# GEN: Generated by grade2 version 1.7.0rc1
# GEN: from PDB_chemical_components_definition_file https://www.ebi.ac.uk/pdbe/static/files/pdbechem_v2/M5O.cif
# GEN: using RDKit 2023.09.6
# GEN: ((DatabaseID PDB-M5O))
#
# BUSTER-KEYWORD TRUSTCOORD
# BUSTER-KEYWORD TRUSTTORS
#
data_comp_list
#
loop_
_chem_comp.id                      
_chem_comp.three_letter_code       
_chem_comp.name                    
_chem_comp.group                   
_chem_comp.number_atoms_all        
_chem_comp.number_atoms_nh         
_chem_comp.desc_level              
_chem_comp.type                    
M5O M5O (2~{S},3~{R})-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2~{H}-chromene-3,5,7-triol NON-POLYMER 35 21 . non-polymer
#
data_comp_M5O
#
loop_
_chem_comp_atom.comp_id                  
_chem_comp_atom.atom_id                  
_chem_comp_atom.type_symbol              
_chem_comp_atom.type_energy              
_chem_comp_atom.partial_charge           
_chem_comp_atom.charge                   
_chem_comp_atom.pdbx_stereo_config       
_chem_comp_atom.x                        
_chem_comp_atom.y                        
_chem_comp_atom.z                        
M5O OAB O  OH1 -0.508 0 N  4.472 -3.310  0.004
M5O CAT C  CR6  0.122 0 N  3.831 -2.105 -0.018
M5O CAK C CR16  0.022 0 N  4.584 -0.944 -0.067
M5O CAY C  CR6  0.126 0 N  3.948  0.285 -0.091
M5O OAG O  OH1 -0.507 0 N  4.756  1.382 -0.156
M5O CBD C CR66  0.039 0 N  2.550  0.389 -0.064
M5O CAP C  CH2  0.010 0 N  1.828  1.718 -0.105
M5O CAN C CR16  0.023 0 N  2.446 -2.049  0.008
M5O CBC C CR66  0.131 0 N  1.826 -0.812 -0.015
M5O OAR O   OC -0.482 0 N  0.450 -0.832  0.026
M5O CBF C  CH1  0.150 0 S -0.245  0.374 -0.376
M5O CBE C  CH1  0.099 0 R  0.374  1.586  0.320
M5O OAQ O  OH1 -0.389 0 N -0.325  2.780 -0.041
M5O CBA C  CR6 -0.001 0 N -1.707  0.167 -0.075
M5O CAO C CR16 -0.009 0 N -2.665  0.408 -1.055
M5O CAV C  CR6  0.157 0 N -4.014  0.219 -0.786
M5O OAD O  OH1 -0.504 0 N -4.941  0.459 -1.755
M5O CAU C  CR6  0.157 0 N -4.418 -0.219  0.483
M5O OAC O  OH1 -0.504 0 N -5.730 -0.418  0.792
M5O CAI C CR16 -0.016 0 N -3.460 -0.459  1.458
M5O CAJ C CR16 -0.051 0 N -2.121 -0.267  1.177
M5O  H1 H HOH1  0.293 0 N  3.820 -4.030  0.038
M5O  H2 H HCR6  0.070 0 N  5.667 -0.997 -0.087
M5O  H3 H HOH1  0.293 0 N  4.296  2.233 -0.175
M5O  H4 H HCH2  0.035 0 N  2.300  2.441  0.564
M5O  H5 H HCH2  0.035 0 N  1.892  2.129 -1.116
M5O  H6 H HCR6  0.070 0 N  1.835 -2.944  0.047
M5O  H7 H HCH1  0.082 0 N -0.128  0.471 -1.458
M5O  H8 H HCH1  0.065 0 N  0.347  1.458  1.407
M5O  H9 H HOH1  0.211 0 N -1.105  2.880  0.533
M5O H10 H HCR6  0.067 0 N -2.345  0.750 -2.032
M5O H11 H HOH1  0.293 0 N -4.496  0.753 -2.567
M5O H12 H HOH1  0.293 0 N -6.227 -0.197 -0.016
M5O H13 H HCR6  0.066 0 N -3.767 -0.798  2.440
M5O H14 H HCR6  0.063 0 N -1.393 -0.459  1.957
#
loop_
_chem_comp_bond.comp_id                             
_chem_comp_bond.atom_id_1                           
_chem_comp_bond.atom_id_2                           
_chem_comp_bond.type                                
_chem_comp_bond.aromatic                            
_chem_comp_bond.value_dist_nucleus                  
_chem_comp_bond.value_dist_nucleus_esd              
_chem_comp_bond.value_dist                          
_chem_comp_bond.value_dist_esd                      
_chem_comp_bond.source_value_dist_nucleus           
_chem_comp_bond.source_value_dist_nucleus_esd       
_chem_comp_bond.source_value_dist                   
