 -3.648 0.908 C16 4S3 16 4S3 C17 C11 C 0 1 N N N 26.665 6.588 -3.802 -4.360 2.430 -0.548 C17 4S3 17 4S3 C18 C12 C 0 1 N N N 26.210 6.298 -2.392 -5.451 2.580 0.519 C18 4S3 18 4S3 O19 O2 O 0 1 N N N 25.983 4.906 -2.186 -6.251 1.396 0.544 O19 4S3 19 4S3 C20 C13 C 0 1 N N N 27.187 4.186 -2.407 -5.535 0.213 0.906 C20 4S3 20 4S3 C21 C14 C 0 1 N N N 27.674 4.351 -3.821 -4.448 -0.060 -0.146 C21 4S3 21 4S3 S22 S1 S 0 1 Y N N 32.093 6.340 -9.514 2.959 2.372 0.071 S22 4S3 22 4S3 C23 C15 C 0 1 Y N N 32.551 7.724 -10.464 4.368 1.314 0.100 C23 4S3 23 4S3 C24 C16 C 0 1 Y N N 31.858 8.851 -10.014 3.927 -0.012 0.024 C24 4S3 24 4S3 N25 N6 N 0 1 Y N N 31.018 8.628 -8.929 2.588 -0.116 -0.044 N25 4S3 25 4S3 C26 C17 C 0 1 Y N N 33.455 7.813 -11.517 5.728 1.601 0.176 C26 4S3 26 4S3 C27 C18 C 0 1 Y N N 33.657 9.044 -12.129 6.653 0.580 0.177 C27 4S3 27 4S3 C28 C19 C 0 1 Y N N 32.977 10.168 -11.689 6.230 -0.739 0.101 C28 4S3 28 4S3 C29 C20 C 0 1 Y N N 32.088 10.085 -10.626 4.894 -1.041 0.032 C29 4S3 29 4S3 H1 H1 H 0 1 N N N 29.049 4.278 -5.891 -2.059 3.137 -0.366 H1 4S3 30 4S3 H2 H2 H 0 1 N N N 30.738 9.420 -6.394 1.227 -1.425 0.021 H2 4S3 31 4S3 H3 H3 H 0 1 N N N 28.023 10.400 -6.427 -1.437 -2.332 0.804 H3 4S3 32 4S3 H4 H4 H 0 1 N N N 28.483 9.486 -4.183 -1.591 -2.309 -1.666 H4 4S3 33 4S3 H5 H5 H 0 1 N N N 30.127 10.210 -4.177 -0.110 -3.292 -1.772 H5 4S3 34 4S3 H6 H6 H 0 1 N N N 27.556 11.526 -4.015 -2.634 -4.109 -0.488 H6 4S3 35 4S3 H8 H8 H 0 1 N N N 29.998 13.069 -4.021 -1.615 -6.265 -0.306 H8 4S3 36 4S3 H9 H9 H 0 1 N N N 28.293 13.632 -4.080 -0.124 -5.572 -0.988 H9 4S3 37 4S3 H10 H10 H 0 1 N N N 29.639 13.816 -6.215 -1.452 -4.730 1.628 H10 4S3 38 4S3 H11 H11 H 0 1 N N N 28.046 12.992 -6.325 0.025 -5.713 1.478 H11 4S3 39 4S3 H12 H12 H 0 1 N N N 30.797 11.676 -6.211 1.169 -3.852 0.329 H12 4S3 40 4S3 H13 H13 H 0 1 N N N 29.696 11.767 -7.627 0.544 -3.307 1.906 H13 4S3 41 4S3 H14 H14 H 0 1 N N N 26.919 7.655 -3.888 -3.662 3.263 -0.479 H14 4S3 42 4S3 H15 H15 H 0 1 N N N 25.851 6.347 -4.502 -4.815 2.412 -1.538 H15 4S3 43 4S3 H16 H16 H 0 1 N N N 26.985 6.640 -1.690 -4.988 2.728 1.494 H16 4S3 44 4S3 H17 H17 H 0 1 N N N 25.274 6.844 -2.200 -6.079 3.439 0.279 H17 4S3 45 4S3 H18 H18 H 0 1 N N N 27.006 3.118 -2.213 -5.072 0.352 1.883 H18 4S3 46 4S3 H19 H19 H 0 1 N N N 27.958 4.559 -1.717 -6.223 -0.632 0.946 H19 4S3 47 4S3 H20 H20 H 0 1 N N N 26.938 3.914 -4.512 -4.912 -0.324 -1.097 H20 4S3 48 4S3 H21 H21 H 0 1 N N N 28.637 3.832 -3.936 -3.807 -0.876 0.189 H21 4S3 49 4S3 H22 H22 H 0 1 N N N 33.992 6.939 -11.854 6.059 2.627 0.235 H22 4S3 50 4S3 H23 H23 H 0 1 N N N 34.349 9.125 -12.954 7.707 0.807 0.231 H23 4S3 51 4S3 H24 H24 H 0 1 N N N 33.140 11.117 -12.177 6.959 -1.535 0.102 H24 4S3 52 4S3 H25 H25 H 0 1 N N N 31.577 10.969 -10.274 4.579 -2.073 -0.026 H25 4S3 53 # 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 4S3 C27 C28 DOUB Y N 1 4S3 C27 C26 SING Y N 2 4S3 C28 C29 SING Y N 3 4S3 C26 C23 DOUB Y N 4 4S3 C29 C24 DOUB Y N 5 4S3 C23 C24 SING Y N 6 4S3 C23 S22 SING Y N 7 4S3 C24 N25 SING Y N 8 4S3 S22 C10 SING Y N 9 4S3 N25 C10 DOUB Y N 10 4S3 C10 C06 SING N N 11 4S3 O09 C05 DOUB N N 12 4S3 C06 C05 SING N N 13 4S3 C06 C01 DOUB N N 14 4S3 C05 N04 SING N N 15 4S3 N07 C01 SING N N 16 4S3 N07 C11 SING N N 17 4S3 C16 C11 SING N N 18 4S3 C16 C15 SING N N 19 4S3 C01 N02 SING N N 20 4S3 N04 C03 SING N N 21 4S3 C11 C12 SING N N 22 4S3 C15 C14 SING N N 23 4S3 N02 C03 DOUB N N 24 4S3 C03 N08 SING N N 25 4S3 C12 N13 SING N N 26 4S3 C14 N13 SING N N 27 4S3 N08 C21 SING N N 28 4S3 N08 C17 SING N N 29 4S3 C21 C20 SING N N 30 4S3 C17 C18 SING N N 31 4S3 C20 O19 SING N N 32 4S3 C18 O19 SING N N 33 4S3 N04 H1 SING N N 34 4S3 N07 H2 SING N N 35 4S3 C11 H3 SING N N 36 4S3 C12 H4 SING N N 37 4S3 C12 H5 SING N N 38 4S3 N13 H6 SING N N 39 4S3 C14 H8 SING N N 40 4S3 C14 H9 SING N N 41 4S3 C15 H10 SING N N 42 4S3 C15 H11 SING N N 43 4S3 C16 H12 SING N N 44 4S3 C16 H13 SING N N 45 4S3 C17 H14 SING N N 46 4S3 C17 H15 SING N N 47 4S3 C18 H16 SING N N 48 4S3 C18 H17 SING N N 49 4S3 C20 H18 SING N N 50 4S3 C20 H19 SING N N 51 4S3 C21 H20 SING N N 52 4S3 C21 H21 SING N N 53 4S3 C26 H22 SING N N 54 4S3 C27 H23 SING N N 55 4S3 C28 H24 SING N N 56 4S3 C29 H25 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 4S3 SMILES ACDLabs 12.01 "C=2(N=C(N1CCOCC1)NC(C=2c3sc4c(n3)cccc4)=O)NC5CNCCC5" 4S3 InChI InChI 1.03 "InChI=1S/C20H24N6O2S/c27-18-16(19-23-14-5-1-2-6-15(14)29-19)17(22-13-4-3-7-21-12-13)24-20(25-18)26-8-10-28-11-9-26/h1-2,5-6,13,21H,3-4,7-12H2,(H2,22,24,25,27)/t13-/m1/s1" 4S3 InChIKey InChI 1.03 FWVSQXVRLKRCRX-CYBMUJFWSA-N 4S3 SMILES_CANONICAL CACTVS 3.385 "O=C1NC(=NC(=C1c2sc3ccccc3n2)N[C@@H]4CCCNC4)N5CCOCC5" 4S3 SMILES CACTVS 3.385 "O=C1NC(=NC(=C1c2sc3ccccc3n2)N[CH]4CCCNC4)N5CCOCC5" 4S3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)N4CCOCC4)N[C@@H]5CCCNC5" 4S3 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)N4CCOCC4)NC5CCCNC5" # 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 4S3 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(1,3-benzothiazol-2-yl)-2-(morpholin-4-yl)-6-[(3R)-piperidin-3-ylamino]pyrimidin-4(3H)-one" 4S3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-(1,3-benzothiazol-2-yl)-2-morpholin-4-yl-4-[[(3R)-piperidin-3-yl]amino]-1H-pyrimidin-6-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 4S3 "Create component" 2015-05-17 RCSB 4S3 "Initial release" 2015-09-02 RCSB #