data_SK1
# 
_chem_comp.id                                    SK1 
_chem_comp.name                                  N-(BENZYLSULFONYL)-D-SERYL-N-{4-[AMINO(IMINO)METHYL]BENZYL}-L-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 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                     2004-06-15 
_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                        461.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SK1 
_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        ? 
_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 
SK1 N3   N3   N 0 1 N N N 28.462 8.149  29.675 -3.627  -0.163 -0.456 N3   SK1 1  
SK1 N5   N5   N 0 1 N N N 34.276 4.721  26.791 -10.413 -0.847 1.757  N5   SK1 2  
SK1 C18  C18  C 0 1 N N N 33.113 4.297  27.325 -9.919  -0.128 0.690  C18  SK1 3  
SK1 N4   N4   N 0 1 N N N 33.043 2.972  27.518 -10.668 0.761  0.102  N4   SK1 4  
SK1 C14  C14  C 0 1 Y N N 32.025 5.116  27.668 -8.538  -0.366 0.213  C14  SK1 5  
SK1 C13  C13  C 0 1 Y N N 31.947 6.471  27.300 -8.036  0.360  -0.867 C13  SK1 6  
SK1 C12  C12  C 0 1 Y N N 30.748 7.168  27.535 -6.748  0.134  -1.307 C12  SK1 7  
SK1 C17  C17  C 0 1 Y N N 29.666 6.593  28.234 -5.955  -0.810 -0.680 C17  SK1 8  
SK1 C16  C16  C 0 1 Y N N 29.808 5.280  28.694 -6.450  -1.538 0.388  C16  SK1 9  
SK1 C15  C15  C 0 1 Y N N 30.962 4.550  28.402 -7.734  -1.317 0.841  C15  SK1 10 
SK1 C11  C11  C 0 1 N N N 28.380 7.343  28.495 -4.549  -1.052 -1.166 C11  SK1 11 
SK1 C10  C10  C 0 1 N N N 28.802 9.482  29.600 -2.308  -0.203 -0.728 C10  SK1 12 
SK1 O5   O5   O 0 1 N N N 29.000 10.097 28.581 -1.884  -0.975 -1.561 O5   SK1 13 
SK1 C8   C8   C 0 1 N N S 28.936 10.155 30.941 -1.359  0.712  0.003  C8   SK1 14 
SK1 N2   N2   N 0 1 N N N 29.927 11.178 30.975 0.007   0.477  -0.469 N2   SK1 15 
SK1 C7   C7   C 0 1 N N N 31.239 10.804 30.781 1.055   0.767  0.327  C7   SK1 16 
SK1 O4   O4   O 0 1 N N N 31.551 9.639  30.630 0.866   1.223  1.435  O4   SK1 17 
SK1 C5   C5   C 0 1 N N R 32.279 11.906 30.737 2.461   0.525  -0.159 C5   SK1 18 
SK1 C6   C6   C 0 1 N N N 33.028 12.085 32.066 2.715   1.354  -1.419 C6   SK1 19 
SK1 O3   O3   O 0 1 N N N 32.073 12.021 33.098 2.433   2.729  -1.150 O3   SK1 20 
SK1 N1   N1   N 0 1 N N N 33.306 11.651 29.785 3.412   0.918  0.884  N1   SK1 21 
SK1 S1   S1   S 0 1 N N N 33.207 11.783 28.152 4.818   0.067  1.085  S1   SK1 22 
SK1 O1   O1   O 0 1 N N N 34.583 11.501 27.712 4.364   -1.277 1.171  O1   SK1 23 
SK1 O2   O2   O 0 1 N N N 32.760 13.135 27.921 5.432   0.728  2.183  O2   SK1 24 
SK1 C1   C1   C 0 1 N N N 31.921 10.655 27.594 5.712   0.373  -0.464 C1   SK1 25 
SK1 C4   C4   C 0 1 Y N N 31.874 10.907 26.103 7.035   -0.348 -0.432 C4   SK1 26 
SK1 C19  C19  C 0 1 Y N N 32.573 10.088 25.210 7.127   -1.644 -0.904 C19  SK1 27 
