data_0SM # _chem_comp.id 0SM _chem_comp.name "TRIMETHYL-[2-[[(2S,3S)-2-(OCTADECANOYLAMINO)-3-OXIDANYL-BUTOXY]-OXIDANYL-PHOSPHORYL]OXYETHYL]AZANIUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H58 N2 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms N-OCTADECANOYL-D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-08-10 _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 537.733 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0SM _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 3ZXG _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 0SM C1 C1 C 0 1 N N N -6.286 -36.110 10.529 -6.031 2.214 -0.643 C1 0SM 1 0SM C3 C3 C 0 1 N N N -6.177 -38.682 12.269 -4.016 2.258 2.638 C3 0SM 2 0SM C4 C4 C 0 1 N N N -1.526 -34.541 9.919 -9.312 -1.873 -1.266 C4 0SM 3 0SM C5 C5 C 0 1 N N N -0.962 -33.105 9.948 -9.361 -3.241 -0.583 C5 0SM 4 0SM C6 C6 C 0 1 N N N 0.340 -33.150 7.878 -10.821 -2.256 1.046 C6 0SM 5 0SM C7 C7 C 0 1 N N N 1.466 -33.641 9.927 -9.787 -4.375 1.488 C7 0SM 6 0SM C8 C8 C 0 1 N N N 0.680 -31.435 9.485 -8.462 -2.375 1.466 C8 0SM 7 0SM C11 C11 C 0 1 N N N -9.389 -37.875 9.518 -2.458 1.849 0.140 C11 0SM 8 0SM C12 C12 C 0 1 N N N -9.672 -39.393 9.672 -1.336 0.946 -0.302 C12 0SM 9 0SM C13 C13 C 0 1 N N N -10.329 -39.668 11.029 0.002 1.533 0.153 C13 0SM 10 0SM C14 C14 C 0 1 N N N -11.445 -40.712 10.987 1.141 0.616 -0.296 C14 0SM 11 0SM C15 C15 C 0 1 N N N -12.740 -40.055 10.496 2.478 1.203 0.159 C15 0SM 12 0SM C16 C16 C 0 1 N N N -13.823 -41.087 10.177 3.617 0.286 -0.290 C16 0SM 13 0SM C17 C17 C 0 1 N N N -14.424 -41.700 11.445 4.955 0.873 0.165 C17 0SM 14 0SM C18 C18 C 0 1 N N N -15.487 -42.730 11.079 6.094 -0.044 -0.285 C18 0SM 15 0SM C19 C19 C 0 1 N N N -15.983 -43.554 12.283 7.431 0.543 0.170 C19 0SM 16 0SM C20 C20 C 0 1 N N N -17.409 -44.010 11.995 8.570 -0.374 -0.279 C20 0SM 17 0SM C21 C21 C 0 1 N N N -17.496 -45.176 10.996 9.908 0.213 0.176 C21 0SM 18 0SM C22 C22 C 0 1 N N N -18.907 -45.744 10.755 11.047 -0.704 -0.273 C22 0SM 19 0SM C23 C23 C 0 1 N N N -19.747 -45.686 12.041 12.384 -0.117 0.182 C23 0SM 20 0SM C24 C24 C 0 1 N N N -20.020 -47.059 12.634 13.524 -1.034 -0.267 C24 0SM 21 0SM C25 C25 C 0 1 N N N -20.890 -46.922 13.882 14.861 -0.447 0.188 C25 0SM 22 0SM C26 C26 C 0 1 N N N -20.183 -47.456 15.141 16.000 -1.364 -0.262 C26 0SM 23 0SM C27 C27 C 0 1 N N N -21.173 -47.635 16.309 17.338 -0.776 0.193 C27 0SM 24 0SM C28 C28 C 0 1 N N N -22.306 -48.597 15.960 18.477 -1.694 -0.256 C28 0SM 25 0SM N N N 1 1 N N N 0.365 -32.872 9.327 -9.608 -3.062 0.854 N 0SM 26 0SM O2 O2 O 0 1 N N N -4.918 -38.942 10.254 -5.654 0.703 1.777 O2 0SM 27 0SM O11 O11 O 0 1 N N N -10.134 -37.211 8.803 -2.212 2.863 0.759 O11 0SM 28 0SM O1P O1P O 0 1 N N N -2.853 -37.161 9.987 -7.448 0.286 -2.886 O1P 0SM 29 0SM O2P O2P O 0 1 N N N -3.895 -36.321 12.132 -8.961 1.228 -1.098 O2P 0SM 30 0SM O3P O3P O 0 1 N N N -5.033 -35.789 9.904 -6.535 0.885 -0.494 O3P 0SM 31 0SM