data_PSB # _chem_comp.id PSB _chem_comp.name "3-(5-AMINO-7-HYDROXY-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-2-YL)-N-[2-(2-(HYDROXYMETHYL-PHENYLSULFANYL)-BENZYL]-BENZAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 N7 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-22 _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 499.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PSB _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 1RSD _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 PSB N1 N1 N 0 1 N N N 48.243 44.685 78.785 -2.511 -1.554 8.498 N1 PSB 1 PSB C2 C2 C 0 1 Y N N 48.317 45.417 77.470 -1.566 -0.921 7.711 C2 PSB 2 PSB N3 N3 N 0 1 Y N N 47.304 46.317 77.112 -0.733 -0.055 8.288 N3 PSB 3 PSB C4 C4 C 0 1 Y N N 47.347 47.062 75.927 0.192 0.582 7.592 C4 PSB 4 PSB O5 O5 O 0 1 N N N 46.391 47.858 75.695 1.029 1.457 8.194 O5 PSB 5 PSB C6 C6 C 0 1 Y N N 48.513 46.933 74.966 0.286 0.327 6.204 C6 PSB 6 PSB N7 N7 N 0 1 Y N N 48.981 47.478 73.675 1.044 0.747 5.206 N7 PSB 7 PSB N8 N8 N 0 1 Y N N 50.214 46.767 73.542 0.666 0.155 4.126 N8 PSB 8 PSB N9 N9 N 0 1 Y N N 50.326 45.927 74.674 -0.316 -0.648 4.343 N9 PSB 9 PSB C10 C10 C 0 1 Y N N 49.497 45.972 75.405 -0.624 -0.606 5.627 C10 PSB 10 PSB N11 N11 N 0 1 Y N N 49.347 45.257 76.677 -1.523 -1.203 6.425 N11 PSB 11 PSB C12 C12 C 0 1 Y N N 51.203 46.787 72.669 1.250 0.362 2.870 C12 PSB 12 PSB C13 C13 C 0 1 Y N N 52.173 47.828 72.771 2.309 1.252 2.734 C13 PSB 13 PSB C14 C14 C 0 1 Y N N 53.354 47.716 71.993 2.890 1.459 1.497 C14 PSB 14 PSB C15 C15 C 0 1 Y N N 53.524 46.566 71.166 2.422 0.783 0.388 C15 PSB 15 PSB C16 C16 C 0 1 Y N N 52.472 45.559 71.053 1.359 -0.113 0.514 C16 PSB 16 PSB C17 C17 C 0 1 Y N N 51.317 45.732 71.823 0.777 -0.326 1.764 C17 PSB 17 PSB C18 C18 C 0 1 N N N 52.611 44.354 70.309 0.856 -0.839 -0.671 C18 PSB 18 PSB O19 O19 O 0 1 N N N 51.639 43.508 70.140 -0.068 -1.619 -0.559 O19 PSB 19 PSB N20 N20 N 0 1 N N N 53.735 44.052 70.040 1.424 -0.635 -1.876 N20 PSB 20 PSB C21 C21 C 0 1 N N N 53.769 42.590 69.676 0.925 -1.354 -3.052 C21 PSB 21 PSB C22 C22 C 0 1 Y N N 55.112 42.014 70.129 1.637 -0.858 -4.284 C22 PSB 22 PSB C23 C23 C 0 1 Y N N 55.329 42.432 71.576 2.655 -1.606 -4.843 C23 PSB 23 PSB C24 C24 C 0 1 Y N N 56.421 41.982 72.349 3.309 -1.151 -5.973 C24 PSB 24 PSB C25 C25 C 0 1 Y N N 57.348 41.154 71.814 2.947 0.053 -6.548 C25 PSB 25 PSB C26 C26 C 0 1 Y N N 57.211 40.740 70.434 1.931 0.806 -5.994 C26 PSB 26 PSB C27 C27 C 0 1 Y N N 56.002 41.226 69.577 1.267 0.349 -4.861 C27 PSB 27 PSB S28 S28 S 