data_83G # _chem_comp.id 83G _chem_comp.name "1-[(2R)-4-(benzenecarbonyl)-2-methylpiperazin-1-yl]-2-(4-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)ethane-1,2-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-21 _chem_comp.pdbx_modified_date 2017-08-25 _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 406.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 83G _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 5U7M _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 83G C14 C1 C 0 1 N N N 148.020 307.008 -18.470 0.550 -1.015 0.509 C14 83G 1 83G C11 C2 C 0 1 Y N N 145.744 305.855 -17.505 3.071 -0.870 0.102 C11 83G 2 83G C10 C3 C 0 1 Y N N 145.034 305.562 -16.353 3.290 -2.228 -0.031 C10 83G 3 83G C12 C4 C 0 1 N N N 147.260 306.110 -17.486 1.794 -0.206 0.360 C12 83G 4 83G C01 C5 C 0 1 N N N 145.762 307.114 -21.797 4.533 3.440 0.189 C01 83G 5 83G C03 C6 C 0 1 Y N N 144.817 306.015 -19.969 4.839 1.095 -0.038 C03 83G 6 83G C04 C7 C 0 1 Y N N 143.611 305.891 -20.668 6.195 1.326 -0.241 C04 83G 7 83G C05 C8 C 0 1 Y N N 142.433 305.581 -19.990 7.037 0.251 -0.459 C05 83G 8 83G C07 C9 C 0 1 Y N N 143.593 305.517 -17.957 5.301 -1.268 -0.291 C07 83G 9 83G C08 C10 C 0 1 Y N N 144.796 305.817 -18.558 4.388 -0.228 -0.064 C08 83G 10 83G C17 C11 C 0 1 N N N 149.157 309.089 -19.249 -0.731 1.065 0.677 C17 83G 11 83G C18 C12 C 0 1 N N N 148.820 310.559 -19.410 -1.640 1.567 -0.451 C18 83G 12 83G C20 C13 C 0 1 N N N 148.221 310.773 -17.138 -2.799 -0.681 -0.516 C20 83G 13 83G C21 C14 C 0 1 N N R 148.126 309.237 -17.017 -1.890 -1.183 0.612 C21 83G 14 83G C22 C15 C 0 1 N N N 146.688 309.018 -16.532 -1.568 -2.663 0.393 C22 83G 15 83G C23 C16 C 0 1 N N N 150.134 312.266 -18.038 -4.080 1.398 -0.348 C23 83G 16 83G C25 C17 C 0 1 Y N N 150.970 312.607 -19.268 -5.317 0.596 -0.239 C25 83G 17 83G C26 C18 C 0 1 Y N N 150.712 313.743 -20.010 -6.288 0.930 0.706 C26 83G 18 83G C27 C19 C 0 1 Y N N 151.483 314.021 -21.127 -7.440 0.177 0.802 C27 83G 19 83G C28 C20 C 0 1 Y N N 152.503 313.165 -21.498 -7.634 -0.908 -0.035 C28 83G 20 83G C29 C21 C 0 1 Y N N 152.759 312.027 -20.754 -6.674 -1.245 -0.973 C29 83G 21 83G C30 C22 C 0 1 Y N N 151.993 311.751 -19.639 -5.521 -0.496 -1.085 C30 83G 22 83G N06 N1 N 0 1 Y N N 142.446 305.408 -18.681 6.586 -0.987 -0.479 N06 83G 23 83G N09 N2 N 0 1 Y N N 143.767 305.369 -16.636 4.598 -2.452 -0.262 N09 83G 24 83G N16 N3 N 0 1 N N N 148.399 308.410 -18.215 -0.646 -0.400 0.596 N16 83G 25 83G N19 N4 N 0 1 N N N 149.104 311.251 -18.176 -2.884 0.784 -0.436 N19 83G 26 83G O02 O1 O 0 1 N N N 145.984 306.324 -20.664 3.980 2.123 0.180 O02 83G 27 83G O13 O2 O 0 1 N N N 147.891 305.568 -16.644 1.747 1.005 0.454 O13 83G 28 83G O15 O3 O 0 1 N N N 148.369 306.535 -19.498 0.614 -2.226 0.546 O15 83G 29 83G O24 O4 O 0 1 N N N 150.324 312.809 -17.006 -4.142 2.612 -0.359 O24 83G 30 83G H1 H1 H 0 1 N N N 145.462 305.501 -15.363 2.530 -2.992 0.041 H1 83G 31 83G H2 H2 H 0 1 N N N 146.721 307.319 -22.295 5.283 3.514 0.976 H2 83G 32 83G H3 H3 H 0 1 N N N 145.095 306.581 -22.491 4.997 3.646 -0.775 H3 83G 33 83G H4 H4 H 0 1 N N N 145.295 308.063 -21.496 3.740 4.166 0.373 H4 83G 34 83G H5 H5 H 0 1 N N N 143.593 306.036 -21.738 6.587 2.332 -0.229 H5 83G 35 83G H6 H6 H 0 1 N N N 141.507 305.482 -20.537 8.090 0.430 -0.617 H6 83G 36 83G H7 H7 H 0 1 N N N 148.961 308.584 -20.207 0.264 1.495 0.564 H7 83G 37 83G H8 H8 H 0 1 N N N 150.226 309.006 -19.003 -1.147 1.355 1.642 H8 83G 38 83G H9 H9 H 0 1 N N N 149.427 310.989 -20.220 -1.869 2.621 -0.295 H9 83G 39 83G H10 H10 H 0 1 N N N 147.753 310.667 -19.655 -1.138 1.437 -1.410 H10 83G 40 83G H11 H11 H 0 1 N N