data_4LS # _chem_comp.id 4LS _chem_comp.name ;1-deoxy-1-[7,8-dimethyl-5-(3-methylbut-2-en-1-yl)-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono -D-ribitol ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H31 N4 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "dimethylallyl FMN" _chem_comp.pdbx_formal_charge 0 _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 526.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LS _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 4ZAZ _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 4LS C4A C1 C 0 1 N N N -5.651 29.438 11.374 -2.915 1.447 0.017 C4A 4LS 1 4LS CAA C2 C 0 1 N N N -3.526 32.724 14.892 -6.474 -1.637 2.291 CAA 4LS 2 4LS CAC C3 C 0 1 N N N -9.170 32.399 15.760 -1.327 -4.613 -1.579 CAC 4LS 3 4LS CAD C4 C 0 1 N N N -7.495 34.398 14.343 -3.758 -4.661 -0.030 CAD 4LS 4 4LS OAL O1 O 0 1 N N N -12.964 24.283 10.827 8.074 0.966 -0.008 OAL 4LS 5 4LS PBK P1 P 0 1 N N N -13.600 25.237 11.813 7.610 -0.284 0.634 PBK 4LS 6 4LS OAM O2 O 0 1 N N N -14.966 24.715 12.301 7.984 -1.540 -0.302 OAM 4LS 7 4LS OAH O3 O 0 1 N N N -13.695 26.653 11.319 8.328 -0.451 2.066 OAH 4LS 8 4LS OAV O4 O 0 1 N N N -12.710 25.184 13.133 6.014 -0.223 0.838 OAV 4LS 9 4LS CAR C5 C 0 1 N N N -11.331 25.585 13.080 5.102 0.025 -0.234 CAR 4LS 10 4LS CBF C6 C 0 1 N N R -10.766 25.627 14.490 3.670 0.017 0.304 CBF 4LS 11 4LS OAI O5 O 0 1 N N N -11.110 24.507 15.239 3.494 1.108 1.210 OAI 4LS 12 4LS CBH C7 C 0 1 N N S -9.385 26.098 14.578 2.687 0.158 -0.861 CBH 4LS 13 4LS OAK O6 O 0 1 N N N -8.545 24.947 14.503 2.862 -0.933 -1.767 OAK 4LS 14 4LS CBG C8 C 0 1 N N S -8.930 27.276 13.855 1.255 0.150 -0.323 CBG 4LS 15 4LS OAJ O7 O 0 1 N N N -9.927 28.225 13.700 1.079 1.241 0.583 OAJ 4LS 16 4LS CAS C9 C 0 1 N N N -7.521 27.756 14.085 0.272 0.291 -1.487 CAS 4LS 17 4LS N10 N1 N 0 1 N N N -6.983 28.802 13.231 -1.100 0.270 -0.974 N10 4LS 18 4LS C9A C10 C 0 1 Y N N -7.167 30.153 13.549 -1.749 -0.954 -0.746 C9A 4LS 19 4LS C9 C11 C 0 1 Y N N -8.073 30.615 14.491 -1.234 -2.131 -1.257 C9 4LS 20 4LS C8 C12 C 0 1 Y N N -8.201 32.003 14.783 -1.888 -3.330 -1.022 C8 4LS 21 4LS C7 C13 C 0 1 Y N N -7.409 32.942 14.059 -3.053 -3.353 -0.280 C7 4LS 22 4LS C6 C14 C 0 1 Y N N -6.555 32.445 13.091 -3.576 -2.178 0.234 C6 4LS 23 4LS C5A C15 C 0 1 Y N N -6.413 31.090 12.856 -2.927 -0.978 0.003 C5A 4LS 24 4LS N5 N2 N 0 1 N N N -5.481 30.720 11.935 -3.440 0.226 0.509 N5 4LS 25 4LS CAQ C16 C 0 1 N N N -4.050 30.911 12.393 -4.495 0.221 1.525 CAQ 4LS 26 4LS CAN C17 C 0 1 N N N -3.993 30.402 13.835 -5.842 0.230 0.850 CAN 4LS 27 4LS CAW C18 C 0 1 N N N -3.903 31.290 14.965 -6.738 -0.673 1.163 CAW 4LS 28 4LS CAB C19 C 0 1 N N N -4.216 30.702 16.302 -8.033 -0.748 0.395 CAB 4LS 29 4LS C11 C20 C 0 1 N N N -6.386 28.486 12.075 -1.760 1.451 -0.714 C11 4LS 30 4LS N1 N3 N 0 1 N N N -6.538 27.218 11.528 -1.265 2.644 -1.185 N1 4LS 31 4LS C2 C21 C 0 1 N N N -5.974 26.930 10.312 -1.913 3.795 -0.927 C2 4LS 32 4LS O2 O8 O 0 1 N N N -6.171 25.780 9.813 -1.462 4.842 -1.351 O2 4LS 33 4LS N3 N4 N 0 1 N N N -5.325 27.887 9.672 -3.050 3.809 -0.208 N3 4LS 34 4LS C4 C22 C 0 1 N N N -5.134 29.133 10.123 -3.575 2.661 0.268 C4 4LS 35 4LS O4 O9 O 0 1 N N N -4.577 29.979 9.377 -4.606 2.679 0.919 O4 4LS 36 4LS H2 H2 H 0 1 N N N -3.538 33.159 15.902 -5.907 -1.134 3.074 H2 4LS 37 4LS H3 H3 H 0 1 N N N -2.516 32.816 14.465 -7.422 -1.989 2.697 H3 4LS 38 4LS H4 H4 H 0 1 N N N -4.244 33.260 14.254 -5.902 -2.486 1.916 H4 4LS 39 4LS H5 H5 H 0 1 N N N -10.139 32.570 15.268 -0.642 -5.054 -0.855 H5 4LS 40 4LS H6 H6 H 0 1 N N N -9.277 31.605 16.513 -2.141 -5.309 -1.779 H6 4LS 41 4LS H7 H7 H 0 1 N N N -8.839 33.327 16.250 -0.791 -4.404 -2.505 H7 4LS 42 4LS H8 H8 H 0 1 N N N -8.269 34.851 13.706 -3.378 -5.109 0.889 H8 4LS 43 4LS H9 H9 H 0 1 N N N -7.756 34.550 15.401 -4.829 -4.484 0.068 H9 4LS 44 4LS H10 H10 H 0 1 N N N -6.524 34.870 14.133 -3.576 -5.338 -0.865 H10 4LS 45 4LS H11 H11 H 0 1 N N N -15.154 23.882 11.885 7.709 -2.394 0.057 H11 4LS 46 4LS H12 H12 H 0 1 N N N -13.328 26.709 10.445 9.293 -0.495 2.019 H12 4LS 47 4LS H13 H13 H 0 1 N N N -10.761 24.863 12.477 5.318 0.998 -0.677 H13 4LS 48 4LS H14 H14 H 0 1 N N N -11.256 26.583 12.624 5.210 -0.751 -0.991 H14 4LS 49 4LS H15 H15 H 0 1 N N N -11.339 26.442 14.956 3.483 -0.922 0.825 H15 4LS 50 4LS H16 H16 H 0 1 N N N -10.735 24.580 16.109 3.645 1.977 0.813 H16 4LS 51 4LS H17 H17 H 0 1 N N N -9.297 26.405 15.631 2.874 1.097 -1.382 H17 4LS 52 4LS H18 H18 H 0 1 N N N -8.931 24.239 15.006 2.711 -1.801 -1.370 H18 4LS 53 4LS H19 H19 H 0 1 N N N -8.845 26.876 12.834 1.068 -0.789 0.198 H19 4LS 54 4LS H20 H20 H 0 1 N N N -10.760 27.790 13.563 1.172 2.112 0.172 H20 4LS 55 4LS H21 H21 H 0 1 N N N -6.862 26.882 13.978 0.453 1.235 -2.003 H21 4LS 56 4LS H22 H22 H 0 1 N N N -7.472 28.128 15.119 0.412 -0.536 -2.184 H22 4LS 57 4LS H23 H23 H 0 1 N N N -8.696 29.906 15.016 -0.323 -2.117 -1.838 H23 4LS 58 4LS H24 H24 H 0 1 N N N -5.979 33.140 12.498 -4.487 -2.198 0.813 H24 4LS 59 4LS H25 H25 H 0 1 N N N -3.365 30.332 11.756 -4.403 -0.675 2.140 H25 4LS 60 4LS H26 H26 H 0 1 N N N -3.775 31.975 12.353 -4.398 1.105 2.154 H26 4LS 61 4LS H27 H27 H 0 1 N N N -4.021 29.337 14.012 -6.069 0.981 0.108 H27 4LS 62 4LS H30 H30 H 0 1 N N N -4.112 31.476 17.077 -8.776 -0.109 0.873 H30 4LS 63 4LS H31 H31 H 0 1 N N N -5.247 30.320 16.302 -7.868 -0.412 -0.628 H31 4LS 64 4LS H32 H32 H 0 1 N N N -3.519 29.877 16.512 -8.391 -1.778 0.386 H32 4LS 65 4LS H33 H33 H 0 1 N N N -4.944 27.661 8.775 -3.501 4.650 -0.039 H33 4LS 66 4LS H1 H1 H 0 1 N N N -7.057 26.518 12.019 -0.445 2.656 -1.704 H1 4LS 67 # # 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 4LS O4 C4 DOUB N N 1 4LS N3 C4 SING N N 2 4LS N3 C2 SING N N 3 4LS O2 C2 DOUB N N 4 4LS C4 C4A SING N N 5 4LS C2 N1 SING N N 6 4LS OAL PBK DOUB N N 7 4LS OAH PBK SING N N 8 4LS C4A N5 SING N N 9 4LS C4A C11 DOUB N N 10 4LS N1 C11 SING N