data_UWB # _chem_comp.id UWB _chem_comp.name "3-(7-ethoxynaphthalen-2-yl)-1-(piperidin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-22 _chem_comp.pdbx_modified_date 2014-10-10 _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 402.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UWB _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 4WG4 _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 UWB N5 N1 N 0 1 N N N -0.318 -24.133 -31.507 0.890 -2.849 -0.354 N5 UWB 1 UWB C C1 C 0 1 Y N N -1.375 -23.400 -31.163 -0.490 -2.787 -0.326 C UWB 2 UWB C3 C2 C 0 1 Y N N -1.351 -21.987 -31.109 -1.150 -1.678 0.227 C3 UWB 3 UWB C4 C3 C 0 1 Y N N -0.459 -20.944 -31.315 -0.723 -0.427 0.854 C4 UWB 4 UWB N2 N2 N 0 1 Y N N -0.982 -19.763 -31.025 -1.806 0.236 1.183 N2 UWB 5 UWB N3 N3 N 0 1 Y N N -2.295 -20.032 -30.701 -2.941 -0.495 0.815 N3 UWB 6 UWB C5 C4 C 0 1 N N N -3.279 -18.969 -30.720 -4.327 -0.068 1.025 C5 UWB 7 UWB C6 C5 C 0 1 N N N -3.373 -18.039 -29.584 -4.806 0.726 -0.193 C6 UWB 8 UWB C10 C6 C 0 1 N N N -4.764 -17.396 -29.554 -6.290 1.065 -0.030 C10 UWB 9 UWB C9 C7 C 0 1 N N N -4.982 -16.644 -28.264 -6.748 1.911 -1.221 C9 UWB 10 UWB N4 N4 N 0 1 N N N -3.817 -16.478 -27.379 -5.950 3.142 -1.284 N4 UWB 11 UWB C8 C8 C 0 1 N N N -3.185 -17.779 -27.137 -4.527 2.842 -1.487 C8 UWB 12 UWB C7 C9 C 0 1 N N N -3.120 -18.778 -28.277 -4.002 2.024 -0.305 C7 UWB 13 UWB C2 C10 C 0 1 Y N N -2.532 -21.361 -30.712 -2.557 -1.665 0.230 C2 UWB 14 UWB N1 N5 N 0 1 Y N N -3.681 -21.977 -30.395 -3.207 -2.705 -0.291 N1 UWB 15 UWB C1 C11 C 0 1 Y N N -3.573 -23.301 -30.466 -2.546 -3.723 -0.798 C1 UWB 16 UWB N N6 N 0 1 Y N N -2.512 -24.035 -30.815 -1.227 -3.774 -0.827 N UWB 17 UWB C11 C12 C 0 1 Y N N 0.793 -21.057 -32.094 0.676 0.010 1.077 C11 UWB 18 UWB C16 C13 C 0 1 Y N N 1.978 -20.537 -31.627 1.608 -0.131 0.065 C16 UWB 19 UWB C15 C14 C 0 1 Y N N 3.195 -20.763 -32.325 2.931 0.285 0.282 C15 UWB 20 UWB C17 C15 C 0 1 Y N N 4.446 -20.316 -31.845 3.906 0.157 -0.722 C17 UWB 21 UWB C18 C16 C 0 1 Y N N 5.584 -20.566 -32.575 5.184 0.571 -0.479 C18 UWB 22 UWB O O1 O 0 1 N N N 6.801 -20.173 -32.094 6.126 0.447 -1.450 O UWB 23 UWB C21 C17 C 0 1 N N N 7.493 -21.069 -31.217 7.445 0.898 -1.136 C21 UWB 24 UWB C22 C18 C 0 1 N N N 8.949 -21.153 -31.673 8.360 0.680 -2.343 C22 UWB 25 UWB C19 C19 C 0 1 Y N N 5.525 -21.265 -33.780 5.536 1.121 0.758 C19 UWB 26 UWB C20 C20 C 0 1 Y N N 4.347 -21.748 -34.235 4.616 