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 peptide-like _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 2020-06-17 _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 Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1WQV _chem_comp.pdbx_subcomponent_list "0TH MET 00S" _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 -2.216 -0.567 -0.013 C15 0TH 1 PSM O1 O1 O 0 1 N N N 34.860 7.178 11.071 -2.055 -1.046 1.089 O1 0TH 2 PSM C1 C1 C 0 1 N N S 38.064 6.997 11.243 -4.069 -1.483 -1.382 C1 0TH 3 PSM O2 O2 O 0 1 N N N 39.172 6.245 11.756 -4.060 -2.676 -0.596 O2 0TH 4 PSM N4 N4 N 0 1 N N N 36.630 5.055 11.695 -4.522 -0.137 0.609 N4 0TH 5 PSM C5 C5 C 0 1 N N R 36.970 6.048 10.670 -3.608 -0.303 -0.524 C5 0TH 6 PSM C3 C3 C 0 1 N N N 38.440 8.266 10.407 -5.487 -1.219 -1.893 C3 0TH 7 PSM S1 S1 S 0 1 N N N 36.349 3.415 11.204 -4.880 1.380 1.169 S1 0TH 8 PSM O4 O4 O 0 1 N N N 36.225 2.699 12.413 -5.788 1.153 2.239 O4 0TH 9 PSM O3 O3 O 0 1 N N N 37.444 3.110 10.335 -3.612 1.978 1.398 O3 0TH 10 PSM C9 C9 C 0 1 N N N 34.837 3.342 10.328 -5.723 2.187 -0.220 C9 0TH 11 PSM C8 C8 C 0 1 N N N 33.703 3.312 11.307 -6.023 3.643 0.142 C8 0TH 12 PSM C7 C7 C 0 1 N N N 32.388 3.195 10.560 -6.734 4.324 -1.029 C7 0TH 13 PSM N17 N17 N 0 1 N N N 35.685 7.158 8.941 -1.148 -0.265 -0.778 N MET 14 PSM C18 C18 C 0 1 N N S 34.601 7.996 8.517 0.206 -0.423 -0.242 CA MET 15 PSM C28 C28 C 0 1 N N N 33.266 7.291 8.743 1.146 0.501 -0.972 C MET 16 PSM O30 O30 O 0 1 N N N 33.153 6.074 8.597 0.727 1.221 -1.853 O MET 17 PSM C19 C19 C 0 1 N N N 34.821 8.588 7.129 0.664 -1.871 -0.432 CB MET 18 PSM C20 C20 C 0 1 N N N 36.132 9.405 7.050 -0.216 -2.798 0.409 CG MET 19 PSM S2 S2 S 0 1 N N N 36.401 10.563 8.449 0.327 -4.515 0.184 SD MET 20 PSM C6 C6 C 0 1 N N N 34.961 11.656 8.233 -0.816 -5.446 1.241 CE MET 21 PSM N31 N31 N 0 1 N N N 32.298 8.157 9.128 2.454 0.527 -0.646 N23 00S 22 PSM C32 C32 C 0 1 N N N 31.004 7.619 9.426 3.368 1.425 -1.355 C16 00S 23 PSM C25 C25 C 0 1 Y N N 30.760 7.330 10.888 4.761 1.262 -0.803 C17 00S 24 PSM C16 C16 C 0 1 Y N N 31.587 6.411 11.578 5.617 0.327 -1.358 C22 00S 25 PSM C17 C17 C 0 1 Y N N 31.383 6.155 12.935 6.893 0.173 -0.858 C21 00S 26 PSM C22 C22 C 0 1 Y N N 30.381 6.851 13.659 7.320 0.962 0.210 C24 00S 27 PSM C26 C26 C 0 1 N N N 30.237 6.642 15.131 8.689 0.802 0.752 C27 00S 28 PSM N1 N1 N 0 1 N N N 30.814 5.616 15.729 9.497 -0.077 0.232 N35 00S 29 PSM N2 N2 N 0 1 N N N 29.519 7.451 15.908 9.108 1.583 1.807 N34 00S 30 PSM C23 C23 C 0 1 Y N N 29.534 7.755 12.960 6.453 1.903 0.765 C19 00S 31 PSM C24 C24 C 0 1 Y N N 29.717 7.976 11.579 5.181 2.052 0.252 C18 00S 32 PSM H1 H1 H 0 1 N N N 37.580 7.501 12.092 -3.394 -1.601 -2.230 H1 0TH 33 PSM HO2 HO2 H 0 1 N N N 39.827 6.841 12.100 -3.195 -2.895 -0.223 HO2 0TH 34 PSM HN4 HN4 H 0 1 N N N 37.398 5.033 12.335 -4.916 -0.916 1.032 HN4 0TH 35 PSM H5 H5 H 0 1 N N N 37.349 5.535 9.774 -3.608 0.606 -1.126 H5 0TH 36 PSM H31A H31A H 0 0 N N N 37.522 8.765 10.064 -6.150 -1.038 -1.047 H31A 0TH 37 PSM H32 H32 H 0 1 N N N 39.021 8.958 11.033 -5.482 -0.345 -2.544 H32 0TH 38 PSM H33 H33 H 0 1 N N N 39.041 7.966 9.536 -5.839 -2.086 -2.451 H33 0TH 39 PSM H91 H91 H 0 1 N N N 34.742 4.227 9.681 -5.082 2.157 -1.101 H91 0TH 40 