data_SH1
# 
_chem_comp.id                                    SH1 
_chem_comp.name                                  N-[(2-PHENYLETHYL)SULFONYL]-D-SERYL-N-[(1S)-4-[(DIAMINOMETHYLENE)AMINO]-1-(HYDROXYMETHYL)BUTYL]-L-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H34 N6 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-15 
_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                        486.586 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SH1 
_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 
SH1 C1   C1   C 0 1 N N N 32.704 12.000 27.383 -0.586 0.241  4.791  C1   SH1 1  
SH1 C2   C2   C 0 1 N N N 32.735 12.937 26.196 -1.545 -0.500 5.724  C2   SH1 2  
SH1 C3   C3   C 0 1 Y N N 33.619 12.438 25.057 -0.752 -1.294 6.731  C3   SH1 3  
SH1 C4   C4   C 0 1 Y N N 33.219 11.351 24.274 -0.393 -0.719 7.935  C4   SH1 4  
SH1 C5   C5   C 0 1 Y N N 34.832 13.080 24.799 -0.389 -2.598 6.452  C5   SH1 5  
SH1 C6   C6   C 0 1 Y N N 33.991 10.956 23.185 0.333  -1.446 8.859  C6   SH1 6  
SH1 C7   C7   C 0 1 Y N N 35.585 12.679 23.708 0.341  -3.324 7.374  C7   SH1 7  
SH1 C8   C8   C 0 1 Y N N 35.166 11.637 22.895 0.700  -2.749 8.578  C8   SH1 8  
SH1 S1   S1   S 0 1 N N N 33.989 12.331 28.599 -1.540 1.196  3.579  S1   SH1 9  
SH1 O1   O1   O 0 1 N N N 35.647 11.847 28.245 -2.200 2.300  4.184  O1   SH1 10 
SH1 O2   O2   O 0 1 N N N 34.056 14.056 28.973 -2.190 0.350  2.640  O2   SH1 11 
SH1 N1   N1   N 0 1 N N N 33.547 11.405 30.013 -0.367 1.925  2.665  N1   SH1 12 
SH1 C9   C9   C 0 1 N N R 32.461 11.922 30.786 0.603  1.108  1.932  C9   SH1 13 
SH1 C10  C10  C 0 1 N N N 33.148 12.283 32.094 2.016  1.439  2.416  C10  SH1 14 
SH1 O3   O3   O 0 1 N N N 33.848 11.125 32.535 2.287  2.823  2.185  O3   SH1 15 
SH1 C11  C11  C 0 1 N N N 31.427 10.806 30.886 0.495  1.402  0.458  C11  SH1 16 
SH1 O4   O4   O 0 1 N N N 31.731 9.636  30.590 -0.312 2.213  0.059  O4   SH1 17 
SH1 N2   N2   N 0 1 N N N 30.210 11.161 31.302 1.297  0.762  -0.416 N2   SH1 18 
SH1 C12  C12  C 0 1 N N S 29.148 10.212 31.499 1.192  1.048  -1.849 C12  SH1 19 
SH1 C13  C13  C 0 1 N N N 27.995 10.943 32.138 2.139  2.193  -2.211 C13  SH1 20 
SH1 C14  C14  C 0 1 N N N 28.761 9.593  30.150 1.568  -0.181 -2.634 C14  SH1 21 
SH1 O5   O5   O 0 1 N N N 28.703 10.259 29.086 1.891  -1.196 -2.054 O5   SH1 22 
SH1 N3   N3   N 0 1 N N N 28.502 8.286  30.240 1.544  -0.153 -3.982 N3   SH1 23 
SH1 C15  C15  C 0 1 N N S 28.025 7.562  29.073 1.910  -1.349 -4.746 C15  SH1 24 
SH1 C16  C16  C 0 1 N N N 28.744 6.245  28.848 1.144  -1.362 -6.070 C16  SH1 25 
SH1 C17  C17  C 0 1 N N N 30.229 6.468  28.667 -0.359 -1.376 -5.789 C17  SH1 26 
SH1 C18  C18  C 0 1 N N N 30.854 5.151  28.307 -1.125 -1.388 -7.113 C18  SH1 27 
SH1 N4   N4   N 0 1 N N N 32.247 5.410  28.042 -2.565 -1.402 -6.845 N4   SH1 28 
SH1 C19  C19  C 0 1 N N N 33.152 4.444  27.886 -3.310 -0.404 -7.231 C19  SH1 29 
SH1 N5   N5   N 0 1 N N N 32.826 3.144  27.971 -4.632 -0.349 -6.860 N5   SH1 30 
SH1 N6   N6   N 0 1 N N N 34.411 4.809  27.642 -2.773 0.592  -8.011 N6   SH1 31 
