data_1WK # _chem_comp.id 1WK _chem_comp.name "methyl 6-[6-amino-2-(methylamino)-8-oxo-7,8-dihydro-1H-imidazo[4,5-g]quinazolin-4-yl]-5,6-dideoxy-beta-D-ribo-hexofuranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-10 _chem_comp.pdbx_modified_date 2014-12-19 _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 390.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WK _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 4LEQ _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 1WK C1 C1 C 0 1 Y N N 9.780 17.424 91.336 3.378 -0.743 -0.039 C1 1WK 1 1WK C2 C2 C 0 1 Y N N 10.774 17.803 90.429 3.771 0.567 -0.306 C2 1WK 2 1WK C3 C3 C 0 1 Y N N 10.487 17.671 89.072 2.852 1.590 -0.191 C3 1WK 3 1WK C4 C4 C 0 1 Y N N 9.260 17.174 88.651 1.522 1.318 0.193 C4 1WK 4 1WK C5 C5 C 0 1 Y N N 8.241 16.785 89.519 1.124 0.009 0.461 C5 1WK 5 1WK C6 C6 C 0 1 N N N 6.944 16.207 88.996 -0.297 -0.282 0.872 C6 1WK 6 1WK C7 C7 C 0 1 N N N 5.984 17.191 88.390 -1.143 -0.552 -0.374 C7 1WK 7 1WK C8 C8 C 0 1 Y N N 8.539 16.913 90.909 2.042 -1.027 0.343 C8 1WK 8 1WK C9 C9 C 0 1 N N N 10.017 17.547 92.789 4.319 -1.864 -0.147 C9 1WK 9 1WK N10 N10 N 0 1 N N N 7.561 16.542 91.849 1.689 -2.314 0.595 N10 1WK 10 1WK C11 C11 C 0 1 N N N 7.789 16.674 93.115 2.549 -3.293 0.485 C11 1WK 11 1WK N12 N12 N 0 1 N N N 6.848 16.347 94.026 2.123 -4.570 0.755 N12 1WK 12 1WK N13 N13 N 0 1 N N N 8.974 17.168 93.595 3.854 -3.104 0.130 N13 1WK 13 1WK O14 O14 O 0 1 N N N 11.075 17.955 93.257 5.478 -1.685 -0.475 O14 1WK 14 1WK N15 N15 N 0 1 Y N N 11.264 18.003 88.000 2.924 2.964 -0.382 N15 1WK 15 1WK N16 N16 N 0 1 Y N N 9.323 17.213 87.282 0.866 2.506 0.218 N16 1WK 16 1WK C17 C17 C 0 1 Y N N 10.555 17.708 86.935 1.685 3.472 -0.118 C17 1WK 17 1WK N18 N18 N 0 1 N N N 10.920 17.889 85.659 1.346 4.804 -0.195 N18 1WK 18 1WK C19 C19 C 0 1 N N N 9.958 18.049 84.588 2.352 5.795 -0.583 C19 1WK 19 1WK C20 C20 C 0 1 N N R 3.348 15.963 86.181 -4.810 -0.604 -0.919 C20 1WK 20 1WK O21 O21 O 0 1 N N N 2.329 15.242 86.845 -5.821 -1.610 -0.833 O21 1WK 21 1WK C22 C22 C 0 1 N N S 4.721 15.665 86.768 -3.430 -1.246 -1.187 C22 1WK 22 1WK O23 O23 O 0 1 N N N 4.803 14.265 87.106 -3.547 -2.668 -1.274 O23 1WK 23 1WK C24 C24 C 0 1 N N R 4.660 16.524 88.036 -2.585 -0.847 0.043 C24 1WK 24 1WK O25 O25 O 0 1 N N N 3.775 17.630 87.742 -3.216 0.348 0.552 O25 1WK 25 1WK C26 C26 C 0 1 N N R 3.260 17.475 86.418 -4.635 0.106 0.441 C26 1WK 26 1WK O27 O27 O 0 1 N N N 4.134 18.173 85.518 -5.353 1.342 0.453 O27 1WK 27 1WK C28 C28 C 0 1 N N N 4.069 19.594 85.689 -5.338 2.011 1.715 C28 1WK 28 1WK H1 H1 H 0 1 N N N 11.727 18.183 90.767 4.788 0.780 -0.600 H1 1WK 29 1WK H2 H2 H 0 1 N N N 6.434 15.711 89.835 -0.315 -1.157 1.521 H2 1WK 30 1WK H3 H3 H 0 1 N N N 7.193 15.462 88.226 -0.703 0.577 1.408 H3 1WK 31 1WK H4 H4 H 0 1 N N N 6.430 17.611 87.476 -1.124 0.323 -1.023 H4 1WK 32 1WK H5 H5 H 0 1 N N N 5.796 18.000 89.111 -0.737 -1.410 -0.909 H5 1WK 33 1WK H6 H6 H 0 1 N N N 5.961 15.998 93.725 1.204 -4.729 1.021 H6 1WK 34 1WK H7 H7 H 0 1 N N N 7.038 16.454 95.002 2.742 -5.314 0.680 H7 1WK 35 1WK H8 H8 H 0 1 N N N 9.084 17.257 94.585 4.450 -3.866 0.068 H8 1WK 36 1WK H9 H9 H 0 1 N N N 12.185 18.392 88.021 3.708 3.468 -0.651 H9 1WK 37 1WK H11 H11 H 0 1 N N N 11.478 17.096 85.415 0.440 5.087 0.009 H11 1WK 38 1WK H12 H12 H 0 1 N N N 10.489 18.183 83.634 1.902 6.788 -0.588 H12 1WK 39 1WK H13 H13 H 0 1 N N N 9.321 17.154 84.531 3.177 5.774 0.129 