data_FZ9 # _chem_comp.id FZ9 _chem_comp.name "4-[4-(1H-indol-3-yl)-3,6-dihydropyridin-1(2H)-yl]-1H-pyrazolo[3,4-d]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2014-08-01 _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 316.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FZ9 _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 3WF6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 FZ9 N01 N01 N 0 1 Y N N 7.122 -13.279 15.112 -5.403 -1.253 0.120 N01 FZ9 1 FZ9 C02 C02 C 0 1 Y N N 8.304 -13.405 15.690 -4.547 -2.197 0.444 C02 FZ9 2 FZ9 N03 N03 N 0 1 Y N N 9.515 -13.269 15.156 -3.243 -1.991 0.489 N03 FZ9 3 FZ9 C04 C04 C 0 1 Y N N 9.598 -12.951 13.854 -2.724 -0.802 0.203 C04 FZ9 4 FZ9 N05 N05 N 0 1 N N N 10.898 -12.824 13.263 -1.359 -0.596 0.251 N05 FZ9 5 FZ9 C06 C06 C 0 1 N N N 11.107 -12.412 11.857 -1.003 0.328 1.341 C06 FZ9 6 FZ9 C07 C07 C 0 1 N N N 12.404 -11.776 11.514 0.512 0.271 1.553 C07 FZ9 7 FZ9 C08 C08 C 0 1 N N N 13.414 -11.659 12.373 1.214 0.418 0.232 C08 FZ9 8 FZ9 C09 C09 C 0 1 Y N N 14.651 -11.008 12.038 2.650 0.759 0.227 C09 FZ9 9 FZ9 C10 C10 C 0 1 Y N N 14.898 -9.897 11.167 3.770 -0.150 -0.070 C10 FZ9 10 FZ9 C11 C11 C 0 1 Y N N 14.107 -9.098 10.325 3.856 -1.498 -0.412 C11 FZ9 11 FZ9 C12 C12 C 0 1 Y N N 14.689 -8.071 9.596 5.090 -2.069 -0.632 C12 FZ9 12 FZ9 C13 C13 C 0 1 Y N N 16.072 -7.807 9.673 6.245 -1.308 -0.513 C13 FZ9 13 FZ9 C14 C14 C 0 1 Y N N 16.893 -8.580 10.477 6.175 0.026 -0.176 C14 FZ9 14 FZ9 C15 C15 C 0 1 Y N N 16.290 -9.618 11.218 4.938 0.622 0.049 C15 FZ9 15 FZ9 N16 N16 N 0 1 Y N N 16.871 -10.529 12.113 4.555 1.900 0.393 N16 FZ9 16 FZ9 C17 C17 C 0 1 Y N N 15.863 -11.360 12.602 3.196 1.974 0.491 C17 FZ9 17 FZ9 C18 C18 C 0 1 N N N 13.284 -12.169 13.780 0.601 0.254 -0.921 C18 FZ9 18 FZ9 C19 C19 C 0 1 N N N 12.110 -13.096 14.039 -0.858 -0.087 -1.031 C19 FZ9 19 FZ9 C20 C20 C 0 1 Y N N 8.418 -12.797 13.093 -3.599 0.243 -0.150 C20 FZ9 20 FZ9 C21 C21 C 0 1 Y N N 8.020 -12.510 11.730 -3.434 1.598 -0.508 C21 FZ9 21 FZ9 N22 N22 N 0 1 Y N N 6.674 -12.510 11.630 -4.609 2.111 -0.739 N22 FZ9 22 FZ9 N23 N23 N 0 1 Y N N 6.176 -12.794 12.886 -5.595 1.134 -0.548 N23 FZ9 23 FZ9 C24 C24 C 0 1 Y N N 7.199 -12.978 13.795 -4.981 -0.027 -0.183 C24 FZ9 24 FZ9 H1 H1 H 0 1 N N N 8.284 -13.653 16.741 -4.925 -3.180 0.685 H1 FZ9 25 FZ9 H2 H2 H 0 1 N N N 10.312 -11.696 11.602 -1.297 1.343 1.071 H2 FZ9 26 FZ9 H3 H3 H 0 1 N N N 12.800 -12.343 10.659 0.816 1.079 2.217 H3 FZ9 27 FZ9 H4 H4 H 0 1 N N N 13.046 -9.283 10.245 2.959 -2.093 -0.504 H4 FZ9 28 FZ9 H5 H5 H 0 1 N N N 14.069 -7.461 8.956 5.160 -3.113 -0.897 H5 FZ9 29 FZ9 H6 H6 H 0 1 N N N 16.495 -6.995 9.100 7.207 -1.766 -0.687 H6 FZ9 30 FZ9 H7 H7 H 0 1 N N N 17.955 -8.395 10.535 7.080 0.609 -0.086 H7 FZ9 31 FZ9 H8 H8 H 0 1 N N N 17.839 -10.575 