data_3P4 # _chem_comp.id 3P4 _chem_comp.name "5-[2-(BUT-3-EN-1-YLOXY)-5-(1-HYDROXYVINYL)PYRIDIN-3-YL]-3-ETHYL-2-(1-ETHYLAZETIDIN-3-YL)-1,2,6,7A-TETRAHYDRO-7H-PYRAZOLO[4,3-D]PYRIMIDIN-7-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-(5-ACETYL-2-BUTOXY-3-PYRIDINYL)-3-ETHYL-2-(1-ETHYL-3-AZETIDINYL)-2,6-DIHYDRO-7H-PYRAZOLO (4,3-D) PYRIMIDIN-7-ONE" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2006-03-15 _chem_comp.pdbx_modified_date 2021-03-13 _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 437.515 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3P4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2CHM _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 3P4 C1 C1 C 0 1 Y N N 19.944 -6.162 14.215 1.118 -0.077 -0.319 C1 3P4 1 3P4 C2 C2 C 0 1 Y N N 20.246 -6.499 15.514 2.142 -0.877 -0.761 C2 3P4 2 3P4 C3 C3 C 0 1 Y N N 20.698 -7.166 13.393 1.793 1.027 0.385 C3 3P4 3 3P4 N1 N1 N 0 1 Y N N 19.167 -5.194 13.583 -0.236 -0.079 -0.384 N1 3P4 4 3P4 N2 N2 N 1 1 Y N N 21.090 -7.588 15.445 3.293 -0.304 -0.350 N2 3P4 5 3P4 C4 C4 C 0 1 N N N 19.731 -5.785 16.762 2.008 -2.153 -1.551 C4 3P4 6 3P4 N3 N3 N 0 1 Y N N 21.323 -7.935 14.215 3.078 0.785 0.300 N3 3P4 7 3P4 C5 C5 C 0 1 Y N N 20.563 -7.055 11.931 0.942 2.070 0.976 C5 3P4 8 3P4 C6 C6 C 0 1 Y N N 19.094 -5.159 12.258 -0.943 0.876 0.160 C6 3P4 9 3P4 C7 C7 C 0 1 N N N 21.677 -8.300 16.606 4.626 -0.852 -0.617 C7 3P4 10 3P4 C8 C8 C 0 1 N N N 18.322 -6.262 17.135 1.904 -3.340 -0.590 C8 3P4 11 3P4 N4 N4 N 0 1 Y N N 19.766 -6.057 11.439 -0.397 1.940 0.832 N4 3P4 12 3P4 O1 O1 O 0 1 N N N 21.132 -7.821 11.193 1.424 3.015 1.572 O1 3P4 13 3P4 C9 C9 C 0 1 Y N N 18.266 -4.174 11.577 -2.413 0.805 0.046 C9 3P4 14 3P4 C10 C10 C 0 1 N N N 20.741 -9.488 17.040 5.646 -0.597 0.502 C10 3P4 15 3P4 C11 C11 C 0 1 N N N 22.609 -9.481 16.164 5.538 0.081 -1.426 C11 3P4 16 3P4 C12 C12 C 0 1 Y N N 18.759 -3.316 10.538 -3.080 -0.423 0.173 C12 3P4 17 3P4 C13 C13 C 0 1 Y N N 16.898 -4.066 11.948 -3.162 1.959 -0.195 C13 3P4 18 3P4 N5 N5 N 0 1 N N N 21.560 -10.516 16.331 5.959 0.689 -0.150 N5 3P4 19 3P4 N6 N6 N 0 1 Y N N 17.903 -2.424 9.937 -4.397 -0.490 0.077 N6 3P4 20 3P4 O2 O2 O 0 1 N N N 20.047 -3.397 10.171 -2.367 -1.551 0.408 O2 3P4 21 3P4 C14 C14 C 0 1 Y N N 16.061 -3.137 11.303 -4.550 1.837 -0.295 C14 3P4 22 3P4 C15 C15 C 0 1 N N N 21.986 -11.667 17.169 7.423 0.794 -0.195 C15 3P4 23 3P4 C16 C16 C 0 1 Y N N 16.588 -2.311 10.281 -5.134 0.578 -0.151 C16 3P4 24 3P4 C17 C17 C 0 1 N N N 20.560 -2.674 9.020 -3.308 -2.622 0.500 C17 3P4 25 3P4 C20 C20 C 0 1 N N N 14.412 -3.040 11.771 -5.391 3.028 -0.549 C20 3P4 26 3P4 C18 C18 C 0 1 N N N 20.880 -12.727 17.320 7.910 1.640 0.984 C18 3P4 27 3P4 C19 C19 C 0 1 N N N 22.032 -2.960 8.922 -2.564 -3.933 0.766 C19 3P4 28 3P4 O3 O3 O 0 1 N N N 13.686 -2.577 10.677 -4.814 4.250 -0.688 O3 3P4 29 3P4 C21 C21 C 0 1 N N N 