N 11 4LS PBK OAM SING N N 12 4LS PBK OAV SING N N 13 4LS N5 CAQ SING N N 14 4LS N5 C5A SING N N 15 4LS C11 N10 SING N N 16 4LS CAQ CAN SING N N 17 4LS C5A C6 DOUB Y N 18 4LS C5A C9A SING Y N 19 4LS CAR OAV SING N N 20 4LS CAR CBF SING N N 21 4LS C6 C7 SING Y N 22 4LS N10 C9A SING N N 23 4LS N10 CAS SING N N 24 4LS C9A C9 DOUB Y N 25 4LS OAJ CBG SING N N 26 4LS CAN CAW DOUB N N 27 4LS CBG CAS SING N N 28 4LS CBG CBH SING N N 29 4LS C7 CAD SING N N 30 4LS C7 C8 DOUB Y N 31 4LS CBF CBH SING N N 32 4LS CBF OAI SING N N 33 4LS C9 C8 SING Y N 34 4LS OAK CBH SING N N 35 4LS C8 CAC SING N N 36 4LS CAA CAW SING N N 37 4LS CAW CAB SING N N 38 4LS CAA H2 SING N N 39 4LS CAA H3 SING N N 40 4LS CAA H4 SING N N 41 4LS CAC H5 SING N N 42 4LS CAC H6 SING N N 43 4LS CAC H7 SING N N 44 4LS CAD H8 SING N N 45 4LS CAD H9 SING N N 46 4LS CAD H10 SING N N 47 4LS OAM H11 SING N N 48 4LS OAH H12 SING N N 49 4LS CAR H13 SING N N 50 4LS CAR H14 SING N N 51 4LS CBF H15 SING N N 52 4LS OAI H16 SING N N 53 4LS CBH H17 SING N N 54 4LS OAK H18 SING N N 55 4LS CBG H19 SING N N 56 4LS OAJ H20 SING N N 57 4LS CAS H21 SING N N 58 4LS CAS H22 SING N N 59 4LS C9 H23 SING N N 60 4LS C6 H24 SING N N 61 4LS CAQ H25 SING N N 62 4LS CAQ H26 SING N N 63 4LS CAN H27 SING N N 64 4LS CAB H30 SING N N 65 4LS CAB H31 SING N N 66 4LS CAB H32 SING N N 67 4LS N3 H33 SING N N 68 4LS N1 H1 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 4LS SMILES ACDLabs 12.01 "C=12N(c3c(N(CC(C(C(COP(=O)(O)O)O)O)O)C=1NC(=O)NC2=O)cc(C)c(C)c3)C\C=C(/C)C" 4LS InChI InChI 1.03 "InChI=1S/C22H31N4O9P/c1-11(2)5-6-25-14-7-12(3)13(4)8-15(14)26(20-18(25)21(30)24-22(31)23-20)9-16(27)19(29)17(28)10-35-36(32,33)34/h5,7-8,16-17,19,27-29H,6,9-10H2,1-4H3,(H2,32,33,34)(H2,23,24,30,31)/t16-,17+,19-/m0/s1" 4LS InChIKey InChI 1.03 BJBVBUWJZZTUOU-SCTDSRPQSA-N 4LS SMILES_CANONICAL CACTVS 3.385 "CC(C)=CCN1c2cc(C)c(C)cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C3=C1C(=O)NC(=O)N3" 4LS SMILES CACTVS 3.385 "CC(C)=CCN1c2cc(C)c(C)cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=C1C(=O)NC(=O)N3" 4LS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc2c(cc1C)N(C3=C(N2CC=C(C)C)C(=O)NC(=O)N3)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O" 4LS SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc2c(cc1C)N(C3=C(N2CC=C(C)C)C(=O)NC(=O)N3)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 4LS "SYSTEMATIC NAME" ACDLabs 12.01 "1-deoxy-1-[7,8-dimethyl-5-(3-methylbut-2-en-1-yl)-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol" 4LS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,4S)-5-[7,8-dimethyl-5-(3-methylbut-2-enyl)-2,4-bis(oxidanylidene)-1H-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 4LS "Create component" 2015-04-14 EBI 4LS "Initial release" 2015-06-17 RCSB 4LS "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4LS _pdbx_chem_comp_synonyms.name "dimethylallyl FMN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##