data_7IN
# 
_chem_comp.id                                    7IN 
_chem_comp.name                                  N-(BENZYLSULFONYL)SERYL-N~1~-{4-[(Z)-AMINO(IMINO)METHYL]BENZYL}SERINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-02-11 
_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                        477.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7IN 
_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        1VJA 
_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 
7IN O2   O2   O 0 1 N N N 26.620 11.501 30.333 -3.059 -0.894 1.764  O2   7IN 1  
7IN C3   C3   C 0 1 N N N 27.695 11.414 31.216 -2.379 0.361  1.726  C3   7IN 2  
7IN C4   C4   C 0 1 N N S 28.939 10.514 31.067 -0.963 0.158  1.183  C4   7IN 3  
7IN N5   N5   N 0 1 N N N 30.086 11.400 31.050 -1.034 -0.400 -0.168 N5   7IN 4  
7IN C6   C6   C 0 1 N N N 31.406 10.917 30.929 -1.082 0.421  -1.235 C6   7IN 5  
7IN C7   C7   C 0 1 N N R 32.515 11.967 30.909 -1.155 -0.153 -2.627 C7   7IN 6  
7IN N8   N8   N 0 1 N N N 33.505 11.789 29.886 -1.197 0.937  -3.604 N8   7IN 7  
7IN S9   S9   S 0 1 N N N 33.449 12.088 28.259 -0.010 1.067  -4.751 S9   7IN 8  
7IN C10  C10  C 0 1 N N N 32.099 11.139 27.520 -0.137 -0.499 -5.657 C10  7IN 9  
7IN C11  C11  C 0 1 Y N N 32.131 11.343 26.008 0.896  -0.531 -6.753 C11  7IN 10 
7IN C12  C12  C 0 1 Y N N 31.826 12.611 25.370 0.585  -0.051 -8.011 C12  7IN 11 
7IN C13  C13  C 0 1 Y N N 31.881 12.734 23.927 1.535  -0.077 -9.015 C13  7IN 12 
7IN C14  C14  C 0 1 Y N N 32.240 11.582 23.141 2.793  -0.591 -8.763 C14  7IN 13 
7IN C15  C15  C 0 1 Y N N 32.541 10.324 23.770 3.103  -1.075 -7.506 C15  7IN 14 
7IN C16  C16  C 0 1 Y N N 32.487 10.203 25.203 2.154  -1.046 -6.501 C16  7IN 15 
7IN O17  O17  O 0 1 N N N 33.163 13.488 28.153 -0.451 2.164  -5.539 O17  7IN 16 
7IN O18  O18  O 0 1 N N N 34.817 11.692 27.840 1.176  1.126  -3.971 O18  7IN 17 
7IN C19  C19  C 0 1 N N N 33.341 12.046 32.197 -2.418 -1.007 -2.760 C19  7IN 18 
7IN O20  O20  O 0 1 N N N 32.444 12.223 33.266 -3.569 -0.195 -2.519 O20  7IN 19 
7IN O21  O21  O 0 1 N N N 31.674 9.732  30.835 -1.067 1.623  -1.076 O21  7IN 20 
7IN C22  C22  C 0 1 N N N 28.814 9.706  29.782 -0.213 -0.791 2.081  C22  7IN 21 
7IN O23  O23  O 0 1 N N N 28.994 10.247 28.711 0.219  -1.833 1.634  O23  7IN 22 
7IN N24  N24  N 0 1 N N N 28.513 8.362  29.966 -0.023 -0.484 3.379  N24  7IN 23 
7IN C25  C25  C 0 1 N N N 28.380 7.457  28.845 0.706  -1.407 4.251  C25  7IN 24 
7IN C26  C26  C 0 1 Y N N 29.651 6.694  28.484 0.779  -0.833 5.643  C26  7IN 25 
7IN C27  C27  C 0 1 Y N N 29.726 5.293  28.787 1.841  -0.021 5.998  C27  7IN 26 
7IN C28  C28  C 0 1 Y N N 30.893 4.533  28.471 1.911  0.511  7.269  C28  7IN 27 
7IN C29  C29  C 0 1 Y N N 32.057 5.144  27.831 0.913  0.222  8.199  C29  7IN 28 
