data_20A # _chem_comp.id 20A _chem_comp.name "1-ethyl-N-(phenylmethyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-benzyl-1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 379.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20A _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 3D3P _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 20A O14 O14 O 0 1 N N N 48.737 47.459 65.911 0.928 -1.416 -1.257 O14 20A 1 20A C8 C8 C 0 1 N N N 47.642 47.223 66.435 1.089 -0.355 -0.686 C8 20A 2 20A N5 N5 N 0 1 N N N 47.461 47.378 67.761 2.329 0.037 -0.329 N5 20A 3 20A C18 C18 C 0 1 N N N 48.519 47.801 68.662 3.481 -0.815 -0.630 C18 20A 4 20A C22 C22 C 0 1 Y N N 48.564 49.318 68.608 4.740 -0.153 -0.131 C22 20A 5 20A C24 C24 C 0 1 Y N N 49.544 50.026 67.931 5.444 0.704 -0.956 C24 20A 6 20A C26 C26 C 0 1 Y N N 49.530 51.420 67.875 6.598 1.311 -0.498 C26 20A 7 20A C4 C4 C 0 1 Y N N 48.533 52.068 68.486 7.048 1.062 0.785 C4 20A 8 20A C27 C27 C 0 1 Y N N 47.545 51.463 69.149 6.344 0.206 1.610 C27 20A 9 20A C25 C25 C 0 1 Y N N 47.540 50.063 69.202 5.187 -0.398 1.154 C25 20A 10 20A C3 C3 C 0 1 Y N N 46.523 46.949 65.517 -0.068 0.505 -0.389 C3 20A 11 20A C7 C7 C 0 1 Y N N 45.264 47.101 66.063 0.116 1.779 0.162 C7 20A 12 20A N11 N11 N 0 1 Y N N 44.141 46.962 65.341 -0.903 2.560 0.434 N11 20A 13 20A C13 C13 C 0 1 Y N N 44.240 46.660 64.036 -2.161 2.189 0.202 C13 20A 14 20A N10 N10 N 0 1 Y N N 43.252 46.472 63.070 -3.366 2.803 0.393 N10 20A 15 20A C17 C17 C 0 1 N N N 41.778 46.548 63.291 -3.567 4.144 0.949 C17 20A 16 20A C21 C21 C 0 1 N N N 41.219 45.182 63.703 -3.560 5.172 -0.184 C21 20A 17 20A N12 N12 N 0 1 Y N N 43.843 46.194 61.863 -4.376 1.934 -0.035 N12 20A 18 20A C2 C2 C 0 1 Y N N 45.528 46.506 63.444 -2.441 0.926 -0.350 C2 20A 19 20A C6 C6 C 0 1 Y N N 45.196 46.188 62.065 -3.846 0.828 -0.473 C6 20A 20 20A C1 C1 C 0 1 Y N N 46.706 46.619 64.166 -1.374 0.060 -0.660 C1 20A 21 20A N4 N4 N 0 1 N N N 47.945 46.482 63.662 -1.604 -1.187 -1.203 N4 20A 22 20A C9 C9 C 0 1 N N N 48.376 45.886 62.385 -1.712 -2.207 -0.152 C9 20A 23 20A C15 C15 C 0 1 N N N 49.574 44.932 62.602 -1.329 -3.576 -0.724 C15 20A 24 20A C19 C19 C 0 1 N N N 50.037 44.383 61.243 -1.521 -4.643 0.357 C19 20A 25 20A O23 O23 O 0 1 N N N 50.373 45.489 60.431 -2.876 -4.623 0.810 O23 20A 26 20A C20 C20 C 0 1 N N N 49.304 46.337 60.025 -3.276 -3.384 1.398 C20 20A 27 20A C16 C16 C 0 1 N N N 48.677 46.927 61.308 -3.155 -2.265 0.360 C16 20A 28 20A HN5 HN5 H 0 1 N N N 46.556 47.193 68.143 2.457 0.884 0.126 HN5 20A 29 20A H18 H18 H 0 1 N N N 48.308 47.461 69.687 3.358 -1.780 -0.137 H18 20A 30 20A H18A H18A H 0 0 N N N 49.485 47.369 68.363 3.552 -0.964 -1.707 H18A 20A 31 20A H24 H24 H 0 1 N N N 50.337 49.486 67.435 5.092 0.899 -1.958 H24 20A 32 20A H26 H26 H 0 1 N N N 50.304 51.961 67.352 7.149 1.980 -1.143 H26 20A 33 20A H4 H4 H 0 1 N N N 48.527 53.147 68.440 7.951 1.536 1.142 H4 20A 34 20A H27 H27 H 0 1 N N N 46.769 52.038 69.632 6.695 0.011 2.613 H27 20A 35 20A H25 H25 H 0 1 N N N 46.734 49.552 69.708 4.634 -1.064 1.801 H25 20A 36 20A H7 H7 H 0 1 N N N 45.179 47.341 67.113 1.118 2.126 0.368 H7 20A 37 20A H17 H17 H 0 1 N N N 41.572 47.276 64.090 -4.525 4.182 1.468 H17 20A 38 20A H17A H17A H 0 0 N N N 41.295 46.859 62.353 -2.764 4.370 1.650 H17A 20A 39 20A H21 H21 H 0 1 N N N 41.085 44.555 62.809 -3.710 6.169 0.230 H21 20A 40 20A H21A H21A H 0 0 N N N 41.922 44.691 64.393 -2.603 5.134 -0.703 H21A 20A 41 20A H21B H21B H 0 0 N N N 40.249 45.319 64.203 -4.363 4.946 -0.885 H21B 20A 42 20A H6 H6 H 0 1 