data_9PX # _chem_comp.id 9PX _chem_comp.name "1-deoxy-1-[(4aS)-4a-[(methoxycarbonyl)peroxy]-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N4 O13 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-20 _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 548.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9PX _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 6A3D _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 9PX CAA C1 C 0 1 N N N 28.056 -8.861 29.561 -3.130 5.135 -1.484 CAA 9PX 1 9PX CAB C2 C 0 1 Y N N 28.092 -8.887 28.163 -2.575 3.815 -1.015 CAB 9PX 2 9PX CAC C3 C 0 1 Y N N 29.318 -8.869 27.507 -3.109 2.631 -1.495 CAC 9PX 3 9PX CAD C4 C 0 1 Y N N 29.362 -8.898 26.115 -2.597 1.423 -1.062 CAD 9PX 4 9PX CAE C5 C 0 1 Y N N 28.183 -8.900 25.354 -1.534 1.391 -0.156 CAE 9PX 5 9PX CAF C6 C 0 1 Y N N 26.968 -8.954 26.025 -1.010 2.582 0.323 CAF 9PX 6 9PX CAG C7 C 0 1 Y N N 26.918 -8.932 27.416 -1.528 3.788 -0.112 CAG 9PX 7 9PX CAH C8 C 0 1 N N N 25.677 -8.940 28.042 -0.958 5.081 0.412 CAH 9PX 8 9PX CAJ C9 C 0 1 N N N 29.417 -8.980 23.380 -1.635 -0.990 -0.048 CAJ 9PX 9 9PX CAL C10 C 0 1 N N N 30.662 -9.049 21.412 -1.567 -3.292 -0.296 CAL 9PX 10 9PX CAO C11 C 0 1 N N N 31.661 -8.842 23.582 -3.415 -2.220 -1.240 CAO 9PX 11 9PX CAQ C12 C 0 1 N N S 30.409 -8.580 24.151 -3.038 -0.930 -0.583 CAQ 9PX 12 9PX CAS C13 C 0 1 N N N 26.967 -9.087 23.195 0.267 0.131 0.998 CAS 9PX 13 9PX CAT C14 C 0 1 N N S 26.602 -10.540 22.913 1.438 0.032 0.018 CAT 9PX 14 9PX CAU C15 C 0 1 N N S 25.243 -10.638 22.191 2.753 -0.002 0.799 CAU 9PX 15 9PX CAV C16 C 0 1 N N R 24.090 -10.229 23.069 3.925 -0.101 -0.181 CAV 9PX 16 9PX CAW C17 C 0 1 N N N 22.960 -11.154 22.625 5.240 -0.137 0.600 CAW 9PX 17 9PX CBF C18 C 0 1 N N N 31.802 -5.892 25.517 -6.046 -0.507 1.165 CBF 9PX 18 9PX CBK C19 C 0 1 N N N 30.984 -5.287 27.538 -8.271 -0.285 1.996 CBK 9PX 19 9PX NAI N1 N 0 1 N N N 28.222 -8.965 23.997 -0.993 0.165 0.250 NAI 9PX 20 9PX NAK N2 N 0 1 N N N 29.483 -9.075 22.040 -1.033 -2.138 0.120 NAK 9PX 21 9PX NAN N3 N 0 1 N N N 31.808 -8.945 22.193 -2.684 -3.329 -1.042 NAN 9PX 22 9PX NAR N4 N 0 1 N N N 30.544 -8.895 25.485 -3.146 0.206 -1.504 NAR 9PX 23 9PX OAM O1 O 0 1 N N N 30.739 -9.166 20.185 -1.026 -4.338 0.009 OAM 9PX 24 9PX OAP O2 O 0 1 N N N 32.682 -8.706 24.263 -4.391 -2.266 -1.959 OAP 9PX 25 9PX OAX O3 O 0 1 N N N 21.799 -10.719 23.263 6.338 -0.112 -0.315 OAX 9PX 26 9PX OAZ O4 O 0 1 N N N 19.886 -10.921 24.806 8.208 1.209 0.978 OAZ 9PX 27 9PX OBA O5 O 0 1 N N N 21.135 -13.042 24.287 8.104 -1.312 1.029 OBA 9PX 28 9PX OBB O6 O 0 1 N N N 22.285 -11.319 25.766 8.834 -0.231 -1.131 OBB 9PX 29 9PX OBC O7 O 0 1 N N N 24.375 -10.428 24.458 3.799 -1.296 -0.955 OBC 9PX 30 9PX OBD O8 O 0 1 N N