data_9WY # _chem_comp.id 9WY _chem_comp.name "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-3-O-phosphono-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H21 N4 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-20 _chem_comp.pdbx_modified_date 2018-06-08 _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 456.344 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WY _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 5W4Z _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 9WY C10 C1 C 0 1 N N N -120.927 155.601 163.652 -1.970 -1.152 0.361 C10 9WY 1 9WY C7 C2 C 0 1 Y N N -121.109 155.652 168.598 -3.050 3.618 -0.428 C7 9WY 2 9WY O3P O1 O 0 1 N N N -118.595 163.041 164.744 5.075 -0.088 1.209 O3P 9WY 3 9WY P P1 P 0 1 N N N -117.793 161.801 164.464 3.664 0.664 1.397 P 9WY 4 9WY O1P O2 O 0 1 N N N -116.710 162.120 163.467 2.833 -0.081 2.369 O1P 9WY 5 9WY O2P O3 O 0 1 N N N -117.183 161.266 165.733 3.920 2.157 1.943 O2P 9WY 6 9WY "O5'" O4 O 0 1 N N N -118.759 160.357 159.649 4.996 -1.591 -1.029 "O5'" 9WY 7 9WY "C5'" C3 C 0 1 N N N -118.274 160.471 160.958 4.632 -0.521 -1.904 "C5'" 9WY 8 9WY "C4'" C4 C 0 1 N N R -118.999 159.473 161.861 3.112 -0.504 -2.083 "C4'" 9WY 9 9WY "O4'" O5 O 0 1 N N N -118.936 158.194 161.291 2.697 -1.697 -2.751 "O4'" 9WY 10 9WY "C3'" C5 C 0 1 N N S -118.346 159.534 163.247 2.438 -0.426 -0.712 "C3'" 9WY 11 9WY "O3'" O6 O 0 1 N N N -118.833 160.690 163.856 2.901 0.735 -0.019 "O3'" 9WY 12 9WY "C2'" C6 C 0 1 N N S -118.731 158.370 164.162 0.921 -0.341 -0.894 "C2'" 9WY 13 9WY "O2'" O7 O 0 1 N N N -117.977 157.970 164.973 0.440 -1.561 -1.462 "O2'" 9WY 14 9WY "C1'" C7 C 0 1 N N N -120.138 157.818 164.048 0.257 -0.115 0.466 "C1'" 9WY 15 9WY N10 N1 N 0 1 N N N -120.577 156.528 164.567 -1.196 -0.033 0.292 N10 9WY 16 9WY C9A C8 C 0 1 Y N N -120.764 156.254 165.881 -1.811 1.178 0.053 C9A 9WY 17 9WY C9 C9 C 0 1 Y N N -120.434 157.212 166.872 -1.052 2.343 -0.025 C9 9WY 18 9WY C8 C10 C 0 1 Y N N -120.608 156.903 168.216 -1.670 3.550 -0.263 C8 9WY 19 9WY C8M C11 C 0 1 N N N -120.254 157.956 169.269 -0.845 4.808 -0.347 C8M 9WY 20 9WY C7M C12 C 0 1 N N N -121.314 155.297 170.072 -3.704 4.951 -0.689 C7M 9WY 21 9WY C6 C13 C 0 1 Y N N -121.439 154.710 167.628 -3.817 2.495 -0.357 C6 9WY 22 9WY C5A C14 C 0 1 Y N N -121.253 155.015 166.261 -3.212 1.246 -0.114 C5A 9WY 23 9WY N5 N2 N 0 1 N N N -121.587 154.080 165.335 -3.968 0.142 -0.045 N5 9WY 24 9WY N1 N3 N 0 1 N N N -120.768 155.863 162.336 -1.459 -2.352 0.581 N1 9WY 25 9WY C4A C15 C 0 1 N N N -121.418 154.373 164.030 -3.425 -1.027 0.181 C4A 9WY 26 9WY C4 C16 C 0 1 N N N -121.736 153.439 163.006 -4.228 -2.267 0.264 C4 9WY 27 9WY O4 O8 O 0 1 N N N -122.248 152.199 163.327 -5.436 -2.250 0.125 O4 9WY 28 9WY N3 N4 N 0 1 N N N -121.552 153.765 161.738 -3.561 -3.420 0.499 N3 9WY 29 9WY C2 C17 C 0 1 N N N -121.077 154.952 161.414 -2.228 -3.436 0.641 C2 9WY 30 9WY O2 O9 O 0 1 N N N -120.909 155.230 160.061 -1.689 -4.509 0.851 O2 9WY 31 9WY H1 H1 H 0 1 N N N -118.250 163.764 164.233 5.672 0.346 0.584 H1 9WY 32 9WY H2 H2 H 0 1 N N N -116.238 161.240 165.644 4.378 2.191 2.795 H2 9WY 33 9WY H3 H3 H 0 1 N N N -118.308 160.977 159.089 5.947 -1.662 -0.870 H3 9WY 34 9WY H4 H4 H 0 1 N N N -117.195 160.258 160.969 4.958 0.426 -1.476 H4 9WY 35 9WY H5 H5 H 0 1 N N N -118.450 161.493 161.326 5.110 -0.666 -2.873 H5 9WY 36 9WY H6 H6 H 0 1 N N N -120.047 159.792 161.959 2.827 0.364 -2.678 H6 9WY 37 9WY H7 H7 H 0 1 N N N -119.387 157.574 161.852 1.765 -1.700 -3.007 H7 9WY 38 9WY H8 H8 H 0 1 N N N -117.252 159.567 163.136 2.685 -1.317 -0.135 H8 9WY 39 