data_55G # _chem_comp.id 55G _chem_comp.name "4-phenyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-2,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H13 N5 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-28 _chem_comp.pdbx_modified_date 2016-01-29 _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 371.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 55G _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 5CTX _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 55G O O1 O 0 1 N N N 15.923 -14.523 28.559 -6.216 -0.580 0.529 O 55G 1 55G C1 C1 C 0 1 N N N 15.214 -15.338 29.252 -5.079 -0.182 0.337 C1 55G 2 55G C14 C2 C 0 1 N N N 13.851 -15.651 28.955 -4.022 -1.105 0.363 C14 55G 3 55G C13 C3 C 0 1 N N N 13.058 -16.496 29.758 -2.724 -0.679 0.149 C13 55G 4 55G C15 C4 C 0 1 Y N N 11.605 -16.753 29.399 -1.597 -1.638 0.172 C15 55G 5 55G C20 C5 C 0 1 Y N N 10.761 -15.641 29.139 -0.643 -1.572 1.188 C20 55G 6 55G C19 C6 C 0 1 Y N N 9.393 -15.839 28.831 0.405 -2.469 1.205 C19 55G 7 55G C18 C7 C 0 1 Y N N 8.820 -17.118 28.755 0.512 -3.432 0.217 C18 55G 8 55G C17 C8 C 0 1 Y N N 9.658 -18.223 29.010 -0.431 -3.501 -0.794 C17 55G 9 55G C16 C9 C 0 1 Y N N 11.029 -18.050 29.328 -1.487 -2.614 -0.818 C16 55G 10 55G C3 C10 C 0 1 Y N N 13.741 -17.051 30.958 -2.494 0.747 -0.104 C3 55G 11 55G C4 C11 C 0 1 Y N N 13.531 -17.935 32.109 -1.352 1.510 -0.354 C4 55G 12 55G N2 N1 N 0 1 Y N N 14.632 -18.065 32.958 -1.764 2.796 -0.511 N2 55G 13 55G N3 N2 N 0 1 Y N N 15.661 -17.267 32.325 -3.155 2.838 -0.360 N3 55G 14 55G C2 C12 C 0 1 Y N N 15.196 -16.697 31.169 -3.603 1.630 -0.118 C2 55G 15 55G N1 N3 N 0 1 N N N 15.817 -15.862 30.339 -4.877 1.124 0.101 N1 55G 16 55G C5 C13 C 0 1 Y N N 12.200 -18.610 32.358 0.029 1.018 -0.432 C5 55G 17 55G S S1 S 0 1 Y N N 12.111 -20.258 32.696 1.420 1.696 0.413 S 55G 18 55G C7 C14 C 0 1 Y N N 10.402 -20.232 32.774 2.457 0.473 -0.317 C7 55G 19 55G N4 N4 N 0 1 Y N N 9.941 -19.002 32.584 1.742 -0.300 -1.086 N4 55G 20 55G C6 C15 C 0 1 Y N N 10.919 -18.063 32.371 0.462 -0.050 -1.168 C6 55G 21 55G C8 C16 C 0 1 Y N N 9.565 -21.416 32.997 3.911 0.345 -0.093 C8 55G 22 55G C12 C17 C 0 1 Y N N 8.172 -21.232 32.969 4.662 -0.595 -0.810 C12 55G 23 55G C11 C18 C 0 1 Y N N 7.346 -22.377 33.193 6.021 -0.675 -0.563 C11 55G 24 55G C10 C19 C 0 1 Y N N 7.994 -23.597 33.429 6.589 0.167 0.376 C10 55G 25 55G N5 N5 N 0 1 Y N N 9.352 -23.694 33.479 5.857 1.042 1.038 N5 55G 26 55G C9 C20 C 0 1 Y N N 10.112 -22.648 33.197 4.562 1.161 0.834 C9 55G 27 55G H1 H1 H 0 1 N N N 13.406 -15.218 28.071 -4.223 -2.150 0.552 H1 55G 28 55G H2 H2 H 0 1 N N N 11.164 -14.640 29.176 -0.725 -0.821 1.960 H2 55G 29 55G H3 H3 H 0 1 N N N 8.769 -14.976 28.648 1.145 -2.419 1.991 H3 55G 30 55G H4 H4 H 0 1 N N N 7.776 -17.251 28.510 1.334 -4.131 0.234 H4 55G 31 55G H5 H5 H 0 1 N N N 9.248 -19.221 28.962 -0.342 -4.255 -1.562 H5 55G 32 55G H6 H6 H 0 1 N N N 11.644 -18.917 29.519 -2.222 -2.670 -1.607 H6 55G 33 55G H7 H7 H 0 1 N N N 14.695 -18.589 33.808 -1.191 3.557 -0.696 H7 55G 34 55G H8 H8 H 0 1 N N N 16.767 -15.614 30.528 -5.636 1.727 0.088 H8 55G 35 55G H9 H9 H 0 1 N N N 10.717 -17.012 32.229 -0.206 -0.642 -1.776 H9 55G 36 55G H10 H10 H 0 1 N N N 7.741 -20.259 32.785 4.192 -1.240 -1.538 H10 55G 37 55G H11 H11 H 0 1 N N N 6.268 -22.305 33.181 6.632 -1.388 -1.097 H11 55G 38 55G H12 H12 H 0 1 N N N 7.399 -24.487 33.576 7.650 0.106 0.571 H12 55G 39 55G H13 H13 H 0 1 N N N 11.182 -22.773 33.124 3.997 1.894 1.392 H13 55G 40 # 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 55G O C1 DOUB N N 1 55G C18 C19 DOUB Y N 2 55G C18 C17 SING Y N 3 55G C19 C20 SING Y N 4 55G C14 C1 SING N N 5 55G C14 C13 DOUB N N 6 55G C17 C16 DOUB Y N 7 55G C20 C15 DOUB Y N 8 55G C1 N1 SING N N 9 55G C16 C15 SING Y N 10 55G C15 C13 SING N N 11 55G C13 C3 SING N N 12 55G N1 C2 SING N N 13 55G C3 C2 SING Y N 14 55G C3 C4 DOUB Y N 15 55G C2 N3 DOUB Y N 16 55G C4 C5 SING N N 17 55G C4 N2 SING Y N 18 55G N3 N2 SING Y N 19 55G C5 C6 DOUB Y N 20 55G C5 S SING Y N 21 55G C6 N4 SING Y N 22 55G N4 C7 DOUB Y N 23 55G S C7 SING Y N 24 55G C7 C8 SING N N 25 55G C12 C8 DOUB Y N 26 55G C12 C11 SING Y N 27 55G C8 C9 SING Y N 28 55G C11 C10 DOUB Y N 29 55G C9 N5 DOUB Y N 30 55G C10 N5 SING Y N 31 55G C14 H1 SING N N 32 55G C20 H2 SING N N 33 55G C19 H3 SING N N 34 55G C18 H4 SING N N 35 55G C17 H5 SING N N 36 55G C16 H6 SING N N 37 55G N2 H7 SING N N 38 55G N1 H8 SING N N 39 55G C6 H9 SING N N 40 55G C12 H10 SING N N 41 55G C11 H11 SING N N 42 55G C10 H12 SING N N 43 55G C9 H13 SING N N 44 # 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 55G SMILES ACDLabs 12.01 "O=C1Nc5c(C(=C1)c2ccccc2)c(c3cnc(s3)c4cnccc4)nn5" 55G InChI InChI 1.03 "InChI=1S/C20H13N5OS/c26-16-9-14(12-5-2-1-3-6-12)17-18(24-25-19(17)23-16)15-11-22-20(27-15)13-7-4-8-21-10-13/h1-11H,(H2,23,24,25,26)" 55G InChIKey InChI 1.03 GPTXKTBHBIQZEL-UHFFFAOYSA-N 55G SMILES_CANONICAL CACTVS 3.385 "O=C1Nc2n[nH]c(c3sc(nc3)c4cccnc4)c2C(=C1)c5ccccc5" 55G SMILES CACTVS 3.385 "O=C1Nc2n[nH]c(c3sc(nc3)c4cccnc4)c2C(=C1)c5ccccc5" 55G SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C2=CC(=O)Nc3c2c([nH]n3)c4cnc(s4)c5cccnc5" 55G SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C2=CC(=O)Nc3c2c([nH]n3)c4cnc(s4)c5cccnc5" # 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 55G "SYSTEMATIC NAME" ACDLabs 12.01 "4-phenyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-2,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one" 55G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-phenyl-3-(2-pyridin-3-yl-1,3-thiazol-5-yl)-2,7-dihydropyrazolo[3,4-b]pyridin-6-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 55G "Create component" 2015-07-28 RCSB 55G "Initial release" 2016-02-03 RCSB #