22.857 -2.532 9.975 -3.556 -5.063 0.864 C21 3P4 30 3P4 C22 C22 C 0 1 N N N 24.228 -2.762 9.932 -3.426 -6.116 0.096 C22 3P4 31 3P4 C23 C23 C 0 1 N N N 13.744 -3.361 13.024 -6.713 2.902 -0.643 C23 3P4 32 3P4 H4C1 1H4C H 0 0 N N N 19.770 -4.677 16.645 1.110 -2.106 -2.168 H4C1 3P4 33 3P4 H4C2 2H4C H 0 0 N N N 20.439 -5.892 17.617 2.882 -2.279 -2.190 H4C2 3P4 34 3P4 H3 H3 H 0 1 N N N 21.921 -8.713 13.937 3.771 1.349 0.676 H3 3P4 35 3P4 H7 H7 H 0 1 N N N 22.062 -7.656 17.430 4.606 -1.880 -0.977 H7 3P4 36 3P4 H8C1 1H8C H 0 0 N N N 17.946 -5.741 18.046 1.030 -3.214 0.049 H8C1 3P4 37 3P4 H8C2 2H8C H 0 0 N N N 18.283 -7.370 17.252 1.806 -4.263 -1.162 H8C2 3P4 38 3P4 H8C3 3H8C H 0 0 N N N 17.614 -6.155 16.280 2.801 -3.387 0.027 H8C3 3P4 39 3P4 H4 H4 H 0 1 N N N 19.661 -5.969 10.428 -0.983 2.613 1.212 H4 3P4 40 3P4 H101 1H10 H 0 0 N N N 19.653 -9.421 16.805 6.479 -1.299 0.498 H101 3P4 41 3P4 H102 2H10 H 0 0 N N N 20.532 -9.631 18.126 5.192 -0.485 1.486 H102 3P4 42 3P4 H111 1H11 H 0 0 N N N 23.576 -9.619 16.702 4.993 0.766 -2.075 H111 3P4 43 3P4 H112 2H11 H 0 0 N N N 23.123 -9.406 15.177 6.342 -0.441 -1.944 H112 3P4 44 3P4 H13 H13 H 0 1 N N N 16.492 -4.712 12.744 -2.681 2.920 -0.302 H13 3P4 45 3P4 H151 1H15 H 0 0 N N N 22.352 -11.325 18.165 7.725 1.266 -1.130 H151 3P4 46 3P4 H152 2H15 H 0 0 N N N 22.927 -12.121 16.779 7.861 -0.202 -0.133 H152 3P4 47 3P4 H16 H16 H 0 1 N N N 15.940 -1.582 9.767 -6.207 0.477 -0.226 H16 3P4 48 3P4 H171 1H17 H 0 0 N N N 20.331 -1.583 9.056 -4.002 -2.427 1.317 H171 3P4 49 3P4 H172 2H17 H 0 0 N N N 20.009 -2.909 8.080 -3.860 -2.702 -0.436 H172 3P4 50 3P4 H181 1H18 H 0 0 N N N 21.200 -13.591 17.949 7.472 2.636 0.921 H181 3P4 51 3P4 H182 2H18 H 0 0 N N N 20.514 -13.069 16.324 7.608 1.168 1.919 H182 3P4 52 3P4 H183 3H18 H 0 0 N N N 19.939 -12.273 17.710 8.997 1.718 0.950 H183 3P4 53 3P4 H191 1H19 H 0 0 N N N 22.421 -2.549 7.962 -1.869 -4.129 -0.051 H191 3P4 54 3P4 H192 2H19 H 0 0 N N N 22.182 -4.053 8.760 -2.011 -3.853 1.702 H192 3P4 55 3P4 HA HA H 0 1 N N N 12.774 -2.523 10.936 -5.529 4.881 -0.846 HA 3P4 56 3P4 H21 H21 H 0 1 N N N 22.415 -2.011 10.841 -4.374 -5.004 1.566 H21 3P4 57 3P4 H221 1H22 H 0 0 N N N 24.876 -2.426 10.759 -2.608 -6.175 -0.607 H221 3P4 58 3P4 H222 2H22 H 0 0 N N N 24.670 -3.283 9.066 -4.137 -6.926 0.166 H222 3P4 59 3P4 H231 1H23 H 0 0 N N N 12.685 -3.299 13.325 -7.172 1.931 -0.533 H231 3P4 60 3P4 H232 2H23 H 0 0 N N N 14.319 -3.728 13.891 -7.327 3.772 -0.829 H232 3P4 61 # # 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 3P4 C1 C2 SING Y N 1 3P4 C1 C3 DOUB Y N 2 3P4 C1 N1 SING Y N 3 3P4 C2 N2 DOUB Y N 4 3P4 C2 C4 SING N N 5 3P4 C3 N3 SING Y N 6 3P4 C3 C5 SING Y N 7 3P4 N1 C6 DOUB Y N 8 3P4 N2 N3 SING Y N 9 3P4 N2 C7 SING N N 10 3P4 C4 C8 SING N N 11 3P4 C4 H4C1 SING N N 12 3P4 C4 H4C2 SING N N 13 3P4 N3 H3 SING N N 14 3P4 C5 N4 SING Y N 15 3P4 C5 O1 DOUB