NBQ NBQ N 0 1 N N N -8.369 -37.266 10.133 -3.735 1.530 -0.151 NBQ 0SM 32 0SM O4P O4P O 0 1 N N N -2.801 -34.578 10.567 -8.169 -1.151 -0.805 O4P 0SM 33 0SM CBV CBV C 0 1 N N S -6.888 -37.449 10.053 -4.825 2.409 0.279 CBV 0SM 34 0SM P P P 0 1 N N N -3.648 -35.957 10.714 -7.804 0.332 -1.316 P 0SM 35 0SM CBU CBU C 0 1 N N S -6.251 -38.694 10.737 -5.222 2.063 1.716 CBU 0SM 36 0SM H11C H11C H 0 0 N N N -6.128 -36.166 11.616 -5.726 2.374 -1.677 H11C 0SM 37 0SM H12C H12C H 0 0 N N N -7.003 -35.307 10.304 -6.810 2.930 -0.379 H12C 0SM 38 0SM HBV HBV H 0 1 N N N -6.639 -37.532 8.985 -4.496 3.447 0.233 HBV 0SM 39 0SM H31C H31C H 0 0 N N N -7.179 -38.495 12.684 -3.687 3.296 2.592 H31C 0SM 40 0SM H32C H32C H 0 0 N N N -5.809 -39.655 12.626 -4.299 2.012 3.662 H32C 0SM 41 0SM H33C H33C H 0 0 N N N -5.490 -37.888 12.597 -3.205 1.604 2.318 H33C 0SM 42 0SM HBU HBU H 0 1 N N N -6.875 -39.556 10.458 -6.033 2.717 2.036 HBU 0SM 43 0SM H41C H41C H 0 0 N N N -1.638 -34.867 8.875 -9.245 -2.009 -2.346 H41C 0SM 44 0SM H42C H42C H 0 0 N N N -0.832 -35.216 10.441 -10.216 -1.315 -1.026 H42C 0SM 45 0SM H51C H51C H 0 0 N N N -1.685 -32.458 9.430 -10.163 -3.837 -1.018 H51C 0SM 46 0SM H52C H52C H 0 0 N N N -0.889 -32.802 11.003 -8.409 -3.754 -0.726 H52C 0SM 47 0SM H61C H61C H 0 0 N N N 1.337 -32.967 7.452 -11.671 -2.765 0.592 H61C 0SM 48 0SM H62C H62C H 0 0 N N N 0.057 -34.200 7.711 -11.004 -2.123 2.112 H62C 0SM 49 0SM H63C H63C H 0 0 N N N -0.393 -32.490 7.391 -10.687 -1.281 0.576 H63C 0SM 50 0SM H71C H71C H 0 0 N N N 2.405 -33.405 9.405 -8.887 -4.973 1.346 H71C 0SM 51 0SM H72C H72C H 0 0 N N N 1.561 -33.376 10.990 -9.970 -4.242 2.554 H72C 0SM 52 0SM H73C H73C H 0 0 N N N 1.255 -34.717 9.834 -10.637 -4.884 1.034 H73C 0SM 53 0SM H81C H81C H 0 0 N N N 1.661 -31.222 9.035 -8.446 -1.335 1.141 H81C 0SM 54 0SM H82C H82C H 0 0 N N N -0.092 -30.833 8.983 -8.552 -2.415 2.552 H82C 0SM 55 0SM H83C H83C H 0 0 N N N 0.705 -31.181 10.555 -7.538 -2.866 1.160 H83C 0SM 56 0SM H121 H121 H 0 0 N N N -10.346 -39.721 8.867 -1.469 -0.042 0.140 H121 0SM 57 0SM H122 H122 H 0 0 N N N -8.725 -39.949 9.606 -1.345 0.861 -1.389 H122 0SM 58 0SM HBQ HBQ H 0 1 N N N -8.653 -36.549 10.770 -3.931 0.720 -0.646 HBQ 0SM 59 0SM H131 H131 H 0 0 N N N -9.552 -40.022 11.723 0.134 2.520 -0.289 H131 0SM 60 0SM H132 H132 H 0 0 N N N -10.753 -38.725 11.404 0.010 1.617 1.240 H132 0SM 61 0SM H141 H141 H 0 0 N N N -11.162 -41.524 10.301 1.008 -0.372 0.146 H141 0SM 62 0SM H142 H142 H 0 0 N N N -11.601 -41.122 11.995 1.132 0.531 -1.383 H142 0SM 63 0SM H151 H151 H 0 0 N N N -13.114 -39.379 11.279 2.611 2.190 -0.283 H151 0SM 64 0SM H152 H152 H 0 0 N N N -12.522 -39.477 9.586 2.487 1.288 1.245 H152 0SM 65 0SM H161 H161 H 0 0 N N N -14.625 -40.595 9.606 3.485 -0.702 0.152 H161 0SM 66 0SM H162 H162 H 0 0 N N N -13.380 -41.890 9.570 3.609 0.201 -1.377 H162 0SM 67 0SM H171 H171 H 0 0 N N N -13.628 -42.190 12.024 5.087 1.860 -0.278 H171 0SM 68 0SM H172 