data_ZG1 # _chem_comp.id ZG1 _chem_comp.name "1-ethyl-5-[3-(2-oxo-2-pyrrolidin-1-ylethyl)-1,2,4-oxadiazol-5-yl]-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H27 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-29 _chem_comp.pdbx_modified_date 2011-07-29 _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 425.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZG1 _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 3O56 _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 ZG1 C1 C1 C 0 1 N N N 41.069 45.335 63.240 5.189 4.778 0.285 C1 ZG1 1 ZG1 C2 C2 C 0 1 N N N 41.711 46.710 63.207 5.270 3.669 -0.766 C2 ZG1 2 ZG1 N3 N3 N 0 1 Y N N 43.140 46.563 62.974 4.719 2.430 -0.211 N3 ZG1 3 ZG1 N4 N4 N 0 1 Y N N 43.645 46.187 61.790 5.438 1.453 0.486 N4 ZG1 4 ZG1 C5 C5 C 0 1 Y N N 44.988 46.148 61.903 4.640 0.486 0.837 C5 ZG1 5 ZG1 C6 C6 C 0 1 Y N N 45.386 46.515 63.259 3.338 0.791 0.376 C6 ZG1 6 ZG1 C7 C7 C 0 1 Y N N 46.553 46.668 63.997 2.098 0.131 0.458 C7 ZG1 7 ZG1 N8 N8 N 0 1 N N N 47.837 46.482 63.542 1.979 -1.087 1.100 N8 ZG1 8 ZG1 C9 C9 C 0 1 N N N 48.205 46.020 62.223 2.136 -2.199 0.153 C9 ZG1 9 ZG1 C10 C10 C 0 1 N N N 49.317 44.996 62.441 1.394 -3.430 0.681 C10 ZG1 10 ZG1 C11 C11 C 0 1 N N N 49.782 44.473 61.091 1.628 -4.605 -0.272 C11 ZG1 11 ZG1 O12 O12 O 0 1 N N N 50.215 45.592 60.341 3.032 -4.848 -0.391 O12 ZG1 12 ZG1 C13 C13 C 0 1 N N N 49.160 46.475 60.007 3.771 -3.747 -0.924 C13 ZG1 13 ZG1 C14 C14 C 0 1 N N N 48.639 47.127 61.283 3.622 -2.538 0.003 C14 ZG1 14 ZG1 C15 C15 C 0 1 Y N N 46.399 47.081 65.349 0.984 0.751 -0.133 C15 ZG1 15 ZG1 C16 C16 C 0 1 Y N N 45.113 47.308 65.854 1.152 1.985 -0.772 C16 ZG1 16 ZG1 N17 N17 N 0 1 Y N N 44.006 47.147 65.141 2.325 2.571 -0.829 N17 ZG1 17 ZG1 C18 C18 C 0 1 Y N N 44.124 46.765 63.852 3.412 2.032 -0.282 C18 ZG1 18 ZG1 C19 C19 C 0 1 Y N N 47.534 47.327 66.242 -0.342 0.111 -0.081 C19 ZG1 19 ZG1 O20 O20 O 0 1 Y N N 47.520 47.632 67.562 -0.667 -1.009 0.584 O20 ZG1 20 ZG1 N21 N21 N 0 1 Y N N 48.867 47.794 67.944 -1.842 -1.259 0.415 N21 ZG1 21 ZG1 C22 C22 C 0 1 Y N N 49.575 47.596 66.825 -2.393 -0.363 -0.350 C22 ZG1 22 ZG1 C23 C23 C 0 1 N N N 51.091 47.645 66.762 -3.835 -0.331 -0.787 C23 ZG1 23 ZG1 N24 N24 N 0 1 Y N N 48.797 47.311 65.778 -1.446 0.530 -0.677 N24 ZG1 24 ZG1 N25 N25 N 0 1 N N N 52.154 45.800 65.603 -5.970 0.617 0.026 N25 ZG1 25 ZG1 C26 C26 C 0 1 N N N 51.559 46.187 66.763 -4.645 0.454 0.212 C26 ZG1 26 ZG1 C27 C27 C 0 1 N N N 52.348 46.700 64.471 -6.876 1.356 0.918 C27 ZG1 27 ZG1 C28 C28 C 0 1 N N N 52.659 44.446 65.397 -6.750 0.088 -1.107 C28 ZG1 28 ZG1 O29 O29 O 0 1 N N N 51.377 45.447 67.726 -4.105 0.941 1.183 O29 ZG1 29 ZG1 C30 C30 C 0 1 N N N 53.101 45.864 63.426 -8.294 1.251 0.319 C30 ZG1 30 ZG1 C31 C31 C 0 1 N N N 53.498 44.543 64.115 -8.202 -0.014 -0.577 C31 ZG1 31 ZG1 H1 H1 H 0 1 N N N 39.988 45.439 63.416 4.148 4.937 0.565 H1 ZG1 32 ZG1 H1A H1A H 0 1 N N N 41.237 44.829 62.278 5.762 4.488 1.165 H1A ZG1 33 ZG1 H1B H1B H 0 1 N N N 41.517 44.741 64.050 5.599 5.700 -0.128 H1B ZG1 34 ZG1 H2 H2 H 0 1 N N N 41.265 47.306 62.397 4.697 3.959 -1.646 H2 ZG1 35 ZG1 H2A H2A H 0 1 N N N 41.544 47.218 64.168 6.311 3.510 -1.046 H2A ZG1 36 ZG1 H5 H5 H 0 1 N N N 45.669 45.884 61.108 4.924 -0.399 1.386 H5 ZG1 37 ZG1 HN8 HN8 H 0 1 N N N 48.260 47.385 63.616 2.640 -1.162 1.859 HN8 ZG1 38 ZG1 H9 H9 H 0 1 N N N 47.329 45.583 61.721 1.726 -1.913 -0.816 H9 ZG1 39 ZG1 H10 H10 H 0 1 N N N 50.160 45.472 62.963 1.769 -3.685 1.672 H10 ZG1 40 ZG1 H10A H10A H 0 0 N N N 48.937 44.162 63.049 0.327 -3.215 0.739 H10A ZG1 41 ZG1 H11 H11 H 0 1 N N N 50.608 43.759 61.222 1.138 -5.496 0.120 H11 ZG1 42 ZG1 H11A H11A H 0 0 N N N 48.956 43.963 60.574 1.217 -4.366 -1.253 H11A ZG1 43 ZG1 H13 H13 H 0 1 N N N 49.530 47.250 59.320 4.824 -4.019 -1.000 H13 ZG1 44 ZG1 H13A H13A H 0 0 N N N 48.349 45.915 59.520 3.387 -3.496 -1.913 H13A ZG1 45 ZG1 H14 H14 H 0 1 N N N 47.786 47.781 61.051 4.149 -1.684 -0.424 H14 ZG1 46 ZG1 H14A H14A H 0 0 N N N 49.432 47.729 61.750 4.043 -2.774 0.981 H14A ZG1 47 ZG1 H16 H16 H 0 1 N N N 45.017 47.632 66.880 0.299 2.465 -1.227 H16 ZG1 48 ZG1 H23 H23 H 0 1 N N N 51.425 48.159 65.849 -3.908 0.142 -1.766 H23 ZG1 49 ZG1 H23A H23A H 0 0 N N N 51.498 48.184 67.630 -4.219 -1.350 -0.846 H23A ZG1 50 ZG1 H27 H27 H 0 1 N N N 51.383 47.050 64.075 -6.860 0.912 1.913 H27 ZG1 51 ZG1 H27A H27A H 0 0 N N N 52.933 47.584 64.765 -6.570 2.401 0.973 H27A ZG1 52 ZG1 H28 H28 H 0 1 N N N 53.271 44.116 66.249 -6.703 0.773 -1.953 H28 ZG1 53 ZG1 H28A H28A H 0 0 N N N 51.834 43.727 65.280 -6.380 -0.896 -1.396 H28A ZG1 54 ZG1 H30 H30 H 0 1 N N N 52.456 45.664 62.558 -9.036 1.116 1.106 H30 ZG1 55 ZG1 H30A H30A H 0 0 N N N 53.997 46.400 63.080 -8.525 2.130 -0.283 H30A ZG1 56 ZG1 H31 H31 H 0 1 N N N 54.571 44.544 64.358 -8.922 0.032 -1.394 H31 ZG1 57 ZG1 H31A H31A H 0 0 N N N 53.290 43.688 63.455 -8.340 -0.921 0.013 H31A ZG1 58 # 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 ZG1 C2 C1 SING N N 1 ZG1 C1 H1 SING N N 2 ZG1 C1 H1A SING N N 3 ZG1 C1 H1B SING N N 4 ZG1 N3 C2 SING N N 5 ZG1 C2 H2 SING N N 6 ZG1 C2 H2A SING N N 7 ZG1 N4 N3 SING Y N 8 ZG1 N3 