_chem_comp_bond.source_value_dist_esd               
M5O OAG CAY single n 1.358 0.014 1.358 0.014 Mogul_mean_3489_hits     Mogul_sd Mogul_mean_3489_hits Mogul_sd
M5O CAY CAK double y 1.385 0.010 1.385 0.010 Mogul_mean_3089_hits     Mogul_sd Mogul_mean_3089_hits Mogul_sd
M5O CAY CBD single y 1.397 0.009 1.397 0.009  Mogul_mean_198_hits     Mogul_sd  Mogul_mean_198_hits Mogul_sd
M5O CAK CAT single y 1.387 0.009 1.387 0.009 Mogul_mean_3170_hits     Mogul_sd Mogul_mean_3170_hits Mogul_sd
M5O CAP CBD single n 1.509 0.009 1.509 0.009  Mogul_mean_322_hits     Mogul_sd  Mogul_mean_322_hits Mogul_sd
M5O CAP CBE single n 1.519 0.009 1.519 0.009   Mogul_mean_53_hits     Mogul_sd   Mogul_mean_53_hits Mogul_sd
M5O CBD CBC double y 1.399 0.010 1.399 0.010  Mogul_mean_585_hits     Mogul_sd  Mogul_mean_585_hits Mogul_sd
M5O CAT OAB single n 1.364 0.013 1.364 0.013 Mogul_mean_3399_hits     Mogul_sd Mogul_mean_3399_hits Mogul_sd
M5O CAT CAN double y 1.387 0.009 1.387 0.009 Mogul_mean_3170_hits     Mogul_sd Mogul_mean_3170_hits Mogul_sd
M5O OAQ CBE single n 1.428 0.010 1.428 0.010 Mogul_mean_5051_hits     Mogul_sd Mogul_mean_5051_hits Mogul_sd
M5O CBE CBF single n 1.528 0.006 1.528 0.006   Mogul_mean_28_hits     Mogul_sd   Mogul_mean_28_hits Mogul_sd
M5O CBC CAN single y 1.382 0.012 1.382 0.012 Mogul_mean_2774_hits     Mogul_sd Mogul_mean_2774_hits Mogul_sd
M5O CBC OAR single n 1.374 0.012 1.374 0.012  Mogul_mean_999_hits     Mogul_sd  Mogul_mean_999_hits Mogul_sd
M5O CBF OAR single n 1.447 0.011 1.447 0.011  Mogul_mean_152_hits     Mogul_sd  Mogul_mean_152_hits Mogul_sd
M5O CBF CBA single n 1.506 0.011 1.506 0.011 Mogul_mean_1812_hits     Mogul_sd Mogul_mean_1812_hits Mogul_sd
M5O CBA CAJ double y 1.388 0.010 1.388 0.010 Mogul_mean_3534_hits     Mogul_sd Mogul_mean_3534_hits Mogul_sd
M5O CBA CAO single y 1.389 0.009 1.389 0.009 Mogul_mean_1930_hits     Mogul_sd Mogul_mean_1930_hits Mogul_sd
M5O CAJ CAI single y 1.383 0.009 1.383 0.009 Mogul_mean_2525_hits     Mogul_sd Mogul_mean_2525_hits Mogul_sd
M5O CAO CAV double y 1.385 0.010 1.385 0.010 Mogul_mean_3089_hits     Mogul_sd Mogul_mean_3089_hits Mogul_sd
M5O CAI CAU double y 1.391 0.013 1.391 0.013 Mogul_mean_3813_hits     Mogul_sd Mogul_mean_3813_hits Mogul_sd
M5O CAV CAU single y 1.399 0.011 1.399 0.011  Mogul_mean_461_hits     Mogul_sd  Mogul_mean_461_hits Mogul_sd
M5O CAV OAD single n 1.358 0.014 1.358 0.014 Mogul_mean_3489_hits     Mogul_sd Mogul_mean_3489_hits Mogul_sd
M5O CAU OAC single n 1.358 0.014 1.358 0.014 Mogul_mean_3489_hits     Mogul_sd Mogul_mean_3489_hits Mogul_sd
M5O OAB  H1 single n 0.973 0.020 0.850 0.020  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAK  H2 single n 1.084 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O OAG  H3 single n 0.973 0.020 0.850 0.020  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAP  H4 single n 1.093 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAP  H5 single n 1.093 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAN  H6 single n 1.084 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CBF  H7 single n 1.093 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CBE  H8 single n 1.093 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O OAQ  H9 single n 0.972 0.020 0.850 0.020  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAO H10 single n 1.084 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O OAD H11 single n 0.973 0.020 0.850 0.020  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O OAC H12 single n 0.973 0.020 0.850 0.020  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAI H13 single n 1.084 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