H172 H 0 0 N N N -14.882 -40.905 12.051 4.963 0.958 1.251 H172 0SM 69 0SM H181 H181 H 0 0 N N N -16.347 -42.203 10.640 5.961 -1.031 0.158 H181 0SM 70 0SM H182 H182 H 0 0 N N N -15.062 -43.420 10.336 6.085 -0.129 -1.371 H182 0SM 71 0SM H191 H191 H 0 0 N N N -15.334 -44.430 12.427 7.564 1.531 -0.272 H191 0SM 72 0SM H192 H192 H 0 0 N N N -15.967 -42.933 13.191 7.440 0.628 1.257 H192 0SM 73 0SM H201 H201 H 0 0 N N N -17.869 -44.329 12.942 8.438 -1.361 0.163 H201 0SM 74 0SM H202 H202 H 0 0 N N N -17.970 -43.158 11.583 8.562 -0.459 -1.366 H202 0SM 75 0SM H211 H211 H 0 0 N N N -17.104 -44.824 10.030 10.040 1.201 -0.266 H211 0SM 76 0SM H212 H212 H 0 0 N N N -16.863 -45.992 11.373 9.917 0.298 1.263 H212 0SM 77 0SM H221 H221 H 0 0 N N N -19.405 -45.153 9.972 10.915 -1.691 0.169 H221 0SM 78 0SM H222 H222 H 0 0 N N N -18.823 -46.790 10.426 11.038 -0.789 -1.360 H222 0SM 79 0SM H231 H231 H 0 0 N N N -19.207 -45.083 12.786 12.517 0.871 -0.260 H231 0SM 80 0SM H232 H232 H 0 0 N N N -20.709 -45.206 11.810 12.393 -0.032 1.269 H232 0SM 81 0SM H241 H241 H 0 0 N N N -20.543 -47.680 11.891 13.391 -2.021 0.175 H241 0SM 82 0SM H242 H242 H 0 0 N N N -19.066 -47.536 12.905 13.515 -1.118 -1.354 H242 0SM 83 0SM H251 H251 H 0 0 N N N -21.129 -45.859 14.033 14.994 0.541 -0.255 H251 0SM 84 0SM H252 H252 H 0 0 N N N -21.820 -47.489 13.730 14.870 -0.362 1.274 H252 0SM 85 0SM H261 H261 H 0 0 N N N -19.724 -48.428 14.909 15.868 -2.351 0.181 H261 0SM 86 0SM H262 H262 H 0 0 N N N -19.400 -46.744 15.441 15.991 -1.448 -1.348 H262 0SM 87 0SM H271 H271 H 0 0 N N N -20.628 -48.030 17.179 17.470 0.211 -0.249 H271 0SM 88 0SM H272 H272 H 0 0 N N N -21.605 -46.655 16.561 17.346 -0.692 1.280 H272 0SM 89 0SM H281 H281 H 0 0 N N N -22.985 -48.693 16.820 18.344 -2.681 0.186 H281 0SM 90 0SM H282 H282 H 0 0 N N N -22.864 -48.208 15.095 18.468 -1.778 -1.343 H282 0SM 91 0SM H283 H283 H 0 0 N N N -21.886 -49.583 15.713 19.430 -1.275 0.068 H283 0SM 92 0SM H2 H2 H 0 1 N N N -4.923 -38.957 9.304 -5.921 0.414 2.661 H2 0SM 93 0SM H1P H1P H 0 1 N N N -2.701 -37.862 10.610 -6.697 -0.284 -3.102 H1P 0SM 94 # # 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 0SM C1 O3P SING N N 1 0SM C1 CBV SING N N 2 0SM C3 CBU SING N N 3 0SM C4 C5 SING N N 4 0SM C4 O4P SING N N 5 0SM C5 N SING N N 6 0SM C6 N SING N N 7 0SM C7 N SING N N 8 0SM C8 N SING N N 9 0SM C11 C12 SING N N 10 0SM C11 O11 DOUB N N 11 0SM C11 NBQ SING N N 12 0SM C12 C13 SING N N 13 0SM C13 C14 SING N N 14 0SM C14 C15 SING N N 15 0SM C15 C16 SING N N 16 0SM C16 C17 SING N N 17 0SM C17 C18 SING N N 18 0SM C18 C19 SING N N 19 0SM C19 C20 SING N N 20 0SM C20 C21 SING N N 21 0SM C21 C22 SING N N 22 0SM C22 C23 SING N N 23 0SM C23 C24 SING N N 24 0SM C24 C25 SING N N 25 0SM C25 C26 SING N N 26 0SM C26 C27 SING N N 27 0SM C27 C28 SING N N 28 0SM O2 CBU SING N N 29 0SM O1P P SING N N 30 0SM O2P P DOUB N N 31 0SM O3P P SING N N 32 0SM O4P P SING N N 33 0SM NBQ CBV SING N N 34 