data_1WJ # _chem_comp.id 1WJ _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-2-O-methyl-beta-D-ribo-hexofuranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 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 404.420 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WJ _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 4LBU _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 1WJ C1 C1 C 0 1 Y N N 9.632 17.566 91.671 3.602 -0.824 -0.071 C1 1WJ 1 1WJ C2 C2 C 0 1 Y N N 10.650 17.936 90.811 4.027 0.472 -0.357 C2 1WJ 2 1WJ C3 C3 C 0 1 Y N N 10.364 17.829 89.459 3.140 1.521 -0.236 C3 1WJ 3 1WJ C4 C4 C 0 1 Y N N 9.162 17.322 88.971 1.810 1.291 0.176 C4 1WJ 4 1WJ C5 C5 C 0 1 Y N N 8.124 16.859 89.819 1.380 -0.004 0.463 C5 1WJ 5 1WJ C6 C6 C 0 1 N N N 6.834 16.251 89.243 -0.041 -0.250 0.903 C6 1WJ 6 1WJ C7 C7 C 0 1 N N N 5.817 17.182 88.743 -0.917 -0.508 -0.325 C7 1WJ 7 1WJ C8 C8 C 0 1 Y N N 8.406 17.032 91.216 2.266 -1.066 0.338 C8 1WJ 8 1WJ C13 C13 C 0 1 N N N 9.889 17.731 93.139 4.510 -1.972 -0.185 C13 1WJ 9 1WJ N9 N9 N 0 1 N N N 7.441 16.687 92.150 1.882 -2.340 0.609 N9 1WJ 10 1WJ C10 C10 C 0 1 N N N 7.657 16.893 93.447 2.711 -3.345 0.492 C10 1WJ 11 1WJ N11 N11 N 0 1 N N N 6.694 16.582 94.327 2.255 -4.607 0.782 N11 1WJ 12 1WJ N12 N12 N 0 1 N N N 8.815 17.400 93.920 4.015 -3.195 0.112 N12 1WJ 13 1WJ O14 O14 O 0 1 N N N 10.905 18.137 93.594 5.667 -1.829 -0.536 O14 1WJ 14 1WJ N15 N15 N 0 1 Y N N 11.069 18.194 88.324 3.247 2.891 -0.441 N15 1WJ 15 1WJ N16 N16 N 0 1 Y N N 9.140 17.393 87.594 1.188 2.497 0.201 N16 1WJ 16 1WJ C17 C17 C 0 1 Y N N 10.282 17.908 87.243 2.028 3.437 -0.160 C17 1WJ 17 1WJ N18 N18 N 0 1 N N N 10.708 18.208 85.971 1.725 4.777 -0.243 N18 1WJ 18 1WJ C19 C19 C 0 1 N N N 9.718 18.310 84.897 2.751 5.736 -0.659 C19 1WJ 19 1WJ C20 C20 C 0 1 N N R 2.851 17.222 86.898 -4.353 0.265 0.618 C20 1WJ 20 1WJ O21 O21 O 0 1 N N N 3.462 17.821 85.770 -5.015 1.528 0.705 O21 1WJ 21 1WJ C22 C22 C 0 1 N N N 3.437 19.250 85.765 -4.875 2.171 1.974 C22 1WJ 22 1WJ O23 O23 O 0 1 N N N 3.587 17.590 88.076 -2.921 0.440 0.698 O23 1WJ 23 1WJ C24 C24 C 0 1 N N R 4.495 16.523 88.421 -2.359 -0.758 0.121 C24 1WJ 24 1WJ C25 C25 C 0 1 N N R 4.421 15.553 87.263 -3.253 -1.066 -1.100 C25 1WJ 25 1WJ O26 O26 O 0 1 N N N 4.733 14.224 87.582 -3.436 -2.477 -1.243 O26 1WJ 26 1WJ C27 C27 C 0 1 N N R 2.954 15.709 86.829 -4.595 -0.378 -0.765 C27 1WJ 27 1WJ O28 O28 O 0 1 N N N 2.025 15.154 87.760 -5.648 -1.342 -0.692 O28 1WJ 28 1WJ C C C 0 1 N N N 1.609 13.818 87.493 -6.944 -0.810 -0.974 C 1WJ 29 1WJ H1 H1 H 0 1 N N N 11.607 18.286 91.170 5.044 0.654 -0.672 H1 1WJ 30 1WJ H2 H2 H 0 1 N N N 6.369 15.649 90.038 -0.072 -1.119 1.560 H2 1WJ 31 1WJ H3 H3 H 0 1 N N N 7.122 15.596 88.407 -0.412 0.624 1.437 H3 1WJ 32 1WJ H4 H4 H 0 1 N N N 6.201 17.656 87.828 -0.885 0.361 -0.983 H4 1WJ 33 1WJ H5 H5 H 0 1 N N N 5.644 17.951 89.510 -0.545 -1.382 -0.860 H5 1WJ 34 1WJ H6 H6 H 0 1 N N N 5.827 16.201 94.006 1.337 -4.737 1.066 H6 1WJ 35 1WJ H7 H7 H 0 1 N N N 6.843 16.732 95.305 2.851 -5.368 0.703 H7 1WJ 36 1WJ H8 H8 H 0 1 N N N 8.893 17.543 94.907 4.588 -3.975 0.046 H8 1WJ 37 1WJ H9 H9 H 0 1 N N N 11.985 18.593 88.300 4.039 3.370 -0.729 H9 1WJ 38 1WJ H11 H11 H 0 1 N N N 11.358 17.496 85.704 0.831 5.087 -0.025 H11 1WJ 39 1WJ H12 H12 H 0 1 N N N 10.225 18.554 83.952 3.588 5.698 0.038 H12 1WJ 40 1WJ H13 H13 H 0 1 N N N 9.190 17.350 84.792 3.101 5.483 -1.660 H13 1WJ 41 1WJ H14 H14 H 0 1 N N N 8.994 19.102 