data_69Z # _chem_comp.id 69Z _chem_comp.name "[(2S)-2-(4-chlorophenyl)pyrrolidin-1-yl](5-methylimidazo[5,1-b][1,3,4]thiadiazol-2-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H15 Cl 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 2016-02-23 _chem_comp.pdbx_modified_date 2016-12-16 _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 346.835 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 69Z _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 5ICP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 69Z C2 C1 C 0 1 Y N N 4.759 12.454 6.531 4.544 0.873 -0.504 C2 69Z 1 69Z C3 C2 C 0 1 Y N N 5.254 13.462 7.352 4.723 0.162 0.669 C3 69Z 2 69Z C4 C3 C 0 1 Y N N 5.020 13.441 8.720 3.749 -0.719 1.099 C4 69Z 3 69Z C5 C4 C 0 1 Y N N 4.286 12.398 9.285 2.596 -0.890 0.356 C5 69Z 4 69Z C6 C5 C 0 1 Y N N 3.793 11.394 8.458 2.417 -0.181 -0.817 C6 69Z 5 69Z C7 C6 C 0 1 Y N N 4.024 11.417 7.091 3.390 0.701 -1.247 C7 69Z 6 69Z C8 C7 C 0 1 N N S 4.000 12.302 10.772 1.534 -1.851 0.825 C8 69Z 7 69Z C11 C8 C 0 1 N N N 2.762 14.297 11.199 0.172 -3.588 -0.171 C11 69Z 8 69Z C12 C9 C 0 1 N N N 4.103 14.364 11.977 -0.500 -2.209 -0.385 C12 69Z 9 69Z N13 N1 N 0 1 N N N 4.872 13.151 11.621 0.200 -1.300 0.541 N13 69Z 10 69Z C16 C10 C 0 1 Y N N 6.844 11.677 11.635 -1.661 0.284 0.675 C16 69Z 11 69Z C19 C11 C 0 1 Y N N 8.106 9.562 11.322 -3.966 1.420 0.302 C19 69Z 12 69Z C23 C12 C 0 1 N N N 7.421 9.378 7.718 -5.120 -1.220 -1.946 C23 69Z 13 69Z CL1 CL1 CL 0 0 N N N 5.046 12.481 4.816 5.765 1.985 -1.041 CL1 69Z 14 69Z C10 C13 C 0 1 N N N 2.556 12.767 11.048 1.653 -3.182 0.053 C10 69Z 15 69Z C14 C14 C 0 1 N N N 6.143 12.910 12.038 -0.299 -0.154 1.046 C14 69Z 16 69Z O15 O1 O 0 1 N N N 6.709 13.714 12.750 0.370 0.518 1.805 O15 69Z 17 69Z N17 N2 N 0 1 Y N N 6.869 11.244 10.426 -2.489 -0.327 -0.113 N17 69Z 18 69Z N18 N3 N 0 1 Y N N 7.543 10.069 10.188 -3.737 0.233 -0.351 N18 69Z 19 69Z C20 C15 C 0 1 Y N N 8.733 8.418 10.959 -5.207 1.843 -0.023 C20 69Z 20 69Z N21 N4 N 0 1 Y N N 8.547 8.224 9.641 -5.742 0.941 -0.856 N21 69Z 21 69Z C22 C16 C 0 1 Y N N 7.847 9.211 9.158 -4.887 -0.021 -1.064 C22 69Z 22 69Z S24 S1 S 0 1 Y N N 7.759 10.614 12.697 -2.496 1.747 1.225 S24 69Z 23 69Z H1 H1 H 0 1 N N N 5.827 14.270 6.920 5.624 0.296 1.250 H1 69Z 24 69Z H2 H2 H 0 1 N N N 5.406 14.232 9.346 3.888 -1.274 2.015 H2 69Z 25 69Z H3 H3 H 0 1 N N N 3.222 10.584 8.887 1.516 -0.316 -1.397 H3 69Z 26 69Z H4 H4 H 0 1 N N N 3.633 10.630 6.463 3.250 1.255 -2.164 H4 69Z 27 69Z H5 H5 H 0 1 N N N 4.096 11.252 11.086 1.643 -2.032 1.894 H5 69Z 28 69Z H6 H6 H 0 1 N N N 2.843 14.788 10.218 -0.234 -4.087 0.709 H6 69Z 29 69Z H7 H7 H 0 1 N N N 1.943 14.756 11.772 0.067 -4.215 -1.056 H7 69Z 30 69Z