H13 1WK 40 1WK H14 H14 H 0 1 N N N 9.333 18.932 84.786 2.727 5.562 -1.580 H14 1WK 41 1WK H15 H15 H 0 1 N N N 3.350 15.756 85.101 -5.053 0.117 -1.699 H15 1WK 42 1WK H16 H16 H 0 1 N N N 2.429 14.314 86.666 -6.697 -1.268 -0.607 H16 1WK 43 1WK H17 H17 H 0 1 N N N 5.529 15.992 86.097 -2.992 -0.843 -2.100 H17 1WK 44 1WK H18 H18 H 0 1 N N N 5.659 14.077 87.472 -4.117 -2.972 -1.994 H18 1WK 45 1WK H19 H19 H 0 1 N N N 4.293 15.927 88.884 -2.608 -1.639 0.792 H19 1WK 46 1WK H20 H20 H 0 1 N N N 2.219 17.820 86.334 -4.975 -0.538 1.252 H20 1WK 47 1WK H21 H21 H 0 1 N N N 4.754 20.081 84.979 -5.904 2.940 1.641 H21 1WK 48 1WK H22 H22 H 0 1 N N N 3.041 19.939 85.502 -5.790 1.370 2.472 H22 1WK 49 1WK H23 H23 H 0 1 N N N 4.361 19.853 86.717 -4.308 2.235 1.996 H23 1WK 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 1WK C19 N18 SING N N 1 1WK O27 C28 SING N N 2 1WK O27 C26 SING N N 3 1WK N18 C17 SING N N 4 1WK C20 C26 SING N N 5 1WK C20 C22 SING N N 6 1WK C20 O21 SING N N 7 1WK C26 O25 SING N N 8 1WK C22 O23 SING N N 9 1WK C22 C24 SING N N 10 1WK C17 N16 DOUB Y N 11 1WK C17 N15 SING Y N 12 1WK N16 C4 SING Y N 13 1WK O25 C24 SING N N 14 1WK N15 C3 SING Y N 15 1WK C24 C7 SING N N 16 1WK C7 C6 SING N N 17 1WK C4 C3 DOUB Y N 18 1WK C4 C5 SING Y N 19 1WK C6 C5 SING N N 20 1WK C3 C2 SING Y N 21 1WK C5 C8 DOUB Y N 22 1WK C2 C1 DOUB Y N 23 1WK C8 C1 SING Y N 24 1WK C8 N10 SING N N 25 1WK C1 C9 SING N N 26 1WK N10 C11 DOUB N N 27 1WK C9 O14 DOUB N N 28 1WK C9 N13 SING N N 29 1WK C11 N13 SING N N 30 1WK C11 N12 SING N N 31 1WK C2 H1 SING N N 32 1WK C6 H2 SING N N 33 1WK C6 H3 SING N N 34 1WK C7 H4 SING N N 35 1WK C7 H5 SING N N 36 1WK N12 H6 SING N N 37 1WK N12 H7 SING N N 38 1WK N13 H8 SING N N 39 1WK N15 H9 SING N N 40 1WK N18 H11 SING N N 41 1WK C19 H12 SING N N 42 1WK C19 H13 SING N N 43 1WK C19 H14 SING N N 44 1WK C20 H15 SING N N 45 1WK O21 H16 SING N N 46 1WK C22 H17 SING N N 47 1WK O23 H18 SING N N 48 1WK C24 H19 SING N N 49 1WK C26 H20 SING N N 50 1WK C28 H21 SING N N 51 1WK C28 H22 SING N N 52 1WK C28 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 1WK SMILES ACDLabs 12.01 "O=C1NC(=Nc3c1cc2nc(nc2c3CCC4OC(OC)C(O)C4O)NC)N" 1WK InChI InChI 1.03 "InChI=1S/C17H22N6O5/c1-19-17-20-8-5-7-10(21-16(18)23-14(7)26)6(11(8)22-17)3-4-9-12(24)13(25)15(27-2)28-9/h5,9,12-13,15,24-25H,3-4H2,1-2H3,(H2,19,20,22)(H3,18,21,23,26)/t9-,12-,13-,15-/m1/s1" 1WK InChIKey InChI 1.03 VKQAJTKFJIETGO-QGMIFYJMSA-N 1WK SMILES_CANONICAL CACTVS 3.385 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CC[C@H]4O[C@@H](OC)[C@H](O)[C@@H]4O)c2n1)N" 1WK SMILES CACTVS 3.385 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CC[CH]4O[CH](OC)[CH](O)[CH]4O)c2n1)N" 1WK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CC[C@@H]4[C@H]([C@H]([C@@H](O4)OC)O)O)N=C(NC3=O)N" 1WK SMILES "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCC4C(C(C(O4)OC)O)O)N=C(NC3=O)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 1WK "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 6-[6-amino-2-(methylamino)-8-oxo-7,8-dihydro-1H-imidazo[4,5-g]quinazolin-4-yl]-5,6-dideoxy-beta-D-ribo-hexofuranoside" 1WK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-azanyl-4-[2-[(2R,3S,4R,5R)-5-methoxy-3,4-bis(oxidanyl)oxolan-2-yl]ethyl]-2-(methylamino)-1,7-dihydroimidazo[4,5-g]quinazolin-8-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1WK "Create component" 2013-07-10 RCSB 1WK "Initial release" 2014-12-24 RCSB #