7IN C30  C30  C 0 1 Y N N 32.006 6.563  27.514 -0.155 -0.595 7.834  C30  7IN 29 
7IN C31  C31  C 0 1 Y N N 30.810 7.317  27.842 -0.217 -1.118 6.559  C31  7IN 30 
7IN C32  C32  C 0 1 N N N 33.190 4.332  27.545 0.985  0.787  9.566  C32  7IN 31 
7IN N33  N33  N 0 1 N N N 33.199 3.017  27.850 0.048  0.519  10.431 N33  7IN 32 
7IN N34  N34  N 0 1 N N N 34.330 4.758  26.966 2.042  1.595  9.923  N34  7IN 33 
7IN HO2  HO2  H 0 1 N N N 25.853 12.055 30.424 -3.945 -0.722 2.111  HO2  7IN 34 
7IN H31A 1H3  H 0 0 N N N 28.077 12.453 31.343 -2.326 0.777  2.732  H31A 7IN 35 
7IN H32  2H3  H 0 1 N N N 27.258 11.177 32.214 -2.922 1.048  1.077  H32  7IN 36 
7IN H4   H4   H 0 1 N N N 29.045 9.783  31.902 -0.444 1.116  1.154  H4   7IN 37 
7IN HN5  HN5  H 0 1 N N N 29.958 12.409 31.126 -1.046 -1.362 -0.296 HN5  7IN 38 
7IN H7   H7   H 0 1 N N N 31.906 12.885 30.738 -0.277 -0.772 -2.810 H7   7IN 39 
7IN HN8  HN8  H 0 1 N N N 33.783 10.810 29.961 -1.920 1.583  -3.579 HN8  7IN 40 
7IN H101 1H10 H 0 0 N N N 32.127 10.061 27.806 -1.132 -0.587 -6.094 H101 7IN 41 
7IN H102 2H10 H 0 0 N N N 31.107 11.389 27.964 0.032  -1.330 -4.972 H102 7IN 42 
7IN H12  H12  H 0 1 N N N 31.551 13.484 25.984 -0.397 0.349  -8.208 H12  7IN 43 
7IN H13  H13  H 0 1 N N N 31.652 13.693 23.432 1.293  0.301  -9.997 H13  7IN 44 
7IN H14  H14  H 0 1 N N N 32.285 11.664 22.042 3.534  -0.613 -9.548 H14  7IN 45 
7IN H15  H15  H 0 1 N N N 32.813 9.451  23.152 4.086  -1.477 -7.309 H15  7IN 46 
7IN H16  H16  H 0 1 N N N 32.718 9.237  25.683 2.396  -1.425 -5.519 H16  7IN 47 
7IN H191 1H19 H 0 0 N N N 34.014 11.168 32.335 -2.386 -1.818 -2.033 H191 7IN 48 
7IN H192 2H19 H 0 0 N N N 34.131 12.831 32.158 -2.470 -1.422 -3.766 H192 7IN 49 
7IN H20  H20  H 0 1 N N N 32.956 12.272 34.064 -4.341 -0.770 -2.613 H20  7IN 50 
7IN H24  H24  H 0 1 N N N 28.389 8.039  30.925 -0.369 0.348  3.736  H24  7IN 51 
7IN H251 1H25 H 0 0 N N N 27.539 6.745  29.020 0.187  -2.366 4.281  H251 7IN 52 
7IN H252 2H25 H 0 0 N N N 27.989 8.001  27.953 1.715  -1.552 3.865  H252 7IN 53 
7IN H27  H27  H 0 1 N N N 28.871 4.791  29.271 2.616  0.197  5.278  H27  7IN 54 
7IN H28  H28  H 0 1 N N N 30.895 3.459  28.724 2.741  1.145  7.545  H28  7IN 55 
7IN H30  H30  H 0 1 N N N 32.863 7.061  27.031 -0.933 -0.819 8.549  H30  7IN 56 
7IN H31  H31  H 0 1 N N N 30.781 8.392  27.596 -1.044 -1.752 6.276  H31  7IN 57 
7IN H33  H33  H 0 1 N N N 32.341 2.514  27.619 -0.695 -0.049 10.179 H33  7IN 58 
7IN H341 1H34 H 0 0 N N N 35.142 4.175  26.761 2.089  1.964  10.818 H341 7IN 59 
7IN H342 2H34 H 0 0 N N N 34.666 5.540  27.526 2.742  1.791  9.280  H342 7IN 60 
# 
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 
7IN O2  C3   SING N N 1  
7IN O2  HO2  SING N N 2  
7IN C3  C4   SING N N 3  
7IN C3  H31A SING N N 4  
