data_GIS
# 
_chem_comp.id                                    GIS 
_chem_comp.name                                  ETHYL-(2-CARBOXY-4-GUANIDINIUM-PHENYL)-CHLOROACETATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H14 Cl N3 O4" 
_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                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        299.710 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GIS 
_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        8EST 
_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 
GIS C1   C1   C  0 1 N N N -6.656  22.488 38.610 -1.775 0.748  0.057  C1   GIS 1  
GIS O1   O1   O  0 1 N N N -5.705  22.322 39.394 -1.794 0.976  1.250  O1   GIS 2  
GIS OXT  OXT  O  0 1 N Y N -7.478  23.574 38.672 -2.897 0.897  -0.674 OXT  GIS 3  
GIS C2   C2   C  0 1 Y N N -6.912  21.556 37.613 -0.524 0.306  -0.590 C2   GIS 4  
GIS C3   C3   C  0 1 Y N N -5.829  20.992 36.993 -0.527 -0.076 -1.932 C3   GIS 5  
GIS C4   C4   C  0 1 Y N N -6.024  20.102 35.918 0.650  -0.490 -2.533 C4   GIS 6  
GIS C6   C6   C  0 1 Y N N -7.324  19.716 35.572 1.832  -0.517 -1.801 C6   GIS 7  
GIS C7   C7   C  0 1 Y N N -8.437  20.266 36.253 1.837  -0.133 -0.473 C7   GIS 8  
GIS C8   C8   C  0 1 Y N N -8.225  21.201 37.252 0.669  0.280  0.134  C8   GIS 9  
GIS C9   C9   C  0 1 N N S -9.456  21.724 37.950 0.680  0.698  1.582  C9   GIS 10 
GIS C10  C10  C  0 1 N N N -9.995  23.015 37.358 0.230  -0.454 2.441  C10  GIS 11 
GIS O2   O2   O  0 1 N N N -9.574  23.400 36.255 0.443  -1.590 2.088  O2   GIS 12 
GIS O3   O3   O  0 1 N N N -10.746 23.745 38.196 -0.406 -0.219 3.599  O3   GIS 13 
GIS C11  C11  C  0 1 N N N -11.271 24.987 37.722 -0.839 -1.331 4.428  C11  GIS 14 
GIS C12  C12  C  0 1 N N N -11.442 25.922 38.895 -1.533 -0.793 5.681  C12  GIS 15 
GIS N1   N1   N  0 1 N N N -4.937  19.606 35.207 0.651  -0.881 -3.876 N1   GIS 16 
GIS C5   C5   C  0 1 N N N -3.932  20.438 34.786 -0.197 -0.270 -4.771 C5   GIS 17 
GIS N2   N2   N  0 1 N N N -2.820  19.961 34.156 -0.925 0.742  -4.392 N2   GIS 18 
GIS N3   N3   N  0 1 N N N -4.244  21.734 34.520 -0.278 -0.729 -6.065 N3   GIS 19 
GIS CL   CL   CL 0 0 N N N -10.750 20.606 38.205 2.351  1.185  2.054  CL   GIS 20 
GIS HXT  HXT  H  0 1 N N N -8.204  23.700 38.073 -3.716 1.186  -0.250 HXT  GIS 21 
GIS H3   H3   H  0 1 N N N -4.818  21.249 37.352 -1.446 -0.055 -2.499 H3   GIS 22 
GIS H6   H6   H  0 1 N N N -7.471  18.979 34.764 2.749  -0.840 -2.271 H6   GIS 23 
GIS H7   H7   H  0 1 N N N -9.469  19.966 36.005 2.758  -0.156 0.090  H7   GIS 24 
GIS H9   H9   H  0 1 N N N -9.042  21.930 38.964 0.003  1.541  1.722  H9   GIS 25 
GIS H111 1H11 H  0 0 N N N -10.648 25.430 36.910 0.026  -1.926 4.719  H111 GIS 26 
GIS H112 2H11 H  0 0 N N N -12.213 24.856 37.140 -1.535 -1.953 3.866  H112 GIS 27 
GIS H121 1H12 H  0 0 N N N -11.851 26.890 38.525 -1.858 -1.627 6.302  H121 GIS 28 
GIS H122 2H12 H  0 0 N N N -12.064 25.478 39.706 -0.836 -0.170 6.243  H122 GIS 29 
GIS H123 3H12 H  0 0 N N N -10.499 26.052 39.476 -2.398 -0.198 5.389  H123 GIS 30 