H8 H8 H 0 1 N N N 4.663 15.265 11.687 -0.366 -1.877 -1.415 H8 69Z 31 69Z H9 H9 H 0 1 N N N 3.911 14.385 13.060 -1.560 -2.261 -0.139 H9 69Z 32 69Z H10 H10 H 0 1 N N N 7.794 8.530 7.124 -4.793 -0.994 -2.961 H10 69Z 33 69Z H11 H11 H 0 1 N N N 6.323 9.410 7.662 -4.554 -2.069 -1.563 H11 69Z 34 69Z H12 H12 H 0 1 N N N 7.836 10.315 7.319 -6.182 -1.465 -1.953 H12 69Z 35 69Z H13 H13 H 0 1 N N N 1.888 12.530 10.207 2.159 -3.032 -0.900 H13 69Z 36 69Z H14 H14 H 0 1 N N N 2.157 12.320 11.970 2.171 -3.931 0.652 H14 69Z 37 69Z H15 H15 H 0 1 N N N 9.290 7.769 11.618 -5.686 2.744 0.333 H15 69Z 38 # 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 69Z CL1 C2 SING N N 1 69Z C2 C7 DOUB Y N 2 69Z C2 C3 SING Y N 3 69Z C7 C6 SING Y N 4 69Z C3 C4 DOUB Y N 5 69Z C23 C22 SING N N 6 69Z C6 C5 DOUB Y N 7 69Z C4 C5 SING Y N 8 69Z C22 N21 DOUB Y N 9 69Z C22 N18 SING Y N 10 69Z C5 C8 SING N N 11 69Z N21 C20 SING Y N 12 69Z N18 N17 SING Y N 13 69Z N18 C19 SING Y N 14 69Z N17 C16 DOUB Y N 15 69Z C8 C10 SING N N 16 69Z C8 N13 SING N N 17 69Z C20 C19 DOUB Y N 18 69Z C10 C11 SING N N 19 69Z C11 C12 SING N N 20 69Z C19 S24 SING Y N 21 69Z N13 C12 SING N N 22 69Z N13 C14 SING N N 23 69Z C16 C14 SING N N 24 69Z C16 S24 SING Y N 25 69Z C14 O15 DOUB N N 26 69Z C3 H1 SING N N 27 69Z C4 H2 SING N N 28 69Z C6 H3 SING N N 29 69Z C7 H4 SING N N 30 69Z C8 H5 SING N N 31 69Z C11 H6 SING N N 32 69Z C11 H7 SING N N 33 69Z C12 H8 SING N N 34 69Z C12 H9 SING N N 35 69Z C23 H10 SING N N 36 69Z C23 H11 SING N N 37 69Z C23 H12 SING N N 38 69Z C10 H13 SING N N 39 69Z C10 H14 SING N N 40 69Z C20 H15 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 69Z SMILES ACDLabs 12.01 "c1(ccc(cc1)C2CCCN2C(c3sc4n(n3)c(C)nc4)=O)Cl" 69Z InChI InChI 1.03 "InChI=1S/C16H15ClN4OS/c1-10-18-9-14-21(10)19-15(23-14)16(22)20-8-2-3-13(20)11-4-6-12(17)7-5-11/h4-7,9,13H,2-3,8H2,1H3/t13-/m0/s1" 69Z InChIKey InChI 1.03 SAVNWXMDAMFANR-ZDUSSCGKSA-N 69Z SMILES_CANONICAL CACTVS 3.385 "Cc1ncc2sc(nn12)C(=O)N3CCC[C@H]3c4ccc(Cl)cc4" 69Z SMILES CACTVS 3.385 "Cc1ncc2sc(nn12)C(=O)N3CCC[CH]3c4ccc(Cl)cc4" 69Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1ncc2n1nc(s2)C(=O)N3CCC[C@H]3c4ccc(cc4)Cl" 69Z SMILES "OpenEye OEToolkits" 2.0.4 "Cc1ncc2n1nc(s2)C(=O)N3CCCC3c4ccc(cc4)Cl" # 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 69Z "SYSTEMATIC NAME" ACDLabs 12.01 "[(2S)-2-(4-chlorophenyl)pyrrolidin-1-yl](5-methylimidazo[5,1-b][1,3,4]thiadiazol-2-yl)methanone" 69Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{S})-2-(4-chlorophenyl)pyrrolidin-1-yl]-(5-methylimidazo[5,1-b][1,3,4]thiadiazol-2-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 69Z "Create component" 2016-02-23 EBI 69Z "Initial release" 2016-12-21 RCSB #