data_739 # _chem_comp.id 739 _chem_comp.name "2(S)-{2(S)-[2(R)-AMINO-3-MERCAPTO]PROPYLAMINO-3(S)-METHYL}PENTYLOXY-3-PHENYLPROPIONYLMETHIONINE SULFONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H39 N3 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "L-739,750" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-06-14 _chem_comp.pdbx_modified_date 2021-03-13 _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 517.702 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 739 _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 1JCQ _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 739 CBC CBC C 0 1 N N N 19.926 131.913 2.446 -0.363 -0.193 7.283 CBC 739 1 739 SCC SCC S 0 1 N N N 18.971 133.352 3.044 -0.299 -1.427 8.611 SCC 739 2 739 CC CC C 0 1 N N N 20.141 133.010 0.262 0.362 0.334 4.952 CC 739 3 739 NC NC N 0 1 N N N 21.867 133.306 1.950 1.815 -0.943 6.453 NC 739 4 739 CAC CAC C 0 1 N N R 20.915 132.325 1.369 0.416 -0.706 6.071 CAC 739 5 739 NI NI N 0 1 N N N 20.776 133.045 -0.989 1.110 -0.158 3.788 NI 739 6 739 CAI CAI C 0 1 N N S 20.011 133.729 -2.002 0.948 0.843 2.726 CAI 739 7 739 CBI CBI C 0 1 N N S 21.076 134.456 -2.925 2.322 1.378 2.316 CBI 739 8 739 CCI CCI C 0 1 N N N 22.106 133.493 -3.492 2.944 2.139 3.488 CCI 739 9 739 CDI CDI C 0 1 N N N 20.384 135.213 -4.069 3.229 0.209 1.928 CDI 739 10 739 CEI CEI C 0 1 N N N 21.342 135.925 -5.000 4.603 0.744 1.517 CEI 739 11 739 CI CI C 0 1 N N N 19.136 132.690 -2.732 0.270 0.198 1.516 CI 739 12 739 "O'F" "O'F" O 0 1 N N N 18.270 133.258 -3.796 0.112 1.173 0.483 "O'F" 739 13 739 CAF CAF C 0 1 N N S 17.493 132.224 -4.423 -0.523 0.514 -0.613 CAF 739 14 739 CBF CBF C 0 1 N N N 16.190 132.040 -3.607 -2.042 0.635 -0.470 CBF 739 15 739 CCF CCF C 0 1 Y N N 15.327 133.265 -3.732 -2.478 -0.005 0.821 CCF 739 16 739 CDF CDF C 0 1 Y N N 14.228 133.254 -4.583 -2.541 0.747 1.979 CDF 739 17 739 CEF CEF C 0 1 Y N N 15.626 134.418 -3.031 -2.820 -1.344 0.848 CEF 739 18 739 CFF CFF C 0 1 Y N N 13.416 134.384 -4.733 -2.940 0.160 3.165 CFF 739 19 739 CGF CGF C 0 1 Y N N 14.827 135.570 -3.182 -3.216 -1.932 2.034 CGF 739 20 739 CHF CHF C 0 1 Y N N 13.707 135.549 -4.045 -3.278 -1.180 3.192 CHF 739 21 739 CF CF C 0 1 N N N 17.121 132.726 -5.827 -0.087 1.154 -1.906 CF 739 22 739 OF OF O 0 1 N N N 16.481 132.017 -6.587 0.690 2.084 -1.889 OF 739 23 739 NM NM N 0 1 N N N 17.447 133.973 -6.139 -0.562 0.694 -3.080 NM 739 24 739 CAM CAM C 0 1 N N S 17.070 134.520 -7.447 -0.139 1.317 -4.336 CAM 739 25 739 CBM CBM C 0 1 N N N 15.590 134.955 -7.456 -0.156 0.273 -5.454 CBM 739 26 739 CCM CCM C 0 1 N N N 15.201 135.509 -8.799 0.800 -0.867 -5.102 CCM 739 27 739 SDM SDM S 0 1 N N N 13.596 136.064 -8.906 0.780 -2.105 -6.428 SDM 739 28 739 ODM ODM O 0 1 N N N 13.298 137.025 -7.746 -0.503 -2.713 -6.472 ODM 739 29 739 OEM OEM O 0 1 N N N 12.509 134.813 -9.035 1.325 -1.529 -7.607 OEM 739 30 739 CEM CEM C 0 1 N N N 13.585 137.095 -10.294 1.971 -3.290 -5.745 CEM 739 31 739 CM CM C 0 1 N N N 17.942 135.739 -7.734 -1.082 2.440 -4.683 CM 739 32 739 O O O 0 1 N N N 18.206 136.042 -8.928 -2.367 2.380 -4.301 O 739 33 739 OXT OXT O 0 1 N N N 18.360 136.374 -6.744 -0.681 3.395 -5.306 OXT 739 34 739 HBC1 1HBC H 0 0 N N N 20.430 131.377 3.283 