M5O CAJ H14 single n 1.084 0.020 0.979 0.015  MMFF94s_equilibrium default_to_H               ecloud   ecloud
#
loop_
_chem_comp_angle.comp_id                      
_chem_comp_angle.atom_id_1                    
_chem_comp_angle.atom_id_2                    
_chem_comp_angle.atom_id_3                    
_chem_comp_angle.value_angle                  
_chem_comp_angle.value_angle_esd              
_chem_comp_angle.source_value_angle           
_chem_comp_angle.source_value_angle_esd       
M5O CAT OAB  H1 108.8 3.0 MMFF94s_optimised_coords  default
M5O CAK CAT OAB 119.8 2.5     Mogul_mean_3244_hits Mogul_sd
M5O CAK CAT CAN 120.8 0.8     Mogul_mean_1216_hits Mogul_sd
M5O OAB CAT CAN 119.8 2.5     Mogul_mean_3244_hits Mogul_sd
M5O CAY CAK CAT 119.7 0.6      Mogul_mean_554_hits Mogul_sd
M5O CAY CAK  H2 120.2 3.0 MMFF94s_optimised_coords  default
M5O CAT CAK  H2 120.2 3.0 MMFF94s_optimised_coords  default
M5O OAG CAY CAK 119.7 2.7     Mogul_mean_3012_hits Mogul_sd
M5O OAG CAY CBD 117.8 2.1      Mogul_mean_198_hits Mogul_sd
M5O CAK CAY CBD 121.6 1.2      Mogul_mean_112_hits Mogul_sd
M5O CAY OAG  H3 110.1 3.0 MMFF94s_optimised_coords  default
M5O CAY CBD CAP 120.7 1.7       Mogul_mean_28_hits Mogul_sd
M5O CAY CBD CBC 116.8 0.3       Mogul_mean_16_hits Mogul_sd
M5O CAP CBD CBC 120.9 1.3       Mogul_mean_70_hits Mogul_sd
M5O CBD CAP CBE 110.8 1.3       Mogul_mean_16_hits Mogul_sd
M5O CBD CAP  H4 110.6 3.0 MMFF94s_optimised_coords  default
M5O CBD CAP  H5 108.8 3.0 MMFF94s_optimised_coords  default
M5O CBE CAP  H4 108.1 3.0 MMFF94s_optimised_coords  default
M5O CBE CAP  H5 110.0 3.0 MMFF94s_optimised_coords  default
M5O  H4 CAP  H5 106.7 3.0 MMFF94s_optimised_coords  default
M5O CAT CAN CBC 118.4 1.1      Mogul_mean_388_hits Mogul_sd
M5O CAT CAN  H6 121.2 3.0 MMFF94s_optimised_coords  default
M5O CBC CAN  H6 119.3 3.0 MMFF94s_optimised_coords  default
M5O CBD CBC CAN 121.8 0.9      Mogul_mean_265_hits Mogul_sd
M5O CBD CBC OAR 122.1 0.9       Mogul_mean_22_hits Mogul_sd
M5O CAN CBC OAR 116.4 1.2      Mogul_mean_194_hits Mogul_sd
M5O CBC OAR CBF 116.3 1.8      Mogul_mean_137_hits Mogul_sd
M5O CBE CBF OAR 110.0 1.4       Mogul_mean_19_hits Mogul_sd
M5O CBE CBF CBA 114.2 1.8       Mogul_mean_24_hits Mogul_sd
M5O CBE CBF  H7 110.2 3.0 MMFF94s_optimised_coords  default
M5O OAR CBF CBA 107.5 1.8      Mogul_mean_116_hits Mogul_sd
M5O OAR CBF  H7 107.9 3.0 MMFF94s_optimised_coords  default
M5O CBA CBF  H7 108.1 3.0 MMFF94s_optimised_coords  default
M5O CAP CBE OAQ 109.6 2.1       Mogul_mean_53_hits Mogul_sd
M5O CAP CBE CBF 109.1 0.9       Mogul_mean_19_hits Mogul_sd
M5O CAP CBE  H8 109.0 3.0 MMFF94s_optimised_coords  default
M5O OAQ CBE CBF 110.4 1.6       Mogul_mean_28_hits Mogul_sd
M5O OAQ CBE  H8 108.4 3.0 MMFF94s_optimised_coords  default
M5O CBF CBE  H8 110.7 3.0 MMFF94s_optimised_coords  default
M5O CBE OAQ  H9 107.0 3.0 MMFF94s_optimised_coords  default
M5O CBF CBA CAJ 120.6 1.8     Mogul_mean_3314_hits Mogul_sd
M5O CBF CBA CAO 119.8 1.7      Mogul_mean_298_hits Mogul_sd
M5O CAJ CBA CAO 118.9 0.8     Mogul_mean_2058_hits Mogul_sd
M5O CBA CAO CAV 120.5 1.0       Mogul_mean_95_hits Mogul_sd
M5O CBA CAO H10 119.9 3.0 MMFF94s_optimised_coords  default
M5O CAV CAO H10 120.4 3.0 MMFF94s_optimised_coords  default
