data_SI1
# 
_chem_comp.id                                    SI1 
_chem_comp.name                                  N-(BUTYLSULFONYL)-D-SERYL-N-{4-[AMINO(IMINO)METHYL]BENZYL}-L-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H29 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                        427.518 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SI1 
_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 
SI1 N4  N4  N 0 1 N N N 34.395 4.770  27.388 -9.793  -1.739 -0.232 N4  SI1 1  
SI1 N5  N5  N 0 1 N N N 33.177 2.953  27.899 -9.957  0.238  0.973  N5  SI1 2  
SI1 C18 C18 C 0 1 N N N 33.187 4.298  27.784 -9.254  -0.552 0.213  C18 SI1 3  
SI1 C14 C14 C 0 1 Y N N 32.049 5.094  28.062 -7.874  -0.175 -0.171 C14 SI1 4  
SI1 C13 C13 C 0 1 Y N N 32.074 6.499  27.889 -7.326  1.026  0.279  C13 SI1 5  
SI1 C12 C12 C 0 1 Y N N 30.972 7.302  28.242 -6.040  1.372  -0.083 C12 SI1 6  
SI1 C17 C17 C 0 1 Y N N 29.768 6.721  28.681 -5.295  0.530  -0.889 C17 SI1 7  
SI1 C16 C16 C 0 1 Y N N 29.717 5.321  28.817 -5.835  -0.660 -1.343 C16 SI1 8  
SI1 C15 C15 C 0 1 Y N N 30.844 4.527  28.526 -7.118  -1.019 -0.984 C15 SI1 9  
SI1 C11 C11 C 0 1 N N N 28.585 7.563  28.993 -3.891  0.914  -1.280 C11 SI1 10 
SI1 N3  N3  N 0 1 N N N 28.781 8.335  30.159 -2.948  0.395  -0.285 N3  SI1 11 
SI1 C10 C10 C 0 1 N N N 29.071 9.611  30.133 -1.627  0.618  -0.429 C10 SI1 12 
SI1 O5  O5  O 0 1 N N N 29.239 10.205 29.059 -1.218  1.248  -1.382 O5  SI1 13 
SI1 C8  C8  C 0 1 N N S 29.205 10.370 31.381 -0.657  0.085  0.594  C8  SI1 14 
SI1 N2  N2  N 0 1 N N N 30.302 11.263 31.304 0.708   0.458  0.214  N2  SI1 15 
SI1 C7  C7  C 0 1 N N N 31.570 10.928 31.176 1.752   -0.281 0.640  C7  SI1 16 
SI1 O4  O4  O 0 1 N N N 31.875 9.734  31.079 1.561   -1.254 1.338  O4  SI1 17 
SI1 C5  C5  C 0 1 N N R 32.666 11.906 31.134 3.155   0.103  0.250  C5  SI1 18 
SI1 C6  C6  C 0 1 N N N 33.401 12.104 32.490 3.463   1.510  0.767  C6  SI1 19 
SI1 O3  O3  O 0 1 N N N 32.493 12.123 33.595 3.229   1.560  2.176  O3  SI1 20 
SI1 N1  N1  N 0 1 N N N 33.798 11.560 30.238 4.103   -0.850 0.834  N1  SI1 21 
SI1 S1  S1  S 0 1 N N N 33.756 12.140 28.658 5.472   -1.272 0.003  S1  SI1 22 
SI1 O2  O2  O 0 1 N N N 33.365 13.638 28.602 6.091   -2.210 0.872  O2  SI1 23 
SI1 O1  O1  O 0 1 N N N 35.184 11.850 28.111 4.965   -1.643 -1.272 O1  SI1 24 
SI1 C1  C1  C 0 1 N N N 32.615 11.143 27.770 6.403   0.283  -0.075 C1  SI1 25 
SI1 C4  C4  C 0 1 N N N 32.475 11.400 26.251 7.717   0.054  -0.825 C4  SI1 26 
SI1 C3  C3  C 0 1 N N N 31.457 10.393 25.652 8.502   1.365  -0.891 C3  SI1 27 
