data_2IN
# 
_chem_comp.id                                    2IN 
_chem_comp.name                                  N-(BENZYLSULFONYL)SERYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}GLYCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-02-18 
_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                        447.508 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2IN 
_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        1SC8 
_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 
2IN N4   N4   N 0 1 N N N 33.255 2.967  27.908 1.862  1.322  10.240  N4   2IN 1  
2IN N5   N5   N 0 1 N N N 34.309 4.725  27.094 -0.416 0.998  10.542  N5   2IN 2  
2IN C18  C18  C 0 1 N N N 33.179 4.280  27.650 0.639  0.875  9.790   C18  2IN 3  
2IN C14  C14  C 0 1 Y N N 32.072 5.103  27.912 0.525  0.254  8.450   C14  2IN 4  
2IN C13  C13  C 0 1 Y N N 31.961 6.491  27.434 -0.711 -0.198 7.992   C13  2IN 5  
2IN C12  C12  C 0 1 Y N N 30.770 7.271  27.659 -0.811 -0.776 6.742   C12  2IN 6  
2IN C17  C17  C 0 1 Y N N 29.697 6.686  28.456 0.311  -0.906 5.945   C17  2IN 7  
2IN C16  C16  C 0 1 Y N N 29.775 5.332  28.956 1.541  -0.457 6.395   C16  2IN 8  
2IN C15  C15  C 0 1 Y N N 30.950 4.565  28.692 1.652  0.126  7.640   C15  2IN 9  
2IN C11  C11  C 0 1 N N N 28.426 7.365  28.868 0.195  -1.538 4.582   C11  2IN 10 
2IN N3   N3   N 0 1 N N N 28.448 8.274  29.930 -0.091 -0.502 3.587   N3   2IN 11 
2IN C10  C10  C 0 1 N N N 28.768 9.603  29.783 -0.237 -0.837 2.289   C10  2IN 12 
2IN O5   O5   O 0 1 N N N 29.005 10.213 28.745 -0.132 -1.995 1.946   O5   2IN 13 
2IN C8   C8   C 0 1 N N N 28.834 10.383 31.094 -0.533 0.228  1.265   C8   2IN 14 
2IN N2   N2   N 0 1 N N N 30.040 11.174 31.028 -0.646 -0.386 -0.059  N2   2IN 15 
2IN C7   C7   C 0 1 N N N 31.366 10.802 31.011 -0.909 0.379  -1.137  C7   2IN 16 
2IN O4   O4   O 0 1 N N N 31.789 9.678  31.116 -1.052 1.576  -1.009  O4   2IN 17 
2IN C5   C5   C 0 1 N N R 32.362 11.935 30.830 -1.025 -0.252 -2.500  C5   2IN 18 
2IN C6   C6   C 0 1 N N N 33.123 12.324 32.120 -2.158 -1.280 -2.491  C6   2IN 19 
2IN O3   O3   O 0 1 N N N 32.487 12.393 33.369 -3.387 -0.630 -2.161  O3   2IN 20 
2IN N1   N1   N 0 1 N N N 33.500 11.671 29.987 -1.312 0.782  -3.495  N1   2IN 21 
2IN S1   S1   S 0 1 N N N 33.313 12.027 28.408 -0.265 1.034  -4.754  S1   2IN 22 
2IN O2   O2   O 0 1 N N N 32.900 13.383 28.215 -0.930 2.028  -5.522  O2   2IN 23 
2IN O1   O1   O 0 1 N N N 34.639 11.651 27.919 0.966  1.289  -4.093  O1   2IN 24 
2IN C1   C1   C 0 1 N N N 32.197 10.965 27.493 -0.248 -0.567 -5.604  C1   2IN 25 
2IN C4   C4   C 0 1 Y N N 31.821 11.181 26.066 0.675  -0.495 -6.792  C4   2IN 26 
2IN C3   C3   C 0 1 Y N N 30.831 12.215 25.754 0.185  -0.113 -8.027  C3   2IN 27 
2IN C2   C2   C 0 1 Y N N 30.457 12.466 24.357 1.033  -0.042 -9.116  C2   2IN 28 
2IN C21  C21  C 0 1 Y N N 31.040 11.662 23.275 2.370  -0.364 -8.973  C21  2IN 29 