N 25.165 -9.801 21.029 2.880 1.192 1.573 OBD 9PX 31 9PX OBE O9 O 0 1 N N N 27.598 -11.107 22.063 1.312 -1.162 -0.756 OBE 9PX 32 9PX OBG O10 O 0 1 N N N 30.646 -5.747 26.225 -7.363 -0.526 0.889 OBG 9PX 33 9PX OBH O11 O 0 1 N N N 32.907 -5.639 26.000 -5.666 -0.295 2.299 OBH 9PX 34 9PX OBI O12 O 0 1 N N N 31.641 -6.315 24.224 -5.150 -0.723 0.185 OBI 9PX 35 9PX OBJ O13 O 0 1 N N N 30.451 -7.194 24.019 -3.932 -0.693 0.506 OBJ 9PX 36 9PX PAY P1 P 0 1 N N N 21.228 -11.473 24.550 7.876 -0.137 0.159 PAY 9PX 37 9PX H1 H1 H 0 1 N N N 28.073 -9.891 29.948 -3.939 5.444 -0.822 H1 9PX 38 9PX H2 H2 H 0 1 N N N 28.931 -8.312 29.940 -2.341 5.887 -1.469 H2 9PX 39 9PX H3 H3 H 0 1 N N N 27.136 -8.359 29.895 -3.512 5.029 -2.499 H3 9PX 40 9PX H4 H4 H 0 1 N N N 30.235 -8.833 28.076 -3.924 2.652 -2.204 H4 9PX 41 9PX H5 H5 H 0 1 N N N 26.050 -9.014 25.460 -0.196 2.568 1.033 H5 9PX 42 9PX H6 H6 H 0 1 N N N 25.367 -9.979 28.230 -0.142 5.405 -0.234 H6 9PX 43 9PX H7 H7 H 0 1 N N N 25.745 -8.399 28.997 -1.737 5.843 0.424 H7 9PX 44 9PX H8 H8 H 0 1 N N N 24.936 -8.448 27.394 -0.582 4.929 1.423 H8 9PX 45 9PX H9 H9 H 0 1 N N N 27.107 -8.565 22.237 0.273 -0.734 1.660 H9 9PX 46 9PX H10 H10 H 0 1 N N N 26.143 -8.617 23.752 0.363 1.042 1.588 H10 9PX 47 9PX H11 H11 H 0 1 N N N 26.544 -11.091 23.863 1.431 0.898 -0.645 H11 9PX 48 9PX H12 H12 H 0 1 N N N 25.095 -11.686 21.893 2.760 -0.868 1.461 H12 9PX 49 9PX H13 H13 H 0 1 N N N 23.815 -9.183 22.867 3.918 0.764 -0.844 H13 9PX 50 9PX H14 H14 H 0 1 N N N 22.834 -11.099 21.534 5.296 0.731 1.257 H14 9PX 51 9PX H15 H15 H 0 1 N N N 23.185 -12.191 22.916 5.285 -1.048 1.196 H15 9PX 52 9PX H16 H16 H 0 1 N N N 30.066 -5.162 28.131 -8.075 0.700 2.419 H16 9PX 53 9PX H17 H17 H 0 1 N N N 31.639 -6.023 28.027 -9.300 -0.327 1.637 H17 9PX 54 9PX H18 H18 H 0 1 N N N 31.508 -4.322 27.465 -8.122 -1.046 2.761 H18 9PX 55 9PX H19 H19 H 0 1 N N N 32.715 -8.944 21.773 -2.966 -4.167 -1.440 H19 9PX 56 9PX H20 H20 H 0 1 N N N 30.956 -9.803 25.564 -3.572 0.123 -2.372 H20 9PX 57 9PX H21 H21 H 0 1 N N N 19.242 -11.618 24.761 8.080 2.021 0.468 H21 9PX 58 9PX H22 H22 H 0 1 N N N 22.593 -12.178 26.029 9.778 -0.250 -0.920 H22 9PX 59 9PX H23 H23 H 0 1 N N N 23.626 -10.159 24.977 3.797 -2.107 -0.430 H23 9PX 60 9PX H24 H24 H 0 1 N N N 24.311 -9.899 20.624 2.882 2.003 1.047 H24 9PX 61 9PX H25 H25 H 0 1 N N N 28.445 -11.057 22.490 1.310 -1.973 -0.230 H25 9PX 62 # # 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 9PX OAM CAL DOUB N N 1 9PX OBD CAU SING N N 2 9PX CAL NAK SING N N 3 9PX CAL NAN SING N N 4 9PX NAK CAJ DOUB N N 5 9PX OBE CAT SING N N 6 9PX CAU CAT SING N N 7 9PX CAU CAV SING N N 8 9PX NAN CAO SING N N 9 9PX CAW CAV SING N N 10 9PX CAW OAX SING N N 11 9PX CAT CAS SING N N 12 9PX