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 2011-06-04 _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 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" SH1 InChI InChI 1.03 "InChI=1S/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" SH1 InChIKey InChI 1.03 RWZMJXITHWDHNE-BHYGNILZSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SH1 "Create component" 2004-06-15 EBI SH1 "Modify descriptor" 2011-06-04 RCSB #