data_PS6 # _chem_comp.id PS6 _chem_comp.name "O-[(S)-{[(2S)-2-(hexanoyloxy)-3-(tetradecanoyloxy)propyl]oxy}(hydroxy)phosphoryl]-D-serine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H50 N O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-02 _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 567.650 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PS6 _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 3D9S _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 PS6 O2 O2 O 0 1 N N N 20.465 1.154 11.098 4.432 1.154 0.266 O2 PS6 1 PS6 O1 O1 O 0 1 N N N 19.839 2.338 8.928 7.014 1.071 -0.220 O1 PS6 2 PS6 P P P 0 1 N N S 20.320 0.939 9.528 5.847 1.869 0.550 P PS6 3 PS6 O4 O4 O 0 1 N N N 21.560 0.480 8.889 5.800 3.266 0.063 O4 PS6 4 PS6 O3 O3 O 0 1 N N N 19.113 -0.076 9.300 6.144 1.862 2.132 O3 PS6 5 PS6 C2 C2 C 0 1 N N N 20.177 0.167 12.090 3.187 1.684 0.725 C2 PS6 6 PS6 C3 C3 C 0 1 N N S 19.646 0.816 13.356 2.047 0.763 0.285 C3 PS6 7 PS6 O11 O11 O 0 1 N N N 18.220 0.786 13.428 2.183 -0.524 0.945 O11 PS6 8 PS6 O12 O12 O 0 1 N N N 17.633 2.378 11.940 3.417 -1.210 -0.756 O12 PS6 9 PS6 C1 C1 C 0 1 N N N 17.631 1.189 12.276 2.910 -1.459 0.313 C1 PS6 10 PS6 C4 C4 C 0 1 N N N 20.105 0.120 14.640 0.706 1.392 0.666 C4 PS6 11 PS6 C5 C5 C 0 1 N N N 19.425 0.056 16.847 -1.628 0.994 0.395 C5 PS6 12 PS6 O51 O51 O 0 1 N N N 20.068 -0.995 16.870 -1.812 2.007 1.028 O51 PS6 13 PS6 O52 O52 O 0 1 N N N 19.192 0.624 15.641 -0.377 0.577 0.146 O52 PS6 14 PS6 C13 C13 C 0 1 N N N 16.944 0.106 11.433 3.096 -2.818 0.937 C13 PS6 15 PS6 C14 C14 C 0 1 N N N 17.224 -1.288 12.023 3.958 -3.687 0.019 C14 PS6 16 PS6 C15 C15 C 0 1 N N N 17.311 -2.325 10.906 4.146 -5.067 0.652 C15 PS6 17 PS6 N N N 0 1 N N N 23.023 3.705 7.865 8.768 0.544 -2.463 N PS6 18 PS6 CA CA C 0 1 N N R 21.807 3.812 8.686 9.214 0.531 -1.063 CA PS6 19 PS6 CB CB C 0 1 N N N 20.643 3.097 8.005 8.372 1.517 -0.251 CB PS6 20 PS6 C C C 0 1 N N N 21.480 5.281 8.956 10.664 0.934 -0.994 C PS6 21 PS6 O O O 0 1 N N N 22.444 6.053 9.186 11.398 0.619 0.085 O PS6 22 PS6 OXT OXT O 0 1 N N N 20.272 5.616 8.933 11.167 1.541 -1.910 OXT PS6 23 PS6 C16 C16 C 0 1 N N N 18.263 -3.467 11.280 5.009 -5.936 -0.265 C16 PS6 24 PS6 C17 C17 C 0 1 N N N 18.415 -4.441 10.086 5.197 -7.316 0.368 C17 PS6 25 PS6 C6 C6 C 0 1 N N N 18.891 0.714 18.114 -2.803 0.199 -0.114 C6 PS6 26 PS6 C7 C7 C 0 1 N N N 19.497 0.085 19.374 -4.104 0.887 0.305 C7 PS6 27 PS6 C8 C8 C 0 1 N N N 18.758 0.527 20.627 -5.297 0.080 -0.212 C8 PS6 28 PS6 C9 C9 C 0 1 N N N 19.255 -0.149 21.894 -6.598 0.768 0.207 C9 PS6 29 PS6 C10 C10 C 0 1 N N N 19.425 0.835 