data_4LU # _chem_comp.id 4LU _chem_comp.name ;1-deoxy-5-O-phosphono-1-(3,3,4,5-tetramethyl-9,11-dioxo-2,3,8,9,10,11-hexahydro-7H-quinolino[1,8-fg]pteridin-12-ium-7-y l)-D-ribitol ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H30 N4 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "prenylated-FMN iminium form" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-04-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 525.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LU _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 4ZA7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 4LU C9 C1 C 0 1 Y N N 21.490 9.039 21.787 -1.760 1.688 -1.596 C9 4LU 1 4LU C8 C2 C 0 1 Y N N 21.079 9.270 20.440 -2.613 2.769 -1.530 C8 4LU 2 4LU C7 C3 C 0 1 Y N N 20.619 10.505 19.992 -3.722 2.753 -0.691 C7 4LU 3 4LU C10 C4 C 0 1 N N N 21.828 10.834 24.901 -1.760 -1.789 -0.571 C10 4LU 4 4LU C6 C5 C 0 1 Y N N 20.431 11.588 20.915 -3.944 1.691 0.160 C6 4LU 5 4LU N3 N1 N 0 1 N N N 22.305 12.879 26.594 -2.864 -4.189 0.159 N3 4LU 6 4LU C2 C6 C 0 1 N N N 22.638 11.649 27.057 -1.722 -4.146 -0.545 C2 4LU 7 4LU C13 C7 C 0 1 N N N 21.370 13.865 20.553 -4.910 3.075 2.021 C13 4LU 8 4LU C5 C8 C 0 1 N N N 20.018 12.995 20.668 -4.967 1.741 1.262 C5 4LU 9 4LU C1 C9 C 0 1 N N N 19.954 13.367 23.063 -4.211 -0.622 1.711 C1 4LU 10 4LU O2 O1 O 0 1 N N N 23.185 11.459 28.075 -1.159 -5.183 -0.837 O2 4LU 11 4LU N1 N2 N 0 1 N N N 22.354 10.591 26.144 -1.184 -2.974 -0.939 N1 4LU 12 4LU C4 C10 C 0 1 N N N 21.706 13.150 25.376 -3.503 -3.053 0.511 C4 4LU 13 4LU O4 O2 O 0 1 N N N 21.474 14.355 25.122 -4.587 -3.133 1.061 O4 4LU 14 4LU C4A C11 C 0 1 N N N 21.412 12.121 24.620 -2.911 -1.805 0.211 C4A 4LU 15 4LU N5 N3 N 1 1 N N N 20.583 12.266 23.253 -3.431 -0.623 0.682 N5 4LU 16 4LU C3 C12 C 0 1 N N N 19.352 13.551 21.831 -4.706 0.657 2.312 C3 4LU 17 4LU C12 C13 C 0 1 N N N 19.255 13.356 19.407 -6.373 1.537 0.692 C12 4LU 18 4LU C5A C14 C 0 1 Y N N 20.816 11.260 22.314 -3.146 0.551 0.017 C5A 4LU 19 4LU C7M C15 C 0 1 N N N 20.353 10.741 18.523 -4.677 3.911 -0.861 C7M 4LU 20 4LU C8M C16 C 0 1 N N N 21.128 8.134 19.549 -2.347 3.989 -2.376 C8M 4LU 21 4LU C9A C17 C 0 1 Y N N 21.305 10.068 22.707 -2.046 0.555 -0.856 C9A 4LU 22 4LU N10 N4 N 0 1 N N N 21.671 9.798 24.084 -1.242 -0.582 -0.958 N10 4LU 23 4LU "C1'" C18 C 0 1 N N N 21.712 8.450 24.624 0.120 -0.492 -1.489 "C1'" 4LU 24 4LU "C2'" C19 C 0 1 N N S 23.217 7.997 24.911 1.098 -0.225 -0.343 "C2'" 4LU 25 4LU "O2'" O3 O 0 1 N N N 23.938 8.077 23.628 0.755 1.005 0.299 "O2'" 4LU 26 4LU "C3'" C20 C 0 1 N N S 23.178 6.540 25.305 2.520 -0.132 -0.898 "C3'" 4LU 27 4LU "O3'" O4 O 0 1 N N N 22.500 6.514 26.582 2.863 -1.362 -1.540 "O3'" 4LU 28 4LU "C4'" C21 C 0 1 N N R 24.555 5.969 25.478 3.498 0.135 0.248 "C4'" 4LU 29 4LU "O4'" O5 O 0 1 N N N 24.448 4.694 26.147 3.155 1.365 0.890 "O4'" 4LU 30 4LU "C5'" C22 C 0 1 N N N 25.521 6.871 26.200 4.921 0.229 -0.307 "C5'" 4LU 31 4LU "O5'" O6 O 0 1 N N N 26.879 6.281 26.117 5.846 0.362 0.774 "O5'" 4LU 32 4LU P P1 P 0 1 N N N 27.622 5.795 27.439 7.437 0.487 0.557 P 4LU 33 4LU O2P O7 O 0 1 N N N 29.051 5.588 26.962 7.722 1.614 -0.358 O2P 4LU 34 4LU O3P O8 O 0 1 N N N 26.927 4.467 27.761 8.153 0.752 1.975 O3P 4LU 35 4LU O1P O9 O 0 1 N N N 27.406 6.861 28.513 8.000 -0.880 -0.082 O1P 4LU 36 4LU H1 H1 H 0 1 N N N 21.930 8.098 22.083 -0.900 1.740 -2.246 H1 4LU 37 4LU H2 H2 H 0 1 N N N 22.510 13.659 27.185 -3.236 -5.046 0.420 H2 4LU 38 4LU H3 H3 H 0 1 N N N 22.005 13.675 21.431 -5.238 3.881 1.365 H3 4LU 39 4LU H4 H4 H 0 1 N N N 21.913 13.580 19.640 -5.564 3.026 2.892 H4 4LU 40 4LU H5 H5 H 0 1 N N N 21.115 14.934 20.510 -3.886 3.265 2.346 H5 4LU 41 4LU H6 H6 H 0 1 N N N 19.896 14.121 23.834 -4.483 -1.551 2.189 H6 4LU 42 4LU H9 H9 H 0 1 N N N 19.258 14.635 21.669 -3.964 1.031 3.023 H9 4LU 43 4LU H10 H10 H 0 1 N N N 18.350 13.100 21.884 -5.635 0.464 2.853 H10 4LU 44 4LU H11 H11 H 0 1 N N N 18.301 12.808 19.385 -6.610 2.353 0.010 H11 4LU 45 4LU H12 H12 H 0 1 N N N 19.057 14.438 19.396 -6.413 0.590 0.153 H12 4LU 46 4LU H13 H13 H 0 1 N N N 19.854 13.084 18.526 -7.096 1.522 1.507 H13 4LU 47 4LU H14 H14 H 0 1 N N N 19.305 10.497 18.296 -5.030 3.943 -1.892 H14 4LU 48 4LU H15 H15 H 0 1 N N N 20.544 11.797 18.281 -5.526 3.782 -0.190 H15 4LU 49 4LU H16 H16 H 0 1 N N N 21.017 10.101 17.923 -4.164 4.843 -0.623 H16 4LU 50 4LU H17 H17 H 0 1 N N N 22.111 8.095 19.057 -2.921 3.922 -3.300 H17 4LU 51 4LU H18 H18 H 0 1 N N N 20.970 7.210 20.124 -2.644 4.883 -1.828 H18 4LU 52 4LU H19 H19 H 0 1 N N N 20.340 8.231 18.787 -1.284 4.043 -2.612 H19 4LU 53 4LU H20 H20 H 0 1 N N N 21.142 8.421 25.564 0.382 -1.430 -1.979 H20 4LU 54 4LU H21 H21 H 0 1 N N N 21.259 7.758 23.899 0.176 0.322 -2.211 H21 4LU 55 4LU H22 H22 H 0 1 N N N 23.672 8.624 25.692 1.042 -1.040 0.379 H22 4LU 56 4LU H23 H23 H 0 1 N N N 24.842 7.814 23.755 0.783 1.774 -0.286 H23 4LU 57 4LU H24 H24 H 0 1 N N N 22.621 5.962 24.553 2.576 0.683 -1.620 H24 4LU 58 4LU H25 H25 H 0 1 N N N 22.440 5.618 26.891 2.835 -2.131 -0.956 H25 4LU 59 4LU H26 H26 H 0 1 N N N 24.964 5.792 24.472 3.443 -0.679 0.970 H26 4LU 60 4LU H27 H27 H 0 1 N N N 25.315 4.323 26.262 3.184 2.135 0.306 H27 4LU 61 4LU H28 H28 H 0 1 N N N 25.521 7.865 25.730 5.151 -0.674 -0.873 H28 4LU 62 4LU H29 H29 H 0 1 N N N 25.222 6.964 27.255 5.000 1.097 -0.961 H29 4LU 63 4LU H30 H30 H 0 1 N N N 27.527 3.748 27.601 9.114 0.837 1.920 H30 4LU 64 4LU H31 H31 H 0 1 N N N 28.239 7.259 28.737 7.847 -1.662 0.466 H31 4LU 65 4LU H7 H7 H 0 1 N N N 22.543 9.648 26.417 -0.389 -3.003 -1.493 H7 4LU 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 4LU C7M C7 SING N N 1 4LU C12 C5 SING N N 2 4LU C8M C8 SING N N 3 4LU C7 C8 DOUB Y N 4 4LU C7 C6 SING Y N 5 4LU C8 C9 SING Y N 6 4LU C13 C5 SING N N 7 4LU C5 C6 SING N N 8 4LU C5 C3 SING N N 9 4LU C6 C5A DOUB Y N 10 4LU C9 C9A DOUB Y N 11 4LU C3 C1 