SK1 C20  C20  C 0 1 Y N N 32.679 10.511 23.883 8.340   -2.306 -0.874 C20  SK1 28 
SK1 C21  C21  C 0 1 Y N N 32.101 11.715 23.459 9.461   -1.672 -0.373 C21  SK1 29 
SK1 C2   C2   C 0 1 Y N N 31.326 12.483 24.341 9.369   -0.376 0.099  C2   SK1 30 
SK1 C3   C3   C 0 1 Y N N 31.130 12.010 25.647 8.157   0.288  0.065  C3   SK1 31 
SK1 C22  C22  C 0 1 N N N 27.606 10.772 31.385 -1.748  2.168  -0.264 C22  SK1 32 
SK1 H3   H3   H 0 1 N N N 28.270 7.739  30.566 -3.966  0.455  0.211  H3   SK1 33 
SK1 H5N1 1H5N H 0 0 N N N 34.503 5.672  26.579 -9.855  -1.509 2.195  H5N1 SK1 34 
SK1 H5N2 2H5N H 0 0 N N N 34.876 3.936  26.640 -11.318 -0.691 2.070  H5N2 SK1 35 
SK1 H4   H4   H 0 1 N N N 32.154 2.742  27.914 -11.573 0.917  0.415  H4   SK1 36 
SK1 H13  H13  H 0 1 N N N 32.792 6.967  26.845 -8.654  1.098  -1.357 H13  SK1 37 
SK1 H12  H12  H 0 1 N N N 30.652 8.179  27.167 -6.357  0.696  -2.143 H12  SK1 38 
SK1 H16  H16  H 0 1 N N N 29.020 4.828  29.279 -5.826  -2.274 0.873  H16  SK1 39 
SK1 H15  H15  H 0 1 N N N 31.042 3.529  28.746 -8.118  -1.882 1.677  H15  SK1 40 
SK1 H111 1H11 H 0 0 N N N 28.192 8.008  27.639 -4.495  -0.852 -2.236 H111 SK1 41 
SK1 H112 2H11 H 0 0 N N N 27.567 6.614  28.623 -4.273  -2.089 -0.976 H112 SK1 42 
SK1 H8   H8   H 0 1 N N N 29.247 9.353  31.627 -1.413  0.512  1.073  H8   SK1 43 
SK1 H2   H2   H 0 1 N N N 29.679 12.134 31.134 0.158   0.112  -1.356 H2   SK1 44 
SK1 H5   H5   H 0 1 N N N 31.688 12.798 30.482 2.589   -0.533 -0.387 H5   SK1 45 
SK1 H6C1 1H6C H 0 0 N N N 33.557 13.049 32.086 3.757   1.249  -1.720 H6C1 SK1 46 
SK1 H6C2 2H6C H 0 0 N N N 33.776 11.288 32.191 2.067   1.002  -2.222 H6C2 SK1 47 
SK1 HA   HA   H 0 1 N N N 32.515 12.007 33.939 2.606   3.215  -1.968 HA   SK1 48 
SK1 H1   H1   H 0 1 N N N 34.029 12.295 30.034 3.219   1.677  1.456  H1   SK1 49 
SK1 H1C1 1H1C H 0 0 N N N 30.954 10.823 28.091 5.120   0.008  -1.303 H1C1 SK1 50 
SK1 H1C2 2H1C H 0 0 N N N 32.170 9.608  27.822 5.884   1.443  -0.578 H1C2 SK1 51 
SK1 H19  H19  H 0 1 N N N 33.016 9.159  25.536 6.251   -2.140 -1.296 H19  SK1 52 
SK1 H20  H20  H 0 1 N N N 33.215 9.900  23.172 8.412   -3.319 -1.243 H20  SK1 53 
SK1 H21  H21  H 0 1 N N N 32.253 12.055 22.445 10.409  -2.189 -0.349 H21  SK1 54 
SK1 HC   HC   H 0 1 N N N 30.890 13.418 24.021 10.245  0.120  0.491  HC   SK1 55 
SK1 HB   HB   H 0 1 N N N 30.413 12.489 26.297 8.085   1.300  0.434  HB   SK1 56 
SK1 H221 1H22 H 0 0 N N N 26.781 10.097 31.114 -1.062  2.830  0.265  H221 SK1 57 
SK1 H222 2H22 H 0 0 N N N 27.467 11.742 30.885 -1.694  2.368  -1.334 H222 SK1 58 
SK1 H223 3H22 H 0 0 N N N 27.616 10.920 32.475 -2.764  2.343  0.088  H223 SK1 59 
# 
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 
SK1 N3  C11  SING N N 1  
SK1 N3  C10  SING N N 2  
SK1 N3  H3   SING N N 3  
SK1 N5  C18  SING N N 4  