23.046 -7.790 -0.039 -0.310 C10 PS6 30 PS6 C18 C18 C 0 1 N N N 19.458 0.146 24.409 -9.091 0.649 0.109 C18 PS6 31 PS6 C19 C19 C 0 1 N N N 18.622 0.956 25.406 -10.284 -0.158 -0.408 C19 PS6 32 PS6 C20 C20 C 0 1 N N N 18.203 0.123 26.608 -11.585 0.530 0.010 C20 PS6 33 PS6 C21 C21 C 0 1 N N N 18.539 0.823 27.930 -12.778 -0.277 -0.506 C21 PS6 34 PS6 C22 C22 C 0 1 N N N 18.090 -0.015 29.127 -14.079 0.411 -0.088 C22 PS6 35 PS6 C23 C23 C 0 1 N N N 18.008 0.796 30.424 -15.271 -0.396 -0.604 C23 PS6 36 PS6 C24 C24 C 0 1 N N N 18.358 -0.064 31.637 -16.573 0.292 -0.186 C24 PS6 37 PS6 C25 C25 C 0 1 N N N 19.171 0.699 32.690 -17.765 -0.515 -0.702 C25 PS6 38 PS6 HO3 HO3 H 0 1 N N N 18.707 -0.278 10.135 6.188 0.977 2.520 HO3 PS6 39 PS6 H2 H2 H 0 1 N N N 19.419 -0.527 11.697 3.199 1.753 1.812 H2 PS6 40 PS6 H2A H2A H 0 1 N N N 21.104 -0.373 12.331 3.036 2.677 0.300 H2A PS6 41 PS6 H3 H3 H 0 1 N N N 20.042 1.840 13.293 2.089 0.623 -0.795 H3 PS6 42 PS6 H4 H4 H 0 1 N N N 20.042 -0.975 14.551 0.627 1.450 1.752 H4 PS6 43 PS6 H4A H4A H 0 1 N N N 21.158 0.324 14.882 0.642 2.395 0.244 H4A PS6 44 PS6 H13 H13 H 0 1 N N N 15.859 0.285 11.428 3.588 -2.710 1.903 H13 PS6 45 PS6 H13A H13A H 0 0 N N N 17.339 0.147 10.407 2.123 -3.290 1.075 H13A PS6 46 PS6 H14 H14 H 0 1 N N N 18.178 -1.265 12.571 3.466 -3.795 -0.947 H14 PS6 47 PS6 H14A H14A H 0 0 N N N 16.405 -1.561 12.704 4.931 -3.215 -0.119 H14A PS6 48 PS6 H15 H15 H 0 1 N N N 16.308 -2.741 10.728 4.639 -4.959 1.619 H15 PS6 49 PS6 H15A H15A H 0 0 N N N 17.697 -1.832 10.002 3.174 -5.539 0.791 H15A PS6 50 PS6 HN HN H 0 1 N N N 22.771 3.681 6.897 8.868 1.464 -2.866 HN PS6 51 PS6 HNA HNA H 0 1 N N N 23.611 4.495 8.037 9.266 -0.145 -3.007 HNA PS6 52 PS6 HA HA H 0 1 N N N 21.982 3.321 9.655 9.095 -0.472 -0.654 HA PS6 53 PS6 HB HB H 0 1 N N N 21.052 2.407 7.252 8.419 2.503 -0.713 HB PS6 54 PS6 HBA HBA H 0 1 N N N 19.998 3.865 7.554 8.759 1.574 0.766 HBA PS6 55 PS6 HO HO H 0 1 N N N 22.117 6.931 9.340 12.323 0.899 0.084 HO PS6 56 PS6 H16 H16 H 0 1 N N N 19.248 -3.050 11.537 4.517 -6.043 -1.232 H16 PS6 57 PS6 H16A H16A H 0 0 N N N 17.852 -4.013 12.142 5.982 -5.464 -0.403 H16A PS6 58 PS6 H17 H17 H 0 1 N N N 18.451 -3.869 9.147 5.812 -7.935 -0.285 H17 PS6 59 PS6 H17A H17A H 0 0 N N N 19.345 -5.018 10.200 5.689 -7.208 1.335 H17A PS6 60 PS6 H17B H17B H 0 0 N N N 17.557 -5.129 10.063 4.224 -7.788 0.507 H17B PS6 61 PS6 H6 H6 H 0 1 N N N 19.148 1.783 18.093 -2.757 0.139 -1.201 H6 PS6 62 PS6 H6A H6A H 0 1 N N N 17.801 0.569 18.146 -2.772 -0.806 0.307 H6A PS6 63 PS6 H7 H7 H 0 1 N N N 19.431 -1.010 19.291 -4.149 0.947 1.392 H7 PS6 64 PS6 H7A