1.259 1.750 C20 UWB 27 UWB C14 C21 C 0 1 Y N N 3.157 -21.519 -33.529 3.290 0.843 1.535 C14 UWB 28 UWB C13 C22 C 0 1 Y N N 1.924 -21.995 -33.991 2.318 0.974 2.543 C13 UWB 29 UWB C12 C23 C 0 1 Y N N 0.779 -21.769 -33.290 1.042 0.570 2.312 C12 UWB 30 UWB H1 H1 H 0 1 N N N -0.552 -25.104 -31.449 1.413 -2.261 0.212 H1 UWB 31 UWB H2 H2 H 0 1 N N N -0.049 -23.911 -32.444 1.335 -3.484 -0.937 H2 UWB 32 UWB H3 H3 H 0 1 N N N -3.074 -18.361 -31.613 -4.960 -0.945 1.159 H3 UWB 33 UWB H4 H4 H 0 1 N N N -4.264 -19.448 -30.821 -4.383 0.560 1.913 H4 UWB 34 UWB H5 H5 H 0 1 N N N -2.620 -17.245 -29.695 -4.665 0.130 -1.094 H5 UWB 35 UWB H6 H6 H 0 1 N N N -4.856 -16.697 -30.398 -6.872 0.144 0.007 H6 UWB 36 UWB H7 H7 H 0 1 N N N -5.527 -18.183 -29.645 -6.436 1.627 0.892 H7 UWB 37 UWB H8 H8 H 0 1 N N N -5.347 -15.639 -28.524 -6.614 1.344 -2.142 H8 UWB 38 UWB H9 H9 H 0 1 N N N -5.757 -17.179 -27.695 -7.801 2.166 -1.101 H9 UWB 39 UWB H10 H10 H 0 1 N N N -3.157 -15.864 -27.812 -6.295 3.760 -2.003 H10 UWB 40 UWB H12 H12 H 0 1 N N N -3.737 -18.260 -26.316 -4.403 2.271 -2.407 H12 UWB 41 UWB H13 H13 H 0 1 N N N -2.151 -17.583 -26.818 -3.966 3.774 -1.561 H13 UWB 42 UWB H14 H14 H 0 1 N N N -3.887 -19.553 -28.135 -4.113 2.601 0.614 H14 UWB 43 UWB H15 H15 H 0 1 N N N -2.125 -19.247 -28.303 -2.950 1.789 -0.463 H15 UWB 44 UWB H16 H16 H 0 1 N N N -4.462 -23.857 -30.207 -3.106 -4.549 -1.212 H16 UWB 45 UWB H17 H17 H 0 1 N N N 1.983 -19.951 -30.720 1.321 -0.558 -0.884 H17 UWB 46 UWB H18 H18 H 0 1 N N N 4.508 -19.780 -30.909 3.646 -0.267 -1.681 H18 UWB 47 UWB H19 H19 H 0 1 N N N 7.447 -20.690 -30.185 7.417 1.959 -0.888 H19 UWB 48 UWB H20 H20 H 0 1 N N N 7.030 -22.066 -31.262 7.828 0.336 -0.284 H20 UWB 49 UWB H21 H21 H 0 1 N N N 9.502 -21.837 -31.013 7.977 1.242 -3.195 H21 UWB 50 UWB H22 H22 H 0 1 N N N 8.988 -21.529 -32.706 9.366 1.024 -2.103 H22 UWB 51 UWB H23 H23 H 0 1 N N N 9.405 -20.153 -31.629 8.388 -0.381 -2.590 H23 UWB 52 UWB H24 H24 H 0 1 N N N 6.426 -21.422 -34.354 6.554 1.442 0.928 H24 UWB 53 UWB H25 H25 H 0 1 N N N 4.322 -22.317 -35.153 4.903 1.685 2.700 H25 UWB 54 UWB H26 H26 H 0 1 N N N 1.881 -22.549 -34.917 2.585 1.398 3.499 H26 UWB 55 UWB H27 H27 H 0 1 N N N -0.158 -22.149 -33.669 0.301 0.674 3.090 H27 UWB 56 # 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 UWB C20 C19 DOUB Y N 1 UWB C20 C14 SING Y N 2 UWB C13 C14 DOUB Y N 3 UWB C13 C12 SING Y N 4 UWB C19 C18 SING Y N 5 UWB C14 C15 