SK1 N5  H5N1 SING N N 5  
SK1 N5  H5N2 SING N N 6  
SK1 C18 N4   DOUB N E 7  
SK1 C18 C14  SING N N 8  
SK1 N4  H4   SING N N 9  
SK1 C14 C13  DOUB Y N 10 
SK1 C14 C15  SING Y N 11 
SK1 C13 C12  SING Y N 12 
SK1 C13 H13  SING N N 13 
SK1 C12 C17  DOUB Y N 14 
SK1 C12 H12  SING N N 15 
SK1 C17 C16  SING Y N 16 
SK1 C17 C11  SING N N 17 
SK1 C16 C15  DOUB Y N 18 
SK1 C16 H16  SING N N 19 
SK1 C15 H15  SING N N 20 
SK1 C11 H111 SING N N 21 
SK1 C11 H112 SING N N 22 
SK1 C10 O5   DOUB N N 23 
SK1 C10 C8   SING N N 24 
SK1 C8  N2   SING N N 25 
SK1 C8  C22  SING N N 26 
SK1 C8  H8   SING N N 27 
SK1 N2  C7   SING N N 28 
SK1 N2  H2   SING N N 29 
SK1 C7  O4   DOUB N N 30 
SK1 C7  C5   SING N N 31 
SK1 C5  C6   SING N N 32 
SK1 C5  N1   SING N N 33 
SK1 C5  H5   SING N N 34 
SK1 C6  O3   SING N N 35 
SK1 C6  H6C1 SING N N 36 
SK1 C6  H6C2 SING N N 37 
SK1 O3  HA   SING N N 38 
SK1 N1  S1   SING N N 39 
SK1 N1  H1   SING N N 40 
SK1 S1  O1   DOUB N N 41 
SK1 S1  O2   DOUB N N 42 
SK1 S1  C1   SING N N 43 
SK1 C1  C4   SING N N 44 
SK1 C1  H1C1 SING N N 45 
SK1 C1  H1C2 SING N N 46 
SK1 C4  C19  DOUB Y N 47 
SK1 C4  C3   SING Y N 48 
SK1 C19 C20  SING Y N 49 
SK1 C19 H19  SING N N 50 
SK1 C20 C21  DOUB Y N 51 
SK1 C20 H20  SING N N 52 
SK1 C21 C2   SING Y N 53 
SK1 C21 H21  SING N N 54 
SK1 C2  C3   DOUB Y N 55 
SK1 C2  HC   SING N N 56 
SK1 C3  HB   SING N N 57 
SK1 C22 H221 SING N N 58 
SK1 C22 H222 SING N N 59 
SK1 C22 H223 SING N N 60 
# 
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 
SK1 SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(C(=[N@H])N)cc1)C)CO)Cc2ccccc2 
SK1 InChI            InChI                1.02b 
InChI=1/C21H27N5O5S/c1-14(20(28)24-11-15-7-9-17(10-8-15)19(22)23)25-21(29)18(12-27)26-32(30,31)13-16-5-3-2-4-6-16/h2-10,14,18,26-27H,11-13H2,1H3,(H3,22,23)(H,24,28)(H,25,29)/t14-,18+/m0/s1/f/h22,24-25H,23H2/b22-19+ 
SK1 InChIKey         InChI                1.02b QJNHUFOFEMCMGR-UOXMIYIFDO 
SK1 SMILES_CANONICAL CACTVS               3.341 C[C@H](NC(=O)[C@@H](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(cc2)C(N)=N 
SK1 SMILES           CACTVS               3.341 C[CH](NC(=O)[CH](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(cc2)C(N)=N 
SK1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc(cc1)CNC(=O)[C@H](C)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccccc2)/N 
SK1 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C(C)NC(=O)C(CO)NS(=O)(=O)Cc2ccccc2)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 
SK1 "SYSTEMATIC NAME" ACDLabs              10.04 N-(benzylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)-L-alaninamide                                                 
SK1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-3-hydroxy-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide 
# 