M5O CAO CAV CAU 120.0 0.7      Mogul_mean_466_hits Mogul_sd
M5O CAO CAV OAD 119.7 2.7     Mogul_mean_3012_hits Mogul_sd
M5O CAU CAV OAD 118.2 2.5      Mogul_mean_917_hits Mogul_sd
M5O CAV OAD H11 108.3 3.0 MMFF94s_optimised_coords  default
M5O CAI CAU CAV 119.6 0.5      Mogul_mean_347_hits Mogul_sd
M5O CAI CAU OAC 119.5 2.6     Mogul_mean_3820_hits Mogul_sd
M5O CAV CAU OAC 118.2 2.5      Mogul_mean_917_hits Mogul_sd
M5O CAU OAC H12 104.5 3.0 MMFF94s_optimised_coords  default
M5O CAJ CAI CAU 120.6 0.7     Mogul_mean_3598_hits Mogul_sd
M5O CAJ CAI H13 120.6 3.0 MMFF94s_optimised_coords  default
M5O CAU CAI H13 120.1 3.0 MMFF94s_optimised_coords  default
M5O CBA CAJ CAI 121.2 0.6     Mogul_mean_4043_hits Mogul_sd
M5O CBA CAJ H14 120.3 3.0 MMFF94s_optimised_coords  default
M5O CAI CAJ H14 118.9 3.0 MMFF94s_optimised_coords  default
#
loop_
_chem_comp_plane_atom.comp_id        
_chem_comp_plane_atom.plane_id       
_chem_comp_plane_atom.atom_id        
_chem_comp_plane_atom.dist_esd       
_chem_comp_plane_atom.source         
M5O atom-CAT CAK  0.02               Mogul_sum_angles_360
M5O atom-CAT CAT  0.02               Mogul_sum_angles_360
M5O atom-CAT OAB  0.02               Mogul_sum_angles_360
M5O atom-CAT CAN  0.02               Mogul_sum_angles_360
M5O atom-CAK CAY  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAK CAK  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAK CAT  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAK  H2  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAY OAG  0.02               Mogul_sum_angles_359
M5O atom-CAY CAY  0.02               Mogul_sum_angles_359
M5O atom-CAY CAK  0.02               Mogul_sum_angles_359
M5O atom-CAY CBD  0.02               Mogul_sum_angles_359
M5O atom-CBD CAY  0.02               Mogul_sum_angles_358
M5O atom-CBD CBD  0.02               Mogul_sum_angles_358
M5O atom-CBD CAP  0.02               Mogul_sum_angles_358
M5O atom-CBD CBC  0.02               Mogul_sum_angles_358
M5O atom-CAN CAT  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAN CAN  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAN CBC  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAN  H6  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CBC CBD  0.02               Mogul_sum_angles_360
M5O atom-CBC CBC  0.02               Mogul_sum_angles_360
M5O atom-CBC CAN  0.02               Mogul_sum_angles_360
M5O atom-CBC OAR  0.02               Mogul_sum_angles_360
M5O atom-CBA CBF  0.02               Mogul_sum_angles_359
M5O atom-CBA CBA  0.02               Mogul_sum_angles_359
M5O atom-CBA CAJ  0.02               Mogul_sum_angles_359
M5O atom-CBA CAO  0.02               Mogul_sum_angles_359
M5O atom-CAO CBA  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAO CAO  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAO CAV  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAO H10  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAV CAO  0.02               Mogul_sum_angles_358
M5O atom-CAV CAV  0.02               Mogul_sum_angles_358
M5O atom-CAV CAU  0.02               Mogul_sum_angles_358
M5O atom-CAV OAD  0.02               Mogul_sum_angles_358
M5O atom-CAU CAI  0.02               Mogul_sum_angles_357
M5O atom-CAU CAU  0.02               Mogul_sum_angles_357
M5O atom-CAU CAV  0.02               Mogul_sum_angles_357
M5O atom-CAU OAC  0.02               Mogul_sum_angles_357