C18 SING Y N 9 ZG1 N4 C5 DOUB Y N 10 ZG1 C5 C6 SING Y N 11 ZG1 C5 H5 SING N N 12 ZG1 C6 C18 DOUB Y N 13 ZG1 C6 C7 SING Y N 14 ZG1 N8 C7 SING N N 15 ZG1 C7 C15 DOUB Y N 16 ZG1 C9 N8 SING N N 17 ZG1 N8 HN8 SING N N 18 ZG1 C14 C9 SING N N 19 ZG1 C9 C10 SING N N 20 ZG1 C9 H9 SING N N 21 ZG1 C11 C10 SING N N 22 ZG1 C10 H10 SING N N 23 ZG1 C10 H10A SING N N 24 ZG1 O12 C11 SING N N 25 ZG1 C11 H11 SING N N 26 ZG1 C11 H11A SING N N 27 ZG1 C13 O12 SING N N 28 ZG1 C13 C14 SING N N 29 ZG1 C13 H13 SING N N 30 ZG1 C13 H13A SING N N 31 ZG1 C14 H14 SING N N 32 ZG1 C14 H14A SING N N 33 ZG1 C15 C16 SING Y N 34 ZG1 C15 C19 SING Y N 35 ZG1 N17 C16 DOUB Y N 36 ZG1 C16 H16 SING N N 37 ZG1 C18 N17 SING Y N 38 ZG1 N24 C19 DOUB Y N 39 ZG1 C19 O20 SING Y N 40 ZG1 O20 N21 SING Y N 41 ZG1 C22 N21 DOUB Y N 42 ZG1 N24 C22 SING Y N 43 ZG1 C23 C22 SING N N 44 ZG1 C23 C26 SING N N 45 ZG1 C23 H23 SING N N 46 ZG1 C23 H23A SING N N 47 ZG1 C27 N25 SING N N 48 ZG1 C28 N25 SING N N 49 ZG1 N25 C26 SING N N 50 ZG1 C26 O29 DOUB N N 51 ZG1 C30 C27 SING N N 52 ZG1 C27 H27 SING N N 53 ZG1 C27 H27A SING N N 54 ZG1 C31 C28 SING N N 55 ZG1 C28 H28 SING N N 56 ZG1 C28 H28A SING N N 57 ZG1 C30 C31 SING N N 58 ZG1 C30 H30 SING N N 59 ZG1 C30 H30A SING N N 60 ZG1 C31 H31 SING N N 61 ZG1 C31 H31A SING N N 62 # 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 ZG1 SMILES ACDLabs 12.01 "O=C(N1CCCC1)Cc2nc(on2)c4c(NC3CCOCC3)c5cnn(c5nc4)CC" ZG1 SMILES_CANONICAL CACTVS 3.370 "CCn1ncc2c(NC3CCOCC3)c(cnc12)c4onc(CC(=O)N5CCCC5)n4" ZG1 SMILES CACTVS 3.370 "CCn1ncc2c(NC3CCOCC3)c(cnc12)c4onc(CC(=O)N5CCCC5)n4" ZG1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCn1c2c(cn1)c(c(cn2)c3nc(no3)CC(=O)N4CCCC4)NC5CCOCC5" ZG1 SMILES "OpenEye OEToolkits" 1.7.0 "CCn1c2c(cn1)c(c(cn2)c3nc(no3)CC(=O)N4CCCC4)NC5CCOCC5" ZG1 InChI InChI 1.03 "InChI=1S/C21H27N7O3/c1-2-28-20-15(13-23-28)19(24-14-5-9-30-10-6-14)16(12-22-20)21-25-17(26-31-21)11-18(29)27-7-3-4-8-27/h12-14H,2-11H2,1H3,(H,22,24)" ZG1 InChIKey InChI 1.03 WVSSDMGQAQMULY-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 ZG1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{5-[1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]-1,2,4-oxadiazol-3-yl}-1-(pyrrolidin-1-yl)ethanone" ZG1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[5-[1-ethyl-4-(oxan-4-ylamino)pyrazolo[3,4-b]pyridin-5-yl]-1,2,4-oxadiazol-3-yl]-1-pyrrolidin-1-yl-ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZG1 "Create component" 2010-07-29 RCSB ZG1 "Modify aromatic_flag" 2011-06-04 RCSB ZG1 "Modify descriptor" 2011-06-04 RCSB #