data_66S # _chem_comp.id 66S _chem_comp.name "S-[2-({N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] octanethioate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H37 N2 O8 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-08 _chem_comp.pdbx_modified_date 2016-03-04 _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 484.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66S _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 5HV8 _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 66S P24 P1 P 0 1 N N N -16.428 -9.213 1.805 -7.050 -2.730 0.451 P24 66S 1 66S O26 O1 O 0 1 N N N -16.339 -9.389 3.273 -5.906 -2.788 1.388 O26 66S 2 66S O23 O2 O 0 1 N N N -16.042 -10.459 1.110 -8.406 -2.461 1.276 O23 66S 3 66S O27 O3 O 0 1 N N N -17.877 -8.693 1.358 -6.819 -1.536 -0.605 O27 66S 4 66S C28 C1 C 0 1 N N N -18.534 -9.338 0.217 -6.570 -0.185 -0.211 C28 66S 5 66S C29 C2 C 0 1 N N N -19.635 -10.337 0.721 -6.398 0.686 -1.456 C29 66S 6 66S C30 C3 C 0 1 N N N -18.976 -11.482 1.500 -5.216 0.170 -2.280 C30 66S 7 66S C31 C4 C 0 1 N N N -20.364 -10.928 -0.491 -7.673 0.628 -2.300 C31 66S 8 66S C32 C5 C 0 1 N N R -20.680 -9.611 1.645 -6.131 2.132 -1.034 C32 66S 9 66S O33 O4 O 0 1 N N N -20.122 -9.420 2.948 -7.288 2.658 -0.380 O33 66S 10 66S C34 C6 C 0 1 N N N -21.092 -8.240 1.097 -4.959 2.172 -0.088 C34 66S 11 66S O35 O5 O 0 1 N N N -21.124 -7.963 -0.092 -5.128 2.467 1.076 O35 66S 12 66S N36 N1 N 0 1 N N N -21.422 -7.346 2.035 -3.722 1.880 -0.536 N36 66S 13 66S C37 C7 C 0 1 N N N -21.410 -5.902 1.784 -2.597 1.823 0.401 C37 66S 14 66S C38 C8 C 0 1 N N N -21.099 -5.103 3.061 -1.316 1.474 -0.360 C38 66S 15 66S C39 C9 C 0 1 N N N -20.124 -3.991 2.754 -0.160 1.416 0.605 C39 66S 16 66S O40 O6 O 0 1 N N N -20.397 -3.046 2.034 -0.342 1.633 1.784 O40 66S 17 66S N41 N2 N 0 1 N N N -18.927 -4.110 3.338 1.077 1.124 0.156 N41 66S 18 66S C42 C10 C 0 1 N N N -17.981 -5.177 2.988 2.202 1.067 1.094 C42 66S 19 66S C43 C11 C 0 1 N N N -16.533 -4.670 2.988 3.483 0.718 0.333 C43 66S 20 66S S1 S1 S 0 1 N N N -16.408 -2.976 3.633 4.872 0.649 1.492 S1 66S 21 66S C1 C12 C 0 1 N N N -15.965 -3.312 5.289 6.140 0.252 0.412 C1 66S 22 66S O1 O7 O 0 1 N N N -16.794 -3.465 6.162 5.907 0.110 -0.771 O1 66S 23 66S C2 C13 C 0 1 N N N -14.485 -3.393 5.537 7.544 0.080 0.929 C2 66S 24 66S C3 C14 C 0 1 N N N -14.089 -4.832 5.888 8.477 -0.269 -0.232 C3 66S 25 66S C4 C15 C 0 1 N N N -13.402 -4.884 7.266 9.903 -0.444 0.293 C4 66S 26 66S C5 C16 C 0 1 N N N -12.344 -5.997 7.278 10.836 -0.792 -0.868 C5 66S 27 66S C6 C17 C 0 1 N N N -10.929 -5.394 7.376 12.262 -0.967 -0.343 C6 66S 28 66S C7 C18 C 0 1 N N N -10.442 -4.930 5.993 13.195 -1.316 -1.505 C7 66S 29 66S C8 C19 C 0 1 N N N -10.396 -3.413 5.950 14.621 -1.491 -0.979 C8 66S 30 66S H1 H1 H 0 1 N N N -15.814 -11.122 1.751 -9.199 -2.411 0.724 H1 