data_13W # _chem_comp.id 13W _chem_comp.name "3-{5-[(2E,4S)-2-imino-1,4-dimethyl-6-oxohexahydropyrimidin-4-yl]thiophen-3-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-04 _chem_comp.pdbx_modified_date 2012-10-12 _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 324.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13W _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 4HA5 _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 13W C1 C1 C 0 1 Y N N 28.276 11.245 18.721 3.773 -2.001 -0.958 C1 13W 1 13W C2 C2 C 0 1 Y N N 28.976 10.834 19.880 4.878 -1.422 -0.367 C2 13W 2 13W C3 C3 C 0 1 Y N N 28.245 10.482 21.038 4.765 -0.181 0.265 C3 13W 3 13W C4 C4 C 0 1 Y N N 26.836 10.537 21.044 3.532 0.471 0.296 C4 13W 4 13W C5 C5 C 0 1 Y N N 26.105 10.945 19.888 2.424 -0.120 -0.302 C5 13W 5 13W C6 C6 C 0 1 Y N N 26.855 11.303 18.723 2.551 -1.359 -0.929 C6 13W 6 13W C7 C7 C 0 1 Y N N 24.627 11.002 19.916 1.110 0.567 -0.272 C7 13W 7 13W C8 C8 C 0 1 Y N N 23.851 10.490 20.984 -0.037 0.028 -0.853 C8 13W 8 13W C9 C9 C 0 1 Y N N 22.481 10.670 20.776 -1.130 0.776 -0.734 C9 13W 9 13W S1 S1 S 0 1 Y N N 22.193 11.457 19.299 -0.755 2.250 0.148 S1 13W 10 13W C10 C10 C 0 1 Y N N 23.829 11.568 18.910 0.924 1.760 0.323 C10 13W 11 13W C11 C11 C 0 1 N N S 21.336 10.250 21.705 -2.490 0.414 -1.276 C11 13W 12 13W C12 C12 C 0 1 N N N 20.647 11.519 22.264 -3.579 1.026 -0.391 C12 13W 13 13W C13 C13 C 0 1 N N N 21.457 12.188 23.405 -3.690 0.263 0.899 C13 13W 14 13W N1 N1 N 0 1 N N N 22.271 11.345 24.174 -3.269 -1.003 1.029 N1 13W 15 13W C14 C14 C 0 1 N N N 22.327 9.968 23.995 -2.645 -1.661 -0.018 C14 13W 16 13W N2 N2 N 0 1 N N N 21.861 9.425 22.821 -2.657 -1.050 -1.260 N2 13W 17 13W N3 N3 N 0 1 N N N 22.824 9.163 24.939 -2.066 -2.813 0.161 N3 13W 18 13W C15 C15 C 0 1 N N N 20.333 9.385 20.916 -2.632 0.937 -2.707 C15 13W 19 13W C16 C16 C 0 1 N N N 23.096 12.025 25.220 -3.473 -1.704 2.299 C16 13W 20 13W O1 O1 O 0 1 N N N 21.372 13.400 23.590 -4.179 0.815 1.862 O1 13W 21 13W C17 C17 C 0 1 N N N 28.927 10.060 22.234 5.911 0.419 0.879 C17 13W 22 13W N4 N4 N 0 1 N N N 29.447 9.716 23.211 6.820 0.896 1.366 N4 13W 23 13W H1 H1 H 0 1 N N N 28.824 11.516 17.830 3.866 -2.958 -1.449 H1 13W 24 13W H2 H2 H 0 1 N N N 30.055 10.790 19.880 5.832 -1.928 -0.393 H2 13W 25 13W H3 H3 H 0 1 N N N 26.299 10.265 21.941 3.439 1.430 0.784 H3 13W 26 13W H4 H4 H 0 1 N N N 26.334 11.622 17.832 1.691 -1.817 -1.394 H4 13W 27 13W H5 H5 H 0 1 N N N 24.270 10.015 21.859 -0.037 -0.925 -1.362 H5 13W 28 13W H6 H6 H 0 1 N N N 24.213 12.016 18.005 1.691 2.331 0.826 H6 13W 29 13W H7 H7 H 0 1 N N N 20.528 12.244 21.445 -3.328 2.065 -0.175 H7 13W 30 13W H8 H8 H 0 1 N N N 19.657 11.239 22.653 -4.534 0.989 -0.915 H8 13W 31 13W H9 