data_UWA # _chem_comp.id UWA _chem_comp.name "3-(7-ethoxynaphthalen-2-yl)-1-(2-methylpropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N5 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 361.440 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UWA _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 4WG3 _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 UWA CAL C1 C 0 1 N N N 19.150 18.220 62.824 4.938 2.504 -0.509 CAL UWA 1 UWA CAK C2 C 0 1 N N N 18.767 17.028 61.976 5.638 1.257 0.035 CAK UWA 2 UWA CAM C3 C 0 1 N N N 19.235 17.329 60.532 7.040 1.630 0.520 CAM UWA 3 UWA CAJ C4 C 0 1 N N N 17.270 16.911 62.062 4.829 0.688 1.202 CAJ UWA 4 UWA NAG N1 N 0 1 Y N N 16.775 15.599 62.504 3.530 0.221 0.714 NAG UWA 5 UWA NAH N2 N 0 1 Y N N 15.634 15.750 62.993 2.369 0.998 0.635 NAH UWA 6 UWA C4 C5 C 0 1 Y N N 17.159 14.311 62.534 3.264 -1.037 0.260 C4 UWA 7 UWA N3 N3 N 0 1 Y N N 18.279 13.681 62.129 3.986 -2.149 0.114 N3 UWA 8 UWA C2 C6 C 0 1 Y N N 18.391 12.313 62.287 3.440 -3.245 -0.365 C2 UWA 9 UWA N1 N4 N 0 1 Y N N 17.323 11.614 62.857 2.170 -3.312 -0.725 N1 UWA 10 UWA C6 C7 C 0 1 Y N N 16.252 12.308 63.229 1.370 -2.256 -0.617 C6 UWA 11 UWA NAN N5 N 0 1 N N N 15.228 11.675 63.747 0.043 -2.332 -0.994 NAN UWA 12 UWA C5 C8 C 0 1 Y N N 16.153 13.635 63.074 1.907 -1.061 -0.109 C5 UWA 13 UWA CAI C9 C 0 1 Y N N 15.240 14.571 63.310 1.382 0.279 0.155 CAI UWA 14 UWA CAO C10 C 0 1 Y N N 14.000 14.449 63.967 -0.007 0.740 -0.079 CAO UWA 15 UWA CAT C11 C 0 1 Y N N 12.843 14.990 63.505 -1.068 -0.057 0.308 CAT UWA 16 UWA CAS C12 C 0 1 Y N N 11.717 14.802 64.342 -2.382 0.385 0.084 CAS UWA 17 UWA CAX C13 C 0 1 Y N N 10.431 15.215 63.956 -3.486 -0.396 0.465 CAX UWA 18 UWA CAW C14 C 0 1 Y N N 9.360 15.009 64.819 -4.751 0.063 0.233 CAW UWA 19 UWA OAY O1 O 0 1 N N N 8.101 15.393 64.522 -5.818 -0.693 0.602 OAY UWA 20 UWA CAZ C15 C 0 1 N N N 7.553 14.364 63.708 -7.115 -0.160 0.333 CAZ UWA 21 UWA CBA C16 C 0 1 N N N 6.102 14.146 64.129 -8.182 -1.145 0.815 CBA UWA 22 UWA CAV C17 C 0 1 Y N N 9.519 14.373 66.034 -4.962 1.302 -0.379 CAV UWA 23 UWA CAU C18 C 0 1 Y N N 10.776 13.940 66.429 -3.914 2.082 -0.760 CAU UWA 24 UWA CAR C19 C 0 1 Y N N 11.845 14.154 65.597 -2.599 1.642 -0.537 CAR UWA 25 UWA CAQ C20 C 0 1 Y N N 13.048 13.691 66.052 -1.497 2.428 -0.919 CAQ UWA 26 UWA CAP C21 C 0 1 Y N N 14.140 13.864 65.221 -0.234 1.985 -0.689 CAP UWA 27 UWA H1 H1 H 0 1 N N N 18.834 18.048 63.864 3.939 2.239 -0.855 H1 UWA 28 UWA H2 H2 H 0 1 N N N 20.241 18.359 62.790 4.863 3.252 0.280 H2 UWA 29 UWA H3 H3 H 0 1 N N N 18.654 19.121 62.435 5.514 2.911 -1.341 H3 UWA 30 UWA H4 H4 H 0 1 N N N 19.252 16.114 62.349 5.713 0.509 -0.754 H4 UWA 31 UWA H5 H5 H 0 1 N N N 20.332 17.407 60.510 7.539 0.742 0.908 H5 UWA 32 UWA H6 H6 H 0 1 N N N 18.912 16.516 59.865 7.616 2.036 -0.312 H6 UWA 33 UWA H7 H7 H 0 1 N N N 18.793 18.278 60.194 6.965 2.378 1.309 H7 UWA 34 UWA H8 H8 H 0 1 N N N 16.908 17.669 62.772 5.372 -0.147 1.647 H8 UWA 35 UWA H9 H9 H 0 1 N N N 16.854 17.115 61.064 4.678 1.463 1.953 H9 UWA 36 UWA H10 H10 H 0 1 N N N 19.286 11.794 61.976 4.055 -4.126 -0.470 H10 UWA 37 UWA H11 H11 H 0 1 N N N 15.426 10.695 63.785 -0.379 -3.197 -1.112 H11 UWA 38 UWA H12 H12 H 0 1 N N N 15.058 12.017 64.671 -0.467 -1.520 -1.140 H12 UWA 