0 1 N N N 55.775 40.729 67.954 -0.029 1.307 -4.152 S28 PSB 28 PSB C29 C29 C 0 1 Y N N 57.287 40.362 67.242 -1.426 0.376 -4.689 C29 PSB 29 PSB C30 C30 C 0 1 Y N N 58.291 39.660 67.989 -1.256 -0.693 -5.560 C30 PSB 30 PSB C31 C31 C 0 1 Y N N 59.506 39.357 67.404 -2.353 -1.420 -5.979 C31 PSB 31 PSB C32 C32 C 0 1 Y N N 59.754 39.741 66.047 -3.618 -1.085 -5.533 C32 PSB 32 PSB C33 C33 C 0 1 Y N N 58.745 40.449 65.303 -3.791 -0.021 -4.666 C33 PSB 33 PSB C34 C34 C 0 1 Y N N 57.518 40.751 65.914 -2.698 0.706 -4.238 C34 PSB 34 PSB C35 C35 C 0 1 N N N 56.409 41.508 65.140 -2.886 1.865 -3.294 C35 PSB 35 PSB O36 O36 O 0 1 N N N 56.514 42.898 65.322 -4.275 2.011 -2.990 O36 PSB 36 PSB HN11 1HN1 H 0 0 N N N 48.980 44.030 79.045 -2.558 -1.364 9.448 HN11 PSB 37 PSB HN12 2HN1 H 0 0 N N N 47.347 44.199 78.834 -3.130 -2.185 8.098 HN12 PSB 38 PSB HO5 HO5 H 0 1 N N N 46.420 48.363 74.891 1.801 0.952 8.484 HO5 PSB 39 PSB H13 H13 H 0 1 N N N 52.014 48.695 73.433 2.679 1.785 3.597 H13 PSB 40 PSB H14 H14 H 0 1 N N N 54.123 48.505 72.030 3.712 2.152 1.397 H14 PSB 41 PSB H15 H15 H 0 1 N N N 54.471 46.455 70.612 2.878 0.947 -0.576 H15 PSB 42 PSB H17 H17 H 0 1 N N N 50.476 45.020 71.761 -0.044 -1.018 1.867 H17 PSB 43 PSB H20 H20 H 0 1 N N N 54.432 44.794 70.100 2.162 -0.013 -1.966 H20 PSB 44 PSB H211 1H21 H 0 0 N N N 52.899 42.025 70.085 -0.145 -1.181 -3.156 H211 PSB 45 PSB H212 2H21 H 0 0 N N N 53.568 42.412 68.593 1.111 -2.421 -2.930 H212 PSB 46 PSB H23 H23 H 0 1 N N N 54.642 43.113 72.105 2.940 -2.547 -4.396 H23 PSB 47 PSB H24 H24 H 0 1 N N N 56.553 42.286 73.400 4.104 -1.738 -6.408 H24 PSB 48 PSB H25 H25 H 0 1 N N N 58.174 40.832 72.470 3.460 0.406 -7.430 H25 PSB 49 PSB H26 H26 H 0 1 N N N 58.002 40.075 70.047 1.650 1.747 -6.443 H26 PSB 50 PSB H30 H30 H 0 1 N N N 58.125 39.347 69.033 -0.268 -0.955 -5.909 H30 PSB 51 PSB H31 H31 H 0 1 N N N 60.259 38.821 68.005 -2.222 -2.251 -6.655 H31 PSB 52 PSB H32 H32 H 0 1 N N N 60.719 39.492 65.576 -4.474 -1.655 -5.862 H32 PSB 53 PSB H33 H33 H 0 1 N N N 58.913 40.761 64.258 -4.780 0.238 -4.321 H33 PSB 54 PSB H351 1H35 H 0 0 N N N 56.407 41.236 64.058 -2.519 2.779 -3.762 H351 PSB 55 PSB H352 2H35 H 0 0 N N N 55.393 41.135 65.412 -2.331 1.679 -2.375 H352 PSB 56 PSB H36 H36 H 0 1 N N N 55.834 43.362 64.847 -4.352 2.761 -2.384 H36 PSB 57 # 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 PSB N1 C2 SING N N 1 PSB N1 HN11 SING N N 2 PSB N1 HN12 SING N N 3 PSB C2 N3 SING Y N 4 PSB C2 N11 DOUB Y N 5 PSB N3 C4 DOUB Y N 6 PSB C4 O5 SING N N 7 PSB C4 C6 SING Y N 8 PSB O5 HO5 SING N N 