SI1 C2  C2  C 0 1 N N N 31.343 10.600 24.121 9.816   1.135  -1.641 C2  SI1 28 
SI1 C9  C9  C 0 1 N N N 27.916 11.198 31.624 -0.985  0.679  1.966  C9  SI1 29 
SI1 H41 H41 H 0 1 N N N 34.624 5.732  27.240 -10.696 -1.986 0.020  H41 SI1 30 
SI1 H42 H42 H 0 1 N N N 35.019 3.998  27.268 -9.269  -2.328 -0.798 H42 SI1 31 
SI1 H51 H51 H 0 1 N N N 32.267 2.661  28.192 -10.861 -0.009 1.225  H51 SI1 32 
SI1 H14 H14 H 0 1 N N N 32.957 6.965  27.477 -7.906  1.684  0.908  H14 SI1 33 
SI1 H17 H17 H 0 1 N N N 31.052 8.377  28.175 -5.614  2.301  0.265  H17 SI1 34 
SI1 H16 H16 H 0 1 N N N 28.803 4.850  29.148 -5.249  -1.313 -1.972 H16 SI1 35 
SI1 H15 H15 H 0 1 N N N 30.784 3.457  28.662 -7.538  -1.950 -1.335 H15 SI1 36 
SI1 H11 H11 H 0 1 N N N 27.726 6.897  29.164 -3.810  2.000  -1.325 H11 SI1 37 
SI1 H12 H12 H 0 1 N N N 28.403 8.242  28.147 -3.657  0.490  -2.257 H12 SI1 38 
SI1 H31 H31 H 0 1 N N N 28.694 7.885  31.048 -3.275  -0.108 0.477  H31 SI1 39 
SI1 H81 H81 H 0 1 N N N 29.368 9.659  32.204 -0.738  -1.001 0.640  H81 SI1 40 
SI1 H21 H21 H 0 1 N N N 30.094 12.240 31.351 0.860   1.237  -0.344 H21 SI1 41 
SI1 H52 H52 H 0 1 N N N 32.106 12.789 30.794 3.247   0.087  -0.836 H52 SI1 42 
SI1 H61 H61 H 0 1 N N N 33.919 13.074 32.458 4.505   1.752  0.562  H61 SI1 43 
SI1 H62 H62 H 0 1 N N N 34.108 11.273 32.631 2.817   2.230  0.266  H62 SI1 44 
SI1 H32 H32 H 0 1 N N N 32.984 12.127 34.409 3.434   2.461  2.461  H32 SI1 45 
SI1 H13 H13 H 0 1 N N N 34.624 11.932 30.660 3.928   -1.234 1.707  H13 SI1 46 
SI1 H22 H22 H 0 1 N N N 31.630 11.390 28.193 6.618   0.629  0.936  H22 SI1 47 
SI1 H23 H23 H 0 1 N N N 32.942 10.100 27.889 5.812   1.035  -0.598 H23 SI1 48 
SI1 H43 H43 H 0 1 N N N 33.452 11.270 25.764 7.502   -0.292 -1.837 H43 SI1 49 
SI1 H44 H44 H 0 1 N N N 32.118 12.427 26.083 8.307   -0.698 -0.302 H44 SI1 50 
SI1 H33 H33 H 0 1 N N N 30.472 10.559 26.113 8.717   1.710  0.120  H33 SI1 51 
SI1 H34 H34 H 0 1 N N N 31.798 9.367  25.855 7.911   2.117  -1.414 H34 SI1 52 
SI1 H24 H24 H 0 1 N N N 30.420 10.126 23.755 10.375  2.070  -1.688 H24 SI1 53 
SI1 H25 H25 H 0 1 N N N 32.212 10.144 23.624 10.406  0.384  -1.118 H25 SI1 54 
SI1 H26 H26 H 0 1 N N N 31.316 11.677 23.897 9.601   0.790  -2.653 H26 SI1 55 
SI1 H91 H91 H 0 1 N N N 27.044 10.634 31.261 -2.001  0.402  2.248  H91 SI1 56 
SI1 H92 H92 H 0 1 N N N 27.987 12.153 31.083 -0.284  0.293  2.706  H92 SI1 57 
SI1 H93 H93 H 0 1 N N N 27.803 11.394 32.700 -0.904  1.765  1.920  H93 SI1 58 
# 
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 
SI1 N4  C18 SING N N 1  
SI1 N4  H41 SING N N 2  
SI1 N4  H42 SING N N 3  