SING Y N 6 UWB C12 C11 DOUB Y N 7 UWB C18 O SING N N 8 UWB C18 C17 DOUB Y N 9 UWB C15 C17 SING Y N 10 UWB C15 C16 DOUB Y N 11 UWB O C21 SING N N 12 UWB C11 C16 SING Y N 13 UWB C11 C4 SING N N 14 UWB C22 C21 SING N N 15 UWB N5 C SING N N 16 UWB C4 C3 SING Y N 17 UWB C4 N2 DOUB Y N 18 UWB C C3 DOUB Y N 19 UWB C N SING Y N 20 UWB C3 C2 SING Y N 21 UWB N2 N3 SING Y N 22 UWB N C1 DOUB Y N 23 UWB C5 N3 SING N N 24 UWB C5 C6 SING N N 25 UWB C2 N3 SING Y N 26 UWB C2 N1 DOUB Y N 27 UWB C1 N1 SING Y N 28 UWB C6 C10 SING N N 29 UWB C6 C7 SING N N 30 UWB C10 C9 SING N N 31 UWB C7 C8 SING N N 32 UWB C9 N4 SING N N 33 UWB N4 C8 SING N N 34 UWB N5 H1 SING N N 35 UWB N5 H2 SING N N 36 UWB C5 H3 SING N N 37 UWB C5 H4 SING N N 38 UWB C6 H5 SING N N 39 UWB C10 H6 SING N N 40 UWB C10 H7 SING N N 41 UWB C9 H8 SING N N 42 UWB C9 H9 SING N N 43 UWB N4 H10 SING N N 44 UWB C8 H12 SING N N 45 UWB C8 H13 SING N N 46 UWB C7 H14 SING N N 47 UWB C7 H15 SING N N 48 UWB C1 H16 SING N N 49 UWB C16 H17 SING N N 50 UWB C17 H18 SING N N 51 UWB C21 H19 SING N N 52 UWB C21 H20 SING N N 53 UWB C22 H21 SING N N 54 UWB C22 H22 SING N N 55 UWB C22 H23 SING N N 56 UWB C19 H24 SING N N 57 UWB C20 H25 SING N N 58 UWB C13 H26 SING N N 59 UWB C12 H27 SING N N 60 # 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 UWB SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(nc2c4cc3cc(OCC)ccc3cc4)CC5CCNCC5)N" UWB InChI InChI 1.03 "InChI=1S/C23H26N6O/c1-2-30-19-6-5-16-3-4-17(11-18(16)12-19)21-20-22(24)26-14-27-23(20)29(28-21)13-15-7-9-25-10-8-15/h3-6,11-12,14-15,25H,2,7-10,13H2,1H3,(H2,24,26,27)" UWB InChIKey InChI 1.03 KMHCRQINFJTBPW-UHFFFAOYSA-N UWB SMILES_CANONICAL CACTVS 3.385 "CCOc1ccc2ccc(cc2c1)c3nn(CC4CCNCC4)c5ncnc(N)c35" UWB SMILES CACTVS 3.385 "CCOc1ccc2ccc(cc2c1)c3nn(CC4CCNCC4)c5ncnc(N)c35" UWB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOc1ccc2ccc(cc2c1)c3c4c(ncnc4n(n3)CC5CCNCC5)N" UWB SMILES "OpenEye OEToolkits" 1.9.2 "CCOc1ccc2ccc(cc2c1)c3c4c(ncnc4n(n3)CC5CCNCC5)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 UWB "SYSTEMATIC NAME" ACDLabs 12.01 "3-(7-ethoxynaphthalen-2-yl)-1-(piperidin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" UWB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-(7-ethoxynaphthalen-2-yl)-1-(piperidin-4-ylmethyl)pyrazolo[3,4-d]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UWB "Create component" 2014-09-22 RCSB UWB "Initial release" 2014-10-15 RCSB #