data_9OU # _chem_comp.id 9OU _chem_comp.name "1-[5-(benzenecarbonyl)-7,8-dimethyl-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-1-deoxy-5-O-phosphono-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N4 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-15 _chem_comp.pdbx_modified_date 2019-06-14 _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 562.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9OU _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 6A23 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 9OU C4 C1 C 0 1 N N N 169.775 -8.913 135.558 3.776 1.560 0.960 C4 9OU 1 9OU C6 C2 C 0 1 Y N N 167.029 -8.616 138.336 2.546 -1.828 0.096 C6 9OU 2 9OU C7 C3 C 0 1 Y N N 165.969 -8.723 137.307 1.320 -1.812 0.761 C7 9OU 3 9OU N1 N1 N 0 1 N N N 167.459 -8.950 134.008 1.364 1.523 2.250 N1 9OU 4 9OU N3 N2 N 0 1 N N N 169.772 -9.191 134.315 3.394 2.587 1.746 N3 9OU 5 9OU OAJ O1 O 0 1 N N N 158.794 -12.742 136.101 -8.182 -0.693 -0.260 OAJ 9OU 6 9OU PBM P1 P 0 1 N N N 158.942 -11.302 136.460 -7.668 0.553 -0.870 PBM 9OU 7 9OU OAK O2 O 0 1 N N N 159.850 -11.053 137.652 -8.268 0.711 -2.355 OAK 9OU 8 9OU OAE O3 O 0 1 N N N 157.614 -10.659 136.645 -8.115 1.814 0.026 OAE 9OU 9 9OU OAW O4 O 0 1 N N N 159.461 -10.382 135.237 -6.061 0.491 -0.945 OAW 9OU 10 9OU CAS C4 C 0 1 N N N 160.578 -10.608 134.599 -5.237 0.249 0.198 CAS 9OU 11 9OU CBH C5 C 0 1 N N R 161.705 -10.298 134.903 -3.766 0.255 -0.223 CBH 9OU 12 9OU OAG O5 O 0 1 N N N 162.212 -10.468 136.293 -3.406 1.561 -0.679 OAG 9OU 13 9OU CBJ C6 C 0 1 N N S 163.060 -10.392 134.235 -2.892 -0.126 0.973 CBJ 9OU 14 9OU OAI O6 O 0 1 N N N 163.030 -9.607 133.017 -3.252 -1.432 1.429 OAI 9OU 15 9OU CBI C7 C 0 1 N N S 164.429 -10.354 134.917 -1.421 -0.121 0.552 CBI 9OU 16 9OU OAH O7 O 0 1 N N N 165.354 -10.987 134.035 -1.061 1.185 0.096 OAH 9OU 17 9OU CAT C8 C 0 1 N N N 164.842 -8.838 135.061 -0.547 -0.502 1.749 CAT 9OU 18 9OU N8 N3 N 0 1 N N N 166.040 -8.648 135.966 0.849 -0.615 1.317 N8 9OU 19 9OU CAR C9 C 0 1 Y N N 166.750 -8.595 139.681 3.020 -3.006 -0.456 CAR 9OU 20 9OU CAZ C10 C 0 1 Y N N 165.606 -8.841 140.146 2.274 -4.166 -0.346 CAZ 9OU 21 9OU CAB C11 C 0 1 N N N 165.535 -8.910 141.674 2.787 -5.449 -0.946 CAB 9OU 22 9OU CAY C12 C 0 1 Y N N 164.599 -9.070 139.417 1.059 -4.151 0.313 CAY 9OU 23 9OU CAA C13 C 0 1 N N N 163.209 -9.382 139.957 0.253 -5.419 0.429 CAA 9OU 24 9OU CAQ C14 C 0 1 Y N N 164.688 -9.015 138.037 0.579 -2.978 0.867 CAQ 9OU 25 9OU C8A C15 C 0 1 N N N 167.221 -8.715 135.320 1.703 0.454 1.456 C8A 9OU 26 9OU C2 C16 C 0 1 N N N 168.668 -9.113 133.554 2.207 2.564 2.378 C2 9OU 27 9OU O2 O8 O 0 1 N N N 168.795 -9.303 132.268 1.889 3.505 3.081 O2 9OU 28 9OU O4 O9 O 0 1 N N N 170.838 -8.996 136.394 4.855 1.586 0.393 O4 9OU 29 9OU C4A C17 C 0 1 N N N 168.493 -8.626 136.161 2.919 0.458 0.805 C4A 9OU 30 9OU N5 N4 N 0 1 N N N 168.181 -8.265 137.578 3.289 -0.640 -0.002 N5 9OU 31 9OU CAX C18 C 0 1 N N N 