data_PSH
# 
_chem_comp.id                                    PSH 
_chem_comp.name                                  1-thiophosphono-L-histidine 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C6 H10 N3 O4 P S" 
_chem_comp.mon_nstd_parent_comp_id               HIS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-28 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        251.200 
_chem_comp.one_letter_code                       H 
_chem_comp.three_letter_code                     PSH 
_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        2R7C 
_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 
PSH N   N   N 0 1 N N N -17.262 32.887 20.981 -2.883 1.560  -0.446 N   PSH 1  
PSH CA  CA  C 0 1 N N S -18.332 32.312 20.165 -3.178 0.124  -0.347 CA  PSH 2  
PSH CB  CB  C 0 1 N N N -19.612 33.141 20.305 -2.171 -0.540 0.595  CB  PSH 3  
PSH CG  CG  C 0 1 Y N N -19.355 34.606 19.864 -0.791 -0.457 -0.005 CG  PSH 4  
PSH CD2 CD2 C 0 1 Y N N -19.287 35.157 18.626 0.299  0.064  0.588  CD2 PSH 5  
PSH ND1 ND1 N 0 1 Y N N -19.122 35.633 20.756 -0.433 -0.893 -1.222 ND1 PSH 6  
PSH CE1 CE1 C 0 1 Y N N -18.920 36.754 20.079 0.837  -0.658 -1.407 CE1 PSH 7  
PSH NE2 NE2 N 0 1 Y N N -19.012 36.487 18.785 1.332  -0.061 -0.301 NE2 PSH 8  
PSH C   C   C 0 1 N N N -17.881 32.285 18.703 -4.572 -0.066 0.192  C   PSH 9  
PSH O   O   O 0 1 N N N -16.860 32.853 18.357 -5.114 0.829  0.797  O   PSH 10 
PSH P   P   P 0 1 N N R -18.685 38.106 17.866 2.882  0.420  -0.067 P   PSH 11 
PSH S   S   S 0 1 N N N -17.152 39.320 18.688 3.991  -1.166 0.799  S   PSH 12 
PSH O1  O1  O 0 1 N N N -20.064 38.956 17.848 2.906  1.692  0.919  O1  PSH 13 
PSH O2  O2  O 0 1 N N N -18.267 37.673 16.370 3.486  0.792  -1.366 O2  PSH 14 
PSH OXT OXT O 0 1 N Y N -18.632 31.602 17.853 -5.212 -1.230 0.001  OXT PSH 15 
PSH HN1 1HN H 0 1 N N N -16.446 33.018 20.418 -3.493 2.010  -1.112 HN1 PSH 16 
PSH HN2 2HN H 0 1 N Y N -17.559 33.769 21.347 -2.944 2.004  0.458  HN2 PSH 17 
PSH HA  HA  H 0 1 N N N -18.544 31.288 20.507 -3.105 -0.330 -1.335 HA  PSH 18 
PSH HB1 1HB H 0 1 N N N -19.936 33.131 21.356 -2.181 -0.027 1.556  HB1 PSH 19 
PSH HB2 2HB H 0 1 N N N -20.393 32.706 19.664 -2.443 -1.586 0.738  HB2 PSH 20 
PSH HD2 HD2 H 0 1 N N N -19.425 34.640 17.688 0.350  0.497  1.576  HD2 PSH 21 
PSH HE1 HE1 H 0 1 N N N -18.715 37.723 20.510 1.400  -0.903 -2.296 HE1 PSH 22 
PSH HXT HXT H 0 1 N Y N -18.245 31.641 16.986 -6.105 -1.306 0.366  HXT PSH 23 
PSH HS  HS  H 0 1 N N N -16.259 39.568 17.776 3.341  -1.395 1.954  HS  PSH 24 
PSH HO1 HO1 H 0 1 N N N -20.346 39.122 18.740 3.793  2.031  1.103  HO1 PSH 25 
# 
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 
PSH O2  P   DOUB N N 1  
PSH O1  P   SING N N 2  
PSH OXT C   SING N N 3  
PSH P   S   SING N N 4  
PSH P   NE2 SING N N 5  
PSH O   C   DOUB N N 6  
PSH CD2 NE2 SING N N 7  
PSH CD2 CG  DOUB N N 8  
PSH C   CA  SING Y N 9  
PSH NE2 CE1 SING Y N 10 
PSH CG  CB  SING Y N 11 
PSH CG  ND1 SING N N 12 
PSH CE1 ND1 DOUB Y N 13 
PSH CA  CB  SING N N 14 
PSH CA  N   SING Y N 15 
PSH N   HN1 SING N N 16 
PSH N   HN2 SING N N 17 
PSH CA  HA  SING N N 18 
PSH CB  HB1 SING N N 19 
PSH CB  HB2 SING N N 20 
PSH CD2 HD2 SING N N 21 
PSH CE1 HE1 SING N N 22 
PSH OXT HXT SING N N 23 
PSH S   HS  SING N N 24 
PSH O1  HO1 SING N N 25 
# 
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 
PSH SMILES           ACDLabs              10.04 "O=C(O)C(N)Cc1ncn(c1)P(=O)(S)O"                                                                                          
PSH InChI            InChI                1.02b "InChI=1/C6H10N3O4PS/c7-5(6(10)11)1-4-2-9(3-8-4)14(12,13)15/h2-3,5H,1,7H2,(H,10,11)(H2,12,13,15)/t5-/m0/s1/f/h10,12,15H" 
PSH InChIKey         InChI                1.02b CGXKMFUQMXYWIF-AHXGRNEWDI                                                                                                
PSH SMILES_CANONICAL CACTVS               3.341 "N[C@@H](Cc1cn(cn1)[P@@](O)(S)=O)C(O)=O"                                                                                 
PSH SMILES           CACTVS               3.341 "N[CH](Cc1cn(cn1)[P](O)(S)=O)C(O)=O"                                                                                     
PSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(ncn1[P@@](=O)(O)S)C[C@@H](C(=O)O)N"                                                                                 
PSH SMILES           "OpenEye OEToolkits" 1.5.0 "c1c(ncn1P(=O)(O)S)CC(C(=O)O)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 
PSH "SYSTEMATIC NAME" ACDLabs              10.04 1-thiophosphono-L-histidine                                                   
PSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[1-(hydroxy-sulfanyl-phosphoryl)imidazol-4-yl]propanoic acid" 
# 