2IN C20  C20  C 0 1 Y N N 32.048 10.628 23.587 2.859  -0.752 -7.740  C20  2IN 30 
2IN C19  C19  C 0 1 Y N N 32.416 10.385 24.988 2.011  -0.818 -6.649  C19  2IN 31 
2IN HN41 1HN4 H 0 0 N N N 34.069 2.743  28.480 1.936  1.729  11.118  HN41 2IN 32 
2IN HN42 2HN4 H 0 0 N N N 32.392 2.627  28.333 2.649  1.227  9.681   HN42 2IN 33 
2IN HN5  HN5  H 0 1 N N N 35.035 4.148  27.519 -1.277 0.683  10.226  HN5  2IN 34 
2IN H13  H13  H 0 1 N N N 32.797 6.962  26.890 -1.589 -0.098 8.613   H13  2IN 35 
2IN H12  H12  H 0 1 N N N 30.682 8.285  27.234 -1.768 -1.127 6.386   H12  2IN 36 
2IN H16  H16  H 0 1 N N N 28.946 4.889  29.533 2.414  -0.561 5.768   H16  2IN 37 
2IN H15  H15  H 0 1 N N N 30.992 3.540  29.097 2.612  0.476  7.989   H15  2IN 38 
2IN H111 1H11 H 0 0 N N N 27.658 6.585  29.082 1.133  -2.033 4.331   H111 2IN 39 
2IN H112 2H11 H 0 0 N N N 27.985 7.869  27.976 -0.611 -2.269 4.589   H112 2IN 40 
2IN HN3  HN3  H 0 1 N N N 28.217 7.948  30.868 -0.176 0.424  3.861   HN3  2IN 41 
2IN H81  1H8  H 0 1 N N N 28.776 9.735  32.000 -1.470 0.724  1.517   H81  2IN 42 
2IN H82  2H8  H 0 1 N N N 27.918 10.985 31.299 0.274  0.960  1.259   H82  2IN 43 
2IN HN2  HN2  H 0 1 N N N 29.935 12.188 30.985 -0.531 -1.344 -0.161  HN2  2IN 44 
2IN H5   H5   H 0 1 N N N 31.659 12.696 30.417 -0.087 -0.748 -2.751  H5   2IN 45 
2IN H61  1H6  H 0 1 N N N 33.620 13.305 31.938 -2.242 -1.737 -3.477  H61  2IN 46 
2IN H62  2H6  H 0 1 N N N 33.994 11.636 32.221 -1.945 -2.050 -1.750  H62  2IN 47 
2IN HO3  HO3  H 0 1 N N N 32.954 12.632 34.161 -4.074 -1.311 -2.166  HO3  2IN 48 
2IN HN1  HN1  H 0 1 N N N 33.791 10.699 30.091 -2.115 1.321  -3.417  HN1  2IN 49 
2IN H11  1H1  H 0 1 N N N 31.248 10.908 28.076 0.101  -1.339 -4.918  H11  2IN 50 
2IN H12A 2H1  H 0 0 N N N 32.595 9.927  27.573 -1.256 -0.810 -5.941  H12A 2IN 51 
2IN H3   H3   H 0 1 N N N 30.370 12.801 26.567 -0.859 0.138  -8.139  H3   2IN 52 
2IN H2   H2   H 0 1 N N N 29.733 13.264 24.119 0.651  0.260  -10.080 H2   2IN 53 
2IN H21  H21  H 0 1 N N N 30.722 11.834 22.233 3.032  -0.312 -9.824  H21  2IN 54 
2IN H20  H20  H 0 1 N N N 32.522 10.043 22.781 3.903  -1.003 -7.628  H20  2IN 55 
2IN H19  H19  H 0 1 N N N 33.147 9.596  25.233 2.394  -1.121 -5.686  H19  2IN 56 
# 
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 
2IN N4  C18  SING N N 1  
2IN N4  HN41 SING N N 2  
2IN N4  HN42 SING N N 3  
2IN N5  C18  DOUB N N 4  
2IN N5  HN5  SING N N 5  
2IN C18 C14  SING N N 6  
2IN C14 C13  DOUB Y N 7  
2IN C14 C15  SING Y N 8  
2IN C13 C12  SING Y N 9  
2IN C13 H13  SING N N 10 
2IN C12 C17  DOUB Y N 11 
2IN C12 H12  SING N N 12 
2IN C17 C16  SING Y N 13 
2IN C17 C11  SING N N 14 
2IN C16 C15  DOUB Y N 15 
2IN C16 H16  SING N N 16 
2IN C15 H15  SING N N 17 
2IN C11 N3   SING N N 18 
2IN C11 H111 SING N N 19 
2IN C11 H112 SING N N 20 
2IN N3  C10  SING N N 21 
2IN N3  HN3  SING N N 22 