M5O atom-CAI CAJ  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAI CAI  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAI CAU  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAI H13  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAJ CBA  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAJ CAJ  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAJ CAI  0.02       MMFF_out_of_plane_koop_0.015
M5O atom-CAJ H14  0.02       MMFF_out_of_plane_koop_0.015
M5O   ring6A CAT 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6A CAN 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6A CBC 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6A CBD 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6A CAY 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6A CAK 0.006 Mogul+_ring_tors_rmsd_1.2_112_hits
M5O   ring6C CAO 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O   ring6C CAV 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O   ring6C CAU 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O   ring6C CAI 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O   ring6C CAJ 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O   ring6C CBA 0.006 Mogul+_ring_tors_rmsd_1.1_145_hits
M5O 2fold-18  H3  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-18 OAG  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-18 CAY  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-18 CAK  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-19 CAK  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-19 CAT  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-19 OAB  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-19  H1  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-22 CAO  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-22 CAV  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-22 OAD  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-22 H11  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-23 CAI  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-23 CAU  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-23 OAC  0.02     MMFF94s_2fold_torsion_V2_2.801
M5O 2fold-23 H12  0.02     MMFF94s_2fold_torsion_V2_2.801
#
loop_
_chem_comp_tor.comp_id               
_chem_comp_tor.id                    
_chem_comp_tor.atom_id_1             
_chem_comp_tor.atom_id_2             
_chem_comp_tor.atom_id_3             
_chem_comp_tor.atom_id_4             
_chem_comp_tor.value_angle           
_chem_comp_tor.value_angle_esd       
_chem_comp_tor.period                
_chem_comp_tor.source                
M5O CONST_ring6A-1 CAT CAN CBC CBD   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6A-2 CAN CBC CBD CAY   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6A-3 CBC CBD CAY CAK   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6A-4 CBD CAY CAK CAT   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6A-5 CAY CAK CAT CAN   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6A-6 CAK CAT CAN CBC   0.0 1000000.0  0                             planar_ring
M5O  free_ring6B-1 CAP CBE CBF OAR   0.0 1000000.0 10 Mogul+_free_ring_tors_rmsd_38.4_13_hits
M5O  free_ring6B-2 CBE CBF OAR CBC   0.0 1000000.0 10 Mogul+_free_ring_tors_rmsd_38.4_13_hits
M5O  free_ring6B-3 CBF OAR CBC CBD   0.0 1000000.0 10 Mogul+_free_ring_tors_rmsd_38.4_13_hits
M5O  free_ring6B-5 CBC CBD CAP CBE   0.0 1000000.0 10 Mogul+_free_ring_tors_rmsd_38.4_13_hits
M5O  free_ring6B-6 CBD CAP CBE CBF   0.0 1000000.0 10 Mogul+_free_ring_tors_rmsd_38.4_13_hits