12.358 5.163 2.641 0.540 H8 FZ9 32 FZ9 H9 H9 H 0 1 N N N 16.008 -12.159 13.314 2.639 2.865 0.743 H9 FZ9 33 FZ9 H10 H10 H 0 1 N N N 13.981 -11.894 14.558 1.172 0.371 -1.830 H10 FZ9 34 FZ9 H11 H11 H 0 1 N N N 11.851 -13.022 15.106 -0.993 -0.848 -1.800 H11 FZ9 35 FZ9 H12 H12 H 0 1 N N N 8.701 -12.323 10.913 -2.492 2.122 -0.579 H12 FZ9 36 FZ9 H13 H13 H 0 1 N N N 5.203 -12.858 13.108 -6.550 1.262 -0.657 H13 FZ9 37 FZ9 H14 H14 H 0 1 N N N 11.006 -13.311 11.232 -1.515 0.030 2.256 H14 FZ9 38 FZ9 H15 H15 H 0 1 N N N 12.161 -10.752 11.194 0.779 -0.686 2.001 H15 FZ9 39 FZ9 H16 H16 H 0 1 N N N 12.434 -14.122 13.810 -1.418 0.806 -1.309 H16 FZ9 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 FZ9 C12 C13 DOUB Y N 1 FZ9 C12 C11 SING Y N 2 FZ9 C13 C14 SING Y N 3 FZ9 C11 C10 DOUB Y N 4 FZ9 C14 C15 DOUB Y N 5 FZ9 C10 C15 SING Y N 6 FZ9 C10 C09 SING Y N 7 FZ9 C15 N16 SING Y N 8 FZ9 C07 C06 SING N N 9 FZ9 C07 C08 SING N N 10 FZ9 N22 C21 DOUB Y N 11 FZ9 N22 N23 SING Y N 12 FZ9 C21 C20 SING Y N 13 FZ9 C06 N05 SING N N 14 FZ9 C09 C08 SING N N 15 FZ9 C09 C17 DOUB Y N 16 FZ9 N16 C17 SING Y N 17 FZ9 C08 C18 DOUB N N 18 FZ9 N23 C24 SING Y N 19 FZ9 C20 C24 DOUB Y N 20 FZ9 C20 C04 SING Y N 21 FZ9 N05 C04 SING N N 22 FZ9 N05 C19 SING N N 23 FZ9 C18 C19 SING N N 24 FZ9 C24 N01 SING Y N 25 FZ9 C04 N03 DOUB Y N 26 FZ9 N01 C02 DOUB Y N 27 FZ9 N03 C02 SING Y N 28 FZ9 C02 H1 SING N N 29 FZ9 C06 H2 SING N N 30 FZ9 C07 H3 SING N N 31 FZ9 C11 H4 SING N N 32 FZ9 C12 H5 SING N N 33 FZ9 C13 H6 SING N N 34 FZ9 C14 H7 SING N N 35 FZ9 N16 H8 SING N N 36 FZ9 C17 H9 SING N N 37 FZ9 C18 H10 SING N N 38 FZ9 C19 H11 SING N N 39 FZ9 C21 H12 SING N N 40 FZ9 N23 H13 SING N N 41 FZ9 C06 H14 SING N N 42 FZ9 C07 H15 SING N N 43 FZ9 C19 H16 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 FZ9 SMILES ACDLabs 12.01 "n1c(c2c(nc1)nnc2)N5CC=C(c4c3ccccc3nc4)CC5" FZ9 InChI InChI 1.03 "InChI=1S/C18H16N6/c1-2-4-16-13(3-1)14(9-19-16)12-5-7-24(8-6-12)18-15-10-22-23-17(15)20-11-21-18/h1-5,9-11,19H,6-8H2,(H,20,21,22,23)" FZ9 InChIKey InChI 1.03 QOXYIHCPHZOWJH-UHFFFAOYSA-N FZ9 SMILES_CANONICAL CACTVS 3.385 "C1CC(=CCN1c2ncnc3[nH]ncc23)c4c[nH]c5ccccc45" FZ9 SMILES CACTVS 3.385 "C1CC(=CCN1c2ncnc3[nH]ncc23)c4c[nH]c5ccccc45" FZ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C3=CCN(CC3)c4c5cn[nH]c5ncn4" FZ9 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C3=CCN(CC3)c4c5cn[nH]c5ncn4" # 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 FZ9 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(1H-indol-3-yl)-3,6-dihydropyridin-1(2H)-yl]-1H-pyrazolo[3,4-d]pyrimidine" FZ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-1H-pyrazolo[3,4-d]pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FZ9 "Create component" 2013-07-30 PDBJ FZ9 "Initial release" 2014-08-06 RCSB #