data_12R # _chem_comp.id 12R _chem_comp.name "4-(2-phenylhydrazinyl)-1H-pyrazolo[3,4-d]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H10 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-07 _chem_comp.pdbx_modified_date 2013-06-28 _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 226.237 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 12R _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 4IH5 _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 12R C4 C4 C 0 1 Y N N -31.716 -9.043 13.716 1.059 -0.413 -0.005 C4 12R 1 12R C14 C14 C 0 1 Y N N -35.883 -9.919 11.685 -3.705 -1.162 0.003 C14 12R 2 12R C5 C5 C 0 1 Y N N -31.908 -7.674 13.321 2.168 0.456 -0.002 C5 12R 3 12R C6 C6 C 0 1 Y N N -30.998 -6.757 13.883 3.458 -0.109 0.002 C6 12R 4 12R C10 C10 C 0 1 Y N N -32.729 -6.886 12.479 2.331 1.858 -0.002 C10 12R 5 12R C13 C13 C 0 1 Y N N -34.870 -9.848 12.639 -2.622 -0.292 0.000 C13 12R 6 12R N1 N1 N 0 1 Y N N -30.007 -7.100 14.731 3.578 -1.436 0.003 N1 12R 7 12R N3 N3 N 0 1 Y N N -30.728 -9.391 14.564 1.283 -1.722 -0.004 N3 12R 8 12R C2 C2 C 0 1 Y N N -29.940 -8.404 15.006 2.513 -2.206 0.000 C2 12R 9 12R N7 N7 N 0 1 Y N N -31.329 -5.519 13.357 4.338 0.932 0.005 N7 12R 10 12R N9 N9 N 0 1 Y N N -32.388 -5.613 12.497 3.605 2.125 0.002 N9 12R 11 12R N11 N11 N 0 1 N N N -32.532 -10.055 13.212 -0.229 0.085 -0.004 N11 12R 12 12R N12 N12 N 0 1 N N N -33.524 -9.905 12.220 -1.319 -0.795 -0.001 N12 12R 13 12R C15 C15 C 0 1 Y N N -37.207 -9.753 12.067 -4.992 -0.661 0.004 C15 12R 14 12R C16 C16 C 0 1 Y N N -37.529 -9.524 13.391 -5.204 0.705 0.002 C16 12R 15 12R C17 C17 C 0 1 Y N N -36.529 -9.485 14.347 -4.128 1.575 -0.001 C17 12R 16 12R C18 C18 C 0 1 Y N N -35.200 -9.648 13.978 -2.839 1.081 -0.002 C18 12R 17 12R H1 H1 H 0 1 N N N -35.638 -10.103 10.649 -3.540 -2.230 -0.001 H1 12R 18 12R H2 H2 H 0 1 N N N -33.542 -7.283 11.889 1.533 2.586 -0.005 H2 12R 19 12R H3 H3 H 0 1 N N N -29.145 -8.702 15.673 2.648 -3.278 0.001 H3 12R 20 12R H4 H4 H 0 1 N N N -30.855 -4.667 13.578 5.305 0.858 0.008 H4 12R 21 12R H5 H5 H 0 1 N N N -33.011 -10.426 14.008 -0.379 1.043 -0.005 H5 12R 22 12R H6 H6 H 0 1 N N N -33.439 -10.680 11.594 -1.170 -1.753 -0.000 H6 12R 23 12R H7 H7 H 0 1 N N N -37.990 -9.803 11.325 -5.834 -1.338 0.005 H7 12R 24 12R H8 H8 H 0 1 N N N -38.559 -9.376 13.679 -6.211 1.094 0.003 H8 12R 25 12R H9 H9 H 0 1 N N N -36.783 -9.327 15.385 -4.297 2.641 -0.002 H9 12R 26 12R H10 H10 H 0 1 N N N -34.423 -9.620 14.728 -2.000 1.760 -0.003 H10 12R 27 # 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 12R C14 C15 DOUB Y N 1 12R C14 C13 SING Y N 2 12R C15 C16 SING Y N 3 12R N12 C13 SING N N 4 12R N12 N11 SING N N 5 12R C10 N9 DOUB Y N 6 12R C10 C5 SING Y N 7 12R N9 N7 SING Y N 8 12R C13 C18 DOUB Y N 9 12R N11 C4 SING N N 10 12R C5 C4 DOUB Y N 11 12R C5 C6 SING Y N 12 12R N7 C6 SING Y N 13 12R C16 C17 DOUB Y N 14 12R C4 N3 SING Y N 15 12R C6 N1 DOUB Y N 16 12R C18 C17 SING Y N 17 12R N3 C2 DOUB Y N 18 12R N1 C2 SING Y N 19 12R C14 H1 SING N N 20 12R C10 H2 SING N N 21 12R C2 H3 SING N N 22 12R N7 H4 SING N N 23 12R N11 H5 SING N N 24 12R N12 H6 SING N N 25 12R C15 H7 SING N N 26 12R C16 H8 SING N N 27 12R C17 H9 SING N N 28 12R C18 H10 SING N N 29 # 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 12R SMILES ACDLabs 12.01 "n1c3c(c(nc1)NNc2ccccc2)cnn3" 12R InChI InChI 1.03 "InChI=1S/C11H10N6/c1-2-4-8(5-3-1)15-17-11-9-6-14-16-10(9)12-7-13-11/h1-7,15H,(H2,12,13,14,16,17)" 12R InChIKey InChI 1.03 TUVLUZBAHCXFSC-UHFFFAOYSA-N 12R SMILES_CANONICAL CACTVS 3.370 "N(Nc1ncnc2[nH]ncc12)c3ccccc3" 12R SMILES CACTVS 3.370 "N(Nc1ncnc2[nH]ncc12)c3ccccc3" 12R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NNc2c3cn[nH]c3ncn2" 12R SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NNc2c3cn[nH]c3ncn2" # 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 12R "SYSTEMATIC NAME" ACDLabs 12.01 "4-(2-phenylhydrazinyl)-1H-pyrazolo[3,4-d]pyrimidine" 12R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-phenyl-2-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)diazane" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 12R "Create component" 2013-01-07 RCSB 12R "Initial release" 2013-07-03 RCSB #