N 148.579 311.169 -16.176 -2.380 -0.971 -1.480 H11 83G 41 83G H12 H12 H 0 1 N N N 147.213 311.162 -17.342 -3.793 -1.114 -0.405 H12 83G 42 83G H13 H13 H 0 1 N N N 148.806 308.921 -16.212 -2.393 -1.056 1.571 H13 83G 43 83G H14 H14 H 0 1 N N N 146.502 309.639 -15.643 -0.969 -2.774 -0.511 H14 83G 44 83G H15 H15 H 0 1 N N N 145.985 309.300 -17.330 -1.010 -3.044 1.248 H15 83G 45 83G H16 H16 H 0 1 N N N 146.545 307.958 -16.276 -2.496 -3.224 0.285 H16 83G 46 83G H17 H17 H 0 1 N N N 149.914 314.411 -19.721 -6.139 1.776 1.360 H17 83G 47 83G H18 H18 H 0 1 N N N 151.287 314.909 -21.710 -8.193 0.435 1.533 H18 83G 48 83G H19 H19 H 0 1 N N N 153.101 313.385 -22.370 -8.537 -1.494 0.045 H19 83G 49 83G H20 H20 H 0 1 N N N 153.555 311.357 -21.044 -6.831 -2.093 -1.624 H20 83G 50 83G H21 H21 H 0 1 N N N 152.192 310.865 -19.055 -4.773 -0.760 -1.818 H21 83G 51 83G H22 H22 H 0 1 N N N 143.050 305.148 -15.975 4.992 -3.329 -0.391 H22 83G 52 # 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 83G C01 O02 SING N N 1 83G C28 C27 DOUB Y N 2 83G C28 C29 SING Y N 3 83G C27 C26 SING Y N 4 83G C29 C30 DOUB Y N 5 83G C04 C05 DOUB Y N 6 83G C04 C03 SING Y N 7 83G O02 C03 SING N N 8 83G C26 C25 DOUB Y N 9 83G C05 N06 SING Y N 10 83G C03 C08 DOUB Y N 11 83G C30 C25 SING Y N 12 83G O15 C14 DOUB N N 13 83G C18 C17 SING N N 14 83G C18 N19 SING N N 15 83G C25 C23 SING N N 16 83G C17 N16 SING N N 17 83G N06 C07 DOUB Y N 18 83G C08 C07 SING Y N 19 83G C08 C11 SING Y N 20 83G C14 N16 SING N N 21 83G C14 C12 SING N N 22 83G N16 C21 SING N N 23 83G N19 C23 SING N N 24 83G N19 C20 SING N N 25 83G C23 O24 DOUB N N 26 83G C07 N09 SING Y N 27 83G C11 C12 SING N N 28 83G C11 C10 DOUB Y N 29 83G C12 O13 DOUB N N 30 83G C20 C21 SING N N 31 83G C21 C22 SING N N 32 83G N09 C10 SING Y N 33 83G C10 H1 SING N N 34 83G C01 H2 SING N N 35 83G C01 H3 SING N N 36 83G C01 H4 SING N N 37 83G C04 H5 SING N N 38 83G C05 H6 SING N N 39 83G C17 H7 SING N N 40 83G C17 H8 SING N N 41 83G C18 H9 SING N N 42 83G C18 H10 SING N N 43 83G C20 H11 SING N N 44 83G C20 H12 SING N N 45 83G C21 H13 SING N N 46 83G C22 H14 SING N N 47 83G C22 H15 SING N N 48 83G C22 H16 SING N N 49 83G C26 H17 SING N N 50 83G C27 H18 SING N N 51 83G C28 H19 SING N N 52 83G C29 H20 SING N N 53 83G C30 H21 SING N N 54 83G N09 H22 SING N N 55 # 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 83G SMILES ACDLabs 12.01 "C(N1CCN(CC1C)C(=O)c2ccccc2)(C(c3cnc4c3c(ccn4)OC)=O)=O" 83G InChI InChI 1.03 "InChI=1S/C22H22N4O4/c1-14-13-25(21(28)15-6-4-3-5-7-15)10-11-26(14)22(29)19(27)16-12-24-20-18(16)17(30-2)8-9-23-20/h3-9,12,14H,10-11,13H2,1-2H3,(H,23,24)/t14-/m1/s1" 83G InChIKey InChI 1.03 OKGPFTLYBPQBIX-CQSZACIVSA-N 83G SMILES_CANONICAL CACTVS 3.385 "COc1ccnc2[nH]cc(C(=O)C(=O)N3CCN(C[C@H]3C)C(=O)c4ccccc4)c12" 83G SMILES CACTVS 3.385 "COc1ccnc2[nH]cc(C(=O)C(=O)N3CCN(C[CH]3C)C(=O)c4ccccc4)c12" 83G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CN(CCN1C(=O)C(=O)c2c[nH]c3c2c(ccn3)OC)C(=O)c4ccccc4" 83G SMILES "OpenEye OEToolkits" 2.0.6 "CC1CN(CCN1C(=O)C(=O)c2c[nH]c3c2c(ccn3)OC)C(=O)c4ccccc4" # 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 83G "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2R)-4-(benzenecarbonyl)-2-methylpiperazin-1-yl]-2-(4-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)ethane-1,2-dione" 83G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-(4-methoxy-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)-2-[(2~{R})-2-methyl-4-(phenylcarbonyl)piperazin-1-yl]ethane-1,2-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 83G "Create component" 2016-12-21 RCSB 83G "Initial release" 2017-08-30 RCSB #