data_PSM
# 
_chem_comp.id                                    PSM 
_chem_comp.name                                  N-[DIHYDROXY(PROPYL)-LAMBDA~4~-SULFANYL]THREONYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}METHIONINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H33 N5 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-[1-(4-CARBAMIMIDOYL-BENZYLCARBAMOYL)-3-METHYLSULFANYL-PROPYL]-3-HYDROXY-2-PROPOXYAMINO-BUTYRAMID 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-14 
_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                        487.637 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSM 
_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        1WQV 
_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 
PSM C15  C15  C 0 1 N N N 35.721 6.858  10.252 -2.124 -0.218 -0.093 C15  PSM 1  
PSM O1   O1   O 0 1 N N N 34.860 7.178  11.071 -2.008 -0.571 1.062  O1   PSM 2  
PSM N17  N17  N 0 1 N N N 35.685 7.158  8.941  -1.027 -0.007 -0.847 N17  PSM 3  
PSM C18  C18  C 0 1 N N S 34.601 7.996  8.517  0.306  -0.205 -0.272 C18  PSM 4  
PSM C19  C19  C 0 1 N N N 34.821 8.588  7.129  0.695  -1.680 -0.380 C19  PSM 5  
PSM C20  C20  C 0 1 N N N 36.132 9.405  7.050  -0.248 -2.521 0.485  C20  PSM 6  
PSM C28  C28  C 0 1 N N N 33.266 7.291  8.743  1.307  0.635  -1.023 C28  PSM 7  
PSM O30  O30  O 0 1 N N N 33.153 6.074  8.597  0.943  1.330  -1.948 O30  PSM 8  
PSM N31  N31  N 0 1 N N N 32.298 8.157  9.128  2.607  0.613  -0.667 N31  PSM 9  
PSM C32  C32  C 0 1 N N N 31.004 7.619  9.426  3.580  1.429  -1.398 C32  PSM 10 
PSM C16  C16  C 0 1 Y N N 31.587 6.411  11.578 5.387  2.046  0.219  C16  PSM 11 
PSM C17  C17  C 0 1 Y N N 31.383 6.155  12.935 6.639  1.861  0.768  C17  PSM 12 
PSM C22  C22  C 0 1 Y N N 30.381 6.851  13.659 7.470  0.853  0.280  C22  PSM 13 
PSM C23  C23  C 0 1 Y N N 29.534 7.755  12.960 7.027  0.033  -0.757 C23  PSM 14 
PSM C24  C24  C 0 1 Y N N 29.717 7.976  11.579 5.770  0.224  -1.295 C24  PSM 15 
PSM C25  C25  C 0 1 Y N N 30.760 7.330  10.888 4.951  1.226  -0.807 C25  PSM 16 
PSM C26  C26  C 0 1 N N N 30.237 6.642  15.131 8.817  0.653  0.862  C26  PSM 17 
PSM N1   N1   N 0 1 N N N 30.814 5.616  15.729 9.590  -0.290 0.404  N1   PSM 18 
PSM S2   S2   S 0 1 N N N 36.401 10.563 8.449  0.213  -4.270 0.356  S2   PSM 19 
PSM C1   C1   C 0 1 N N S 38.064 6.997  11.243 -3.680 -0.954 -1.877 C1   PSM 20 
PSM O2   O2   O 0 1 N N N 39.172 6.245  11.756 -3.498 -2.306 -1.451 O2   PSM 21 
PSM N4   N4   N 0 1 N N N 36.630 5.055  11.695 -4.512 -0.306 0.329  N4   PSM 22 
PSM C5   C5   C 0 1 N N R 36.970 6.048  10.670 -3.495 -0.014 -0.684 C5   PSM 23 
PSM C3   C3   C 0 1 N N N 38.440 8.266  10.407 -5.090 -0.784 -2.446 C3   PSM 24 
PSM S1   S1   S 0 1 N N N 36.349 3.415  11.204 -5.174 0.927  1.215  S1   PSM 25 
PSM O4   O4   O 0 1 N N N 36.225 2.699  12.413 -6.101 0.250  2.053  O4   PSM 26 
PSM O3   O3   O 0 1 N N N 37.444 3.110  10.335 -4.031 1.590  1.736  O3   PSM 27 
PSM C9   C9   C 0 1 N N N 34.837 3.342  10.328 -6.016 1.931  -0.038 C9   PSM 28 
