data_PU3 # _chem_comp.id PU3 _chem_comp.name "9-BUTYL-8-(3,4,5-TRIMETHOXYBENZYL)-9H-PURIN-6-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-03-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 371.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PU3 _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 1UY6 _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 PU3 C19 C19 C 0 1 N N N 8.256 10.187 23.060 -3.194 1.351 -3.246 C19 PU3 1 PU3 O3 O3 O 0 1 N N N 8.095 11.389 23.853 -2.340 0.436 -3.936 O3 PU3 2 PU3 C5 C5 C 0 1 Y N N 6.822 11.893 24.015 -1.201 0.331 -3.201 C5 PU3 3 PU3 C6 C6 C 0 1 Y N N 5.659 11.286 23.496 -1.064 1.052 -2.025 C6 PU3 4 PU3 C4 C4 C 0 1 Y N N 6.654 13.070 24.841 -0.171 -0.499 -3.628 C4 PU3 5 PU3 O1 O1 O 0 1 N N N 7.714 13.715 25.376 -0.301 -1.208 -4.782 O1 PU3 6 PU3 C7 C7 C 0 1 N N N 8.041 15.002 24.817 0.206 -0.384 -5.833 C7 PU3 7 PU3 C3 C3 C 0 1 Y N N 5.310 13.554 25.112 0.990 -0.603 -2.873 C3 PU3 8 PU3 O2 O2 O 0 1 N N N 5.290 14.717 25.857 2.000 -1.414 -3.287 O2 PU3 9 PU3 C8 C8 C 0 1 N N N 4.156 15.537 25.907 3.041 -1.306 -2.314 C8 PU3 10 PU3 C2 C2 C 0 1 Y N N 4.186 12.887 24.588 1.121 0.125 -1.701 C2 PU3 11 PU3 C1 C1 C 0 1 Y N N 4.383 11.746 23.777 0.092 0.946 -1.277 C1 PU3 12 PU3 C9 C9 C 0 1 N N N 3.209 11.027 23.137 0.236 1.731 0.000 C9 PU3 13 PU3 C10 C10 C 0 1 Y N N 1.994 10.767 23.992 -0.284 0.914 1.154 C10 PU3 14 PU3 N1 N1 N 0 1 Y N N 0.803 11.305 23.705 -1.514 0.923 1.580 N1 PU3 15 PU3 C11 C11 C 0 1 Y N N 0.052 10.900 24.754 -1.634 0.073 2.629 C11 PU3 16 PU3 C13 C13 C 0 1 Y N N -1.351 11.040 25.115 -2.691 -0.317 3.468 C13 PU3 17 PU3 N5 N5 N 0 1 N N N -2.195 11.726 24.321 -3.961 0.206 3.298 N5 PU3 18 PU3 C12 C12 C 0 1 Y N N 0.858 10.089 25.659 -0.369 -0.497 2.846 C12 PU3 19 PU3 N4 N4 N 0 1 Y N N 0.342 9.564 26.785 -0.216 -1.371 3.836 N4 PU3 20 PU3 C14 C14 C 0 1 Y N N -0.957 9.793 27.086 -1.235 -1.708 4.597 C14 PU3 21 PU3 N3 N3 N 0 1 Y N N -1.778 10.515 26.281 -2.444 -1.202 4.428 N3 PU3 22 PU3 N2 N2 N 0 1 Y N N 2.068 10.063 25.140 0.462 0.055 1.905 N2 PU3 23 PU3 C15 C15 C 0 1 N N N 3.182 9.305 25.710 1.889 -0.228 1.734 C15 PU3 24 PU3 C16 C16 C 0 1 N N N 2.929 7.846 25.335 2.708 0.746 2.581 C16 PU3 25 PU3 C17 C17 C 0 1 N N N 4.035 7.206 24.516 4.198 0.449 2.403 C17 PU3 26 PU3 C18 C18 C 0 1 N N N 4.054 5.723 24.906 5.018 1.424 3.250 C18 PU3 27 PU3 H191 1H19 H 0 0 N N N 9.285 9.779 22.929 -4.125 1.468 -3.801 H191 PU3 28 PU3 H192 2H19 H 0 0 N N N 7.796 10.347 22.057 -3.410 0.966 -2.250 H192 PU3 29 PU3 H193 3H19 H 0 0 N N N 7.596 9.387 23.471 -2.697 2.318 -3.162 H193 PU3 30 PU3 H6 H6 H 0 1 N N N 5.771 10.408 22.838 -1.864 1.698 -1.692 H6 PU3 31 PU3 H7C1 1H7C H 0 0 N N N 8.916 15.534 25.258 0.123 -0.913 -6.782 H7C1 PU3 32 PU3 H7C2 2H7C H 0 0 N N N 7.144 15.664 24.854 -0.368 0.540 -5.880 H7C2 PU3 33 PU3 H7C3 3H7C H 0 0 N N N 8.180 14.906 23.715 1.253 -0.151 -5.637 H7C3 PU3 34 PU3 H8C1 1H8C H 0 0 N N N 4.140 16.476 26.508 3.877 -1.943 -2.604 H8C1 PU3 35 PU3 H8C2 2H8C H 0 0 N N N 3.293 14.909 26.230 3.376 -0.271 -2.253 H8C2 PU3 36 PU3 H8C3 3H8C H 0 0 N N N 3.875 15.796 24.860 2.664 -1.623 -1.341 H8C3 PU3 37 PU3 H2 H2 H 0 1 N N N 3.168 13.249 24.807 2.024 0.045 -1.114 H2 PU3 38 PU3 H9C1 1H9C H 0 0 N N N 3.562 10.064 22.699 -0.334 2.657 -0.075 H9C1 PU3 39 PU3 H9C2 2H9C H 0 0 N N N 2.900 11.576 22.217 1.288 1.965 