SH1 C20  C20  C 0 1 N N N 26.509 7.349  29.184 3.414  -1.335 -5.026 C20  SH1 32 
SH1 O6   O6   O 0 1 N N N 25.817 8.540  29.565 3.747  -0.168 -5.781 O6   SH1 33 
SH1 H1C1 1H1C H 0 0 N N N 32.744 10.938 27.047 0.044  -0.478 4.271  H1C1 SH1 34 
SH1 H1C2 2H1C H 0 0 N N N 31.698 12.006 27.863 0.038  0.917  5.375  H1C2 SH1 35 
SH1 H2C1 1H2C H 0 0 N N N 33.035 13.964 26.510 -2.176 0.219  6.244  H2C1 SH1 36 
SH1 H2C2 2H2C H 0 0 N N N 31.703 13.150 25.832 -2.170 -1.176 5.140  H2C2 SH1 37 
SH1 H4   H4   H 0 1 N N N 32.292 10.806 24.519 -0.681 0.298  8.155  H4   SH1 38 
SH1 H5   H5   H 0 1 N N N 35.185 13.894 25.454 -0.670 -3.047 5.511  H5   SH1 39 
SH1 H6   H6   H 0 1 N N N 33.672 10.108 22.557 0.614  -0.997 9.800  H6   SH1 40 
SH1 H7   H7   H 0 1 N N N 36.533 13.196 23.482 0.628  -4.342 7.154  H7   SH1 41 
SH1 H8   H8   H 0 1 N N N 35.767 11.348 22.016 1.269  -3.317 9.299  H8   SH1 42 
SH1 H1   H1   H 0 1 N N N 34.034 10.547 30.271 -0.323 2.893  2.615  H1   SH1 43 
SH1 H9   H9   H 0 1 N N N 32.024 12.827 30.303 0.396  0.053  2.109  H9   SH1 44 
SH1 H101 1H10 H 0 0 N N N 32.445 12.686 32.860 2.094  1.227  3.483  H101 SH1 45 
SH1 H102 2H10 H 0 0 N N N 33.801 13.183 32.011 2.738  0.831  1.871  H102 SH1 46 
SH1 H3   H3   H 0 1 N N N 34.277 11.351 33.352 3.185  2.989  2.503  H3   SH1 47 
SH1 H2   H2   H 0 1 N N N 30.025 12.147 31.488 1.943  0.113  -0.096 H2   SH1 48 
SH1 H12  H12  H 0 1 N N N 29.498 9.406  32.186 0.168  1.333  -2.088 H12  SH1 49 
SH1 H131 1H13 H 0 0 N N N 27.171 10.207 32.291 3.163  1.908  -1.971 H131 SH1 50 
SH1 H132 2H13 H 0 0 N N N 27.674 11.839 31.557 2.061  2.406  -3.277 H132 SH1 51 
SH1 H133 3H13 H 0 0 N N N 28.283 11.472 33.076 1.867  3.083  -1.643 H133 SH1 52 
SH1 HA   HA   H 0 1 N N N 28.638 7.797  31.125 1.286  0.657  -4.446 HA   SH1 53 
SH1 H15  H15  H 0 1 N N N 28.210 8.203  28.180 1.656  -2.239 -4.170 H15  SH1 54 
SH1 H161 1H16 H 0 0 N N N 28.305 5.676  27.996 1.398  -0.471 -6.645 H161 SH1 55 
SH1 H162 2H16 H 0 0 N N N 28.533 5.515  29.664 1.415  -2.251 -6.638 H162 SH1 56 
SH1 H171 1H17 H 0 0 N N N 30.706 6.943  29.556 -0.613 -2.266 -5.214 H171 SH1 57 
SH1 H172 2H17 H 0 0 N N N 30.458 7.271  27.928 -0.631 -0.486 -5.221 H172 SH1 58 
SH1 H181 1H18 H 0 0 N N N 30.336 4.634  27.466 -0.871 -0.498 -7.689 H181 SH1 59 
SH1 H182 2H18 H 0 0 N N N 30.693 4.362  29.079 -0.854 -2.278 -7.682 H182 SH1 60 
SH1 H5N1 1H5N H 0 0 N N N 33.519 2.405  27.852 -5.186 0.392  -7.148 H5N1 SH1 61 
SH1 H5N2 2H5N H 0 0 N N N 31.863 2.865  28.158 -5.011 -1.052 -6.310 H5N2 SH1 62 
SH1 H6N1 1H6N H 0 0 N N N 35.104 4.070  27.523 -3.281 1.400  -8.183 H6N1 SH1 63 
SH1 H6N2 2H6N H 0 0 N N N 34.659 5.796  27.577 -1.886 0.487  -8.390 H6N2 SH1 64 
SH1 H201 1H20 H 0 0 N N N 26.271 6.508  29.876 3.959  -1.326 -4.083 H201 SH1 65 
SH1 H202 2H20 H 0 0 N N N 26.093 6.927  28.240 3.685  -2.225 -5.595 H202 SH1 66 
SH1 HB   HB   H 0 1 N N N 24.879 8.408  29.634 4.701  -0.198 -5.936 HB   SH1 67 
# 
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 
SH1 C1  C2   SING N N 1  
SH1 C1  S1   SING N N 2  
SH1 C1  H1C1 SING N N 3  