PSM C8   C8   C 0 1 N N N 33.703 3.312  11.307 -6.792 3.058  0.647  C8   PSM 29 
PSM N2   N2   N 0 1 N N N 29.519 7.451  15.908 9.252  1.464  1.887  N2   PSM 30 
PSM C6   C6   C 0 1 N N N 34.961 11.656 8.233  -1.034 -5.006 1.449  C6   PSM 31 
PSM C7   C7   C 0 1 N N N 32.388 3.195  10.560 -7.503 3.905  -0.410 C7   PSM 32 
PSM H17  H17  H 0 1 N N N 36.410 6.786  8.328  -1.120 0.275  -1.770 H17  PSM 33 
PSM H18  H18  H 0 1 N N N 34.566 8.905  9.162  0.297  0.093  0.777  H18  PSM 34 
PSM H191 1H19 H 0 0 N N N 33.945 9.196  6.805  0.618  -2.001 -1.419 H191 PSM 35 
PSM H192 2H19 H 0 0 N N N 34.788 7.799  6.342  1.720  -1.813 -0.034 H192 PSM 36 
PSM H201 1H20 H 0 0 N N N 36.189 9.951  6.080  -0.171 -2.200 1.523  H201 PSM 37 
PSM H202 2H20 H 0 0 N N N 37.007 8.723  6.939  -1.273 -2.388 0.139  H202 PSM 38 
PSM H31  H31  H 0 1 N N N 32.528 9.149  9.190  2.898  0.058  0.072  H31  PSM 39 
PSM H321 1H32 H 0 0 N N N 30.815 6.706  8.815  3.589  1.132  -2.447 H321 PSM 40 
PSM H322 2H32 H 0 0 N N N 30.206 8.287  9.026  3.303  2.481  -1.321 H322 PSM 41 
PSM H16  H16  H 0 1 N N N 32.402 5.887  11.051 4.743  2.827  0.596  H16  PSM 42 
PSM H2   H2   H 0 1 N N N 32.014 5.402  13.436 6.977  2.499  1.572  H2   PSM 43 
PSM H23  H23  H 0 1 N N N 28.729 8.289  13.493 7.665  -0.750 -1.139 H23  PSM 44 
PSM H24  H24  H 0 1 N N N 29.041 8.658  11.036 5.426  -0.410 -2.098 H24  PSM 45 
PSM HN1  HN1  H 0 1 N N N 30.350 4.834  15.267 10.473 -0.421 0.785  HN1  PSM 46 
PSM H1   H1   H 0 1 N N N 37.573 7.508  12.104 -2.946 -0.714 -2.647 H1   PSM 47 
PSM HO2  HO2  H 0 1 N N N 39.839 6.824  12.106 -4.165 -2.478 -0.773 HO2  PSM 48 
PSM HN4  HN4  H 0 1 N N N 35.821 5.386  12.220 -4.798 -1.220 0.481  HN4  PSM 49 
PSM H5   H5   H 0 1 N N N 37.355 5.528  9.762  -3.598 1.019  -1.016 H5   PSM 50 
PSM H31A 1H3  H 0 0 N N N 39.128 7.985  9.576  -5.205 0.227  -2.837 H31A PSM 51 
PSM H32  2H3  H 0 1 N N N 37.579 8.851  10.008 -5.247 -1.504 -3.250 H32  PSM 52 
PSM H33  3H3  H 0 1 N N N 39.109 8.930  11.002 -5.823 -0.955 -1.658 H33  PSM 53 
PSM H91  1H9  H 0 1 N N N 34.802 2.487  9.613  -6.707 1.305  -0.602 H91  PSM 54 
PSM H92  2H9  H 0 1 N N N 34.736 4.170  9.588  -5.278 2.359  -0.717 H92  PSM 55 
PSM H81  1H8  H 0 1 N N N 33.719 4.189  11.996 -6.101 3.684  1.211  H81  PSM 56 
PSM H82  2H8  H 0 1 N N N 33.827 2.508  12.069 -7.530 2.630  1.325  H82  PSM 57 
PSM HN21 1HN2 H 0 0 N N N 28.580 7.502  15.513 8.676  2.166  2.228  HN21 PSM 58 
PSM HN22 2HN2 H 0 0 N N N 29.421 7.308  16.913 10.135 1.333  2.268  HN22 PSM 59 
PSM H61  1H6  H 0 1 N N N 33.967 11.151 8.203  -0.928 -4.592 2.452  H61  PSM 60 
PSM H62  2H6  H 0 1 N N N 35.124 12.359 9.083  -2.030 -4.780 1.067  H62  PSM 61 
PSM H63  3H6  H 0 1 N N N 34.852 12.125 7.227  -0.895 -6.086 1.485  H63  PSM 62 
PSM H71  1H7  H 0 1 N N N 32.372 2.318  9.871  -6.764 4.333  -1.089 H71  PSM 63 
PSM H72  2H7  H 0 1 N N N 31.544 3.173  11.289 -8.194 3.278  -0.974 H72  PSM 64 
PSM H73  3H7  H 0 1 N N N 32.264 4.000  9.798  -8.055 4.707  0.078  H73  PSM 65 
# 
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 