GIS HN1  HN1  H  0 1 N N N -5.292  19.101 34.394 1.250  -1.583 -4.177 HN1  GIS 31 
GIS HN2  HN2  H  0 1 N N N -2.713  19.062 34.627 -1.523 1.172  -5.023 HN2  GIS 32 
GIS HN31 1HN3 H  0 0 N N N -3.496  22.353 34.206 -0.876 -0.298 -6.696 HN31 GIS 33 
GIS HN32 2HN3 H  0 0 N N N -4.695  22.143 35.337 0.263  -1.482 -6.347 HN32 GIS 34 
# 
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 
GIS C1  O1   DOUB N N 1  
GIS C1  OXT  SING N N 2  
GIS C1  C2   SING N N 3  
GIS OXT HXT  SING N N 4  
GIS C2  C3   DOUB Y N 5  
GIS C2  C8   SING Y N 6  
GIS C3  C4   SING Y N 7  
GIS C3  H3   SING N N 8  
GIS C4  C6   DOUB Y N 9  
GIS C4  N1   SING N N 10 
GIS C6  C7   SING Y N 11 
GIS C6  H6   SING N N 12 
GIS C7  C8   DOUB Y N 13 
GIS C7  H7   SING N N 14 
GIS C8  C9   SING N N 15 
GIS C9  C10  SING N N 16 
GIS C9  CL   SING N N 17 
GIS C9  H9   SING N N 18 
GIS C10 O2   DOUB N N 19 
GIS C10 O3   SING N N 20 
GIS O3  C11  SING N N 21 
GIS C11 C12  SING N N 22 
GIS C11 H111 SING N N 23 
GIS C11 H112 SING N N 24 
GIS C12 H121 SING N N 25 
GIS C12 H122 SING N N 26 
GIS C12 H123 SING N N 27 
GIS N1  C5   SING N N 28 
GIS N1  HN1  SING N N 29 
GIS C5  N2   DOUB N N 30 
GIS C5  N3   SING N N 31 
GIS N2  HN2  SING N N 32 
GIS N3  HN31 SING N N 33 
GIS N3  HN32 SING N N 34 
# 
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 
GIS SMILES           ACDLabs              10.04 O=C(OCC)C(Cl)c1c(cc(NC(=[N@H])N)cc1)C(=O)O                                                                                                            
GIS InChI            InChI                1.02b InChI=1/C12H14ClN3O4/c1-2-20-11(19)9(13)7-4-3-6(16-12(14)15)5-8(7)10(17)18/h3-5,9H,2H2,1H3,(H,17,18)(H4,14,15,16)/t9-/m0/s1/f/h14,16-17H,15H2/b14-12- 
GIS InChIKey         InChI                1.02b HIYFNBISGUASFH-AMQGFPCVDX                                                                                                                             
GIS SMILES_CANONICAL CACTVS               3.341 CCOC(=O)[C@@H](Cl)c1ccc(NC(N)=N)cc1C(O)=O                                                                                                             
GIS SMILES           CACTVS               3.341 CCOC(=O)[CH](Cl)c1ccc(NC(N)=N)cc1C(O)=O                                                                                                               
GIS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)[C@H](c1ccc(cc1C(=O)O)NC(=N)N)Cl                                                                                                              
GIS SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)C(c1ccc(cc1C(=O)O)NC(=N)N)Cl                                                                                                                  
# 
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 
GIS "SYSTEMATIC NAME" ACDLabs              10.04 "5-carbamimidamido-2-[(1S)-1-chloro-2-ethoxy-2-oxoethyl]benzoic acid"  
GIS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-carbamimidamido-2-[(1S)-1-chloro-2-ethoxy-2-oxo-ethyl]benzoic acid" 
# 