SI1 N5  C18 DOUB N E 4  
SI1 N5  H51 SING N N 5  
SI1 C18 C14 SING N N 6  
SI1 C14 C13 DOUB Y N 7  
SI1 C14 C15 SING Y N 8  
SI1 C13 C12 SING Y N 9  
SI1 C13 H14 SING N N 10 
SI1 C12 C17 DOUB Y N 11 
SI1 C12 H17 SING N N 12 
SI1 C17 C16 SING Y N 13 
SI1 C17 C11 SING N N 14 
SI1 C16 C15 DOUB Y N 15 
SI1 C16 H16 SING N N 16 
SI1 C15 H15 SING N N 17 
SI1 C11 N3  SING N N 18 
SI1 C11 H11 SING N N 19 
SI1 C11 H12 SING N N 20 
SI1 N3  C10 SING N N 21 
SI1 N3  H31 SING N N 22 
SI1 C10 O5  DOUB N N 23 
SI1 C10 C8  SING N N 24 
SI1 C8  N2  SING N N 25 
SI1 C8  C9  SING N N 26 
SI1 C8  H81 SING N N 27 
SI1 N2  C7  SING N N 28 
SI1 N2  H21 SING N N 29 
SI1 C7  O4  DOUB N N 30 
SI1 C7  C5  SING N N 31 
SI1 C5  C6  SING N N 32 
SI1 C5  N1  SING N N 33 
SI1 C5  H52 SING N N 34 
SI1 C6  O3  SING N N 35 
SI1 C6  H61 SING N N 36 
SI1 C6  H62 SING N N 37 
SI1 O3  H32 SING N N 38 
SI1 N1  S1  SING N N 39 
SI1 N1  H13 SING N N 40 
SI1 S1  O2  DOUB N N 41 
SI1 S1  O1  DOUB N N 42 
SI1 S1  C1  SING N N 43 
SI1 C1  C4  SING N N 44 
SI1 C1  H22 SING N N 45 
SI1 C1  H23 SING N N 46 
SI1 C4  C3  SING N N 47 
SI1 C4  H43 SING N N 48 
SI1 C4  H44 SING N N 49 
SI1 C3  C2  SING N N 50 
SI1 C3  H33 SING N N 51 
SI1 C3  H34 SING N N 52 
SI1 C2  H24 SING N N 53 
SI1 C2  H25 SING N N 54 
SI1 C2  H26 SING N N 55 
SI1 C9  H91 SING N N 56 
SI1 C9  H92 SING N N 57 
SI1 C9  H93 SING N N 58 
# 
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 
SI1 SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(cc1)C(=[N@H])N)C)CO)CCCC 
SI1 InChI            InChI                1.02b 
InChI=1/C18H29N5O5S/c1-3-4-9-29(27,28)23-15(11-24)18(26)22-12(2)17(25)21-10-13-5-7-14(8-6-13)16(19)20/h5-8,12,15,23-24H,3-4,9-11H2,1-2H3,(H3,19,20)(H,21,25)(H,22,26)/t12-,15+/m0/s1/f/h19,21-22H,20H2/b19-16+ 
SI1 InChIKey         InChI                1.02b GDNHYCQJIXDFDC-NLROCDAIDM 
SI1 SMILES_CANONICAL CACTVS               3.341 CCCC[S](=O)(=O)N[C@H](CO)C(=O)N[C@@H](C)C(=O)NCc1ccc(cc1)C(N)=N 
SI1 SMILES           CACTVS               3.341 CCCC[S](=O)(=O)N[CH](CO)C(=O)N[CH](C)C(=O)NCc1ccc(cc1)C(N)=N 
SI1 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)CCCC)/N 
SI1 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C(C)NC(=O)C(CO)NS(=O)(=O)CCCC)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 
SI1 "SYSTEMATIC NAME" ACDLabs              10.04 N-(butylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)-L-alaninamide                                            
SI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[(2R)-2-(butylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]propanamide 
# 