0SM CBV CBU SING N N 35 0SM C1 H11C SING N N 36 0SM C1 H12C SING N N 37 0SM CBV HBV SING N N 38 0SM C3 H31C SING N N 39 0SM C3 H32C SING N N 40 0SM C3 H33C SING N N 41 0SM CBU HBU SING N N 42 0SM C4 H41C SING N N 43 0SM C4 H42C SING N N 44 0SM C5 H51C SING N N 45 0SM C5 H52C SING N N 46 0SM C6 H61C SING N N 47 0SM C6 H62C SING N N 48 0SM C6 H63C SING N N 49 0SM C7 H71C SING N N 50 0SM C7 H72C SING N N 51 0SM C7 H73C SING N N 52 0SM C8 H81C SING N N 53 0SM C8 H82C SING N N 54 0SM C8 H83C SING N N 55 0SM C12 H121 SING N N 56 0SM C12 H122 SING N N 57 0SM NBQ HBQ SING N N 58 0SM C13 H131 SING N N 59 0SM C13 H132 SING N N 60 0SM C14 H141 SING N N 61 0SM C14 H142 SING N N 62 0SM C15 H151 SING N N 63 0SM C15 H152 SING N N 64 0SM C16 H161 SING N N 65 0SM C16 H162 SING N N 66 0SM C17 H171 SING N N 67 0SM C17 H172 SING N N 68 0SM C18 H181 SING N N 69 0SM C18 H182 SING N N 70 0SM C19 H191 SING N N 71 0SM C19 H192 SING N N 72 0SM C20 H201 SING N N 73 0SM C20 H202 SING N N 74 0SM C21 H211 SING N N 75 0SM C21 H212 SING N N 76 0SM C22 H221 SING N N 77 0SM C22 H222 SING N N 78 0SM C23 H231 SING N N 79 0SM C23 H232 SING N N 80 0SM C24 H241 SING N N 81 0SM C24 H242 SING N N 82 0SM C25 H251 SING N N 83 0SM C25 H252 SING N N 84 0SM C26 H261 SING N N 85 0SM C26 H262 SING N N 86 0SM C27 H271 SING N N 87 0SM C27 H272 SING N N 88 0SM C28 H281 SING N N 89 0SM C28 H282 SING N N 90 0SM C28 H283 SING N N 91 0SM O2 H2 SING N N 92 0SM O1P H1P SING N N 93 # # 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 0SM SMILES ACDLabs 12.01 "O=P(OCC(NC(=O)CCCCCCCCCCCCCCCCC)C(O)C)(OCC[N+](C)(C)C)O" 0SM InChI InChI 1.03 "InChI=1S/C27H57N2O6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(31)28-26(25(2)30)24-35-36(32,33)34-23-22-29(3,4)5/h25-26,30H,6-24H2,1-5H3,(H-,28,31,32,33)/p+1/t25-,26-/m0/s1" 0SM InChIKey InChI 1.03 HJYAGZCWSLDECN-UIOOFZCWSA-O 0SM SMILES_CANONICAL CACTVS 3.385 "CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[P](O)(=O)OCC[N+](C)(C)C)[C@H](C)O" 0SM SMILES CACTVS 3.385 "CCCCCCCCCCCCCCCCCC(=O)N[CH](CO[P](O)(=O)OCC[N+](C)(C)C)[CH](C)O" 0SM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@H](C)O" 0SM SMILES "OpenEye OEToolkits" 1.9.2 "CCCCCCCCCCCCCCCCCC(=O)NC(COP(=O)(O)OCC[N+](C)(C)C)C(C)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 0SM "SYSTEMATIC NAME" ACDLabs 12.01 "(4S,7S)-4-hydroxy-7-[(1S)-1-hydroxyethyl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphahexacosan-1-aminium 4-oxide" 0SM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "trimethyl-[2-[[(2S,3S)-2-(octadecanoylamino)-3-oxidanyl-butoxy]-oxidanyl-phosphoryl]oxyethyl]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0SM "Create component" 2011-08-10 EBI 0SM "Initial release" 2012-09-14 RCSB 0SM "Modify descriptor" 2014-09-05 RCSB 0SM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0SM _pdbx_chem_comp_synonyms.name N-OCTADECANOYL-D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##