data_ZPC # _chem_comp.id ZPC _chem_comp.name "(5R)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 Cl N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms R-ZOPICLONE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-25 _chem_comp.pdbx_modified_date 2021-03-01 _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 388.808 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZPC _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 4A97 _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 ZPC C01 C01 C 0 1 N N N -83.513 -32.572 -66.603 -5.680 2.740 0.997 C01 ZPC 1 ZPC N02 N02 N 0 1 N N N -82.607 -33.370 -67.383 -4.957 1.486 0.745 N02 ZPC 2 ZPC C03 C03 C 0 1 N N N -81.278 -32.823 -67.354 -4.799 1.250 -0.696 C03 ZPC 3 ZPC C04 C04 C 0 1 N N N -80.439 -33.652 -66.485 -4.205 -0.145 -0.919 C04 ZPC 4 ZPC N05 N05 N 0 1 N N N -80.545 -35.089 -66.597 -2.969 -0.259 -0.131 N05 ZPC 5 ZPC C06 C06 C 0 1 N N N -81.833 -35.621 -66.477 -3.019 0.095 1.296 C06 ZPC 6 ZPC C07 C07 C 0 1 N N N -82.707 -34.831 -67.409 -3.659 1.480 1.432 C07 ZPC 7 ZPC C08 C08 C 0 1 N N N -79.229 -35.524 -66.180 -1.821 -0.676 -0.701 C08 ZPC 8 ZPC O09 O09 O 0 1 N N N -78.335 -35.077 -66.855 -1.798 -0.964 -1.881 O09 ZPC 9 ZPC O10 O10 O 0 1 N N N -78.962 -36.536 -65.239 -0.700 -0.774 0.038 O10 ZPC 10 ZPC C11 C11 C 0 1 N N R -77.664 -36.731 -64.614 0.475 -1.321 -0.616 C11 ZPC 11 ZPC N12 N12 N 0 1 N N N -76.368 -36.645 -65.277 1.690 -0.709 -0.067 N12 ZPC 12 ZPC C13 C13 C 0 1 N N N -75.457 -35.774 -64.498 2.450 -1.672 0.481 C13 ZPC 13 ZPC O14 O14 O 0 1 N N N -74.316 -35.313 -64.526 3.523 -1.488 1.021 O14 ZPC 14 ZPC C15 C15 C 0 1 Y N N -76.213 -35.343 -63.320 1.793 -2.988 0.333 C15 ZPC 15 ZPC N16 N16 N 0 1 Y N N -75.721 -34.544 -62.346 2.150 -4.214 0.707 N16 ZPC 16 ZPC C17 C17 C 0 1 Y N N -76.602 -34.309 -61.371 1.361 -5.237 0.445 C17 ZPC 17 ZPC C18 C18 C 0 1 Y N N -77.933 -34.838 -61.355 0.159 -5.042 -0.220 C18 ZPC 18 ZPC N19 N19 N 0 1 Y N N -78.416 -35.597 -62.328 -0.201 -3.826 -0.595 N19 ZPC 19 ZPC C20 C20 C 0 1 Y N N -77.513 -35.882 -63.348 0.582 -2.800 -0.336 C20 ZPC 20 ZPC C21 C21 C 0 1 Y N N -75.992 -37.294 -66.578 2.003 0.649 -0.107 C21 ZPC 21 ZPC N22 N22 N 0 1 Y N N -76.925 -37.742 -67.466 3.156 1.070 0.389 N22 ZPC 22 ZPC C23 C23 C 0 1 Y N N -76.700 -38.295 -68.696 3.493 2.345 0.371 C23 ZPC 23 ZPC C24 C24 C 0 1 Y N N -75.377 -38.431 -69.106 2.646 3.294 -0.171 C24 ZPC 24 ZPC CL CL CL 0 0 N N N -75.043 -39.128 -70.663 3.102 4.969 -0.188 CL ZPC 25 ZPC C26 C26 C 0 1 Y N N -74.328 -38.002 -68.251 1.426 2.892 -0.701 C26 ZPC 26 ZPC C27 C27 C 0 1 Y N N -74.658 -37.413 -66.985 1.105 1.547 -0.672 C27 ZPC 27 ZPC H01 H01 H 0 1 N N N -84.520 -33.014 -66.644 -6.669 2.687 0.541 H01 ZPC 28 ZPC H01A H01A H 0 0 N N N -83.168 -32.541 -65.559 -5.784 2.890 2.072 H01A ZPC 29 ZPC H01B H01B H 0 0 N N N -83.544 -31.550 -67.009 -5.125 3.573 0.566 H01B ZPC 30 ZPC H03 H03 H 0 1 N N N -80.860 -32.815 -68.372 -5.771 1.314 -1.184 H03 ZPC 31 ZPC H03A H03A H 0 0 N N N -81.311 -31.795 -66.963 -4.130 2.001 -1.116 H03A ZPC 32 ZPC H04 H04 H 0 1 N N N -79.392 -33.386 -66.693 -4.918 -0.902 -0.594 H04 ZPC 33 ZPC H04A H04A H 0 0 N N N -80.685 -33.387 -65.446 -3.979 -0.281 -1.977 H04A ZPC 34 ZPC H06 H06 H 0 1 N N N -81.834 -36.683 -66.763 -3.618 -0.640 1.834 H06 ZPC 35 ZPC H06A H06A H 0 0 N N N -82.191 -35.520 -65.442 -2.008 0.116 1.703 H06A ZPC 36 ZPC H07 H07 H 0 1 N N N -83.750 -35.090 -67.176 -3.006 2.228 0.983 H07 ZPC 37 ZPC H07A H07A H 0 0 N N N -82.469 -35.156 -68.433 -3.805 1.711 2.488 H07A ZPC 38 ZPC H11 H11 H 0 1 N N N -77.702 -37.761 -64.229 0.421 -1.146 -1.691 H11 ZPC 39 ZPC H17 H17 H 0 1 N N N -76.293 -33.684 -60.546 1.652 -6.232 0.748 H17 ZPC 40 ZPC H18 H18 H 0 1 N N N -78.570 -34.608 -60.514 -0.482 -5.884 -0.433 H18 ZPC 41 ZPC H23 H23 H 0 1 N N N -77.518 -38.614 -69.325 4.442 2.652 0.786 H23 ZPC 42 ZPC H26 H26 H 0 1 N N N -73.296 -38.117 -68.549 0.747 3.613 -1.131 H26 ZPC 43 ZPC H27 H27 H 0 1 N N N -73.869 -37.058 -66.339 0.167 1.199 -1.080 H27 ZPC 44 # # 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 ZPC C01 N02 SING N N 1 ZPC N02 C03 SING N N 2 ZPC N02 C07 SING N N 3 ZPC C03 C04 SING N N 4 ZPC C04 N05 SING N N 5 ZPC N05 C06 SING N N 6 ZPC N05 C08 SING N N 7 ZPC C06 C07 SING N N 8 ZPC C08 O09 DOUB N N 9 ZPC C08 O10 SING N N 10 ZPC O10 C11 SING N N 11 ZPC C11 N12 SING N N 12 ZPC C11 C20 SING N N 13 ZPC N12 C13 SING N N 14 ZPC N12 C21 SING N N 15 ZPC C13 O14 DOUB N N 16 ZPC C13 C15 SING N N 17 ZPC C15 N16 DOUB Y N 18 ZPC C15 C20 SING Y N 19 ZPC N16 C17 SING Y N 20 ZPC C17 C18 DOUB Y N 21 ZPC C18 N19 SING Y N 22 ZPC N19 C20 DOUB Y N 23 ZPC C21 N22 DOUB Y N 24 ZPC C21 C27 SING Y N 25 ZPC N22 C23 SING Y N 26 ZPC C23 C24 DOUB Y N 27 ZPC C24 CL SING N N 28 ZPC C24 C26 SING Y N 29 ZPC C26 C27 DOUB Y N 30 ZPC C01 H01 SING N N 31 ZPC C01 H01A SING N N 32 ZPC C01 H01B SING N N 33 ZPC C03 H03 SING N N 34 ZPC C03 H03A SING N N 35 ZPC C04 H04 SING N N 36 ZPC C04 H04A SING N N 37 ZPC C06 H06 SING N N 38 ZPC C06 H06A SING N N 39 ZPC C07 H07 SING N N 40 ZPC C07 H07A SING N N 41 ZPC C11 H11 SING N N 42 ZPC C17 H17 SING N N 43 ZPC C18 H18 SING N N 44 ZPC C23 H23 SING N N 45 ZPC C26 H26 SING N N 46 ZPC C27 H27 SING N N 47 # # 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 ZPC InChI InChI 1.03 "InChI=1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3/t16-/m1/s1" ZPC InChIKey InChI 1.03 GBBSUAFBMRNDJC-MRXNPFEDSA-N ZPC SMILES ACDLabs 12.01 "O=C(OC3c1nccnc1C(=O)N3c2ncc(Cl)cc2)N4CCN(C)CC4" ZPC SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)C(=O)O[C@H]2N(C(=O)c3nccnc23)c4ccc(Cl)cn4" ZPC SMILES CACTVS 3.370 "CN1CCN(CC1)C(=O)O[CH]2N(C(=O)c3nccnc23)c4ccc(Cl)cn4" ZPC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)O[C@@H]2c3c(nccn3)C(=O)N2c4ccc(cn4)Cl" ZPC SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)OC2c3c(nccn3)C(=O)N2c4ccc(cn4)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 ZPC "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate" ZPC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(7R)-6-(5-chloranylpyridin-2-yl)-5-oxidanylidene-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZPC "Create component" 2011-11-25 EBI ZPC "Initial release" 2012-10-12 RCSB ZPC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ZPC _pdbx_chem_comp_synonyms.name R-ZOPICLONE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##