M5O CONST_ring6C-1 CAO CAV CAU CAI   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6C-2 CAV CAU CAI CAJ   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6C-3 CAU CAI CAJ CBA   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6C-4 CAI CAJ CBA CAO   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6C-5 CAJ CBA CAO CAV   0.0 1000000.0  0                             planar_ring
M5O CONST_ring6C-6 CBA CAO CAV CAU   0.0 1000000.0  0                             planar_ring
M5O       2fold-18  H3 OAG CAY CAK 180.0 1000000.0  2          MMFF94s_2fold_torsion_V2_2.801
M5O       2fold-19 CAK CAT OAB  H1 180.0 1000000.0  2          MMFF94s_2fold_torsion_V2_2.801
M5O        free-20  H9 OAQ CBE CAP   0.0 1000000.0 10                    unrestrained_default
M5O        free-21 CBE CBF CBA CAJ   0.0 1000000.0 10                    unrestrained_default
M5O       2fold-22 CAO CAV OAD H11 180.0 1000000.0  2          MMFF94s_2fold_torsion_V2_2.801
M5O       2fold-23 CAI CAU OAC H12 180.0 1000000.0  2          MMFF94s_2fold_torsion_V2_2.801
#
loop_
_chem_comp_chir.comp_id              
_chem_comp_chir.id                   
_chem_comp_chir.atom_id_centre       
_chem_comp_chir.atom_id_1            
_chem_comp_chir.atom_id_2            
_chem_comp_chir.atom_id_3            
_chem_comp_chir.volume_sign          
_chem_comp_chir.source               
M5O chir_01 CBF CBE OAR CBA negativ rdkit
M5O chir_02 CBE CAP OAQ CBF negativ rdkit
#
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            
M5O           SMILES "RDKit (grade2)" 2023.09.6                                                                    Oc1cc(O)c2c(c1)O[CH](c1ccc(O)c(O)c1)[CH](O)C2
M5O SMILES_CANONICAL "RDKit (grade2)" 2023.09.6                                                                 Oc1cc(O)c2c(c1)O[C@@H](c1ccc(O)c(O)c1)[C@H](O)C2
M5O            InChI "RDKit (grade2)" 2023.09.6 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m1/s1
M5O         InChIKey "RDKit (grade2)" 2023.09.6                                                                                      PFTAWBLQPZVEMU-HIFRSBDPSA-N
#
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            
M5O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 (2~{S},3~{R})-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2~{H}-chromene-3,5,7-triol
#
_gphl_chem_comp_info.comp_id                                            M5O
_gphl_chem_comp_info.arguments                                          "-P M5O"
_gphl_chem_comp_info.run_date                                           2025-02-17
_gphl_chem_comp_info.grade2_version                                     1.7.0rc1
_gphl_chem_comp_info.grade2_date                                        2024-09-16
_gphl_chem_comp_info.rdkit_version                                      2023.09.6
_gphl_chem_comp_info.input_from                                         PDB_chemical_components_definition_file
_gphl_chem_comp_info.input_data                                         https://www.ebi.ac.uk/pdbe/static/files/pdbechem_v2/M5O.cif
_gphl_chem_comp_info.input_inchi                                        InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m1/s1
_gphl_chem_comp_info.input_inchikey                                     PFTAWBLQPZVEMU-HIFRSBDPSA-N
_gphl_chem_comp_info.input_inchi_match                                  y
_gphl_chem_comp_info.rdkit_sanitization_problem                         .
