data_BH4
# 
_chem_comp.id                                    BH4 
_chem_comp.name                                  
;(6R,1'R,2'S)-5,6,7,8 TETRAHYDROBIOPTERIN
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H15 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                   OBS 
_chem_comp.pdbx_replaced_by                      H4B 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        241.247 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BH4 
_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        1D1W 
_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 
BH4 N1   N1   N 0 1 Y N N 2.769 6.755  56.310 -1.207 0.564  -2.216 N1   BH4 1  
BH4 C2   C2   C 0 1 Y N N 2.191 6.868  57.529 -0.213 0.636  -3.075 C2   BH4 2  
BH4 N8   N8   N 0 1 N N N 3.225 5.576  54.337 -2.112 -0.125 -0.142 N8   BH4 3  
BH4 C7   C7   C 0 1 N N N 3.110 4.409  53.468 -2.061 -1.113 0.944  C7   BH4 4  
BH4 C6   C6   C 0 1 N N R 2.810 3.114  54.211 -0.662 -1.066 1.575  C6   BH4 5  
BH4 N5   N5   N 0 1 N N N 1.690 3.352  55.231 0.326  -1.306 0.512  N5   BH4 6  
BH4 C4   C4   C 0 1 Y N N 1.227 4.625  57.275 1.211  -0.562 -1.641 C4   BH4 7  
BH4 N3   N3   N 0 1 Y N N 1.447 5.825  57.979 1.000  0.082  -2.809 N3   BH4 8  
BH4 C10  C10  C 0 1 Y N N 2.629 5.621  55.530 -1.059 -0.059 -1.041 C10  BH4 9  
BH4 C9   C9   C 0 1 Y N N 1.867 4.576  56.020 0.158  -0.642 -0.723 C9   BH4 10 
BH4 C17  C17  C 0 1 N N N 2.962 0.310  51.550 1.217  1.728  3.441  C17  BH4 11 
BH4 O16  O16  O 0 1 N N N 4.575 1.396  52.930 1.951  0.119  1.793  O16  BH4 12 
BH4 C15  C15  C 0 1 N N S 3.346 1.575  52.234 0.978  0.353  2.814  C15  BH4 13 
BH4 N11  N11  N 0 1 N N N 2.318 7.937  58.286 -0.406 1.285  -4.269 N11  BH4 14 
BH4 O12  O12  O 0 1 N N N 0.533 3.749  57.789 2.297  -1.064 -1.392 O12  BH4 15 
BH4 C13  C13  C 0 1 N N R 2.332 1.948  53.334 -0.423 0.308  2.202  C13  BH4 16 
BH4 O14  O14  O 0 1 N N N 1.073 2.172  52.714 -1.396 0.542  3.223  O14  BH4 17 
BH4 HN8  HN8  H 0 1 N N N 2.924 6.393  53.805 -2.872 0.471  -0.229 HN8  BH4 18 
BH4 H71  1H7  H 0 1 N N N 2.352 4.587  52.669 -2.251 -2.109 0.545  H71  BH4 19 
BH4 H72  2H7  H 0 1 N N N 4.023 4.297  52.838 -2.811 -0.870 1.697  H72  BH4 20 
BH4 H6   H6   H 0 1 N N N 3.787 2.829  54.666 -0.576 -1.839 2.339  H6   BH4 21 
BH4 HN5  HN5  H 0 1 N N N 1.579 2.542  55.841 1.074  -1.907 0.655  HN5  BH4 22 
BH4 HN3  HN3  H 0 1 N N N 1.028 5.950  58.900 1.717  0.151  -3.460 HN3  BH4 23 
BH4 H171 1H17 H 0 0 N N N 1.999 0.450  51.004 2.216  1.760  3.876  H171 BH4 24 
BH4 H172 2H17 H 0 0 N N N 3.770 -0.066 50.881 1.130  2.497  2.673  H172 BH4 25 
BH4 H173 3H17 H 0 0 N N N 2.921 -0.551 52.256 0.475  1.906  4.219  H173 BH4 26 
BH4 H16  H16  H 0 1 N N N 4.820 2.203  53.366 1.840  0.820  1.136  H16  BH4 27 
BH4 H15  H15  H 0 1 N N N 3.401 2.357  51.441 1.065  -0.415 3.581  H15  BH4 28 
BH4 H111 1H11 H 0 0 N N N 1.882 8.022  59.204 -1.267 1.683  -4.471 H111 BH4 29 
BH4 H112 2H11 H 0 0 N N N 2.021 8.740  57.731 0.318  1.345  -4.911 H112 BH4 30 
BH4 H13  H13  H 0 1 N N N 2.228 1.105  54.056 -0.509 1.077  1.435  H13  BH4 31 
BH4 H14  H14  H 0 1 N N N 0.777 1.450  52.171 -1.285 -0.158 3.880  H14  BH4 32 
# 
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 
BH4 N1  C2   DOUB Y N 1  
BH4 N1  C10  SING Y N 2  
BH4 C2  N3   SING Y N 3  
BH4 C2  N11  SING N N 4  
BH4 N8  C7   SING N N 5  
BH4 N8  C10  SING N N 6  
BH4 N8  HN8  SING N N 7  
BH4 C7  C6   SING N N 8  
BH4 C7  H71  SING N N 9  
BH4 C7  H72  SING N N 10 
BH4 C6  N5   SING N N 11 
BH4 C6  C13  SING N N 12 
BH4 C6  H6   SING N N 13 
BH4 N5  C9   SING N N 14 
BH4 N5  HN5  SING N N 15 
BH4 C4  N3   SING Y N 16 
BH4 C4  C9   SING Y N 17 
BH4 C4  O12  DOUB N N 18 
BH4 N3  HN3  SING N N 19 
BH4 C10 C9   DOUB Y N 20 
BH4 C17 C15  SING N N 21 
BH4 C17 H171 SING N N 22 
BH4 C17 H172 SING N N 23 
BH4 C17 H173 SING N N 24 
BH4 O16 C15  SING N N 25 
BH4 O16 H16  SING N N 26 
BH4 C15 C13  SING N N 27 
BH4 C15 H15  SING N N 28 
BH4 N11 H111 SING N N 29 
BH4 N11 H112 SING N N 30 
BH4 C13 O14  SING N N 31 
BH4 C13 H13  SING N N 32 
BH4 O14 H14  SING N N 33 
# 
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 
BH4 SMILES           ACDLabs              10.04 O=C1C=2NC(CNC=2N=C(N1)N)C(O)C(O)C                                                                                                            
BH4 InChI            InChI                1.02b InChI=1/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1/f/h11,14H,10H2 
BH4 InChIKey         InChI                1.02b FNKQXYHWGSIFBK-OAVKMHILDB                                                                                                                    
BH4 SMILES_CANONICAL CACTVS               3.341 C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)NC(=N2)N                                                                                               
BH4 SMILES           CACTVS               3.341 C[CH](O)[CH](O)[CH]1CNC2=C(N1)C(=O)NC(=N2)N                                                                                                  
BH4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]([C@@H]([C@H]1CNC2=C(N1)C(=O)NC(=N2)N)O)O                                                                                             
BH4 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C1CNC2=C(N1)C(=O)NC(=N2)N)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 
BH4 "SYSTEMATIC NAME" ACDLabs              10.04 (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydropteridin-4(3H)-one 
BH4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-3H-pteridin-4-one 
# 