N N N 45.925 45.974 61.297 -4.388 -0.020 -0.865 H6 20A 43 20A HN4 HN4 H 0 1 N N N 48.272 47.425 63.598 -2.427 -1.181 -1.787 HN4 20A 44 20A H9 H9 H 0 1 N N N 47.526 45.299 62.007 -1.043 -1.956 0.671 H9 20A 45 20A H15 H15 H 0 1 N N N 50.400 45.481 63.078 -1.966 -3.804 -1.578 H15 20A 46 20A H15A H15A H 0 0 N N N 49.269 44.099 63.252 -0.287 -3.559 -1.040 H15A 20A 47 20A H19 H19 H 0 1 N N N 50.913 43.731 61.376 -1.291 -5.625 -0.058 H19 20A 48 20A H19A H19A H 0 0 N N N 49.240 43.787 60.775 -0.854 -4.437 1.194 H19A 20A 49 20A H20 H20 H 0 1 N N N 49.682 47.144 59.380 -4.310 -3.458 1.734 H20 20A 50 20A H20A H20A H 0 0 N N N 48.556 45.772 59.450 -2.632 -3.161 2.249 H20A 20A 51 20A H16 H16 H 0 1 N N N 47.730 47.414 61.031 -3.418 -1.312 0.819 H16 20A 52 20A H16A H16A H 0 0 N N N 49.412 47.627 61.733 -3.829 -2.467 -0.473 H16A 20A 53 # # 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 20A O14 C8 DOUB N N 1 20A C3 C8 SING N N 2 20A C8 N5 SING N N 3 20A N5 C18 SING N N 4 20A N5 HN5 SING N N 5 20A C22 C18 SING N N 6 20A C18 H18 SING N N 7 20A C18 H18A SING N N 8 20A C24 C22 DOUB Y N 9 20A C22 C25 SING Y N 10 20A C26 C24 SING Y N 11 20A C24 H24 SING N N 12 20A C26 C4 DOUB Y N 13 20A C26 H26 SING N N 14 20A C4 C27 SING Y N 15 20A C4 H4 SING N N 16 20A C27 C25 DOUB Y N 17 20A C27 H27 SING N N 18 20A C25 H25 SING N N 19 20A C1 C3 DOUB Y N 20 20A C3 C7 SING Y N 21 20A N11 C7 DOUB Y N 22 20A C7 H7 SING N N 23 20A C13 N11 SING Y N 24 20A N10 C13 SING Y N 25 20A C2 C13 DOUB Y N 26 20A N12 N10 SING Y N 27 20A N10 C17 SING N N 28 20A C17 C21 SING N N 29 20A C17 H17 SING N N 30 20A C17 H17A SING N N 31 20A C21 H21 SING N N 32 20A C21 H21A SING N N 33 20A C21 H21B SING N N 34 20A N12 C6 DOUB Y N 35 20A C6 C2 SING Y N 36 20A C2 C1 SING Y N 37 20A C6 H6 SING N N 38 20A N4 C1 SING N N 39 20A C9 N4 SING N N 40 20A N4 HN4 SING N N 41 20A C16 C9 SING N N 42 20A C9 C15 SING N N 43 20A C9 H9 SING N N 44 20A C19 C15 SING N N 45 20A C15 H15 SING N N 46 20A C15 H15A SING N N 47 20A O23 C19 SING N N 48 20A C19 H19 SING N N 49 20A C19 H19A SING N N 50 20A C20 O23 SING N N 51 20A C20 C16 SING N N 52 20A C20 H20 SING N N 53 20A C20 H20A SING N N 54 20A C16 H16 SING N N 55 20A C16 H16A SING N N 56 # # 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 20A SMILES ACDLabs 10.04 "O=C(NCc1ccccc1)c2c(c3c(nc2)n(nc3)CC)NC4CCOCC4" 20A SMILES_CANONICAL CACTVS 3.341 "CCn1ncc2c(NC3CCOCC3)c(cnc12)C(=O)NCc4ccccc4" 20A SMILES CACTVS 3.341 "CCn1ncc2c(NC3CCOCC3)c(cnc12)C(=O)NCc4ccccc4" 20A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCn1c2c(cn1)c(c(cn2)C(=O)NCc3ccccc3)NC4CCOCC4" 20A SMILES "OpenEye OEToolkits" 1.5.0 "CCn1c2c(cn1)c(c(cn2)C(=O)NCc3ccccc3)NC4CCOCC4" 20A InChI InChI 1.03 "InChI=1S/C21H25N5O2/c1-2-26-20-17(14-24-26)19(25-16-8-10-28-11-9-16)18(13-22-20)21(27)23-12-15-6-4-3-5-7-15/h3-7,13-14,16H,2,8-12H2,1H3,(H,22,25)(H,23,27)" 20A InChIKey InChI 1.03 QZGJNFBMYYEFGM-UHFFFAOYSA-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 20A "SYSTEMATIC NAME" ACDLabs 10.04 "N-benzyl-1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" 20A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-ethyl-4-(oxan-4-ylamino)-N-(phenylmethyl)pyrazolo[4,5-e]pyridine-5-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 20A "Create component" 2008-05-17 RCSB 20A "Modify aromatic_flag" 2011-06-04 RCSB 20A "Modify descriptor" 2011-06-04 RCSB 20A "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 20A _pdbx_chem_comp_synonyms.name "N-benzyl-1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##