169.065 -7.233 138.171 4.333 -0.549 -0.849 CAX 9OU 32 9OU OAC O10 O 0 1 N N N 168.877 -6.854 139.292 4.983 -1.541 -1.122 OAC 9OU 33 9OU CBB C19 C 0 1 Y N N 170.076 -6.329 137.509 4.688 0.754 -1.447 CBB 9OU 34 9OU CAO C20 C 0 1 Y N N 169.418 -5.656 136.462 3.786 1.818 -1.397 CAO 9OU 35 9OU CAM C21 C 0 1 Y N N 170.062 -4.589 135.772 4.126 3.034 -1.953 CAM 9OU 36 9OU CAL C22 C 0 1 Y N N 171.341 -4.173 136.198 5.359 3.201 -2.558 CAL 9OU 37 9OU CAN C23 C 0 1 Y N N 171.933 -4.797 137.312 6.258 2.151 -2.611 CAN 9OU 38 9OU CAP C24 C 0 1 Y N N 171.271 -5.823 138.028 5.931 0.929 -2.060 CAP 9OU 39 9OU H1 H1 H 0 1 N N N 166.688 -8.999 133.373 0.515 1.527 2.718 H1 9OU 40 9OU H2 H2 H 0 1 N N N 170.629 -9.480 133.887 3.981 3.350 1.857 H2 9OU 41 9OU H3 H3 H 0 1 N N N 160.180 -11.882 137.978 -9.234 0.755 -2.387 H3 9OU 42 9OU H4 H4 H 0 1 N N N 156.928 -11.299 136.496 -7.812 2.666 -0.315 H4 9OU 43 9OU H5 H5 H 0 1 N N N 160.426 -10.149 133.611 -5.406 1.031 0.939 H5 9OU 44 9OU H6 H6 H 0 1 N N N 160.615 -11.702 134.493 -5.488 -0.720 0.628 H6 9OU 45 9OU H7 H7 H 0 1 N N N 161.610 -9.202 134.904 -3.616 -0.465 -1.027 H7 9OU 46 9OU H8 H8 H 0 1 N N N 161.484 -10.438 136.902 -3.515 2.253 -0.013 H8 9OU 47 9OU H9 H9 H 0 1 N N N 163.041 -11.420 133.845 -3.043 0.594 1.778 H9 9OU 48 9OU H10 H10 H 0 1 N N N 163.875 -9.657 132.587 -3.143 -2.125 0.764 H10 9OU 49 9OU H11 H11 H 0 1 N N N 164.390 -10.835 135.905 -1.271 -0.841 -0.252 H11 9OU 50 9OU H12 H12 H 0 1 N N N 166.220 -10.982 134.427 -1.097 1.865 0.783 H12 9OU 51 9OU H13 H13 H 0 1 N N N 165.087 -8.443 134.064 -0.629 0.266 2.518 H13 9OU 52 9OU H14 H14 H 0 1 N N N 163.992 -8.279 135.479 -0.880 -1.458 2.152 H14 9OU 53 9OU H15 H15 H 0 1 N N N 167.547 -8.357 140.370 3.969 -3.019 -0.972 H15 9OU 54 9OU H16 H16 H 0 1 N N N 165.743 -9.938 142.005 3.387 -5.981 -0.207 H16 9OU 55 9OU H17 H17 H 0 1 N N N 166.281 -8.228 142.107 1.945 -6.073 -1.246 H17 9OU 56 9OU H18 H18 H 0 1 N N N 164.530 -8.613 142.008 3.401 -5.223 -1.817 H18 9OU 57 9OU H19 H19 H 0 1 N N N 163.096 -10.470 140.073 0.535 -5.947 1.340 H19 9OU 58 9OU H20 H20 H 0 1 N N N 163.077 -8.894 140.934 -0.809 -5.174 0.465 H20 9OU 59 9OU H21 H21 H 0 1 N N N 162.450 -9.007 139.254 0.449 -6.055 -0.435 H21 9OU 60 9OU H22 H22 H 0 1 N N N 163.794 -9.190 137.457 -0.370 -2.970 1.382 H22 9OU 61 9OU H23 H23 H 0 1 N N N 168.418 -5.951 136.180 2.823 1.689 -0.925 H23 9OU 62 9OU H24 H24 H 0 1 N N N 169.579 -4.106 134.936 3.429 3.858 -1.915 H24 9OU 63 9OU H25 H25 H 0 1 N N N 171.860 -3.384 135.675 5.620 4.155 -2.992 H25 9OU 64 9OU H26 H26 H 0 1 N N N 172.917 -4.485 137.629 7.219 2.287 -3.086 H26 9OU 65 9OU H27 H27 H 0 1 N N N 171.679 -6.205 138.952 6.635 0.112 -2.098 H27 9OU 66 # # 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 9OU O2 C2 DOUB N N 1 9OU OAI CBJ SING N N 2 9OU C2 N1 SING N N 3 9OU C2 N3 SING N N 4 9OU N1 C8A SING N N 5 9OU OAH CBI SING N N 6 9OU CBJ CBH SING N N 7 9OU CBJ CBI SING N N 8 9OU N3 C4 SING