0.080 0.739 7.632 HBC1 739 35 739 HBC2 2HBC H 0 0 N N N 19.257 131.091 2.097 -1.401 -0.018 7.000 HBC2 739 36 739 HCC HCC H 0 1 N N N 18.352 133.094 3.717 -1.023 -0.796 9.552 HCC 739 37 739 HCC1 1HCC H 0 0 N N N 19.129 132.550 0.163 0.805 1.266 5.301 HCC1 739 38 739 HCC2 2HCC H 0 0 N N N 19.859 134.042 0.575 -0.675 0.509 4.668 HCC2 739 39 739 HNC1 1HNC H 0 0 N N N 22.531 133.582 1.226 2.183 -0.057 6.768 HNC1 739 40 739 HNC2 2HNC H 0 0 N N N 22.327 132.953 2.789 1.797 -1.552 7.257 HNC2 739 41 739 HAC HAC H 0 1 N N N 21.465 131.436 0.979 -0.027 -1.639 5.722 HAC 739 42 739 HNI HNI H 0 1 N N N 21.022 132.103 -1.295 0.640 -0.993 3.473 HNI 739 43 739 HAI HAI H 0 1 N N N 19.304 134.496 -1.609 0.333 1.664 3.093 HAI 739 44 739 HBI HBI H 0 1 N N N 21.615 135.183 -2.274 2.210 2.050 1.464 HBI 739 45 739 HCI1 1HCI H 0 0 N N N 22.854 134.004 -4.141 3.155 1.444 4.301 HCI1 739 46 739 HCI2 2HCI H 0 0 N N N 22.606 132.915 -2.679 3.870 2.612 3.164 HCI2 739 47 739 HCI3 3HCI H 0 0 N N N 21.613 132.651 -4.032 2.248 2.903 3.835 HCI3 739 48 739 HDI1 1HDI H 0 0 N N N 19.714 134.530 -4.642 2.786 -0.332 1.092 HDI1 739 49 739 HDI2 2HDI H 0 0 N N N 19.626 135.925 -3.666 3.340 -0.462 2.779 HDI2 739 50 739 HEI1 1HEI H 0 0 N N N 20.839 136.474 -5.830 5.249 -0.088 1.241 HEI1 739 51 739 HEI2 2HEI H 0 0 N N N 22.011 136.607 -4.426 4.491 1.416 0.666 HEI2 739 52 739 HEI3 3HEI H 0 0 N N N 22.099 135.213 -5.402 5.046 1.286 2.352 HEI3 739 53 739 HI1 1HI H 0 1 N N N 19.768 131.868 -3.142 0.885 -0.622 1.149 HI1 739 54 739 HI2 2HI H 0 1 N N N 18.524 132.112 -1.999 -0.708 -0.182 1.808 HI2 739 55 739 HAF HAF H 0 1 N N N 18.055 131.262 -4.474 -0.242 -0.538 -0.616 HAF 739 56 739 HBF1 1HBF H 0 0 N N N 15.643 131.112 -3.896 -2.323 1.688 -0.467 HBF1 739 57 739 HBF2 2HBF H 0 0 N N N 16.396 131.781 -2.542 -2.527 0.132 -1.307 HBF2 739 58 739 HDF HDF H 0 1 N N N 13.996 132.335 -5.147 -2.277 1.794 1.957 HDF 739 59 739 HEF HEF H 0 1 N N N 16.497 134.418 -2.354 -2.771 -1.931 -0.056 HEF 739 60 739 HFF HFF H 0 1 N N N 12.538 134.356 -5.400 -2.989 0.747 4.069 HFF 739 61 739 HGF HGF H 0 1 N N N 15.078 136.488 -2.624 -3.479 -2.980 2.056 HGF 739 62 739 HHF HHF H 0 1 N N N 13.064 136.435 -4.180 -3.589 -1.639 4.119 HHF 739 63 739 HNM HNM H 0 1 N N N 17.957 134.480 -5.416 -1.185 -0.049 -3.093 HNM 739 64 739 HAM HAM H 0 1 N N N 17.215 133.732 -8.222 0.870 1.712 -4.223 HAM 739 65 739 HBM1 1HBM H 0 0 N N N 14.915 134.125 -7.141 -1.166 -0.121 -5.567 HBM1 739 66 739 HBM2 2HBM H 0 0 N N N 15.367 135.674 -6.633 0.158 0.736 -6.389 HBM2 739 67 739 HCM1 1HCM H 0 0 N N N 15.909 136.314 -9.103 1.810 -0.472 -4.989 HCM1 739 68 739 HCM2 2HCM H 0 0 N N N 15.404 134.759 -9.599 0.485 -1.330 -4.167 HCM2 739 69 739 HEM1 1HEM H 0 0 N N N 12.533 137.458 -10.364 2.086 -4.127 -6.434 HEM1 739 70 739 HEM2 2HEM H 0 0 N N N 14.346 137.908 -10.262 2.934 -2.798 -5.607 HEM2 739 71 739 HEM3 3HEM H 0 0 N N N 13.961 136.609 -11.224 1.609 -3.657 -4.784 HEM3 739 72 739 HO HO H 0 1 N N N 18.748 136.800 -9.106 -2.972 3.101 -4.523 HO 739 73 # # 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 739 CBC SCC SING N N 1 739 CBC CAC SING N N 2 739 CBC HBC1 SING N N 3 739 CBC HBC2 SING N N 4 739 SCC HCC SING N N 5 739 CC CAC SING N N 6 739 CC NI SING N N 7 739 CC