data_9P9 # _chem_comp.id 9P9 _chem_comp.name "1-{5-[(3S)-3-carboxy-4-fluoro-3-hydroxybutanoyl]-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 "C22 H28 F 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 606.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9P9 _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 6A36 _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 9P9 OBD O1 O 0 1 N N N -10.893 -22.006 -30.171 -8.608 -1.897 0.479 OBD 9P9 1 9P9 PBB P1 P 0 1 N N N -11.304 -20.995 -31.184 -8.142 -0.589 1.294 PBB 9P9 2 9P9 OBE O2 O 0 1 N N N -12.649 -21.153 -31.836 -8.743 0.615 0.679 OBE 9P9 3 9P9 OBC O3 O 0 1 N N N -10.644 -19.643 -31.252 -8.627 -0.709 2.824 OBC 9P9 4 9P9 OAX O4 O 0 1 N N N -10.294 -21.625 -32.381 -6.537 -0.471 1.247 OAX 9P9 5 9P9 CAW C1 C 0 1 N N N -10.649 -22.685 -33.225 -5.808 -0.246 0.039 CAW 9P9 6 9P9 CAV C2 C 0 1 N N R -10.159 -24.015 -32.641 -4.311 -0.187 0.350 CAV 9P9 7 9P9 OAZ O5 O 0 1 N N N -10.865 -24.270 -31.398 -3.872 -1.462 0.825 OAZ 9P9 8 9P9 CAU C3 C 0 1 N N S -10.476 -25.157 -33.594 -3.540 0.176 -0.920 CAU 9P9 9 9P9 OBA O6 O 0 1 N N N -9.622 -25.116 -34.734 -3.978 1.451 -1.395 OBA 9P9 10 9P9 CAT C4 C 0 1 N N S -10.331 -26.551 -32.935 -2.043 0.235 -0.609 CAT 9P9 11 9P9 OAY O7 O 0 1 N N N -11.077 -27.460 -33.768 -1.604 -1.039 -0.134 OAY 9P9 12 9P9 CAS C5 C 0 1 N N N -8.859 -27.002 -32.720 -1.272 0.599 -1.879 CAS 9P9 13 9P9 NAG N1 N 0 1 N N N -8.798 -28.225 -31.799 0.162 0.656 -1.581 NAG 9P9 14 9P9 CAD C6 C 0 1 Y N N -8.787 -28.093 -30.434 0.954 -0.493 -1.712 CAD 9P9 15 9P9 CAC C7 C 0 1 Y N N -9.101 -26.868 -29.853 0.475 -1.606 -2.384 CAC 9P9 16 9P9 CAB C8 C 0 1 Y N N -9.155 -26.679 -28.469 1.269 -2.733 -2.504 CAB 9P9 17 9P9 CAP C9 C 0 1 N N N -9.449 -25.408 -27.911 0.749 -3.943 -3.236 CAP 9P9 18 9P9 CAA C10 C 0 1 Y N N -8.929 -27.792 -27.660 2.539 -2.752 -1.957 CAA 9P9 19 9P9 CAO C11 C 0 1 N N N -8.977 -27.668 -26.233 3.396 -3.984 -2.093 CAO 9P9 20 9P9 CAF C12 C 0 1 Y N N -8.657 -29.039 -28.227 3.024 -1.644 -1.284 CAF 9P9 21 9P9 CAE C13 C 0 1 Y N N -8.630 -29.227 -29.600 2.235 -0.514 -1.161 CAE 9P9 22 9P9 N N2 N 0 1 N N N -8.285 -30.373 -30.194 2.710 0.623 -0.486 N 9P9 23 9P9 CBH C14 C 0 1 N N N -7.228 -31.062 -29.659 3.819 0.557 0.278 CBH 9P9 24 9P9 OBI O8 O 0 1 N N N -6.731 -30.783 -28.554 4.237 1.555 0.828 OBI 9P9 25 9P9 CBF C15 C 0 1 N N N -6.586 -32.199 -30.410 4.540 -0.756 0.448 CBF 9P9 26 9P9 CBG C16 C 0 1 N N S -5.092 -31.965 -30.002 5.467 -0.674 1.662 CBG 9P9 27 9P9 CBJ C17 C 0 1 N N N -4.069 -32.459 -31.033 4.631 -0.520 2.934 CBJ 9P9 28 9P9 FBK F1 F 0 1 N N N -2.779 -32.147 -30.805 3.967 0.711 2.909 FBK 9P9 29 9P9 CBL C18 C 0 1 N N N -4.853 -30.478 -29.526 6.290 -1.934 1.751 CBL 9P9 30 9P9 OBN O9 O 0 1 N N N -5.001 -29.439 -30.288 5.880 -2.959 1.260 OBN 9P9 31 9P9 OBM O10 O 0 1 N N N -4.534 -30.426 -28.310 7.477 -1.917 2.376 OBM 9P9 32 9P9 OBO O11 O 0 1 N N N -4.891 -32.794 -28.857 6.335 0.452 1.523 OBO 9P9 33 9P9 CA C19 C 0 1 N N N -8.991 -30.562 -31.475 2.001 1.838 -0.625 CA 9P9 34 9P9 CAH C20 C 0 1 N N N -8.864 -29.456 -32.326 0.737 1.838 -1.177 CAH 9P9 35 9P9 NAK N3 N 0 1 N N N -9.034 -29.591 -33.661 0.062 3.027 -1.313 NAK 9P9 36 9P9 CAL C21 C 0 1 N N N -9.237 -30.825 -34.251 0.634 4.179 -0.915 CAL 9P9 37 9P9 OAQ O12 O 0 1 N N N -9.379 -30.956 -35.469 0.023 5.222 -1.043 OAQ 9P9 38 9P9 NAM N4 N 0 1 N N N -9.302 -31.945 -33.427 1.867 4.199 -0.378 NAM 9P9 39 9P9 C C22 C 0 1 N N N -9.044 -31.829 -32.087 2.568 3.054 -0.211 C 9P9 40 9P9 O O13 O 0 1 N N N -9.161 -32.869 -31.401 3.685 3.081 0.277 O 9P9 41 9P9 H1 H1 H 0 1 N N N -11.582 -22.652 -30.071 -8.250 -2.725 0.827 H1 9P9 42 9P9 H2 H2 H 0 1 N N N -11.204 -19.040 -31.727 -9.585 -0.784 2.928 H2 9P9 43 9P9 H3 H3 H 0 1 N N N -10.191 -22.532 -34.213 -6.002 -1.061 -0.659 H3 9P9 44 9P9 H4 H4 H 0 1 N N N -11.744 -22.715 -33.329 -6.124 0.697 -0.406 H4 9P9 45 9P9 H5 H5 H 0 1 N N N -9.074 -23.965 -32.469 -4.128 0.568 1.115 H5 9P9 46 9P9 H6 H6 H 0 1 N N N -10.685 -23.570 -30.782 -4.004 -2.183 0.195 H6 9P9 47 9P9 H7 H7 H 0 1 N N N -11.521 -25.048 -33.919 -3.722 -0.578 -1.685 H7 9P9 48 9P9 H8 H8 H 0 1 N N N -9.695 -24.267 -35.155 -3.846 2.172 -0.764 H8 9P9 49 9P9 H9 H9 H 0 1 N N N -10.809 -26.501 -31.945 -1.860 0.991 0.156 H9 9P9 50 9P9 H10 H10 H 0 1 N N N -11.022 -28.337 -33.408 -1.737 -1.760 -0.764 H10 9P9 51 9P9 H11 H11 H 0 1 N N N -8.414 -27.259 -33.693 -1.454 -0.156 -2.644 H11 9P9 52 9P9 H12 H12 H 0 1 N N N -8.291 -26.177 -32.264 -1.606 1.571 -2.241 H12 9P9 53 9P9 H13 H13 H 0 1 N N N -9.312 -26.028 -30.498 -0.516 -1.594 -2.813 H13 9P9 54 9P9 H14 H14 H 0 1 N N N -10.537 -25.306 -27.783 1.009 -3.869 -4.292 H14 9P9 55 9P9 H15 H15 H 0 1 N N N -8.954 -25.314 -26.933 1.196 -4.843 -2.814 H15 9P9 56 9P9 H16 H16 H 0 1 N N N -9.084 -24.619 -28.584 -0.335 -3.992 -3.131 H16 9P9 57 9P9 H17 H17 H 0 1 N N N -10.003 -27.852 -25.883 3.988 -3.915 -3.006 H17 9P9 58 9P9 H18 H18 H 0 1 N N N -8.297 -28.404 -25.778 4.062 -4.060 -1.233 H18 9P9 59 9P9 H19 H19 H 0 1 N N N -8.667 -26.653 -25.943 2.759 -4.867 -2.139 H19 9P9 60 9P9 H20 H20 H 0 1 N N N -8.462 -29.880 -27.578 4.016 -1.662 -0.857 H20 9P9 61 9P9 H21 H21 H 0 1 N N N -6.734 -32.109 -31.496 3.812 -1.553 0.600 H21 9P9 62 9P9 H22 H22 H 0 1 N N N -6.956 -33.177 -30.069 5.128 -0.966 -0.445 H22 9P9 63 9P9 H23 H23 H 0 1 N N N -4.347 -32.033 -32.008 3.899 -1.326 2.987 H23 9P9 64 9P9 H24 H24 H 0 1 N N N -4.144 -33.556 -31.077 5.284 -0.564 3.806 H24 9P9 65 9P9 H25 H25 H 0 1 N N N -5.308 -30.552 -27.773 7.968 -2.750 2.408 H25 9P9 66 9P9 H26 H26 H 0 1 N N N -5.452 -32.499 -28.149 6.897 0.422 0.737 H26 9P9 67 9P9 H27 H27 H 0 1 N N N -9.012 -28.775 -34.238 -0.828 3.037 -1.698 H27 9P9 68 9P9 H28 H28 H 0 1 N N N -9.538 -32.836 -33.814 2.255 5.043 -0.098 H28 9P9 69 # # 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 9P9 OAQ CAL DOUB N N 1 9P9 OBA CAU SING N N 2 9P9 CAL NAK SING N N 3 9P9 CAL NAM SING N N 4 9P9 OAY CAT SING N N 5 9P9 NAK CAH SING N N 6 9P9 CAU CAT SING N N 7 9P9 CAU CAV SING N N 8 9P9 NAM C SING N N 9 9P9 CAW CAV