_gphl_chem_comp_info.partial_charges_source                             "RDKit Gasteiger"
_gphl_chem_comp_info.force_field                                        MMFF94s
_gphl_chem_comp_info.initial_energy                                     74.72502
_gphl_chem_comp_info.final_energy                                       43.57174
_gphl_chem_comp_info.mogul_version                                      2024.3.0
_gphl_chem_comp_info.mogul_data_libraries                               as545be_ASER
_gphl_chem_comp_info.csd_version                                        545
_gphl_chem_comp_info.csd_python_api                                     3.3.0
_gphl_chem_comp_info.coordinates_source                                 "gelly from MMFF94s_optimised"
_gphl_chem_comp_info.geometry_optimize_program                          gelly
_gphl_chem_comp_info.geometry_optimize_steps                            242
_gphl_chem_comp_info.geometry_optimize_initial_function                 291.969
_gphl_chem_comp_info.geometry_optimize_final_function                   106.602
_gphl_chem_comp_info.geometry_optimize_initial_rms_gradient             702.039
_gphl_chem_comp_info.geometry_optimize_final_rms_gradient               0.0375567
_gphl_chem_comp_info.geometry_optimize_initial_rms_bond_deviation       0.0105371
_gphl_chem_comp_info.geometry_optimize_final_rms_bond_deviation         0.00266258
_gphl_chem_comp_info.elapsed_seconds                                    5

#
loop_
_gphl_chem_comp_database.comp_id        
_gphl_chem_comp_database.id             
_gphl_chem_comp_database.database       
_gphl_chem_comp_database.url            
_gphl_chem_comp_database.details        
M5O M5O PDB                                   https://www.rcsb.org/ligand/M5O "RCSB PDB"
M5O M5O PDB https://www.ebi.ac.uk/pdbe-srv/pdbechem/chemicalCompound/show/M5O       PDBe
#
loop_
_gphl_check_inchikey_pdb_ccd.comp_id       
_gphl_check_inchikey_pdb_ccd.text          
_gphl_check_inchikey_pdb_ccd.ordinal       
M5O                                                                                "CHECK: Exact match to PDB chemical component(s):" 1
M5O 'CHECK:   M5O https://www.rcsb.org/ligand/M5O "(2~{S},3~{R})-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2~{H}-chromene-3,5,7-triol"' 2
M5O                                                                   "For help on checks against known PDB components, , see:  ...." 3
M5O                                                                 "---- https://gphl.gitlab.io/grade2_docs/faqs.html#checkpdbmatch" 4
#
loop_
_pdbe_chem_comp_atom_depiction.comp_id             
_pdbe_chem_comp_atom_depiction.atom_id             
_pdbe_chem_comp_atom_depiction.element             
_pdbe_chem_comp_atom_depiction.model_Cartn_x       
_pdbe_chem_comp_atom_depiction.model_Cartn_y       
_pdbe_chem_comp_atom_depiction.pdbx_ordinal        
M5O OAB O  3.807 -0.442  1
M5O CAT C  5.103  0.313  2
M5O CAK C  5.103  1.876  3
M5O CAY C  6.463  2.646  4
M5O OAG O  6.480  4.146  5
M5O CBD C  7.803  1.844  6
M5O CAP C  9.102  2.594  7
M5O CAN C  6.463 -0.458  8
M5O CBC C  7.803  0.344  9
M5O OAR O  9.102 -0.406 10
M5O CBF C 10.402  0.344 11
M5O CBE C 10.402  1.844 12
M5O OAQ O 11.700  2.594 13
M5O CBA C 11.700 -0.406 14
M5O CAO C 11.700 -1.906 15
M5O CAV C 12.999 -2.656 16
M5O OAD O 12.999 -4.156 17
M5O CAU C 14.298 -1.906 18
M5O OAC O 15.598 -2.656 19
M5O CAI C 14.298 -0.406 20
M5O CAJ C 12.999  0.344 21
#