data_CSH
# 
_chem_comp.id                                    CSH 
_chem_comp.name                                  "[2-(2-HYDROXY-1-METHYL-ETHYL)-4-(1H-IMIDAZOL-4-YLMETHYL)-5-OXO-IMIDAZOLIDIN-1-YL]-ACETIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C11 H17 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               "SER, HIS, GLY" 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        283.284 
_chem_comp.one_letter_code                       SHG 
_chem_comp.three_letter_code                     CSH 
_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        2EMD 
_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 
CSH C1   C1   C 0 1 N N S 13.677 63.810 76.928 0.861  -0.625 -0.465 C1   CSH 1  
CSH N2   N2   N 0 1 N N N 13.743 64.288 75.699 -0.605 -0.490 -0.307 N2   CSH 2  
CSH CA2  CA2  C 0 1 N N S 12.639 65.140 75.616 -0.791 0.968  -0.114 CA2  CSH 3  
CSH C2   C2   C 0 1 N N N 11.908 65.126 76.900 0.518  1.449  0.474  C2   CSH 4  
CSH O2   O2   O 0 1 N N N 10.843 65.628 77.248 0.694  2.507  1.041  O2   CSH 5  
CSH N3   N3   N 0 1 N N N 12.604 64.280 77.656 1.456  0.504  0.262  N3   CSH 6  
CSH CA3  CA3  C 0 1 N N N 12.143 63.754 78.950 2.854  0.590  0.691  CA3  CSH 7  
CSH C3   C3   C 0 1 N N N 12.582 64.607 80.132 3.675  1.234  -0.397 C3   CSH 8  
CSH O3   O3   O 0 1 N N N 11.947 64.632 81.175 3.146  1.585  -1.425 O3   CSH 9  
CSH OXT  OXT  O 0 1 N Y N 13.543 65.478 79.899 4.993  1.417  -0.223 OXT  CSH 10 
CSH CA1  CA1  C 0 1 N N R 14.707 62.816 77.436 1.336  -1.948 0.139  CA1  CSH 11 
CSH N1   N1   N 0 1 N N N 14.206 61.466 77.346 0.866  -2.049 1.527  N1   CSH 12 
CSH CB1  CB1  C 0 1 N N N 15.990 62.937 76.596 0.771  -3.112 -0.677 CB1  CSH 13 
CSH OG2  OG2  O 0 1 N N N 16.605 64.199 76.816 1.307  -4.343 -0.185 OG2  CSH 14 
CSH CB2  CB2  C 0 1 N N N 12.205 65.829 74.557 -1.941 1.235  0.859  CB2  CSH 15 
CSH CG   CG   C 0 1 Y N N 12.735 65.858 73.198 -3.234 0.757  0.250  CG   CSH 16 
CSH ND1  ND1  N 0 1 Y N N 13.827 65.137 72.775 -3.726 1.122  -0.943 ND1  CSH 17 
CSH CD2  CD2  C 0 1 Y N N 12.269 66.509 72.100 -4.095 -0.117 0.806  CD2  CSH 18 
CSH CE1  CE1  C 0 1 Y N N 14.010 65.329 71.480 -4.862 0.511  -1.145 CE1  CSH 19 
CSH NE2  NE2  N 0 1 Y N N 13.080 66.160 71.048 -5.129 -0.271 -0.078 NE2  CSH 20 
CSH H1   H1   H 0 1 N N N 14.239 63.265 77.701 1.130  -0.575 -1.520 H1   CSH 21 
CSH HN2  HN2  H 0 1 N N N 14.599 64.782 75.544 -1.089 -0.810 -1.132 HN2  CSH 22 
CSH HA2  HA2  H 0 1 N N N 12.825 65.798 74.754 -0.979 1.457  -1.070 HA2  CSH 23 
CSH HA31 HA31 H 0 0 N N N 11.044 63.722 78.937 2.919  1.189  1.599  HA31 CSH 24 
CSH HA32 HA32 H 0 0 N N N 12.589 62.757 79.079 3.235  -0.412 0.889  HA32 CSH 25 
CSH HXT  HXT  H 0 1 N Y N 13.625 66.066 80.641 5.477  1.834  -0.949 HXT  CSH 26 
CSH HA1  HA1  H 0 1 N N N 14.921 63.043 78.491 2.425  -1.986 0.121  HA1  CSH 27 
CSH HN11 HN11 H 0 0 N N N 14.090 61.216 76.385 -0.142 -2.017 1.571  HN11 CSH 28 
CSH HN12 HN12 H 0 0 N N N 14.856 60.840 77.777 1.220  -2.884 1.969  HN12 CSH 29 
CSH HB11 HB11 H 0 0 N N N 16.689 62.138 76.886 -0.315 -3.127 -0.586 HB11 CSH 30 
CSH HB12 HB12 H 0 0 N N N 15.731 62.845 75.531 1.046  -2.989 -1.724 HB12 CSH 31 
CSH HOG  HOG  H 0 1 N N N 16.742 64.327 77.747 0.992  -5.126 -0.657 HOG  CSH 32 