PSM C15 O1   DOUB N N 1  
PSM C15 N17  SING N N 2  
PSM C15 C5   SING N N 3  
PSM N17 C18  SING N N 4  
PSM N17 H17  SING N N 5  
PSM C18 C19  SING N N 6  
PSM C18 C28  SING N N 7  
PSM C18 H18  SING N N 8  
PSM C19 C20  SING N N 9  
PSM C19 H191 SING N N 10 
PSM C19 H192 SING N N 11 
PSM C20 S2   SING N N 12 
PSM C20 H201 SING N N 13 
PSM C20 H202 SING N N 14 
PSM C28 O30  DOUB N N 15 
PSM C28 N31  SING N N 16 
PSM N31 C32  SING N N 17 
PSM N31 H31  SING N N 18 
PSM C32 C25  SING N N 19 
PSM C32 H321 SING N N 20 
PSM C32 H322 SING N N 21 
PSM C16 C17  DOUB Y N 22 
PSM C16 C25  SING Y N 23 
PSM C16 H16  SING N N 24 
PSM C17 C22  SING Y N 25 
PSM C17 H2   SING N N 26 
PSM C22 C23  DOUB Y N 27 
PSM C22 C26  SING N N 28 
PSM C23 C24  SING Y N 29 
PSM C23 H23  SING N N 30 
PSM C24 C25  DOUB Y N 31 
PSM C24 H24  SING N N 32 
PSM C26 N1   DOUB N N 33 
PSM C26 N2   SING N N 34 
PSM N1  HN1  SING N N 35 
PSM S2  C6   SING N N 36 
PSM C1  O2   SING N N 37 
PSM C1  C5   SING N N 38 
PSM C1  C3   SING N N 39 
PSM C1  H1   SING N N 40 
PSM O2  HO2  SING N N 41 
PSM N4  C5   SING N N 42 
PSM N4  S1   SING N N 43 
PSM N4  HN4  SING N N 44 
PSM C5  H5   SING N N 45 
PSM C3  H31A SING N N 46 
PSM C3  H32  SING N N 47 
PSM C3  H33  SING N N 48 
PSM S1  O4   DOUB N N 49 
PSM S1  O3   DOUB N N 50 
PSM S1  C9   SING N N 51 
PSM C9  C8   SING N N 52 
PSM C9  H91  SING N N 53 
PSM C9  H92  SING N N 54 
PSM C8  C7   SING N N 55 
PSM C8  H81  SING N N 56 
PSM C8  H82  SING N N 57 
PSM N2  HN21 SING N N 58 
PSM N2  HN22 SING N N 59 
PSM C6  H61  SING N N 60 
PSM C6  H62  SING N N 61 
PSM C6  H63  SING N N 62 
PSM C7  H71  SING N N 63 
PSM C7  H72  SING N N 64 
PSM C7  H73  SING N N 65 
# 
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 
PSM SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(cc1)C(=[N@H])N)CCSC)C(O)C)CCC 
PSM InChI            InChI                1.02b 
InChI=1/C20H33N5O5S2/c1-4-11-32(29,30)25-17(13(2)26)20(28)24-16(9-10-31-3)19(27)23-12-14-5-7-15(8-6-14)18(21)22/h5-8,13,16-17,25-26H,4,9-12H2,1-3H3,(H3,21,22)(H,23,27)(H,24,28)/t13-,16-,17+/m0/s1/f/h21,23-24H,22H2 
PSM InChIKey         InChI                1.02b AIIJKVORRBMJHS-KLEZFMNBDI 
PSM SMILES_CANONICAL CACTVS               3.341 CCC[S](=O)(=O)N[C@H]([C@H](C)O)C(=O)N[C@@H](CCSC)C(=O)NCc1ccc(cc1)C(N)=N 
PSM SMILES           CACTVS               3.341 CCC[S](=O)(=O)N[CH]([CH](C)O)C(=O)N[CH](CCSC)C(=O)NCc1ccc(cc1)C(N)=N 
PSM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCS(=O)(=O)N[C@H]([C@H](C)O)C(=O)N[C@@H](CCSC)C(=O)NCc1ccc(cc1)C(=N)N 
PSM SMILES           "OpenEye OEToolkits" 1.5.0 CCCS(=O)(=O)NC(C(C)O)C(=O)NC(CCSC)C(=O)NCc1ccc(cc1)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 
PSM "SYSTEMATIC NAME" ACDLabs              10.04 N-(propylsulfonyl)-D-threonyl-N-(4-carbamimidoylbenzyl)-L-methioninamide                                                              
PSM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-4-methylsulfanyl-1-oxo-butan-2-yl]-3-hydroxy-2-(propylsulfonylamino)butanamide 
# 