7IN C3  H32  SING N N 5  
7IN C4  N5   SING N N 6  
7IN C4  C22  SING N N 7  
7IN C4  H4   SING N N 8  
7IN N5  C6   SING N N 9  
7IN N5  HN5  SING N N 10 
7IN C6  C7   SING N N 11 
7IN C6  O21  DOUB N N 12 
7IN C7  N8   SING N N 13 
7IN C7  C19  SING N N 14 
7IN C7  H7   SING N N 15 
7IN N8  S9   SING N N 16 
7IN N8  HN8  SING N N 17 
7IN S9  C10  SING N N 18 
7IN S9  O17  DOUB N N 19 
7IN S9  O18  DOUB N N 20 
7IN C10 C11  SING N N 21 
7IN C10 H101 SING N N 22 
7IN C10 H102 SING N N 23 
7IN C11 C12  SING Y N 24 
7IN C11 C16  DOUB Y N 25 
7IN C12 C13  DOUB Y N 26 
7IN C12 H12  SING N N 27 
7IN C13 C14  SING Y N 28 
7IN C13 H13  SING N N 29 
7IN C14 C15  DOUB Y N 30 
7IN C14 H14  SING N N 31 
7IN C15 C16  SING Y N 32 
7IN C15 H15  SING N N 33 
7IN C16 H16  SING N N 34 
7IN C19 O20  SING N N 35 
7IN C19 H191 SING N N 36 
7IN C19 H192 SING N N 37 
7IN O20 H20  SING N N 38 
7IN C22 O23  DOUB N N 39 
7IN C22 N24  SING N N 40 
7IN N24 C25  SING N N 41 
7IN N24 H24  SING N N 42 
7IN C25 C26  SING N N 43 
7IN C25 H251 SING N N 44 
7IN C25 H252 SING N N 45 
7IN C26 C27  SING Y N 46 
7IN C26 C31  DOUB Y N 47 
7IN C27 C28  DOUB Y N 48 
7IN C27 H27  SING N N 49 
7IN C28 C29  SING Y N 50 
7IN C28 H28  SING N N 51 
7IN C29 C30  DOUB Y N 52 
7IN C29 C32  SING N N 53 
7IN C30 C31  SING Y N 54 
7IN C30 H30  SING N N 55 
7IN C31 H31  SING N N 56 
7IN C32 N33  DOUB N N 57 
7IN C32 N34  SING N N 58 
7IN N33 H33  SING N N 59 
7IN N34 H341 SING N N 60 
7IN N34 H342 SING N N 61 
# 
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 
7IN SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(cc1)C(=[N@H])N)CO)CO)Cc2ccccc2 
7IN InChI            InChI                1.02b 
InChI=1/C21H27N5O6S/c22-19(23)16-8-6-14(7-9-16)10-24-20(29)17(11-27)25-21(30)18(12-28)26-33(31,32)13-15-4-2-1-3-5-15/h1-9,17-18,26-28H,10-13H2,(H3,22,23)(H,24,29)(H,25,30)/t17-,18+/m0/s1/f/h22,24-25H,23H2/b22-19+ 
7IN InChIKey         InChI                1.02b ZNOKJHWJKULOGM-SFDQOPNYDI 
7IN SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@H](CO)NC(=O)[C@@H](CO)N[S](=O)(=O)Cc2ccccc2)cc1 
7IN SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH](CO)NC(=O)[CH](CO)N[S](=O)(=O)Cc2ccccc2)cc1 
7IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)N[C@H](CO)C(=O)N[C@@H](CO)C(=O)NCc2ccc(cc2)C(=N)N 
7IN SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)NC(CO)C(=O)NC(CO)C(=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 
7IN "SYSTEMATIC NAME" ACDLabs              10.04 N-(benzylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)-L-serinamide                                                            
7IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-3-hydroxy-2-[[(2R)-3-hydroxy-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide 
# 
