data_SHW # _chem_comp.id SHW _chem_comp.name "S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H37 N2 O9 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-15 _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 500.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SHW _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 2KOQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 SHW C1 C1 C 0 1 N N N -4.285 -7.950 1.838 -5.976 -0.329 -0.449 C1 SHW 1 SHW O1 O1 O 0 1 N N N -4.770 -8.289 2.943 -5.728 -0.052 0.705 O1 SHW 2 SHW S1 S1 S 0 1 N N N -3.867 -9.086 0.566 -4.719 -0.828 -1.499 S1 SHW 3 SHW C2 C2 C 0 1 N N N -3.991 -6.473 1.523 -7.392 -0.241 -0.958 C2 SHW 4 SHW C3 C3 C 0 1 N N R -3.419 -5.695 2.720 -8.312 0.219 0.174 C3 SHW 5 SHW O3 O3 O 0 1 N N N -4.382 -5.673 3.787 -8.341 -0.776 1.199 O3 SHW 6 SHW C4 C4 C 0 1 N N N -3.047 -4.260 2.322 -9.726 0.429 -0.372 C4 SHW 7 SHW C5 C5 C 0 1 N N N -2.059 -4.198 1.171 -10.617 1.008 0.729 C5 SHW 8 SHW C6 C6 C 0 1 N N N -1.527 -2.800 0.928 -12.031 1.217 0.183 C6 SHW 9 SHW C7 C7 C 0 1 N N N -0.582 -2.770 -0.264 -12.922 1.796 1.284 C7 SHW 10 SHW C8 C8 C 0 1 N N N 0.010 -1.395 -0.421 -14.336 2.006 0.738 C8 SHW 11 SHW O23 O23 O 0 1 N N N -12.746 -9.833 -2.862 8.769 2.190 -1.363 O23 SHW 12 SHW P24 P24 P 0 1 N N N -13.090 -9.054 -1.647 7.678 2.659 -0.478 P24 SHW 13 SHW O26 O26 O 0 1 N N N -14.513 -8.610 -1.455 6.377 2.996 -1.363 O26 SHW 14 SHW O27 O27 O 0 1 N N N -12.717 -9.940 -0.405 7.319 1.507 0.587 O27 SHW 15 SHW C28 C28 C 0 1 N N N -11.323 -10.379 -0.290 6.965 0.176 0.205 C28 SHW 16 SHW O28 O28 O 0 1 N N N -12.130 -7.826 -1.549 8.153 3.984 0.304 O28 SHW 17 SHW C29 C29 C 0 1 N N N -11.044 -11.078 1.052 6.687 -0.658 1.457 C29 SHW 18 SHW C30 C30 C 0 1 N N N -11.764 -12.414 1.027 7.941 -0.695 2.333 C30 SHW 19 SHW C31 C31 C 0 1 N N N -9.544 -11.326 1.204 5.535 -0.029 2.243 C31 SHW 20 SHW C32 C32 C 0 1 N N S -11.568 -10.206 2.287 6.307 -2.082 1.048 C32 SHW 21 SHW O33 O33 O 0 1 N N N -12.953 -10.438 2.517 7.429 -2.714 0.428 O33 SHW 22 SHW C34 C34 C 0 1 N N N -11.389 -8.728 2.054 5.156 -2.036 0.077 C34 SHW 23 SHW O35 O35 O 0 1 N N N -12.383 -7.993 1.942 5.340 -2.291 -1.094 O35 SHW 24 SHW N36 N36 N 0 1 N N N -10.196 -8.315 1.987 3.922 -1.711 0.510 N36 SHW 25 SHW C37 C37 C 0 1 N N N -9.804 -6.951 1.761 2.783 -1.775 -0.409 C37 SHW 26 SHW C38 C38 C 0 1 N N N -8.335 -6.852 1.463 1.508 -1.359 0.329 C38 SHW 27 SHW C39 C39 C 0 1 N N N -7.922 -7.524 0.163 0.336 -1.425 -0.616 C39 SHW 28 SHW O40 O40 O 0 1 N N N -8.727 -7.856 -0.718 0.504 -1.771 -1.766 O40 SHW 29 SHW N41 N41 N 0 1 N N N -6.651 -7.713 0.090 -0.898 -1.100 -0.183 N41 SHW 30 SHW C42 C42 C 0 1 N N N -5.941 -8.328 -1.011 -2.037 -1.165 -1.102 C42 SHW 31 SHW C43 C43 C 0 1 N N N -4.417 -8.227 -0.860 -3.311 -0.749 -0.364 C43 SHW 32 SHW H2 H2 H 0 1 N N N -3.255 -6.436 0.706 -7.439 0.475 -1.778 H2 SHW 33 SHW H2A H2A H 0 1 N N N -4.933 -5.993 1.220 -7.713 -1.220 -1.312 H2A SHW 34 SHW H3 H3 H 0 1 N N N -2.504 -6.204 3.058 -7.940 1.156 0.587 H3 SHW 35 SHW HO3 HO3 H 0 1 N N N -4.810 -6.519 3.846 -8.663 -1.638 0.902 HO3 SHW 36 SHW H4 H4 H 0 1 N N N -3.966 -3.738 2.017 -9.692 1.122 -1.213 H4 SHW 37 SHW H4A H4A H 0 1 N N N -2.592 -3.767 3.194 -10.133 -0.526 -0.704 H4A SHW 38 SHW H5 H5 H 0 1 N N N -1.210 -4.856 1.407 -10.652 0.315 1.570 H5 SHW 39 SHW H5A H5A H 0 1 N N N -2.569 -4.539 0.258 -10.211 1.963 1.061 H5A SHW 40 SHW H6 H6 H 0 1 N N N -2.373 -2.126 0.729 -11.997 1.910 -0.658 H6 SHW 41 SHW H6A H6A H 0 1 N N N -0.982 -2.466 1.823 -12.438 0.262 -0.149 H6A SHW 42 SHW H7 H7 H 0 1 N N N 0.227 -3.497 -0.104 -12.957 1.103 2.125 H7 SHW 43 SHW H7A H7A H 0 1 N N N -1.140 -3.031 -1.176 -12.516 2.751 1.617 H7A SHW 44 SHW H8 H8 H 0 1 N N N 0.691 -1.385 -1.285 -14.302 2.698 -0.103 H8 SHW 45 SHW H8A H8A H 0 1 N N N -0.797 -0.665 -0.582 -14.743 1.050 0.406 H8A SHW 46 SHW H8B H8B H 0 1 N N N 0.568 -1.130 0.489 -14.971 2.418 1.523 H8B SHW 47 SHW HO26 HO26 H 0 0 N N N -15.040 -8.908 -2.188 5.621 3.309 -0.848 HO26 SHW 48 SHW H28 H28 H 0 1 N N N -11.110 -11.086 -1.105 6.072 0.203 -0.419 H28 SHW 49 SHW H28A H28A H 0 0 N N N -10.670 -9.497 -0.369 7.786 -0.272 -0.355 H28A SHW 50 SHW HO28 HO28 H 0 0 N N N -11.529 -7.834 -2.285 8.387 4.721 -0.277 HO28 SHW 51 SHW H30 H30 H 0 1 N N N -11.587 -12.944 1.974 8.241 0.322 2.582 H30 SHW 52 SHW H30A H30A H 0 0 N N N -12.843 -12.246 0.897 7.727 -1.245 3.250 H30A SHW 53 SHW H30B H30B H 0 0 N N N -11.384 -13.020 0.191 8.747 -1.191 1.793 H30B SHW 54 SHW H31 H31 H 0 1 N N N -9.350 -11.826 2.165 4.680 0.115 1.582 H31 SHW 55 SHW H31A H31A H 0 0 N N N -9.193 -11.966 0.381 5.252 -0.688 3.064 H31A SHW 56 SHW H31B H31B H 0 0 N N N -9.009 -10.365 1.176 5.851 0.935 2.644 H31B SHW 57 SHW H32 H32 H 0 1 N N N -10.969 -10.516 3.156 6.015 -2.648 1.932 H32 SHW 58 SHW HO33 HO33 H 0 0 N N N -13.432 -9.624 2.414 7.744 -2.263 -0.368 HO33 SHW 59 SHW HN36 HN36 H 0 0 N N N -9.468 -8.991 2.100 3.788 -1.435 1.430 HN36 SHW 60 SHW H37 H37 H 0 1 N N N -10.369 -6.555 0.905 2.954 -1.100 -1.247 H37 SHW 61 SHW H37A H37A H 0 0 N N N -10.025 -6.362 2.663 2.672 -2.794 -0.779 H37A SHW 62 SHW H38 H38 H 0 1 N N N -8.073 -5.786 1.393 1.337 -2.034 1.168 H38 SHW 63 SHW H38A H38A H 0 0 N N N -7.788 -7.337 2.285 1.619 -0.340 0.700 H38A SHW 64 SHW HN41 HN41 H 0 0 N N N -6.102 -7.406 0.867 -1.032 -0.824 0.737 HN41 SHW 65 SHW H42 H42 H 0 1 N N N -6.217 -9.392 -1.052 -1.866 -0.490 -1.940 H42 SHW 66 SHW H42A H42A H 0 0 N N N -6.233 -7.819 -1.941 -2.148 -2.184 -1.472 H42A SHW 67 SHW H43 H43 H 0 1 N N N -4.137 -7.167 -0.769 -3.201 0.270 0.007 H43 SHW 68 SHW H43A H43A H 0 0 N N N -3.940 -8.667 -1.748 -3.482 -1.424 0.475 H43A SHW 69 # 