SING N N 10 9P9 CAW OAX SING N N 11 9P9 CAT CAS SING N N 12 9P9 CAS NAG SING N N 13 9P9 CAV OAZ SING N N 14 9P9 OAX PBB SING N N 15 9P9 CAH NAG SING N N 16 9P9 CAH CA DOUB N N 17 9P9 C CA SING N N 18 9P9 C O DOUB N N 19 9P9 OBE PBB DOUB N N 20 9P9 NAG CAD SING N N 21 9P9 CA N SING N N 22 9P9 OBC PBB SING N N 23 9P9 PBB OBD SING N N 24 9P9 CBJ FBK SING N N 25 9P9 CBJ CBG SING N N 26 9P9 CAD CAC SING Y N 27 9P9 CAD CAE DOUB Y N 28 9P9 CBF CBG SING N N 29 9P9 CBF CBH SING N N 30 9P9 OBN CBL DOUB N N 31 9P9 N CBH SING N N 32 9P9 N CAE SING N N 33 9P9 CBG CBL SING N N 34 9P9 CBG OBO SING N N 35 9P9 CAC CAB DOUB Y N 36 9P9 CBH OBI DOUB N N 37 9P9 CAE CAF SING Y N 38 9P9 CBL OBM SING N N 39 9P9 CAB CAP SING N N 40 9P9 CAB CAA SING Y N 41 9P9 CAF CAA DOUB Y N 42 9P9 CAA CAO SING N N 43 9P9 OBD H1 SING N N 44 9P9 OBC H2 SING N N 45 9P9 CAW H3 SING N N 46 9P9 CAW H4 SING N N 47 9P9 CAV H5 SING N N 48 9P9 OAZ H6 SING N N 49 9P9 CAU H7 SING N N 50 9P9 OBA H8 SING N N 51 9P9 CAT H9 SING N N 52 9P9 OAY H10 SING N N 53 9P9 CAS H11 SING N N 54 9P9 CAS H12 SING N N 55 9P9 CAC H13 SING N N 56 9P9 CAP H14 SING N N 57 9P9 CAP H15 SING N N 58 9P9 CAP H16 SING N N 59 9P9 CAO H17 SING N N 60 9P9 CAO H18 SING N N 61 9P9 CAO H19 SING N N 62 9P9 CAF H20 SING N N 63 9P9 CBF H21 SING N N 64 9P9 CBF H22 SING N N 65 9P9 CBJ H23 SING N N 66 9P9 CBJ H24 SING N N 67 9P9 OBM H25 SING N N 68 9P9 OBO H26 SING N N 69 9P9 NAK H27 SING N N 70 9P9 NAM H28 SING N N 71 # # 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 9P9 SMILES ACDLabs 12.01 "OP(=O)(O)OCC(O)C(C(CN2c1cc(C)c(C)cc1N(C(=O)CC(C(O)=O)(O)CF)C3=C2NC(NC3=O)=O)O)O" 9P9 InChI InChI 1.03 "InChI=1S/C22H28FN4O13P/c1-9-3-11-12(4-10(9)2)27(15(30)5-22(36,8-23)20(33)34)16-18(24-21(35)25-19(16)32)26(11)6-13(28)17(31)14(29)7-40-41(37,38)39/h3-4,13-14,17,28-29,31,36H,5-8H2,1-2H3,(H,33,34)(H2,37,38,39)(H2,24,25,32,35)/t13-,14+,17-,22+/m0/s1" 9P9 InChIKey InChI 1.03 OPWYTCBSKCFWKS-TYGMBGIGSA-N 9P9 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)C[C@@](O)(CF)C(O)=O)c2cc1C)C(=O)NC(=O)N3" 9P9 SMILES CACTVS 3.385 "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=C(N(C(=O)C[C](O)(CF)C(O)=O)c2cc1C)C(=O)NC(=O)N3" 9P9 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)C[C@@](CF)(C(=O)O)O" 9P9 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)CC(CF)(C(=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 9P9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{5-[(3S)-3-carboxy-4-fluoro-3-hydroxybutanoyl]-7,8-dimethyl-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl}-1-deoxy-5-O-phosphono-D-ribitol" 9P9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-4-[7,8-dimethyl-2,4-bis(oxidanylidene)-10-[(2~{S},3~{S},4~{R})-2,3,4-tris(oxidanyl)-5-phosphonooxy-pentyl]-1~{H}-benzo[g]pteridin-5-yl]-2-(fluoranylmethyl)-2-oxidanyl-4-oxidanylidene-butanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9P9 "Create component" 2018-06-20 PDBJ 9P9 "Modify name" 2018-07-23 PDBJ 9P9 "Initial release" 2019-06-19 RCSB ##