H9 H 0 1 N N N 23.130 9.673 25.743 -2.068 -3.226 1.039 H9 13W 32 13W H11 H11 H 0 1 N N N 19.509 9.081 21.579 -1.862 0.489 -3.335 H11 13W 33 13W H12 H12 H 0 1 N N N 19.930 9.967 20.074 -3.616 0.672 -3.094 H12 13W 34 13W H13 H13 H 0 1 N N N 20.844 8.490 20.532 -2.519 2.021 -2.710 H13 13W 35 13W H14 H14 H 0 1 N N N 23.693 11.276 25.761 -4.436 -2.214 2.282 H14 13W 36 13W H15 H15 H 0 1 N N N 23.768 12.753 24.741 -2.677 -2.434 2.443 H15 13W 37 13W H16 H16 H 0 1 N N N 22.434 12.547 25.927 -3.458 -0.984 3.117 H16 13W 38 13W H17 H17 H 0 1 N N N 21.877 8.431 22.715 -2.771 -1.560 -2.078 H17 13W 39 # 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 13W C1 C6 DOUB Y N 1 13W C1 C2 SING Y N 2 13W C6 C5 SING Y N 3 13W C10 S1 SING Y N 4 13W C10 C7 DOUB Y N 5 13W S1 C9 SING Y N 6 13W C2 C3 DOUB Y N 7 13W C5 C7 SING N N 8 13W C5 C4 DOUB Y N 9 13W C7 C8 SING Y N 10 13W C9 C8 DOUB Y N 11 13W C9 C11 SING N N 12 13W C15 C11 SING N N 13 13W C3 C4 SING Y N 14 13W C3 C17 SING N N 15 13W C11 C12 SING N N 16 13W C11 N2 SING N N 17 13W C17 N4 TRIP N N 18 13W C12 C13 SING N N 19 13W N2 C14 SING N N 20 13W C13 O1 DOUB N N 21 13W C13 N1 SING N N 22 13W C14 N1 SING N N 23 13W C14 N3 DOUB N N 24 13W N1 C16 SING N N 25 13W C1 H1 SING N N 26 13W C2 H2 SING N N 27 13W C4 H3 SING N N 28 13W C6 H4 SING N N 29 13W C8 H5 SING N N 30 13W C10 H6 SING N N 31 13W C12 H7 SING N N 32 13W C12 H8 SING N N 33 13W N3 H9 SING N N 34 13W C15 H11 SING N N 35 13W C15 H12 SING N N 36 13W C15 H13 SING N N 37 13W C16 H14 SING N N 38 13W C16 H15 SING N N 39 13W C16 H16 SING N N 40 13W N2 H17 SING N N 41 # 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 13W SMILES ACDLabs 12.01 "O=C3N(C(=[N@H])NC(c2scc(c1cc(C#N)ccc1)c2)(C)C3)C" 13W InChI InChI 1.03 "InChI=1S/C17H16N4OS/c1-17(8-15(22)21(2)16(19)20-17)14-7-13(10-23-14)12-5-3-4-11(6-12)9-18/h3-7,10H,8H2,1-2H3,(H2,19,20)/t17-/m0/s1" 13W InChIKey InChI 1.03 MLNWGLXMDFUREO-KRWDZBQOSA-N 13W SMILES_CANONICAL CACTVS 3.370 "CN1C(=N)N[C@@](C)(CC1=O)c2scc(c2)c3cccc(c3)C#N" 13W SMILES CACTVS 3.370 "CN1C(=N)N[C](C)(CC1=O)c2scc(c2)c3cccc(c3)C#N" 13W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/1\N[C@](CC(=O)N1C)(C)c2cc(cs2)c3cccc(c3)C#N" 13W SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC(=O)N(C(=N)N1)C)c2cc(cs2)c3cccc(c3)C#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 13W "SYSTEMATIC NAME" ACDLabs 12.01 "3-{5-[(2E,4S)-2-imino-1,4-dimethyl-6-oxohexahydropyrimidin-4-yl]thiophen-3-yl}benzonitrile" 13W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[5-[(4S)-2-azanylidene-1,4-dimethyl-6-oxidanylidene-1,3-diazinan-4-yl]thiophen-3-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 13W "Create component" 2012-10-04 RCSB 13W "Initial release" 2012-10-12 RCSB #