66S 31 66S H28 H2 H 0 1 N N N -19.002 -8.569 -0.415 -7.412 0.183 0.377 H28 66S 32 66S H28A H3 H 0 0 N N N -17.785 -9.889 -0.370 -5.662 -0.144 0.391 H28A 66S 33 66S H30 H4 H 0 1 N N N -19.750 -12.180 1.852 -5.454 -0.817 -2.676 H30 66S 34 66S H30A H5 H 0 0 N N N -18.273 -12.015 0.843 -5.022 0.855 -3.105 H30A 66S 35 66S H30B H6 H 0 0 N N N -18.432 -11.072 2.364 -4.332 0.104 -1.646 H30B 66S 36 66S H31 H7 H 0 1 N N N -21.138 -11.630 -0.147 -8.502 1.052 -1.735 H31 66S 37 66S H31A H8 H 0 0 N N N -20.834 -10.117 -1.067 -7.528 1.200 -3.217 H31A 66S 38 66S H31B H9 H 0 0 N N N -19.643 -11.461 -1.128 -7.896 -0.409 -2.550 H31B 66S 39 66S H32 H10 H 0 1 N N N -21.576 -10.245 1.710 -5.908 2.733 -1.915 H32 66S 40 66S HO33 H11 H 0 0 N N N -20.756 -8.981 3.503 -7.546 2.172 0.415 HO33 66S 41 66S HN36 H12 H 0 0 N N N -21.687 -7.675 2.941 -3.576 1.706 -1.480 HN36 66S 42 66S H37 H13 H 0 1 N N N -20.643 -5.678 1.028 -2.479 2.792 0.886 H37 66S 43 66S H37A H14 H 0 0 N N N -22.397 -5.598 1.405 -2.791 1.061 1.155 H37A 66S 44 66S H38 H15 H 0 1 N N N -22.031 -4.671 3.456 -1.434 0.505 -0.844 H38 66S 45 66S H38A H16 H 0 0 N N N -20.659 -5.775 3.812 -1.122 2.237 -1.114 H38A 66S 46 66S HN41 H17 H 0 0 N N N -18.666 -3.447 4.040 1.223 0.951 -0.787 HN41 66S 47 66S H42 H18 H 0 1 N N N -18.074 -5.991 3.721 2.320 2.036 1.579 H42 66S 48 66S H42A H19 H 0 0 N N N -18.226 -5.557 1.985 2.008 0.305 1.848 H42A 66S 49 66S H43 H20 H 0 1 N N N -15.923 -5.336 3.616 3.365 -0.251 -0.151 H43 66S 50 66S H43A H21 H 0 0 N N N -16.150 -4.687 1.957 3.677 1.481 -0.421 H43A 66S 51 66S H2 H22 H 0 1 N N N -13.946 -3.078 4.631 7.876 1.008 1.396 H2 66S 52 66S H2A H23 H 0 1 N N N -14.219 -2.728 6.372 7.564 -0.724 1.665 H2A 66S 53 66S H3 H24 H 0 1 N N N -14.992 -5.460 5.910 8.145 -1.196 -0.699 H3 66S 54 66S H3A H25 H 0 1 N N N -13.396 -5.213 5.124 8.457 0.535 -0.968 H3A 66S 55 66S H4 H26 H 0 1 N N N -12.918 -3.918 7.469 10.235 0.484 0.760 H4 66S 56 66S H4A H27 H 0 1 N N N -14.155 -5.087 8.042 9.923 -1.247 1.029 H4A 66S 57 66S H5 H28 H 0 1 N N N -12.519 -6.653 8.143 10.504 -1.720 -1.335 H5 66S 58 66S H5A H29 H 0 1 N N N -12.424 -6.583 6.351 10.816 0.012 -1.604 H5A 66S 59 66S H6 H30 H 0 1 N N N -10.950 -4.533 8.060 12.594 -0.039 0.123 H6 66S 60 66S H6A H31 H 0 1 N N N -10.238 -6.155 7.766 12.282 -1.771 0.393 H6A 66S 61 66S H7 H32 H 0 1 N N N -9.435 -5.332 5.806 12.863 -2.244 -1.971 H7 66S 62 66S H7A H33 H 0 1 N N N -11.133 -5.297 5.220 13.175 -0.512 -2.240 H7A 66S 63 66S H8 H34 H 0 1 N N N -10.047 -3.084 4.960 14.641 -2.295 -0.243 H8 66S 64 66S H8A H35 H 0 1 N N N -11.402 -3.010 6.137 15.285 -1.739 -1.806 H8A 66S 65 66S H8B H36 H 0 1 N N N -9.705 -3.045 6.723 14.952 -0.563 -0.512 H8B 66S 66 66S OP3 OP3 O 0 1 N Y N -15.557 -7.979 1.307 -7.170 -4.128 -0.338 OP3 66S 67 66S HOP3 HOP3 H 0 0 N Y N -15.130 -7.571 2.051 -7.310 -4.893 0.237 HOP3 66S 68 # 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 66S P24 O26 DOUB N N 1 66S P24 O23 SING N N 2 66S P24 O27 SING N N 3 66S O27 C28 SING N N 4 66S C28 C29 SING N N 5 66S C29 C30 SING N N 6 66S C29 C31 SING N N 7 66S C29 C32 SING N N 8 66S C32 O33 SING N N 9 66S C32 C34 SING N N 10 66S C34 O35 DOUB N N 11 66S C34 N36 SING N N 12 66S N36 C37 SING N N 13 66S C37 C38 SING N N 14 66S C38 C39 SING N N 15 66S C39 O40 DOUB N N 16 66S C39 N41 SING N N 17 66S N41 C42 SING N N 18 66S C42 C43 SING N N 19 66S C43 S1 SING N N 20 66S S1 C1 SING N N 21 66S C1 O1 DOUB N N 22 66S C1 C2 SING N N 23 66S C2 C3 SING N N 24 66S C3 C4 SING N N 25 66S C4 C5 SING N N 26 66S C5 C6 SING N N 27 66S C6 C7 SING N N 28 66S C7 C8 SING N N 29 66S O23 H1 SING N N 30 66S C28 H28 SING N N 31 66S C28 H28A SING N N 32 66S C30 H30 SING N N 33 66S C30 H30A SING N N 34 66S C30 H30B SING N N 35 66S C31 H31 SING N N 36 66S C31 H31A SING N N 37 66S C31 H31B SING N N 38 66S C32 H32 SING N N 39 66S O33 HO33 SING N N 40 66S N36 HN36 SING N N 41 66S C37 H37 SING N N 42 66S C37 H37A SING N N 43 66S C38 H38 SING N N 44 66S C38 H38A SING N N 45 66S N41 HN41 SING N N 46 66S C42 H42 SING N N 47 66S C42 H42A SING N N 48 66S C43 H43 SING N N 49 66S C43 H43A SING N N 50 66S C2 H2 SING N N 51 66S C2 H2A SING N N 52 66S C3 H3 SING N N 53 66S C3 H3A SING N N 54 66S C4 H4 SING N N 55 66S C4 H4A SING N N 56 66S C5 H5 SING N N 57 66S C5 H5A SING N N 58 66S C6 H6 SING N N 59 66S C6 H6A SING N N 60 66S C7 H7 SING N N 61 66S C7 H7A SING N N 62 66S C8 H8 SING N N 63 66S C8 H8A SING N N 64 66S C8 H8B SING N N 65 66S P24 OP3 SING N N 66 66S OP3 HOP3 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 66S SMILES ACDLabs 12.01 "P(=O)(O)(OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC)O" 66S InChI InChI 1.03 "InChI=1S/C19H37N2O8PS/c1-4-5-6-7-8-9-16(23)31-13-12-20-15(22)10-11-21-18(25)17(24)19(2,3)14-29-30(26,27)28/h17,24H,4-14H2,1-3H3,(H,20,22)(H,21,25)(H2,26,27,28)/t17-/m0/s1" 66S InChIKey InChI 1.03 JIQRMRIKUIPMRV-KRWDZBQOSA-N 66S SMILES_CANONICAL CACTVS 3.385 "CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O" 66S SMILES CACTVS 3.385 "CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O" 66S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O" 66S SMILES "OpenEye OEToolkits" 2.0.4 "CCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O" # 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 66S "SYSTEMATIC NAME" ACDLabs 12.01 "S-[2-({N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] octanethioate" 66S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{S}-[2-[3-[[(2~{R})-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] octanethioate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 66S "Create component" 2016-02-08 EBI 66S "Initial release" 2016-03-09 RCSB #