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                    2008-10-14 
_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                        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        ? 
_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 Y N N 33.864 7.225  13.583 -2.375 -0.670 2.115  N1     FMN 1  
FMN C2     C2   C 0 1 Y N N 33.031 6.319  13.062 -3.527 -0.439 2.740  C2     FMN 2  
FMN O2     O2   O 0 1 N N N 33.185 5.133  13.215 -4.559 -0.724 2.160  O2     FMN 3  
FMN N3     N3   N 0 1 Y N N 31.974 6.721  12.176 -3.621 0.087  3.969  N3     FMN 4  
FMN C4     C4   C 0 1 Y N N 31.788 8.007  11.826 -2.518 0.428  4.675  C4     FMN 5  
FMN O4     O4   O 0 1 N N N 30.899 8.358  11.037 -2.601 0.906  5.789  O4     FMN 6  
FMN C4A    C4A  C 0 1 Y N N 32.736 8.990  12.357 -1.206 0.195  4.031  C4A    FMN 7  
FMN N5     N5   N 0 1 Y N N 32.559 10.279 12.130 -0.076 0.487  4.623  N5     FMN 8  
FMN C5A    C5A  C 0 1 Y N N 33.345 11.186 12.722 1.093  0.262  4.011  C5A    FMN 9  
FMN C6     C6   C 0 1 Y N N 33.122 12.607 12.487 2.299  0.584  4.665  C6     FMN 10 
FMN C7     C7   C 0 1 Y N N 33.814 13.518 13.226 3.490  0.356  4.046  C7     FMN 11 
FMN C7M    C7M  C 0 1 N N N 33.489 15.018 13.122 4.776  0.703  4.752  C7M    FMN 12 
FMN C8     C8   C 0 1 Y N N 34.893 13.117 14.090 3.534  -0.186 2.766  C8     FMN 13 
FMN C8M    C8M  C 0 1 N N N 35.812 14.115 14.778 4.865  -0.427 2.102  C8M    FMN 14 
FMN C9     C9   C 0 1 Y N N 35.153 11.792 14.273 2.372  -0.515 2.104  C9     FMN 15 
FMN C9A    C9A  C 0 1 Y N N 34.382 10.809 13.674 1.140  -0.295 2.713  C9A    FMN 16 
FMN N10    N10  N 0 1 Y N N 34.557 9.434  13.883 -0.025 -0.617 2.052  N10    FMN 17 
FMN C10    C10  C 0 1 Y N N 33.786 8.495  13.263 -1.213 -0.387 2.679  C10    FMN 18 
FMN "C1'"  C1*  C 0 1 N N N 35.554 8.925  14.861 0.011  -1.195 0.706  "C1'"  FMN 19 
FMN "C2'"  C2*  C 0 1 N N S 34.789 8.587  16.157 -0.020 -0.072 -0.331 "C2'"  FMN 20 
FMN "O2'"  O2*  O 0 1 N N N 34.417 9.829  16.794 -1.219 0.688  -0.173 "O2'"  FMN 21 
FMN "C3'"  C3*  C 0 1 N N S 35.681 7.821  17.150 0.018  -0.675 -1.737 "C3'"  FMN 22 
FMN "O3'"  O3*  O 0 1 N N N 36.849 8.662  17.488 1.217  -1.436 -1.895 "O3'"  FMN 23 
FMN "C4'"  C4*  C 0 1 N N R 36.212 6.518  16.591 -0.013 0.447  -2.775 "C4'"  FMN 24 
FMN "O4'"  O4*  O 0 1 N N N 35.149 5.804  15.909 -1.213 1.208  -2.617 "O4'"  FMN 25 
FMN "C5'"  C5*  C 0 1 N N N 36.712 5.634  17.721 0.025  -0.156 -4.181 "C5'"  FMN 26 
FMN "O5'"  O5*  O 0 1 N N N 35.604 5.252  18.579 -0.005 0.892  -5.151 "O5'"  FMN 27 
FMN P      P    P 0 1 N N N 35.837 4.628  20.038 0.038  0.189  -6.598 P      FMN 28 
FMN O1P    O1P  O 0 1 N N N 36.585 5.692  20.802 -1.134 -0.700 -6.750 O1P    FMN 29 
FMN O2P    O2P  O 0 1 N N N 36.682 3.364  19.847 0.006  1.318  -7.745 O2P    FMN 30 
FMN O3P    O3P  O 0 1 N N N 34.436 4.306  20.554 1.389  -0.676 -6.734 O3P    FMN 31 
FMN HN3    HN3  H 0 1 N N N 31.316 6.054  11.771 -4.498 0.226  4.361  HN3    FMN 32 
FMN H6     H6   H 0 1 N N N 32.416 13.000 11.735 2.279  1.010  5.657  H6     FMN 33 