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 SHW C1 O1 DOUB N N 1 SHW C1 S1 SING N N 2 SHW C1 C2 SING N N 3 SHW S1 C43 SING N N 4 SHW C2 C3 SING N N 5 SHW C3 O3 SING N N 6 SHW C3 C4 SING N N 7 SHW C4 C5 SING N N 8 SHW C5 C6 SING N N 9 SHW C6 C7 SING N N 10 SHW C7 C8 SING N N 11 SHW O23 P24 DOUB N N 12 SHW P24 O26 SING N N 13 SHW P24 O27 SING N N 14 SHW P24 O28 SING N N 15 SHW O27 C28 SING N N 16 SHW C28 C29 SING N N 17 SHW C29 C30 SING N N 18 SHW C29 C31 SING N N 19 SHW C29 C32 SING N N 20 SHW C32 O33 SING N N 21 SHW C32 C34 SING N N 22 SHW C34 O35 DOUB N N 23 SHW C34 N36 SING N N 24 SHW N36 C37 SING N N 25 SHW C37 C38 SING N N 26 SHW C38 C39 SING N N 27 SHW C39 O40 DOUB N N 28 SHW C39 N41 SING N N 29 SHW N41 C42 SING N N 30 SHW C42 C43 SING N N 31 SHW C2 H2 SING N N 32 SHW C2 H2A SING N N 33 SHW C3 H3 SING N N 34 SHW O3 HO3 SING N N 35 SHW C4 H4 SING N N 36 SHW C4 H4A SING N N 37 SHW C5 H5 SING N N 38 SHW C5 H5A SING N N 39 SHW C6 H6 SING N N 40 SHW C6 H6A SING N N 41 SHW C7 H7 SING N N 42 SHW C7 H7A SING N N 43 SHW C8 H8 SING N N 44 SHW C8 H8A SING N N 45 SHW C8 H8B SING N N 46 SHW O26 HO26 SING N N 47 SHW C28 H28 SING N N 48 SHW C28 H28A SING N N 49 SHW O28 HO28 SING N N 50 SHW C30 H30 SING N N 51 SHW C30 H30A SING N N 52 SHW C30 H30B SING N N 53 SHW C31 H31 SING N N 54 SHW C31 H31A SING N N 55 SHW C31 H31B SING N N 56 SHW C32 H32 SING N N 57 SHW O33 HO33 SING N N 58 SHW N36 HN36 SING N N 59 SHW C37 H37 SING N N 60 SHW C37 H37A SING N N 61 SHW C38 H38 SING N N 62 SHW C38 H38A SING N N 63 SHW N41 HN41 SING N N 64 SHW C42 H42 SING N N 65 SHW C42 H42A SING N N 66 SHW C43 H43 SING N N 67 SHW C43 H43A SING N N 68 # 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 SHW SMILES ACDLabs 11.02 "O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CC(O)CCCCC" SHW SMILES_CANONICAL CACTVS 3.352 "CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O" SHW SMILES CACTVS 3.352 "CCCCC[CH](O)CC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O" SHW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCC[C@H](CC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O)O" SHW SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCC(CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)O" SHW InChI InChI 1.03 "InChI=1S/C19H37N2O9PS/c1-4-5-6-7-14(22)12-16(24)32-11-10-20-15(23)8-9-21-18(26)17(25)19(2,3)13-30-31(27,28)29/h14,17,22,25H,4-13H2,1-3H3,(H,20,23)(H,21,26)(H2,27,28,29)/t14-,17-/m1/s1" SHW InChIKey InChI 1.03 FOTLWMVULALMIY-RHSMWYFYSA-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 SHW "SYSTEMATIC NAME" ACDLabs 11.02 "S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] (3R)-3-hydroxyoctanethioate" SHW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SHW "Create component" 2009-10-15 PDBJ SHW "Modify descriptor" 2011-06-04 RCSB #