CAV OBC SING N N 13 9PX CAS NAI SING N N 14 9PX OAX PAY SING N N 15 9PX CAJ NAI SING N N 16 9PX CAJ CAQ SING N N 17 9PX CAO CAQ SING N N 18 9PX CAO OAP DOUB N N 19 9PX NAI CAE SING N N 20 9PX OBJ CAQ SING N N 21 9PX OBJ OBI SING N N 22 9PX CAQ NAR SING N N 23 9PX OBI CBF SING N N 24 9PX OBA PAY DOUB N N 25 9PX PAY OAZ SING N N 26 9PX PAY OBB SING N N 27 9PX CAE CAF DOUB Y N 28 9PX CAE CAD SING Y N 29 9PX NAR CAD SING N N 30 9PX CBF OBH DOUB N N 31 9PX CBF OBG SING N N 32 9PX CAF CAG SING Y N 33 9PX CAD CAC DOUB Y N 34 9PX OBG CBK SING N N 35 9PX CAG CAH SING N N 36 9PX CAG CAB DOUB Y N 37 9PX CAC CAB SING Y N 38 9PX CAB CAA SING N N 39 9PX CAA H1 SING N N 40 9PX CAA H2 SING N N 41 9PX CAA H3 SING N N 42 9PX CAC H4 SING N N 43 9PX CAF H5 SING N N 44 9PX CAH H6 SING N N 45 9PX CAH H7 SING N N 46 9PX CAH H8 SING N N 47 9PX CAS H9 SING N N 48 9PX CAS H10 SING N N 49 9PX CAT H11 SING N N 50 9PX CAU H12 SING N N 51 9PX CAV H13 SING N N 52 9PX CAW H14 SING N N 53 9PX CAW H15 SING N N 54 9PX CBK H16 SING N N 55 9PX CBK H17 SING N N 56 9PX CBK H18 SING N N 57 9PX NAN H19 SING N N 58 9PX NAR H20 SING N N 59 9PX OAZ H21 SING N N 60 9PX OBB H22 SING N N 61 9PX OBC H23 SING N N 62 9PX OBD H24 SING N N 63 9PX OBE H25 SING N N 64 # # 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 9PX SMILES ACDLabs 12.01 "Cc1cc3c(cc1C)N(C=2C(C(=O)NC(N=2)=O)(N3)OOC(=O)OC)CC(C(C(O)COP(O)(=O)O)O)O" 9PX InChI InChI 1.03 "InChI=1S/C19H25N4O13P/c1-8-4-10-11(5-9(8)2)23(6-12(24)14(26)13(25)7-34-37(30,31)32)15-19(22-10,36-35-18(29)33-3)16(27)21-17(28)20-15/h4-5,12-14,22,24-26H,6-7H2,1-3H3,(H,21,27,28)(H2,30,31,32)/t12-,13+,14-,19-/m0/s1" 9PX InChIKey InChI 1.03 BKTAMFVARSDVLC-LJPSSGMGSA-N 9PX SMILES_CANONICAL CACTVS 3.385 "COC(=O)OO[C@@]12Nc3cc(C)c(C)cc3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C1=NC(=O)NC2=O" 9PX SMILES CACTVS 3.385 "COC(=O)OO[C]12Nc3cc(C)c(C)cc3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C1=NC(=O)NC2=O" 9PX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)[C@@]3(N2)OOC(=O)OC)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O" 9PX SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3(N2)OOC(=O)OC)CC(C(C(COP(=O)(O)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 9PX "SYSTEMATIC NAME" ACDLabs 12.01 "1-deoxy-1-[(4aS)-4a-[(methoxycarbonyl)peroxy]-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol" 9PX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(4~{a}~{S})-7,8-dimethyl-2,4-bis(oxidanylidene)-10-[(2~{S},3~{S},4~{R})-2,3,4-tris(oxidanyl)-5-phosphonooxy-pentyl]-5~{H}-benzo[g]pteridin-4~{a}-yl]oxy methyl carbonate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9PX "Create component" 2018-06-20 PDBJ 9PX "Initial release" 2019-06-19 RCSB ##