CSH HB21 HB21 H 0 0 N N N 11.176 65.466 74.421 -1.760 0.702  1.792  HB21 CSH 33 
CSH HB22 HB22 H 0 0 N N N 12.507 66.837 74.877 -2.008 2.304  1.058  HB22 CSH 34 
CSH HD2  HD2  H 0 1 N N N 11.420 67.176 72.062 -3.990 -0.603 1.765  HD2  CSH 35 
CSH HE1  HE1  H 0 1 N N N 14.788 64.882 70.878 -5.484 0.613  -2.023 HE1  CSH 36 
CSH HE2  HE2  H 0 1 N N N 12.982 66.483 70.107 -5.907 -0.839 0.040  HE2  CSH 37 
# 
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 
CSH C1  N2   SING N N 1  
CSH C1  N3   SING N N 2  
CSH C1  CA1  SING N N 3  
CSH C1  H1   SING N N 4  
CSH N2  CA2  SING N N 5  
CSH N2  HN2  SING N N 6  
CSH CA2 C2   SING N N 7  
CSH CA2 CB2  SING N N 8  
CSH CA2 HA2  SING N N 9  
CSH C2  O2   DOUB N N 10 
CSH C2  N3   SING N N 11 
CSH N3  CA3  SING N N 12 
CSH CA3 C3   SING N N 13 
CSH CA3 HA31 SING N N 14 
CSH CA3 HA32 SING N N 15 
CSH C3  O3   DOUB N N 16 
CSH C3  OXT  SING N N 17 
CSH OXT HXT  SING N N 18 
CSH CA1 N1   SING N N 19 
CSH CA1 CB1  SING N N 20 
CSH CA1 HA1  SING N N 21 
CSH N1  HN11 SING N N 22 
CSH N1  HN12 SING N N 23 
CSH CB1 OG2  SING N N 24 
CSH CB1 HB11 SING N N 25 
CSH CB1 HB12 SING N N 26 
CSH OG2 HOG  SING N N 27 
CSH CB2 CG   SING N N 28 
CSH CB2 HB21 SING N N 29 
CSH CB2 HB22 SING N N 30 
CSH CG  ND1  SING Y N 31 
CSH CG  CD2  DOUB Y N 32 
CSH ND1 CE1  DOUB Y N 33 
CSH CD2 NE2  SING Y N 34 
CSH CD2 HD2  SING N N 35 
CSH CE1 NE2  SING Y N 36 
CSH CE1 HE1  SING N N 37 
CSH NE2 HE2  SING N N 38 
# 
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 
CSH SMILES           ACDLabs              10.04 "O=C1N(CC(=O)O)C(NC1Cc2ncnc2)C(N)CO"                                                                                                                      
CSH InChI            InChI                1.02b "InChI=1/C11H17N5O4/c12-7(4-17)10-15-8(1-6-2-13-5-14-6)11(20)16(10)3-9(18)19/h2,5,7-8,10,15,17H,1,3-4,12H2,(H,13,14)(H,18,19)/t7-,8-,10-/m0/s1/f/h13,18H" 
CSH InChIKey         InChI                1.02b QHHYSJJZGWVBMV-BMQDLHGUDG                                                                                                                                 
CSH SMILES_CANONICAL CACTVS               3.341 "N[C@@H](CO)[C@H]1N[C@@H](Cc2c[nH]cn2)C(=O)N1CC(O)=O"                                                                                                     
CSH SMILES           CACTVS               3.341 "N[CH](CO)[CH]1N[CH](Cc2c[nH]cn2)C(=O)N1CC(O)=O"                                                                                                          
CSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(nc[nH]1)CC2C(=O)N(C(N2)[C@H](CO)N)CC(=O)O"                                                                                                           
CSH SMILES           "OpenEye OEToolkits" 1.5.0 "c1c(nc[nH]1)CC2C(=O)N(C(N2)C(CO)N)CC(=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 
CSH "SYSTEMATIC NAME" ACDLabs              10.04 "[(2S,4S)-2-[(1R)-1-amino-2-hydroxyethyl]-4-(1H-imidazol-4-ylmethyl)-5-oxoimidazolidin-1-yl]acetic acid" 
CSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(1R)-1-amino-2-hydroxy-ethyl]-4-(1H-imidazol-4-ylmethyl)-5-oxo-imidazolidin-1-yl]ethanoic acid"   
# 
