data_FMN # _chem_comp.id FMN _chem_comp.name "FLAVIN MONONUCLEOTIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H21 N4 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "RIBOFLAVIN MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 456.344 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FMN _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 1FLM _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 FMN N1 N1 N 0 1 N N N 33.864 7.225 13.583 2.118 -2.493 0.531 N1 FMN 1 FMN C2 C2 C 0 1 N N N 33.031 6.319 13.062 2.713 -3.638 0.206 C2 FMN 2 FMN O2 O2 O 0 1 N N N 33.185 5.133 13.215 2.122 -4.677 0.445 O2 FMN 3 FMN N3 N3 N 0 1 N N N 31.974 6.721 12.176 3.921 -3.721 -0.368 N3 FMN 4 FMN C4 C4 C 0 1 N N N 31.788 8.007 11.826 4.636 -2.610 -0.664 C4 FMN 5 FMN O4 O4 O 0 1 N N N 30.899 8.358 11.037 5.732 -2.682 -1.185 O4 FMN 6 FMN C4A C4A C 0 1 N N N 32.736 8.990 12.357 4.027 -1.305 -0.325 C4A FMN 7 FMN N5 N5 N 0 1 N N N 32.559 10.279 12.130 4.631 -0.170 -0.566 N5 FMN 8 FMN C5A C5A C 0 1 Y N N 33.345 11.186 12.722 4.051 0.995 -0.246 C5A FMN 9 FMN C6 C6 C 0 1 Y N N 33.122 12.607 12.487 4.718 2.206 -0.514 C6 FMN 10 FMN C7 C7 C 0 1 Y N N 33.814 13.518 13.226 4.131 3.392 -0.190 C7 FMN 11 FMN C7M C7M C 0 1 N N N 33.489 15.018 13.122 4.850 4.683 -0.480 C7M FMN 12 FMN C8 C8 C 0 1 Y N N 34.893 13.117 14.090 2.874 3.423 0.405 C8 FMN 13 FMN C8M C8M C 0 1 N N N 35.812 14.115 14.778 2.246 4.748 0.752 C8M FMN 14 FMN C9 C9 C 0 1 Y N N 35.153 11.792 14.273 2.197 2.255 0.678 C9 FMN 15 FMN C9A C9A C 0 1 Y N N 34.382 10.809 13.674 2.774 1.029 0.359 C9A FMN 16 FMN N10 N10 N 0 1 N N N 34.557 9.434 13.883 2.101 -0.144 0.631 N10 FMN 17 FMN C10 C10 C 0 1 N N N 33.786 8.495 13.263 2.695 -1.325 0.304 C10 FMN 18 FMN "C1'" "C1'" C 0 1 N N N 35.554 8.925 14.861 0.777 -0.119 1.258 "C1'" FMN 19 FMN "C2'" "C2'" C 0 1 N N S 34.789 8.587 16.157 -0.300 -0.060 0.173 "C2'" FMN 20 FMN "O2'" "O2'" O 0 1 N N N 34.417 9.829 16.794 -0.122 1.121 -0.611 "O2'" FMN 21 FMN "C3'" "C3'" C 0 1 N N S 35.681 7.821 17.150 -1.683 -0.035 0.827 "C3'" FMN 22 FMN "O3'" "O3'" O 0 1 N N N 36.849 8.662 17.488 -1.860 -1.217 1.611 "O3'" FMN 23 FMN "C4'" "C4'" C 0 1 N N R 36.212 6.518 16.591 -2.760 0.024 -0.258 "C4'" FMN 24 FMN "O4'" "O4'" O 0 1 N N N 35.149 5.804 15.909 -2.582 1.206 -1.042 "O4'" FMN 25 FMN "C5'" "C5'" C 0 1 N N N 36.712 5.634 17.721 -4.142 0.049 0.397 "C5'" FMN 26 FMN "O5'" "O5'" O 0 1 N N N 35.604 5.252 18.579 -5.149 -0.013 -0.615 "O5'" FMN 27 FMN P P P 0 1 N N N 35.837 4.628 20.038 -6.725 -0.007 -0.285 P FMN 28 FMN O1P O1P O 0 1 N N N 36.585 5.692 20.802 -7.053 1.180 0.536 O1P FMN 29 FMN O2P O2P O 0 1 N N N 36.682 3.364 19.847 -7.561 0.045 -1.660 O2P FMN 30 FMN O3P O3P O 0 1 N N N 34.436 4.306 20.554 -7.109 -1.344 0.526 O3P FMN 31 FMN HN3 HN3 H 0 1 N N N 31.358 6.024 11.808 4.291 -4.593 -0.577 HN3 FMN 32 FMN H6 H6 H 0 1 N N N 32.417 12.933 11.737 5.695 2.195 -0.975 H6 FMN 33 FMN HM71 HM71 H 0 0 N N N 32.733 15.283 13.876 4.585 5.031 -1.479 HM71 FMN 34 FMN HM72 HM72 H 0 0 N N N 34.403 15.604 13.297 4.560 5.434 0.255 HM72 FMN 35 FMN HM73 HM73 H 0 0 N N N 33.098 15.240 12.118 5.927 4.520 -0.427 HM73 FMN 36 FMN HM81 HM81 H 0 0 N N N 35.406 14.366 15.769 1.656 5.103 -0.093 HM81 FMN 37 FMN HM82 HM82 H 0 0 N N N 36.813 13.673 14.893 1.599 4.627 1.622 HM82 FMN 38 FMN HM83 HM83 H 0 0 N N N 35.883 15.028 14.169 3.028 5.473 0.979 HM83 FMN 39 FMN H9 H9 H 0 1 N N N 35.982 11.500 14.901 1.222 2.290 1.141 H9 FMN 40 FMN "H1'1" "H1'1" H 0 0 N N N 36.043 8.023 14.466 0.642 -1.021 1.856 "H1'1" FMN 