data_LYG # _chem_comp.id LYG _chem_comp.name "8-chloro-2-{[(3S)-3-hydroxypyrrolidin-1-yl]methyl}[1]benzothieno[3,2-d]pyrimidin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H14 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-22 _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 335.809 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LYG _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 3JY0 _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 LYG C1 C1 C 0 1 N N S -37.613 -5.447 4.208 4.793 1.613 0.251 C1 LYG 1 LYG N1 N1 N 0 1 N N N -37.647 -3.583 2.995 3.130 -0.102 0.442 N1 LYG 2 LYG O1 O1 O 0 1 N N N -36.563 -6.288 3.783 6.076 1.753 -0.364 O1 LYG 3 LYG S1 S1 S 0 1 Y N N -41.338 -2.926 -2.607 -3.043 -2.091 -0.183 S1 LYG 4 LYG CL1 CL1 CL 0 0 N N N -45.676 -1.086 1.096 -2.441 4.127 0.190 CL1 LYG 5 LYG C2 C2 C 0 1 N N N -36.833 -4.293 4.873 3.674 1.891 -0.775 C2 LYG 6 LYG N2 N2 N 0 1 N N N -40.157 -2.354 1.021 0.583 -0.744 0.194 N2 LYG 7 LYG O2 O2 O 0 1 N N N -38.256 -3.608 -2.387 -0.842 -4.402 -0.115 O2 LYG 8 LYG C3 C3 C 0 1 N N N -36.268 -3.587 3.620 2.869 0.576 -0.854 C3 LYG 9 LYG N3 N3 N 0 1 N N N -38.225 -3.117 -0.174 0.912 -3.040 0.104 N3 LYG 10 LYG C4 C4 C 0 1 N N N -38.007 -2.505 2.084 2.861 -1.543 0.345 C4 LYG 11 LYG C5 C5 C 0 1 N N N -38.901 -2.668 0.924 1.378 -1.770 0.208 C5 LYG 12 LYG C6 C6 C 0 1 Y N N -40.856 -2.483 -0.179 -0.765 -0.884 0.072 C6 LYG 13 LYG C7 C7 C 0 1 Y N N -42.242 -2.191 -0.370 -1.788 0.169 0.040 C7 LYG 14 LYG C8 C8 C 0 1 Y N N -43.168 -1.747 0.527 -1.603 1.566 0.128 C8 LYG 15 LYG C9 C9 C 0 1 Y N N -44.439 -1.593 0.004 -2.683 2.412 0.081 C9 LYG 16 LYG C10 C10 C 0 1 Y N N -44.833 -1.833 -1.286 -3.967 1.901 -0.054 C10 LYG 17 LYG C11 C11 C 0 1 Y N N -43.908 -2.252 -2.209 -4.166 0.544 -0.142 C11 LYG 18 LYG C12 C12 C 0 1 Y N N -42.666 -2.416 -1.679 -3.077 -0.336 -0.095 C12 LYG 19 LYG C13 C13 C 0 1 Y N N -40.213 -2.895 -1.307 -1.295 -2.151 -0.037 C13 LYG 20 LYG C14 C14 C 0 1 N N N -38.843 -3.253 -1.382 -0.411 -3.266 -0.020 C14 LYG 21 LYG C15 C15 C 0 1 N N N -38.190 -4.965 2.872 4.569 0.155 0.705 C15 LYG 22 LYG H1 H1 H 0 1 N N N -38.390 -5.861 4.868 4.705 2.292 1.100 H1 LYG 23 LYG HO1 HO1 H 0 1 N N N -36.122 -6.653 4.541 6.253 2.639 -0.708 HO1 LYG 24 LYG H2 H2 H 0 1 N N N -37.478 -3.636 5.475 3.037 2.705 -0.429 H2 LYG 25 LYG H2A H2A H 0 1 N N N -36.044 -4.650 5.551 4.103 2.133 -1.747 H2A LYG 26 LYG H3 H3 H 0 1 N N N -35.481 -4.122 3.068 3.223 -0.037 -1.683 H3 LYG 27 LYG H3A H3A H 0 1 N N N -35.799 -2.605 3.780 1.805 0.788 -0.965 H3A LYG 28 LYG HN3 HN3 H 0 1 N N N -37.256 -3.351 -0.091 1.532 -3.787 0.118 HN3 LYG 29 LYG H4 H4 H 0 1 