PSM H92 H92 H 0 1 N N N 34.813 2.433 9.708 -6.656 1.665 -0.432 H92 0TH 41 PSM H81 H81 H 0 1 N N N 33.821 2.448 11.977 -6.665 3.673 1.023 H81 0TH 42 PSM H82 H82 H 0 1 N N N 33.706 4.239 11.899 -5.090 4.165 0.354 H82 0TH 43 PSM H71 H71 H 0 1 N N N 31.557 3.173 11.281 -6.093 4.293 -1.910 H71 0TH 44 PSM H72 H72 H 0 1 N N N 32.269 4.059 9.890 -7.668 3.802 -1.241 H72 0TH 45 PSM H73 H73 H 0 1 N N N 32.384 2.268 9.968 -6.948 5.361 -0.771 H73 0TH 46 PSM H17 H17 H 0 1 N N N 36.373 6.817 8.300 -1.277 0.057 -1.684 H MET 47 PSM H18 H18 H 0 1 N N N 34.566 8.893 9.153 0.207 -0.178 0.820 HA MET 48 PSM H191 H191 H 0 0 N N N 34.874 7.766 6.400 0.578 -2.144 -1.484 HB2 MET 49 PSM H192 H192 H 0 0 N N N 33.977 9.253 6.892 1.702 -1.968 -0.115 HB3 MET 50 PSM H201 H201 H 0 0 N N N 36.971 8.693 7.038 -0.130 -2.525 1.461 HG2 MET 51 PSM H202 H202 H 0 0 N N N 36.102 9.999 6.124 -1.254 -2.701 0.092 HG3 MET 52 PSM H61 H61 H 0 1 N N N 34.968 12.431 9.013 -0.715 -5.106 2.272 HE1 MET 53 PSM H62 H62 H 0 1 N N N 35.008 12.132 7.242 -1.839 -5.282 0.903 HE2 MET 54 PSM H63 H63 H 0 1 N N N 34.037 11.065 8.313 -0.580 -6.508 1.184 HE3 MET 55 PSM H31 H31 H 0 1 N N N 32.480 9.137 9.202 2.789 -0.049 0.059 HN23 00S 56 PSM H321 H321 H 0 0 N N N 30.253 8.353 9.100 3.367 1.180 -2.417 H16 00S 57 PSM H322 H322 H 0 0 N N N 30.900 6.673 8.875 3.042 2.457 -1.220 H16A 00S 58 PSM H16 H16 H 0 1 N N N 32.382 5.904 11.051 5.285 -0.283 -2.185 H22 00S 59 PSM H2 H2 H 0 1 N N N 31.994 5.420 13.438 7.560 -0.557 -1.291 H21 00S 60 PSM HN1 HN1 H 0 1 N N N 30.620 5.597 16.710 10.393 -0.182 0.587 HN35 00S 61 PSM HN21 HN21 H 0 0 N N N 29.441 7.264 16.887 8.507 2.238 2.194 HN34 00S 62 PSM HN22 HN22 H 0 0 N N N 29.058 8.245 15.512 10.005 1.479 2.162 HN3A 00S 63 PSM H23 H23 H 0 1 N N N 28.748 8.274 13.489 6.778 2.517 1.592 H19 00S 64 PSM H24 H24 H 0 1 N N N 29.054 8.644 11.049 4.509 2.780 0.681 H18 00S 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 12.01 "O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(cc1)C(=[N@H])N)CCSC)C(O)C)CCC" PSM SMILES_CANONICAL CACTVS 3.370 "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 3.370 "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" 1.7.0 "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" 1.7.0 "CCCS(=O)(=O)NC(C(C)O)C(=O)NC(CCSC)C(=O)NCc1ccc(cc1)C(=N)N" PSM InChI InChI 1.03 "InChI=1S/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" PSM InChIKey InChI 1.03 AIIJKVORRBMJHS-RRQGHBQHSA-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 12.01 "N-(propylsulfonyl)-D-threonyl-N-(4-carbamimidoylbenzyl)-L-methioninamide" PSM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R,3S)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-4-methylsulfanyl-1-oxo-butan-2-yl]-3-hydroxy-2-(propylsulfonylamino)butanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PSM "Create component" 2004-10-14 RCSB PSM "Modify subcomponent list" 2011-03-23 RCSB PSM "Modify aromatic_flag" 2011-06-04 RCSB PSM "Modify descriptor" 2011-06-04 RCSB PSM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PSM _pdbx_chem_comp_synonyms.name "N-[1-(4-CARBAMIMIDOYL-BENZYLCARBAMOYL)-3-METHYLSULFANYL-PROPYL]-3-HYDROXY-2-PROPOXYAMINO-BUTYRAMID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##