N N 9 9OU CAS CBH SING N N 10 9OU CAS OAW SING N N 11 9OU CBH OAG SING N N 12 9OU CBI CAT SING N N 13 9OU CAT N8 SING N N 14 9OU OAW PBM SING N N 15 9OU C8A N8 SING N N 16 9OU C8A C4A DOUB N N 17 9OU C4 C4A SING N N 18 9OU C4 O4 DOUB N N 19 9OU CAM CAL DOUB Y N 20 9OU CAM CAO SING Y N 21 9OU N8 C7 SING N N 22 9OU OAJ PBM DOUB N N 23 9OU C4A N5 SING N N 24 9OU CAL CAN SING Y N 25 9OU PBM OAE SING N N 26 9OU PBM OAK SING N N 27 9OU CAO CBB DOUB Y N 28 9OU C7 CAQ SING Y N 29 9OU C7 C6 DOUB Y N 30 9OU CAN CAP DOUB Y N 31 9OU CBB CAP SING Y N 32 9OU CBB CAX SING N N 33 9OU N5 CAX SING N N 34 9OU N5 C6 SING N N 35 9OU CAQ CAY DOUB Y N 36 9OU CAX OAC DOUB N N 37 9OU C6 CAR SING Y N 38 9OU CAY CAA SING N N 39 9OU CAY CAZ SING Y N 40 9OU CAR CAZ DOUB Y N 41 9OU CAZ CAB SING N N 42 9OU N1 H1 SING N N 43 9OU N3 H2 SING N N 44 9OU OAK H3 SING N N 45 9OU OAE H4 SING N N 46 9OU CAS H5 SING N N 47 9OU CAS H6 SING N N 48 9OU CBH H7 SING N N 49 9OU OAG H8 SING N N 50 9OU CBJ H9 SING N N 51 9OU OAI H10 SING N N 52 9OU CBI H11 SING N N 53 9OU OAH H12 SING N N 54 9OU CAT H13 SING N N 55 9OU CAT H14 SING N N 56 9OU CAR H15 SING N N 57 9OU CAB H16 SING N N 58 9OU CAB H17 SING N N 59 9OU CAB H18 SING N N 60 9OU CAA H19 SING N N 61 9OU CAA H20 SING N N 62 9OU CAA H21 SING N N 63 9OU CAQ H22 SING N N 64 9OU CAO H23 SING N N 65 9OU CAM H24 SING N N 66 9OU CAL H25 SING N N 67 9OU CAN H26 SING N N 68 9OU CAP H27 SING N N 69 # # 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 9OU SMILES ACDLabs 12.01 "C1(C3=C(NC(N1)=O)N(c2c(cc(C)c(C)c2)N3C(=O)c4ccccc4)CC(C(C(COP(=O)(O)O)O)O)O)=O" 9OU InChI InChI 1.03 "InChI=1S/C24H27N4O10P/c1-12-8-15-16(9-13(12)2)28(23(33)14-6-4-3-5-7-14)19-21(25-24(34)26-22(19)32)27(15)10-17(29)20(31)18(30)11-38-39(35,36)37/h3-9,17-18,20,29-31H,10-11H2,1-2H3,(H2,35,36,37)(H2,25,26,32,34)/t17-,18+,20-/m0/s1" 9OU InChIKey InChI 1.03 GNAOWUVMAJZSFE-NSHGMRRFSA-N 9OU SMILES_CANONICAL CACTVS 3.385 "Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C3=C(N(C(=O)c4ccccc4)c2cc1C)C(=O)NC(=O)N3" 9OU SMILES CACTVS 3.385 "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=C(N(C(=O)c4ccccc4)c2cc1C)C(=O)NC(=O)N3" 9OU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)NC(=O)NC3=O)C(=O)c4ccccc4" 9OU SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=C(N2CC(C(C(COP(=O)(O)O)O)O)O)NC(=O)NC3=O)C(=O)c4ccccc4" # # 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 9OU "SYSTEMATIC NAME" ACDLabs 12.01 "1-[5-(benzenecarbonyl)-7,8-dimethyl-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-1-deoxy-5-O-phosphono-D-ribitol" 9OU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{S})-5-[7,8-dimethyl-2,4-bis(oxidanylidene)-5-(phenylcarbonyl)-1~{H}-benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] 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 9OU "Create component" 2018-06-15 PDBJ 9OU "Modify model coordinates code" 2018-07-23 PDBJ 9OU "Initial release" 2019-06-19 RCSB ##