HCC1 SING N N 8 739 CC HCC2 SING N N 9 739 NC CAC SING N N 10 739 NC HNC1 SING N N 11 739 NC HNC2 SING N N 12 739 CAC HAC SING N N 13 739 NI CAI SING N N 14 739 NI HNI SING N N 15 739 CAI CBI SING N N 16 739 CAI CI SING N N 17 739 CAI HAI SING N N 18 739 CBI CCI SING N N 19 739 CBI CDI SING N N 20 739 CBI HBI SING N N 21 739 CCI HCI1 SING N N 22 739 CCI HCI2 SING N N 23 739 CCI HCI3 SING N N 24 739 CDI CEI SING N N 25 739 CDI HDI1 SING N N 26 739 CDI HDI2 SING N N 27 739 CEI HEI1 SING N N 28 739 CEI HEI2 SING N N 29 739 CEI HEI3 SING N N 30 739 CI "O'F" SING N N 31 739 CI HI1 SING N N 32 739 CI HI2 SING N N 33 739 "O'F" CAF SING N N 34 739 CAF CBF SING N N 35 739 CAF CF SING N N 36 739 CAF HAF SING N N 37 739 CBF CCF SING N N 38 739 CBF HBF1 SING N N 39 739 CBF HBF2 SING N N 40 739 CCF CDF DOUB Y N 41 739 CCF CEF SING Y N 42 739 CDF CFF SING Y N 43 739 CDF HDF SING N N 44 739 CEF CGF DOUB Y N 45 739 CEF HEF SING N N 46 739 CFF CHF DOUB Y N 47 739 CFF HFF SING N N 48 739 CGF CHF SING Y N 49 739 CGF HGF SING N N 50 739 CHF HHF SING N N 51 739 CF OF DOUB N N 52 739 CF NM SING N N 53 739 NM CAM SING N N 54 739 NM HNM SING N N 55 739 CAM CBM SING N N 56 739 CAM CM SING N N 57 739 CAM HAM SING N N 58 739 CBM CCM SING N N 59 739 CBM HBM1 SING N N 60 739 CBM HBM2 SING N N 61 739 CCM SDM SING N N 62 739 CCM HCM1 SING N N 63 739 CCM HCM2 SING N N 64 739 SDM ODM DOUB N N 65 739 SDM OEM DOUB N N 66 739 SDM CEM SING N N 67 739 CEM HEM1 SING N N 68 739 CEM HEM2 SING N N 69 739 CEM HEM3 SING N N 70 739 CM O SING N N 71 739 CM OXT DOUB N N 72 739 O HO SING N N 73 # # 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 739 SMILES ACDLabs 10.04 "O=S(=O)(C)CCC(C(=O)O)NC(=O)C(OCC(NCC(N)CS)C(C)CC)Cc1ccccc1" 739 SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C)[C@@H](CO[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC[S](C)(=O)=O)C(O)=O)NC[C@@H](N)CS" 739 SMILES CACTVS 3.341 "CC[CH](C)[CH](CO[CH](Cc1ccccc1)C(=O)N[CH](CC[S](C)(=O)=O)C(O)=O)NC[CH](N)CS" 739 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)[C@@H](CO[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCS(=O)(=O)C)C(=O)O)NC[C@H](CS)N" 739 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)C(COC(Cc1ccccc1)C(=O)NC(CCS(=O)(=O)C)C(=O)O)NCC(CS)N" 739 InChI InChI 1.03 "InChI=1S/C23H39N3O6S2/c1-4-16(2)20(25-13-18(24)15-33)14-32-21(12-17-8-6-5-7-9-17)22(27)26-19(23(28)29)10-11-34(3,30)31/h5-9,16,18-21,25,33H,4,10-15,24H2,1-3H3,(H,26,27)(H,28,29)/t16-,18+,19-,20+,21-/m0/s1" 739 InChIKey InChI 1.03 SIEXHGZWGJLLAC-OSTWSGHESA-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 739 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-{[(2S)-2-{[(2S,3S)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoyl]amino}-4-(methylsulfonyl)butanoic acid" 739 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-2-[(2S,3S)-2-[[(2R)-2-amino-3-sulfanyl-propyl]amino]-3-methyl-pentoxy]-3-phenyl-propanoyl]amino]-4-methylsulfonyl-butanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 739 "Create component" 2001-06-14 RCSB 739 "Modify descriptor" 2011-06-04 RCSB 739 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 739 _pdbx_chem_comp_synonyms.name "L-739,750" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##