H7A H 0 1 N N N 20.544 0.412 19.456 -4.135 1.892 -0.116 H7A PS6 65 PS6 H8 H8 H 0 1 N N N 18.896 1.612 20.741 -5.251 0.020 -1.299 H8 PS6 66 PS6 H8A H8A H 0 1 N N N 17.703 0.245 20.500 -5.265 -0.925 0.209 H8A PS6 67 PS6 H9 H9 H 0 1 N N N 18.523 -0.914 22.193 -6.643 0.828 1.294 H9 PS6 68 PS6 H9A H9A H 0 1 N N N 20.239 -0.590 21.678 -6.629 1.773 -0.214 H9A PS6 69 PS6 H10 H10 H 0 1 N N N 20.374 1.374 22.906 -7.745 -0.099 -1.397 H10 PS6 70 PS6 H10A H10A H 0 0 N N N 18.560 1.514 23.036 -7.759 -1.044 0.111 H10A PS6 71 PS6 H18 H18 H 0 1 N N N 19.042 -0.868 24.319 -9.137 0.709 1.196 H18 PS6 72 PS6 H18A H18A H 0 0 N N N 20.497 0.083 24.765 -9.123 1.654 -0.312 H18A PS6 73 PS6 H19 H19 H 0 1 N N N 19.224 1.806 25.760 -10.238 -0.218 -1.495 H19 PS6 74 PS6 H19A H19A H 0 0 N N N 17.711 1.294 24.891 -10.253 -1.163 0.013 H19A PS6 75 PS6 H20 H20 H 0 1 N N N 17.116 -0.041 26.562 -11.631 0.590 1.098 H20 PS6 76 PS6 H20A H20A H 0 0 N N N 18.753 -0.829 26.574 -11.616 1.535 -0.411 H20A PS6 77 PS6 H21 H21 H 0 1 N N N 19.627 0.973 27.988 -12.732 -0.337 -1.594 H21 PS6 78 PS6 H21A H21A H 0 0 N N N 18.010 1.787 27.960 -12.746 -1.282 -0.085 H21A PS6 79 PS6 H22 H22 H 0 1 N N N 17.092 -0.423 28.910 -14.124 0.471 1.000 H22 PS6 80 PS6 H22A H22A H 0 0 N N N 18.838 -0.807 29.277 -14.110 1.416 -0.509 H22A PS6 81 PS6 H23 H23 H 0 1 N N N 18.718 1.634 30.365 -15.226 -0.456 -1.692 H23 PS6 82 PS6 H23A H23A H 0 0 N N N 16.978 1.163 30.542 -15.240 -1.401 -0.183 H23A PS6 83 PS6 H24 H24 H 0 1 N N N 17.422 -0.406 32.102 -16.618 0.352 0.902 H24 PS6 84 PS6 H24A H24A H 0 0 N N N 18.974 -0.904 31.284 -16.604 1.297 -0.607 H24A PS6 85 PS6 H25 H25 H 0 1 N N N 20.186 0.882 32.308 -18.692 -0.025 -0.404 H25 PS6 86 PS6 H25A H25A H 0 0 N N N 18.682 1.660 32.905 -17.720 -0.575 -1.790 H25A PS6 87 PS6 H25B H25B H 0 0 N N N 19.228 0.102 33.612 -17.734 -1.520 -0.281 H25B PS6 88 # 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 PS6 P O2 SING N N 1 PS6 O2 C2 SING N N 2 PS6 CB O1 SING N N 3 PS6 O1 P SING N N 4 PS6 O4 P DOUB N N 5 PS6 O3 P SING N N 6 PS6 O3 HO3 SING N N 7 PS6 C2 C3 SING N N 8 PS6 C2 H2 SING N N 9 PS6 C2 H2A SING N N 10 PS6 C3 O11 SING N N 11 PS6 C3 C4 SING N N 12 PS6 C3 H3 SING N N 13 PS6 C1 O11 SING N N 14 PS6 O12 C1 DOUB N N 15 PS6 C13 C1 SING N N 16 PS6 C4 O52 SING N N 17 PS6 C4 H4 SING N N 18 PS6 C4 H4A SING N N 19 PS6 O52 C5 SING N N 20 PS6 C5 O51 DOUB N N 21 PS6 C5 C6 SING N N 22 PS6 C13 C14 SING N N 23 PS6 C13 H13 SING N N 24 PS6 C13 H13A SING N N 25 PS6 C15 C14 SING N N 26 PS6 C14 H14 SING N N 27 PS6 C14 H14A SING N N 28 PS6 C15 C16 SING N N 29 PS6 C15 H15 SING N N 30 PS6 C15 H15A