85.140 2.329 6.741 -0.665 H14 1WJ 42 1WJ H15 H15 H 0 1 N N N 1.796 17.519 86.985 -4.698 -0.399 1.411 H15 1WJ 43 1WJ H16 H16 H 0 1 N N N 3.932 19.623 84.856 -5.294 1.535 2.753 H16 1WJ 44 1WJ H17 H17 H 0 1 N N N 2.394 19.598 85.784 -3.819 2.347 2.178 H17 1WJ 45 1WJ H18 H18 H 0 1 N N N 3.966 19.629 86.652 -5.405 3.124 1.959 H18 1WJ 46 1WJ H19 H19 H 0 1 N N N 4.131 16.013 89.325 -2.396 -1.578 0.838 H19 1WJ 47 1WJ H20 H20 H 0 1 N N N 5.068 15.916 86.451 -2.821 -0.644 -2.007 H20 1WJ 48 1WJ H21 H21 H 0 1 N N N 5.644 14.166 87.845 -3.990 -2.727 -1.995 H21 1WJ 49 1WJ H22 H22 H 0 1 N N N 2.802 15.342 85.803 -4.828 0.387 -1.506 H22 1WJ 50 1WJ H23 H23 H 0 1 N N N 0.899 13.493 88.267 -6.956 -0.397 -1.982 H23 1WJ 51 1WJ H24 H24 H 0 1 N N N 1.122 13.776 86.508 -7.687 -1.604 -0.897 H24 1WJ 52 1WJ H25 H25 H 0 1 N N N 2.486 13.153 87.497 -7.178 -0.023 -0.256 H25 1WJ 53 # 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 1WJ C19 N18 SING N N 1 1WJ C22 O21 SING N N 2 1WJ O21 C20 SING N N 3 1WJ N18 C17 SING N N 4 1WJ C27 C20 SING N N 5 1WJ C27 C25 SING N N 6 1WJ C27 O28 SING N N 7 1WJ C20 O23 SING N N 8 1WJ C17 N16 DOUB Y N 9 1WJ C17 N15 SING Y N 10 1WJ C25 O26 SING N N 11 1WJ C25 C24 SING N N 12 1WJ C O28 SING N N 13 1WJ N16 C4 SING Y N 14 1WJ O23 C24 SING N N 15 1WJ N15 C3 SING Y N 16 1WJ C24 C7 SING N N 17 1WJ C7 C6 SING N N 18 1WJ C4 C3 DOUB Y N 19 1WJ C4 C5 SING Y N 20 1WJ C6 C5 SING N N 21 1WJ C3 C2 SING Y N 22 1WJ C5 C8 DOUB Y N 23 1WJ C2 C1 DOUB Y N 24 1WJ C8 C1 SING Y N 25 1WJ C8 N9 SING N N 26 1WJ C1 C13 SING N N 27 1WJ N9 C10 DOUB N N 28 1WJ C13 O14 DOUB N N 29 1WJ C13 N12 SING N N 30 1WJ C10 N12 SING N N 31 1WJ C10 N11 SING N N 32 1WJ C2 H1 SING N N 33 1WJ C6 H2 SING N N 34 1WJ C6 H3 SING N N 35 1WJ C7 H4 SING N N 36 1WJ C7 H5 SING N N 37 1WJ N11 H6 SING N N 38 1WJ N11 H7 SING N N 39 1WJ N12 H8 SING N N 40 1WJ N15 H9 SING N N 41 1WJ N18 H11 SING N N 42 1WJ C19 H12 SING N N 43 1WJ C19 H13 SING N N 44 1WJ C19 H14 SING N N 45 1WJ C20 H15 SING N N 46 1WJ C22 H16 SING N N 47 1WJ C22 H17 SING N N 48 1WJ C22 H18 SING N N 49 1WJ C24 H19 SING N N 50 1WJ C25 H20 SING N N 51 1WJ O26 H21 SING N N 52 1WJ C27 H22 SING N N 53 1WJ C H23 SING N N 54 1WJ C H24 SING N N 55 1WJ C H25 SING N N 56 # 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 1WJ SMILES ACDLabs 12.01 "O=C1NC(=Nc3c1cc2nc(nc2c3CCC4OC(OC)C(OC)C4O)NC)N" 1WJ InChI InChI 1.03 "InChI=1S/C18H24N6O5/c1-20-18-21-9-6-8-11(22-17(19)24-15(8)26)7(12(9)23-18)4-5-10-13(25)14(27-2)16(28-3)29-10/h6,10,13-14,16,25H,4-5H2,1-3H3,(H2,20,21,23)(H3,19,22,24,26)/t10-,13-,14-,16-/m1/s1" 1WJ InChIKey InChI 1.03 XTZFREKGNSFRGQ-DSPGLSBSSA-N 1WJ SMILES_CANONICAL CACTVS 3.385 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CC[C@H]4O[C@@H](OC)[C@H](OC)[C@@H]4O)c2n1)N" 1WJ SMILES CACTVS 3.385 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CC[CH]4O[CH](OC)[CH](OC)[CH]4O)c2n1)N" 1WJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CC[C@@H]4[C@H]([C@H]([C@@H](O4)OC)OC)O)N=C(NC3=O)N" 1WJ SMILES "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCC4C(C(C(O4)OC)OC)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 1WJ "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-2-O-methyl-beta-D-ribo-hexofuranoside" 1WJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-azanyl-4-[2-[(2R,3R,4R,5R)-4,5-dimethoxy-3-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 1WJ "Create component" 2013-07-10 RCSB 1WJ "Initial release" 2014-12-24 RCSB #