39 UWA H13 H13 H 0 1 N N N 12.786 15.524 62.568 -0.888 -1.012 0.780 H13 UWA 40 UWA H14 H14 H 0 1 N N N 10.275 15.688 62.998 -3.334 -1.355 0.939 H14 UWA 41 UWA H15 H15 H 0 1 N N N 8.125 13.435 63.847 -7.234 0.789 0.857 H15 UWA 42 UWA H16 H16 H 0 1 N N N 7.593 14.664 62.651 -7.227 0.001 -0.739 H16 UWA 43 UWA H17 H17 H 0 1 N N N 5.656 13.352 63.512 -9.172 -0.738 0.610 H17 UWA 44 UWA H18 H18 H 0 1 N N N 6.068 13.850 65.188 -8.064 -2.093 0.292 H18 UWA 45 UWA H19 H19 H 0 1 N N N 5.536 15.079 63.991 -8.070 -1.305 1.888 H19 UWA 46 UWA H20 H20 H 0 1 N N N 8.666 14.213 66.676 -5.971 1.645 -0.553 H20 UWA 47 UWA H21 H21 H 0 1 N N N 10.911 13.442 67.378 -4.093 3.036 -1.233 H21 UWA 48 UWA H22 H22 H 0 1 N N N 13.141 13.212 67.016 -1.655 3.385 -1.393 H22 UWA 49 UWA H23 H23 H 0 1 N N N 15.116 13.540 65.551 0.607 2.596 -0.982 H23 UWA 50 # 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 UWA CAM CAK SING N N 1 UWA CAK CAJ SING N N 2 UWA CAK CAL SING N N 3 UWA CAJ NAG SING N N 4 UWA N3 C2 DOUB Y N 5 UWA N3 C4 SING Y N 6 UWA C2 N1 SING Y N 7 UWA NAG C4 SING Y N 8 UWA NAG NAH SING Y N 9 UWA C4 C5 DOUB Y N 10 UWA N1 C6 DOUB Y N 11 UWA NAH CAI DOUB Y N 12 UWA C5 C6 SING Y N 13 UWA C5 CAI SING Y N 14 UWA C6 NAN SING N N 15 UWA CAI CAO SING N N 16 UWA CAT CAO DOUB Y N 17 UWA CAT CAS SING Y N 18 UWA CAZ CBA SING N N 19 UWA CAZ OAY SING N N 20 UWA CAX CAS DOUB Y N 21 UWA CAX CAW SING Y N 22 UWA CAO CAP SING Y N 23 UWA CAS CAR SING Y N 24 UWA OAY CAW SING N N 25 UWA CAW CAV DOUB Y N 26 UWA CAP CAQ DOUB Y N 27 UWA CAR CAQ SING Y N 28 UWA CAR CAU DOUB Y N 29 UWA CAV CAU SING Y N 30 UWA CAL H1 SING N N 31 UWA CAL H2 SING N N 32 UWA CAL H3 SING N N 33 UWA CAK H4 SING N N 34 UWA CAM H5 SING N N 35 UWA CAM H6 SING N N 36 UWA CAM H7 SING N N 37 UWA CAJ H8 SING N N 38 UWA CAJ H9 SING N N 39 UWA C2 H10 SING N N 40 UWA NAN H11 SING N N 41 UWA NAN H12 SING N N 42 UWA CAT H13 SING N N 43 UWA CAX H14 SING N N 44 UWA CAZ H15 SING N N 45 UWA CAZ H16 SING N N 46 UWA CBA H17 SING N N 47 UWA CBA H18 SING N N 48 UWA CBA H19 SING N N 49 UWA CAV H20 SING N N 50 UWA CAU H21 SING N N 51 UWA CAQ H22 SING N N 52 UWA CAP H23 SING N N 53 # 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 UWA SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(nc2c4cc3cc(OCC)ccc3cc4)CC(C)C)N" UWA InChI InChI 1.03 "InChI=1S/C21H23N5O/c1-4-27-17-8-7-14-5-6-15(9-16(14)10-17)19-18-20(22)23-12-24-21(18)26(25-19)11-13(2)3/h5-10,12-13H,4,11H2,1-3H3,(H2,22,23,24)" UWA InChIKey InChI 1.03 AEVLTZJWDLNUCI-UHFFFAOYSA-N UWA SMILES_CANONICAL CACTVS 3.385 "CCOc1ccc2ccc(cc2c1)c3nn(CC(C)C)c4ncnc(N)c34" UWA SMILES CACTVS 3.385 "CCOc1ccc2ccc(cc2c1)c3nn(CC(C)C)c4ncnc(N)c34" UWA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOc1ccc2ccc(cc2c1)c3c4c(ncnc4n(n3)CC(C)C)N" UWA SMILES "OpenEye OEToolkits" 1.9.2 "CCOc1ccc2ccc(cc2c1)c3c4c(ncnc4n(n3)CC(C)C)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 UWA "SYSTEMATIC NAME" ACDLabs 12.01 "3-(7-ethoxynaphthalen-2-yl)-1-(2-methylpropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" UWA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-(7-ethoxynaphthalen-2-yl)-1-(2-methylpropyl)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 UWA "Create component" 2014-09-22 RCSB UWA "Initial release" 2014-10-15 RCSB #