9WY H9 H9 H 0 1 N N N -120.785 158.564 164.532 0.497 -0.944 1.130 H9 9WY 40 9WY H10 H10 H 0 1 N N N -120.355 157.789 162.970 0.623 0.816 0.899 H10 9WY 41 9WY H11 H11 H 0 1 N N N -120.049 158.179 166.584 0.020 2.300 0.102 H11 9WY 42 9WY H12 H12 H 0 1 N N N -121.137 158.578 169.477 -0.533 4.969 -1.379 H12 9WY 43 9WY H13 H13 H 0 1 N N N -119.932 157.455 170.194 -1.441 5.656 -0.011 H13 9WY 44 9WY H14 H14 H 0 1 N N N -119.439 158.591 168.893 0.035 4.708 0.287 H14 9WY 45 9WY H15 H15 H 0 1 N N N -120.398 154.834 170.469 -3.748 5.130 -1.763 H15 9WY 46 9WY H16 H16 H 0 1 N N N -121.539 156.211 170.641 -4.714 4.946 -0.279 H16 9WY 47 9WY H17 H17 H 0 1 N N N -122.152 154.591 170.166 -3.122 5.740 -0.212 H17 9WY 48 9WY H18 H18 H 0 1 N N N -121.836 153.749 167.919 -4.887 2.562 -0.486 H18 9WY 49 9WY H20 H20 H 0 1 N N N -121.775 153.107 161.019 -4.056 -4.252 0.560 H20 9WY 50 9WY H21 H21 H 0 1 N N N -118.364 157.642 163.424 0.681 0.489 -1.559 H21 9WY 51 9WY H22 H22 H 0 1 N N N -118.375 157.251 165.449 0.620 -2.343 -0.922 H22 9WY 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 9WY "O5'" "C5'" SING N N 1 9WY O2 C2 DOUB N N 2 9WY "C5'" "C4'" SING N N 3 9WY "O4'" "C4'" SING N N 4 9WY C2 N3 SING N N 5 9WY C2 N1 SING N N 6 9WY N3 C4 SING N N 7 9WY "C4'" "C3'" SING N N 8 9WY N1 C10 DOUB N N 9 9WY C4 O4 DOUB N N 10 9WY C4 C4A SING N N 11 9WY "C3'" "O3'" SING N N 12 9WY "C3'" "C2'" SING N N 13 9WY O1P P DOUB N N 14 9WY C10 C4A SING N N 15 9WY C10 N10 SING N N 16 9WY "O3'" P SING N N 17 9WY C4A N5 DOUB N N 18 9WY "C1'" "C2'" SING N N 19 9WY "C1'" N10 SING N N 20 9WY "C2'" "O2'" SING N N 21 9WY P O3P SING N N 22 9WY P O2P SING N N 23 9WY N10 C9A SING N N 24 9WY N5 C5A SING N N 25 9WY C9A C5A DOUB Y N 26 9WY C9A C9 SING Y N 27 9WY C5A C6 SING Y N 28 9WY C9 C8 DOUB Y N 29 9WY C6 C7 DOUB Y N 30 9WY C8 C7 SING Y N 31 9WY C8 C8M SING N N 32 9WY C7 C7M SING N N 33 9WY O3P H1 SING N N 34 9WY O2P H2 SING N N 35 9WY "O5'" H3 SING N N 36 9WY "C5'" H4 SING N N 37 9WY "C5'" H5 SING N N 38 9WY "C4'" H6 SING N N 39 9WY "O4'" H7 SING N N 40 9WY "C3'" H8 SING N N 41 9WY "C1'" H9 SING N N 42 9WY "C1'" H10 SING N N 43 9WY C9 H11 SING N N 44 9WY C8M H12 SING N N 45 9WY C8M H13 SING N N 46 9WY C8M H14 SING N N 47 9WY C7M H15 SING N N 48 9WY C7M H16 SING N N 49 9WY C7M H17 SING N N 50 9WY C6 H18 SING N N 51 9WY N3 H20 SING N N 52 9WY "C2'" H21 SING N N 53 9WY "O2'" H22 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 9WY SMILES ACDLabs 12.01 "C1=3C(=Nc2c(N1CC(C(C(CO)O)OP(O)(O)=O)O)cc(c(C)c2)C)C(=O)NC(N=3)=O" 9WY InChI InChI 1.03 "InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(23)14(12(24)6-22)30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11?,12-,14+/m1/s1" 9WY InChIKey InChI 1.03 XTUPYSORVVXTTQ-AOUZGSJDSA-N 9WY SMILES_CANONICAL CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O[P](O)(O)=O)[C@H](O)CO)c2cc1C" 9WY SMILES CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O[P](O)(O)=O)[CH](O)CO)c2cc1C" 9WY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC([C@@H]([C@@H](CO)O)OP(=O)(O)O)O" 9WY SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)OP(=O)(O)O)O" # 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 9WY "SYSTEMATIC NAME" ACDLabs 12.01 "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-3-O-phosphono-D-ribitol" 9WY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{S},4~{R})-1-[7,8-dimethyl-2,4-bis(oxidanylidene)benzo[g]pteridin-10-yl]-2,4,5-tris(oxidanyl)pentan-3-yl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9WY "Create component" 2017-06-20 RCSB 9WY "Initial release" 2018-06-13 RCSB #