N N 16 3P4 C6 N4 SING Y N 17 3P4 C6 C9 SING Y N 18 3P4 C7 C10 SING N N 19 3P4 C7 C11 SING N N 20 3P4 C7 H7 SING N N 21 3P4 C8 H8C1 SING N N 22 3P4 C8 H8C2 SING N N 23 3P4 C8 H8C3 SING N N 24 3P4 N4 H4 SING N N 25 3P4 C9 C12 DOUB Y N 26 3P4 C9 C13 SING Y N 27 3P4 C10 N5 SING N N 28 3P4 C10 H101 SING N N 29 3P4 C10 H102 SING N N 30 3P4 C11 N5 SING N N 31 3P4 C11 H111 SING N N 32 3P4 C11 H112 SING N N 33 3P4 C12 N6 SING Y N 34 3P4 C12 O2 SING N N 35 3P4 C13 C14 DOUB Y N 36 3P4 C13 H13 SING N N 37 3P4 N5 C15 SING N N 38 3P4 N6 C16 DOUB Y N 39 3P4 O2 C17 SING N N 40 3P4 C14 C16 SING Y N 41 3P4 C14 C20 SING N N 42 3P4 C15 C18 SING N N 43 3P4 C15 H151 SING N N 44 3P4 C15 H152 SING N N 45 3P4 C16 H16 SING N N 46 3P4 C17 C19 SING N N 47 3P4 C17 H171 SING N N 48 3P4 C17 H172 SING N N 49 3P4 C20 O3 SING N N 50 3P4 C20 C23 DOUB N N 51 3P4 C18 H181 SING N N 52 3P4 C18 H182 SING N N 53 3P4 C18 H183 SING N N 54 3P4 C19 C21 SING N N 55 3P4 C19 H191 SING N N 56 3P4 C19 H192 SING N N 57 3P4 O3 HA SING N N 58 3P4 C21 C22 DOUB N N 59 3P4 C21 H21 SING N N 60 3P4 C22 H221 SING N N 61 3P4 C22 H222 SING N N 62 3P4 C23 H231 SING N N 63 3P4 C23 H232 SING N N 64 # # 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 3P4 SMILES ACDLabs 10.04 "O=C2c3n[n+](c(c3N=C(c1cc(C(\O)=C)cnc1OCC\C=C)N2)CC)C4CN(CC)C4" 3P4 SMILES_CANONICAL CACTVS 3.341 "CCN1CC(C1)[n+]2[nH]c3C(=O)NC(=Nc3c2CC)c4cc(cnc4OCCC=C)C(O)=C" 3P4 SMILES CACTVS 3.341 "CCN1CC(C1)[n+]2[nH]c3C(=O)NC(=Nc3c2CC)c4cc(cnc4OCCC=C)C(O)=C" 3P4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCc1c2c([nH][n+]1C3CN(C3)CC)C(=O)NC(=N2)c4cc(cnc4OCCC=C)C(=C)O" 3P4 SMILES "OpenEye OEToolkits" 1.5.0 "CCc1c2c([nH][n+]1C3CN(C3)CC)C(=O)NC(=N2)c4cc(cnc4OCCC=C)C(=C)O" 3P4 InChI InChI 1.03 "InChI=1S/C23H28N6O3/c1-5-8-9-32-23-17(10-15(11-24-23)14(4)30)21-25-19-18(6-2)29(16-12-28(7-3)13-16)27-20(19)22(31)26-21/h5,10-11,16H,1,4,6-9,12-13H2,2-3H3,(H2,25,26,30,31)/p+1" 3P4 InChIKey InChI 1.03 XQNNCUVRTZCFFZ-UHFFFAOYSA-O # # 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 3P4 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[2-(but-3-en-1-yloxy)-5-(1-hydroxyethenyl)pyridin-3-yl]-3-ethyl-2-(1-ethylazetidin-3-yl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-2-ium" 3P4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[2-but-3-enoxy-5-(1-hydroxyethenyl)pyridin-3-yl]-3-ethyl-2-(1-ethylazetidin-3-yl)-1,6-dihydropyrazolo[3,4-e]pyrimidin-2-ium-7-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 3P4 "Create component" 2006-03-15 EBI 3P4 "Modify aromatic_flag" 2011-06-04 RCSB 3P4 "Modify descriptor" 2011-06-04 RCSB 3P4 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3P4 _pdbx_chem_comp_synonyms.name "5-(5-ACETYL-2-BUTOXY-3-PYRIDINYL)-3-ETHYL-2-(1-ETHYL-3-AZETIDINYL)-2,6-DIHYDRO-7H-PYRAZOLO (4,3-D) PYRIMIDIN-7-ONE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##