FMN HM71   1HM7 H 0 0 N N N 34.055 15.763 13.727 5.117  -0.156 5.328  HM71   FMN 34 
FMN HM72   2HM7 H 0 0 N N N 33.554 15.316 12.049 5.534  0.971  4.016  HM72   FMN 35 
FMN HM73   3HM7 H 0 0 N N N 32.401 15.154 13.328 4.606  1.546  5.422  HM73   FMN 36 
FMN HM81   1HM8 H 0 0 N N N 36.647 13.804 15.447 5.153  0.457  1.533  HM81   FMN 37 
FMN HM82   2HM8 H 0 0 N N N 36.242 14.773 13.987 5.619  -0.630 2.863  HM82   FMN 38 
FMN HM83   3HM8 H 0 0 N N N 35.168 14.822 15.351 4.787  -1.281 1.430  HM83   FMN 39 
FMN H9     H9   H 0 1 N N N 36.002 11.510 14.917 2.416  -0.939 1.111  H9     FMN 40 
FMN "H1'1" 1H1* H 0 0 N N N 36.151 8.068  14.470 0.926  -1.775 0.585  "H1'1" FMN 41 
FMN "H1'2" 2H1* H 0 0 N N N 36.403 9.628  15.025 -0.852 -1.845 0.566  "H1'2" FMN 42 
FMN "H2'"  H2*  H 0 1 N N N 33.906 7.959  15.891 0.843  0.577  -0.191 "H2'"  FMN 43 
FMN "HO2'" *HO2 H 0 0 N N N 33.945 9.620  17.592 -1.957 0.078  -0.305 "HO2'" FMN 44 
FMN "H3'"  H3*  H 0 1 N N N 35.047 7.588  18.037 -0.845 -1.325 -1.877 "H3'"  FMN 45 
FMN "HO3'" *HO3 H 0 0 N N N 37.399 8.189  18.101 1.955  -0.826 -1.764 "HO3'" FMN 46 
FMN "H4'"  H4*  H 0 1 N N N 37.041 6.752  15.883 0.849  1.096  -2.635 "H4'"  FMN 47 
FMN "HO4'" *HO4 H 0 0 N N N 35.482 4.986  15.558 -1.951 0.597  -2.749 "HO4'" FMN 48 
FMN "H5'1" 1H5* H 0 0 N N N 37.272 4.747  17.342 0.939  -0.736 -4.302 "H5'1" FMN 49 
FMN "H5'2" 2H5* H 0 0 N N N 37.538 6.115  18.294 -0.838 -0.806 -4.321 "H5'2" FMN 50 
FMN HOP2   2HOP H 0 0 N N N 36.820 2.994  20.711 0.034  0.856  -8.594 HOP2   FMN 51 
FMN HOP3   3HOP H 0 0 N N N 34.574 3.936  21.418 2.127  -0.060 -6.630 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 Y N 1  
FMN N1    C10    DOUB Y N 2  
FMN C2    O2     DOUB N N 3  
FMN C2    N3     SING Y N 4  
FMN N3    C4     SING Y N 5  
FMN N3    HN3    SING N N 6  
FMN C4    O4     DOUB N N 7  
FMN C4    C4A    SING Y N 8  
FMN C4A   N5     DOUB Y N 9  
FMN C4A   C10    SING N N 10 
FMN N5    C5A    SING Y 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 Y N 28 
FMN N10   C10    SING Y 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              10.04 O=P(O)(O)OCC(O)C(O)C(O)CN2c3cc(c(cc3N=C1C2=NC(=O)NC1=O)C)C                                                                                                                                                 
FMN InChI            InChI                1.02b InChI=1/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/f/h20,27-28H 
FMN InChIKey         InChI                1.02b FVTCRASFADXXNN-DDLGOASUDN                                                                                                                                                                                  
FMN SMILES_CANONICAL CACTVS               3.341 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               3.341 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" 1.5.0 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" 1.5.0 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              10.04 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" 1.5.0 "[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate" 
# 