0.167 H9C2 PU3 40 PU3 H5N1 1H5N H 0 0 N N N -3.178 11.824 24.574 -4.682 -0.071 3.883 H5N1 PU3 41 PU3 H5N2 2H5N H 0 0 N N N -1.872 12.123 23.439 -4.129 0.851 2.593 H5N2 PU3 42 PU3 H14 H14 H 0 1 N N N -1.365 9.377 28.022 -1.078 -2.424 5.390 H14 PU3 43 PU3 H151 1H15 H 0 0 N N N 3.318 9.467 26.805 2.159 -0.113 0.684 H151 PU3 44 PU3 H152 2H15 H 0 0 N N N 4.184 9.679 25.394 2.096 -1.250 2.053 H152 PU3 45 PU3 H161 1H16 H 0 0 N N N 1.950 7.744 24.812 2.438 0.631 3.631 H161 PU3 46 PU3 H162 2H16 H 0 0 N N N 2.722 7.241 26.248 2.501 1.767 2.263 H162 PU3 47 PU3 H171 1H17 H 0 0 N N N 5.023 7.709 24.636 4.469 0.564 1.353 H171 PU3 48 PU3 H172 2H17 H 0 0 N N N 3.928 7.374 23.419 4.406 -0.572 2.722 H172 PU3 49 PU3 H181 1H18 H 0 0 N N N 4.866 5.253 24.304 6.080 1.212 3.123 H181 PU3 50 PU3 H182 2H18 H 0 0 N N N 3.066 5.220 24.786 4.810 2.446 2.932 H182 PU3 51 PU3 H183 3H18 H 0 0 N N N 4.161 5.555 26.003 4.748 1.309 4.300 H183 PU3 52 # 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 PU3 C19 O3 SING N N 1 PU3 C19 H191 SING N N 2 PU3 C19 H192 SING N N 3 PU3 C19 H193 SING N N 4 PU3 O3 C5 SING N N 5 PU3 C5 C6 DOUB Y N 6 PU3 C5 C4 SING Y N 7 PU3 C6 C1 SING Y N 8 PU3 C6 H6 SING N N 9 PU3 C4 O1 SING N N 10 PU3 C4 C3 DOUB Y N 11 PU3 O1 C7 SING N N 12 PU3 C7 H7C1 SING N N 13 PU3 C7 H7C2 SING N N 14 PU3 C7 H7C3 SING N N 15 PU3 C3 O2 SING N N 16 PU3 C3 C2 SING Y N 17 PU3 O2 C8 SING N N 18 PU3 C8 H8C1 SING N N 19 PU3 C8 H8C2 SING N N 20 PU3 C8 H8C3 SING N N 21 PU3 C2 C1 DOUB Y N 22 PU3 C2 H2 SING N N 23 PU3 C1 C9 SING N N 24 PU3 C9 C10 SING N N 25 PU3 C9 H9C1 SING N N 26 PU3 C9 H9C2 SING N N 27 PU3 C10 N1 DOUB Y N 28 PU3 C10 N2 SING Y N 29 PU3 N1 C11 SING Y N 30 PU3 C11 C13 DOUB Y N 31 PU3 C11 C12 SING Y N 32 PU3 C13 N5 SING N N 33 PU3 C13 N3 SING Y N 34 PU3 N5 H5N1 SING N N 35 PU3 N5 H5N2 SING N N 36 PU3 C12 N4 DOUB Y N 37 PU3 C12 N2 SING Y N 38 PU3 N4 C14 SING Y N 39 PU3 C14 N3 DOUB Y N 40 PU3 C14 H14 SING N N 41 PU3 N2 C15 SING N N 42 PU3 C15 C16 SING N N 43 PU3 C15 H151 SING N N 44 PU3 C15 H152 SING N N 45 PU3 C16 C17 SING N N 46 PU3 C16 H161 SING N N 47 PU3 C16 H162 SING N N 48 PU3 C17 C18 SING N N 49 PU3 C17 H171 SING N N 50 PU3 C17 H172 SING N N 51 PU3 C18 H181 SING N N 52 PU3 C18 H182 SING N N 53 PU3 C18 H183 SING N N 54 # 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 PU3 SMILES ACDLabs 10.04 "n1c(c2nc(n(c2nc1)CCCC)Cc3cc(OC)c(OC)c(OC)c3)N" PU3 SMILES_CANONICAL CACTVS 3.341 "CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2)nc3c(N)ncnc13" PU3 SMILES CACTVS 3.341 "CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2)nc3c(N)ncnc13" PU3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3)OC)OC)OC" PU3 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3)OC)OC)OC" PU3 InChI InChI 1.03 "InChI=1S/C19H25N5O3/c1-5-6-7-24-15(23-16-18(20)21-11-22-19(16)24)10-12-8-13(25-2)17(27-4)14(9-12)26-3/h8-9,11H,5-7,10H2,1-4H3,(H2,20,21,22)" PU3 InChIKey InChI 1.03 TUOSCZDRWRYPRS-UHFFFAOYSA-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 PU3 "SYSTEMATIC NAME" ACDLabs 10.04 "9-butyl-8-(3,4,5-trimethoxybenzyl)-9H-purin-6-amine" PU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "9-butyl-8-[(3,4,5-trimethoxyphenyl)methyl]purin-6-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 PU3 "Create component" 2004-03-02 EBI PU3 "Modify descriptor" 2011-06-04 RCSB #