9 PSB C6 N7 DOUB Y N 10 PSB C6 C10 SING Y N 11 PSB N7 N8 SING Y N 12 PSB N8 N9 SING Y N 13 PSB N8 C12 SING Y N 14 PSB N9 C10 DOUB Y N 15 PSB C10 N11 SING Y N 16 PSB C12 C13 SING Y N 17 PSB C12 C17 DOUB Y N 18 PSB C13 C14 DOUB Y N 19 PSB C13 H13 SING N N 20 PSB C14 C15 SING Y N 21 PSB C14 H14 SING N N 22 PSB C15 C16 DOUB Y N 23 PSB C15 H15 SING N N 24 PSB C16 C17 SING Y N 25 PSB C16 C18 SING N N 26 PSB C17 H17 SING N N 27 PSB C18 O19 DOUB N N 28 PSB C18 N20 SING N N 29 PSB N20 C21 SING N N 30 PSB N20 H20 SING N N 31 PSB C21 C22 SING N N 32 PSB C21 H211 SING N N 33 PSB C21 H212 SING N N 34 PSB C22 C23 DOUB Y N 35 PSB C22 C27 SING Y N 36 PSB C23 C24 SING Y N 37 PSB C23 H23 SING N N 38 PSB C24 C25 DOUB Y N 39 PSB C24 H24 SING N N 40 PSB C25 C26 SING Y N 41 PSB C25 H25 SING N N 42 PSB C26 C27 DOUB Y N 43 PSB C26 H26 SING N N 44 PSB C27 S28 SING N N 45 PSB S28 C29 SING N N 46 PSB C29 C30 DOUB Y N 47 PSB C29 C34 SING Y N 48 PSB C30 C31 SING Y N 49 PSB C30 H30 SING N N 50 PSB C31 C32 DOUB Y N 51 PSB C31 H31 SING N N 52 PSB C32 C33 SING Y N 53 PSB C32 H32 SING N N 54 PSB C33 C34 DOUB Y N 55 PSB C33 H33 SING N N 56 PSB C34 C35 SING N N 57 PSB C35 O36 SING N N 58 PSB C35 H351 SING N N 59 PSB C35 H352 SING N N 60 PSB O36 H36 SING N N 61 # 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 PSB SMILES ACDLabs 10.04 "O=C(NCc2ccccc2Sc1ccccc1CO)c3cc(ccc3)n4nc5nc(nc(O)c5n4)N" PSB SMILES_CANONICAL CACTVS 3.341 "Nc1nc(O)c2nn(nc2n1)c3cccc(c3)C(=O)NCc4ccccc4Sc5ccccc5CO" PSB SMILES CACTVS 3.341 "Nc1nc(O)c2nn(nc2n1)c3cccc(c3)C(=O)NCc4ccccc4Sc5ccccc5CO" PSB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNC(=O)c2cccc(c2)n3nc4c(n3)nc(nc4O)N)Sc5ccccc5CO" PSB SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNC(=O)c2cccc(c2)n3nc4c(n3)nc(nc4O)N)Sc5ccccc5CO" PSB InChI InChI 1.03 "InChI=1S/C25H21N7O3S/c26-25-28-22-21(24(35)29-25)30-32(31-22)18-9-5-8-15(12-18)23(34)27-13-16-6-1-3-10-19(16)36-20-11-4-2-7-17(20)14-33/h1-12,33H,13-14H2,(H,27,34)(H3,26,28,29,31,35)" PSB InChIKey InChI 1.03 IXDQOBDHBWEZOH-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 PSB "SYSTEMATIC NAME" ACDLabs 10.04 "3-(5-amino-7-hydroxy-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl)-N-(2-{[2-(hydroxymethyl)phenyl]sulfanyl}benzyl)benzamide" PSB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(5-amino-7-hydroxy-[1,2,3]triazolo[4,5-e]pyrimidin-2-yl)-N-[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PSB "Create component" 2003-12-22 RCSB PSB "Modify aromatic_flag" 2011-06-04 RCSB PSB "Modify descriptor" 2011-06-04 RCSB #