SING N N 12 4LU C5A C9A SING Y N 13 4LU C5A N5 SING N N 14 4LU C9A N10 SING N N 15 4LU C1 N5 DOUB N N 16 4LU N5 C4A SING N N 17 4LU "O2'" "C2'" SING N N 18 4LU N10 "C1'" SING N N 19 4LU N10 C10 SING N N 20 4LU C4A C10 DOUB N N 21 4LU C4A C4 SING N N 22 4LU "C1'" "C2'" SING N N 23 4LU C10 N1 SING N N 24 4LU "C2'" "C3'" SING N N 25 4LU O4 C4 DOUB N N 26 4LU "C3'" "C4'" SING N N 27 4LU "C3'" "O3'" SING N N 28 4LU C4 N3 SING N N 29 4LU "C4'" "O4'" SING N N 30 4LU "C4'" "C5'" SING N N 31 4LU "O5'" "C5'" SING N N 32 4LU "O5'" P SING N N 33 4LU N1 C2 SING N N 34 4LU N3 C2 SING N N 35 4LU O2P P DOUB N N 36 4LU C2 O2 DOUB N N 37 4LU P O3P SING N N 38 4LU P O1P SING N N 39 4LU C9 H1 SING N N 40 4LU N3 H2 SING N N 41 4LU C13 H3 SING N N 42 4LU C13 H4 SING N N 43 4LU C13 H5 SING N N 44 4LU C1 H6 SING N N 45 4LU C3 H9 SING N N 46 4LU C3 H10 SING N N 47 4LU C12 H11 SING N N 48 4LU C12 H12 SING N N 49 4LU C12 H13 SING N N 50 4LU C7M H14 SING N N 51 4LU C7M H15 SING N N 52 4LU C7M H16 SING N N 53 4LU C8M H17 SING N N 54 4LU C8M H18 SING N N 55 4LU C8M H19 SING N N 56 4LU "C1'" H20 SING N N 57 4LU "C1'" H21 SING N N 58 4LU "C2'" H22 SING N N 59 4LU "O2'" H23 SING N N 60 4LU "C3'" H24 SING N N 61 4LU "O3'" H25 SING N N 62 4LU "C4'" H26 SING N N 63 4LU "O4'" H27 SING N N 64 4LU "C5'" H28 SING N N 65 4LU "C5'" H29 SING N N 66 4LU O3P H30 SING N N 67 4LU O1P H31 SING N N 68 4LU N1 H7 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 4LU SMILES ACDLabs 12.01 "c1c3c4c(c(c1C)C)C(C)(CC=[N+]4C2=C(NC(NC2=O)=O)N3CC(C(C(O)COP(O)(O)=O)O)O)C" 4LU InChI InChI 1.03 "InChI=1S/C22H29N4O9P/c1-10-7-12-16-15(11(10)2)22(3,4)5-6-25(16)17-19(23-21(31)24-20(17)30)26(12)8-13(27)18(29)14(28)9-35-36(32,33)34/h6-7,13-14,18,27-29H,5,8-9H2,1-4H3,(H3-,23,24,30,31,32,33,34)/p+1/t13-,14+,18-/m0/s1" 4LU InChIKey InChI 1.03 KOUJZPGFPGLHCZ-IYOUNJFTSA-O 4LU SMILES_CANONICAL CACTVS 3.385 "Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C3=C(C(=O)NC(=O)N3)[N+]4=CCC(C)(C)c(c1C)c24" 4LU SMILES CACTVS 3.385 "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=C(C(=O)NC(=O)N3)[N+]4=CCC(C)(C)c(c1C)c24" 4LU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc2c3c(c1C)C(CC=[N+]3C4=C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)NC(=O)NC4=O)(C)C" 4LU SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc2c3c(c1C)C(CC=[N+]3C4=C(N2CC(C(C(COP(=O)(O)O)O)O)O)NC(=O)NC4=O)(C)C" # _pdbx_chem_comp_identifier.comp_id 4LU _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "1-deoxy-5-O-phosphono-1-(3,3,4,5-tetramethyl-9,11-dioxo-2,3,8,9,10,11-hexahydro-7H-quinolino[1,8-fg]pteridin-12-ium-7-yl)-D-ribitol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4LU "Create component" 2015-04-14 EBI 4LU "Initial release" 2015-06-17 RCSB 4LU "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4LU _pdbx_chem_comp_synonyms.name "prenylated-FMN iminium form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##