N N N -38.501 -1.753 2.717 3.373 -1.950 -0.527 H4 LYG 30 LYG H4A H4A H 0 1 N N N -37.052 -2.165 1.658 3.224 -2.041 1.244 H4A LYG 31 LYG H8 H8 H 0 1 N N N -42.929 -1.534 1.558 -0.607 1.970 0.233 H8 LYG 32 LYG H10 H10 H 0 1 N N N -45.864 -1.693 -1.574 -4.812 2.572 -0.090 H10 LYG 33 LYG H11 H11 H 0 1 N N N -44.142 -2.433 -3.248 -5.168 0.154 -0.246 H11 LYG 34 LYG H15 H15 H 0 1 N N N -37.837 -5.521 1.991 5.190 -0.525 0.120 H15 LYG 35 LYG H15A H15A H 0 0 N N N -39.286 -5.024 2.796 4.786 0.050 1.768 H15A LYG 36 # 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 LYG C15 C1 SING N N 1 LYG O1 C1 SING N N 2 LYG C1 C2 SING N N 3 LYG C1 H1 SING N N 4 LYG C4 N1 SING N N 5 LYG C15 N1 SING N N 6 LYG N1 C3 SING N N 7 LYG O1 HO1 SING N N 8 LYG S1 C12 SING Y N 9 LYG S1 C13 SING Y N 10 LYG C9 CL1 SING N N 11 LYG C3 C2 SING N N 12 LYG C2 H2 SING N N 13 LYG C2 H2A SING N N 14 LYG C6 N2 SING N N 15 LYG C5 N2 DOUB N N 16 LYG O2 C14 DOUB N N 17 LYG C3 H3 SING N N 18 LYG C3 H3A SING N N 19 LYG C14 N3 SING N N 20 LYG N3 C5 SING N N 21 LYG N3 HN3 SING N N 22 LYG C5 C4 SING N N 23 LYG C4 H4 SING N N 24 LYG C4 H4A SING N N 25 LYG C13 C6 DOUB Y N 26 LYG C7 C6 SING Y N 27 LYG C12 C7 SING Y N 28 LYG C7 C8 DOUB Y N 29 LYG C9 C8 SING Y N 30 LYG C8 H8 SING N N 31 LYG C10 C9 DOUB Y N 32 LYG C11 C10 SING Y N 33 LYG C10 H10 SING N N 34 LYG C11 C12 DOUB Y N 35 LYG C11 H11 SING N N 36 LYG C14 C13 SING N N 37 LYG C15 H15 SING N N 38 LYG C15 H15A SING N N 39 # 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 LYG SMILES ACDLabs 11.02 "Clc4cc3c(sc1c3N=C(NC1=O)CN2CCC(O)C2)cc4" LYG SMILES_CANONICAL CACTVS 3.352 "O[C@H]1CCN(C1)CC2=Nc3c(sc4ccc(Cl)cc34)C(=O)N2" LYG SMILES CACTVS 3.352 "O[CH]1CCN(C1)CC2=Nc3c(sc4ccc(Cl)cc34)C(=O)N2" LYG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)c3c(s2)C(=O)NC(=N3)C[N@@]4CC[C@@H](C4)O" LYG SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)c3c(s2)C(=O)NC(=N3)CN4CCC(C4)O" LYG InChI InChI 1.03 "InChI=1S/C15H14ClN3O2S/c16-8-1-2-11-10(5-8)13-14(22-11)15(21)18-12(17-13)7-19-4-3-9(20)6-19/h1-2,5,9,20H,3-4,6-7H2,(H,17,18,21)/t9-/m0/s1" LYG InChIKey InChI 1.03 DSUSQUXNJRQJMI-VIFPVBQESA-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 LYG "SYSTEMATIC NAME" ACDLabs 11.02 "8-chloro-2-{[(3S)-3-hydroxypyrrolidin-1-yl]methyl}[1]benzothieno[3,2-d]pyrimidin-4(3H)-one" LYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "8-chloro-2-[[(1S,3S)-3-hydroxypyrrolidin-1-yl]methyl]-3H-[1]benzothiolo[3,2-d]pyrimidin-4-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 LYG "Create component" 2009-09-22 RCSB LYG "Modify aromatic_flag" 2011-06-04 RCSB LYG "Modify descriptor" 2011-06-04 RCSB #