2IN C10 O5   DOUB N N 23 
2IN C10 C8   SING N N 24 
2IN C8  N2   SING N N 25 
2IN C8  H81  SING N N 26 
2IN C8  H82  SING N N 27 
2IN N2  C7   SING N N 28 
2IN N2  HN2  SING N N 29 
2IN C7  O4   DOUB N N 30 
2IN C7  C5   SING N N 31 
2IN C5  C6   SING N N 32 
2IN C5  N1   SING N N 33 
2IN C5  H5   SING N N 34 
2IN C6  O3   SING N N 35 
2IN C6  H61  SING N N 36 
2IN C6  H62  SING N N 37 
2IN O3  HO3  SING N N 38 
2IN N1  S1   SING N N 39 
2IN N1  HN1  SING N N 40 
2IN S1  O2   DOUB N N 41 
2IN S1  O1   DOUB N N 42 
2IN S1  C1   SING N N 43 
2IN C1  C4   SING N N 44 
2IN C1  H11  SING N N 45 
2IN C1  H12A SING N N 46 
2IN C4  C3   DOUB Y N 47 
2IN C4  C19  SING Y N 48 
2IN C3  C2   SING Y N 49 
2IN C3  H3   SING N N 50 
2IN C2  C21  DOUB Y N 51 
2IN C2  H2   SING N N 52 
2IN C21 C20  SING Y N 53 
2IN C21 H21  SING N N 54 
2IN C20 C19  DOUB Y N 55 
2IN C20 H20  SING N N 56 
2IN C19 H19  SING N N 57 
# 
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 
2IN SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)NCC(=O)NCc1ccc(C(=[N@H])N)cc1)CO)Cc2ccccc2                                                                                                                                              
2IN InChI            InChI                1.02b InChI=1/C20H25N5O5S/c21-19(22)16-8-6-14(7-9-16)10-23-18(27)11-24-20(28)17(12-26)25-31(29,30)13-15-4-2-1-3-5-15/h1-9,17,25-26H,10-13H2,(H3,21,22)(H,23,27)(H,24,28)/t17-/m1/s1/f/h21,23-24H,22H2/b21-19- 
2IN InChIKey         InChI                1.02b MIDRZAUOYQDRRT-YYGRBJMXDN                                                                                                                                                                               
2IN SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)CNC(=O)[C@@H](CO)N[S](=O)(=O)Cc2ccccc2)cc1                                                                                                                                           
2IN SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)CNC(=O)[CH](CO)N[S](=O)(=O)Cc2ccccc2)cc1                                                                                                                                             
2IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)N[C@H](CO)C(=O)NCC(=O)NCc2ccc(cc2)C(=N)N                                                                                                                                            
2IN SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)NC(CO)C(=O)NCC(=O)NCc2ccc(cc2)C(=N)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 
2IN "SYSTEMATIC NAME" ACDLabs              10.04 N-(benzylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)glycinamide                                                
2IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-3-hydroxy-2-(phenylmethylsulfonylamino)propanamide 
# 