SH1 C1  H1C2 SING N N 4  
SH1 C2  C3   SING N N 5  
SH1 C2  H2C1 SING N N 6  
SH1 C2  H2C2 SING N N 7  
SH1 C3  C4   DOUB Y N 8  
SH1 C3  C5   SING Y N 9  
SH1 C4  C6   SING Y N 10 
SH1 C4  H4   SING N N 11 
SH1 C5  C7   DOUB Y N 12 
SH1 C5  H5   SING N N 13 
SH1 C6  C8   DOUB Y N 14 
SH1 C6  H6   SING N N 15 
SH1 C7  C8   SING Y N 16 
SH1 C7  H7   SING N N 17 
SH1 C8  H8   SING N N 18 
SH1 S1  O1   DOUB N N 19 
SH1 S1  O2   DOUB N N 20 
SH1 S1  N1   SING N N 21 
SH1 N1  C9   SING N N 22 
SH1 N1  H1   SING N N 23 
SH1 C9  C10  SING N N 24 
SH1 C9  C11  SING N N 25 
SH1 C9  H9   SING N N 26 
SH1 C10 O3   SING N N 27 
SH1 C10 H101 SING N N 28 
SH1 C10 H102 SING N N 29 
SH1 O3  H3   SING N N 30 
SH1 C11 O4   DOUB N N 31 
SH1 C11 N2   SING N N 32 
SH1 N2  C12  SING N N 33 
SH1 N2  H2   SING N N 34 
SH1 C12 C13  SING N N 35 
SH1 C12 C14  SING N N 36 
SH1 C12 H12  SING N N 37 
SH1 C13 H131 SING N N 38 
SH1 C13 H132 SING N N 39 
SH1 C13 H133 SING N N 40 
SH1 C14 O5   DOUB N N 41 
SH1 C14 N3   SING N N 42 
SH1 N3  C15  SING N N 43 
SH1 N3  HA   SING N N 44 
SH1 C15 C16  SING N N 45 
SH1 C15 C20  SING N N 46 
SH1 C15 H15  SING N N 47 
SH1 C16 C17  SING N N 48 
SH1 C16 H161 SING N N 49 
SH1 C16 H162 SING N N 50 
SH1 C17 C18  SING N N 51 
SH1 C17 H171 SING N N 52 
SH1 C17 H172 SING N N 53 
SH1 C18 N4   SING N N 54 
SH1 C18 H181 SING N N 55 
SH1 C18 H182 SING N N 56 
SH1 N4  C19  DOUB N N 57 
SH1 C19 N5   SING N N 58 
SH1 C19 N6   SING N N 59 
SH1 N5  H5N1 SING N N 60 
SH1 N5  H5N2 SING N N 61 
SH1 N6  H6N1 SING N N 62 
SH1 N6  H6N2 SING N N 63 
SH1 C20 O6   SING N N 64 
SH1 C20 H201 SING N N 65 
SH1 C20 H202 SING N N 66 
SH1 O6  HB   SING N N 67 
# 
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 
SH1 SMILES           ACDLabs              10.04 O=C(NC(CCC/N=C(\N)N)CO)C(NC(=O)C(NS(=O)(=O)CCc1ccccc1)CO)C 
SH1 InChI            InChI                1.02b 
InChI=1/C20H34N6O6S/c1-14(18(29)25-16(12-27)8-5-10-23-20(21)22)24-19(30)17(13-28)26-33(31,32)11-9-15-6-3-2-4-7-15/h2-4,6-7,14,16-17,26-28H,5,8-13H2,1H3,(H,24,30)(H,25,29)(H4,21,22,23)/t14-,16-,17+/m0/s1/f/h24-25H,21-22H2 
SH1 InChIKey         InChI                1.02b RWZMJXITHWDHNE-MTXGJUQXDZ 
SH1 SMILES_CANONICAL CACTVS               3.341 C[C@H](NC(=O)[C@@H](CO)N[S](=O)(=O)CCc1ccccc1)C(=O)N[C@H](CO)CCCN=C(N)N 
SH1 SMILES           CACTVS               3.341 C[CH](NC(=O)[CH](CO)N[S](=O)(=O)CCc1ccccc1)C(=O)N[CH](CO)CCCN=C(N)N 
SH1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)CO)NC(=O)[C@@H](CO)NS(=O)(=O)CCc1ccccc1 
SH1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)NC(CCCN=C(N)N)CO)NC(=O)C(CO)NS(=O)(=O)CCc1ccccc1 
# 
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 
SH1 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2-phenylethyl)sulfonyl]-D-seryl-N-[(1S)-4-[(diaminomethylidene)amino]-1-(hydroxymethyl)butyl]-L-alaninamide                                   
SH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-hydroxy-pentan-2-yl]amino]-1-oxo-propan-2-yl]-3-hydroxy-2-(phenethylsulfonylamino)propanamide 
# 