41 FMN "H1'2" "H1'2" H 0 0 N N N 36.313 9.696 15.061 0.695 0.758 1.899 "H1'2" FMN 42 FMN "H2'" "H2'" H 0 1 N N N 33.900 7.985 15.916 -0.218 -0.938 -0.469 "H2'" FMN 43 FMN "HO2'" "HO2'" H 0 0 N N N 33.943 9.644 17.597 -0.183 1.942 -0.104 "HO2'" FMN 44 FMN "H3'" "H3'" H 0 1 N N N 35.100 7.613 18.061 -1.765 0.842 1.469 "H3'" FMN 45 FMN "HO3'" "HO3'" H 0 0 N N N 37.407 8.198 18.101 -1.800 -2.038 1.104 "HO3'" FMN 46 FMN "H4'" "H4'" H 0 1 N N N 37.039 6.727 15.897 -2.677 -0.853 -0.900 "H4'" FMN 47 FMN "HO4'" "HO4'" H 0 0 N N N 35.488 4.988 15.561 -2.642 2.027 -0.535 "HO4'" FMN 48 FMN "H5'1" "H5'1" H 0 0 N N N 37.175 4.730 17.299 -4.244 -0.807 1.064 "H5'1" FMN 49 FMN "H5'2" "H5'2" H 0 0 N N N 37.458 6.185 18.312 -4.257 0.971 0.967 "H5'2" FMN 50 FMN HOP2 HOP2 H 0 0 N N N 37.533 3.487 20.251 -8.520 0.051 -1.537 HOP2 FMN 51 FMN HOP3 HOP3 H 0 0 N N N 34.244 4.849 21.309 -6.921 -2.162 0.047 HOP3 FMN 52 # # 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 FMN N1 C2 SING N N 1 FMN N1 C10 DOUB N N 2 FMN C2 O2 DOUB N N 3 FMN C2 N3 SING N N 4 FMN N3 C4 SING N N 5 FMN N3 HN3 SING N N 6 FMN C4 O4 DOUB N N 7 FMN C4 C4A SING N N 8 FMN C4A N5 DOUB N N 9 FMN C4A C10 SING N N 10 FMN N5 C5A SING N N 11 FMN C5A C6 DOUB Y N 12 FMN C5A C9A SING Y N 13 FMN C6 C7 SING Y N 14 FMN C6 H6 SING N N 15 FMN C7 C7M SING N N 16 FMN C7 C8 DOUB Y N 17 FMN C7M HM71 SING N N 18 FMN C7M HM72 SING N N 19 FMN C7M HM73 SING N N 20 FMN C8 C8M SING N N 21 FMN C8 C9 SING Y N 22 FMN C8M HM81 SING N N 23 FMN C8M HM82 SING N N 24 FMN C8M HM83 SING N N 25 FMN C9 C9A DOUB Y N 26 FMN C9 H9 SING N N 27 FMN C9A N10 SING N N 28 FMN N10 C10 SING N N 29 FMN N10 "C1'" SING N N 30 FMN "C1'" "C2'" SING N N 31 FMN "C1'" "H1'1" SING N N 32 FMN "C1'" "H1'2" SING N N 33 FMN "C2'" "O2'" SING N N 34 FMN "C2'" "C3'" SING N N 35 FMN "C2'" "H2'" SING N N 36 FMN "O2'" "HO2'" SING N N 37 FMN "C3'" "O3'" SING N N 38 FMN "C3'" "C4'" SING N N 39 FMN "C3'" "H3'" SING N N 40 FMN "O3'" "HO3'" SING N N 41 FMN "C4'" "O4'" SING N N 42 FMN "C4'" "C5'" SING N N 43 FMN "C4'" "H4'" SING N N 44 FMN "O4'" "HO4'" SING N N 45 FMN "C5'" "O5'" SING N N 46 FMN "C5'" "H5'1" SING N N 47 FMN "C5'" "H5'2" SING N N 48 FMN "O5'" P SING N N 49 FMN P O1P DOUB N N 50 FMN P O2P SING N N 51 FMN P O3P SING N N 52 FMN O2P HOP2 SING N N 53 FMN O3P HOP3 SING N N 54 # # 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 FMN SMILES ACDLabs 12.01 "N=2C(=O)NC(=O)C3=Nc1cc(C)c(C)cc1N(C=23)CC(O)C(O)C(O)COP(=O)(O)O" FMN InChI InChI 1.03 "InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1" FMN InChIKey InChI 1.03 FVTCRASFADXXNN-SCRDCRAPSA-N FMN SMILES_CANONICAL CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)c2cc1C" FMN SMILES CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1C" FMN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O" FMN SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)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 FMN "SYSTEMATIC NAME" ACDLabs 12.01 "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-5-O-phosphono-D-ribitol" FMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4S)-5-[7,8-dimethyl-2,4-bis(oxidanylidene)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 FMN "Create component" 1999-07-08 RCSB FMN "Modify aromatic_flag" 2011-06-04 RCSB FMN "Modify descriptor" 2011-06-04 RCSB FMN "Modify aromatic_flag" 2016-02-17 RCSB FMN "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FMN _pdbx_chem_comp_synonyms.name "RIBOFLAVIN MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##