SING N N 31 PS6 N CA SING N N 32 PS6 N HN SING N N 33 PS6 N HNA SING N N 34 PS6 CB CA SING N N 35 PS6 CA C SING N N 36 PS6 CA HA SING N N 37 PS6 CB HB SING N N 38 PS6 CB HBA SING N N 39 PS6 OXT C DOUB N N 40 PS6 C O SING N N 41 PS6 O HO SING N N 42 PS6 C17 C16 SING N N 43 PS6 C16 H16 SING N N 44 PS6 C16 H16A SING N N 45 PS6 C17 H17 SING N N 46 PS6 C17 H17A SING N N 47 PS6 C17 H17B SING N N 48 PS6 C6 C7 SING N N 49 PS6 C6 H6 SING N N 50 PS6 C6 H6A SING N N 51 PS6 C7 C8 SING N N 52 PS6 C7 H7 SING N N 53 PS6 C7 H7A SING N N 54 PS6 C8 C9 SING N N 55 PS6 C8 H8 SING N N 56 PS6 C8 H8A SING N N 57 PS6 C9 C10 SING N N 58 PS6 C9 H9 SING N N 59 PS6 C9 H9A SING N N 60 PS6 C10 C18 SING N N 61 PS6 C10 H10 SING N N 62 PS6 C10 H10A SING N N 63 PS6 C18 C19 SING N N 64 PS6 C18 H18 SING N N 65 PS6 C18 H18A SING N N 66 PS6 C19 C20 SING N N 67 PS6 C19 H19 SING N N 68 PS6 C19 H19A SING N N 69 PS6 C20 C21 SING N N 70 PS6 C20 H20 SING N N 71 PS6 C20 H20A SING N N 72 PS6 C21 C22 SING N N 73 PS6 C21 H21 SING N N 74 PS6 C21 H21A SING N N 75 PS6 C22 C23 SING N N 76 PS6 C22 H22 SING N N 77 PS6 C22 H22A SING N N 78 PS6 C23 C24 SING N N 79 PS6 C23 H23 SING N N 80 PS6 C23 H23A SING N N 81 PS6 C24 C25 SING N N 82 PS6 C24 H24 SING N N 83 PS6 C24 H24A SING N N 84 PS6 C25 H25 SING N N 85 PS6 C25 H25A SING N N 86 PS6 C25 H25B SING N N 87 # 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 PS6 SMILES ACDLabs 10.04 "O=C(OC(COP(=O)(OCC(C(=O)O)N)O)COC(=O)CCCCCCCCCCCCC)CCCCC" PS6 SMILES_CANONICAL CACTVS 3.341 "CCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@](O)(=O)OC[C@@H](N)C(O)=O)OC(=O)CCCCC" PS6 SMILES CACTVS 3.341 "CCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)OC[CH](N)C(O)=O)OC(=O)CCCCC" PS6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@@](=O)(O)OC[C@H](C(=O)O)N)OC(=O)CCCCC" PS6 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)OC(=O)CCCCC" PS6 InChI InChI 1.03 "InChI=1S/C26H50NO10P/c1-3-5-7-8-9-10-11-12-13-14-16-17-24(28)34-19-22(37-25(29)18-15-6-4-2)20-35-38(32,33)36-21-23(27)26(30)31/h22-23H,3-21,27H2,1-2H3,(H,30,31)(H,32,33)/t22-,23+/m0/s1" PS6 InChIKey InChI 1.03 HXSPCZGHXODQMW-XZOQPEGZSA-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 PS6 "SYSTEMATIC NAME" ACDLabs 10.04 "O-[(S)-{[(2S)-2-(hexanoyloxy)-3-(tetradecanoyloxy)propyl]oxy}(hydroxy)phosphoryl]-D-serine" PS6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-3-[[(2S)-2-hexanoyloxy-3-tetradecanoyloxy-propoxy]-hydroxy-phosphoryl]oxy-propanoic 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 PS6 "Create component" 2008-06-02 PDBJ PS6 "Modify descriptor" 2011-06-04 RCSB #