data_SPL # _chem_comp.id SPL _chem_comp.name "OCTANOIC ACID (2-HYDROXY-1-HYDROXYMETHYL-HEPTADEC-3-ENYL)-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H51 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CERAMIDE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-05 _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 425.688 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SPL _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 1MQT _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 SPL C1 C1 C 0 1 N N N 35.923 8.350 126.582 -3.184 1.415 -5.835 C1 SPL 1 SPL O1 O1 O 0 1 N N N 35.340 9.267 127.529 -3.691 0.452 -6.760 O1 SPL 2 SPL C2 C2 C 0 1 N N S 35.425 6.905 126.422 -2.662 0.699 -4.587 C2 SPL 3 SPL N2 N2 N 0 1 N N N 34.334 6.266 127.171 -1.510 -0.131 -4.947 N2 SPL 4 SPL C3 C3 C 0 1 N N R 36.199 6.110 125.349 -3.768 -0.185 -4.008 C3 SPL 5 SPL O3 O3 O 0 1 N N N 37.173 5.588 126.352 -4.883 0.627 -3.638 O3 SPL 6 SPL C4 C4 C 0 1 N N N 37.220 6.747 124.439 -3.248 -0.907 -2.792 C4 SPL 7 SPL C5 C5 C 0 1 N N N 37.706 5.953 123.425 -3.822 -0.728 -1.628 C5 SPL 8 SPL C6 C6 C 0 1 N N N 39.111 5.497 123.687 -3.302 -1.451 -0.412 C6 SPL 9 SPL C7 C7 C 0 1 N N N 39.224 3.980 123.367 -2.862 -0.429 0.638 C7 SPL 10 SPL C8 C8 C 0 1 N N N 40.625 3.482 123.620 -2.334 -1.162 1.872 C8 SPL 11 SPL C9 C9 C 0 1 N N N 40.703 1.993 123.329 -1.895 -0.141 2.923 C9 SPL 12 SPL C10 C10 C 0 1 N N N 42.163 1.213 123.540 -1.366 -0.874 4.158 C10 SPL 13 SPL C11 C11 C 0 1 N N N 42.016 -0.438 123.572 -0.927 0.147 5.209 C11 SPL 14 SPL C12 C12 C 0 1 N N N 43.244 -1.097 123.752 -0.399 -0.586 6.443 C12 SPL 15 SPL C13 C13 C 0 1 N N N 43.972 -1.610 122.505 0.040 0.435 7.494 C13 SPL 16 SPL C14 C14 C 0 1 N N N 45.251 -2.366 122.872 0.568 -0.298 8.728 C14 SPL 17 SPL C15 C15 C 0 1 N N N 46.001 -2.890 121.645 1.008 0.723 9.779 C15 SPL 18 SPL C16 C16 C 0 1 N N N 47.280 -3.645 122.023 1.536 -0.009 11.014 C16 SPL 19 SPL C17 C17 C 0 1 N N N 48.034 -4.171 120.802 1.975 1.011 12.065 C17 SPL 20 SPL C18 C18 C 0 1 N N N 49.320 -4.930 121.179 2.504 0.278 13.299 C18 SPL 21 SPL C19 C19 C 0 1 N N N 33.988 4.976 126.935 -0.266 0.383 -4.896 C19 SPL 22 SPL O19 O19 O 0 1 N N N 34.599 4.077 127.639 -0.100 1.535 -4.552 O19 SPL 23 SPL C20 C20 C 0 1 N N N 32.945 4.509 125.919 0.918 -0.470 -5.265 C20 SPL 24 SPL C21 C21 C 0 1 N N N 32.054 3.192 126.059 2.202 0.348 -5.123 C21 SPL 25 SPL C22 C22 C 0 1 N N N 32.198 2.240 124.909 3.405 -0.518 -5.498 C22 SPL 26 SPL C23 C23 C 0 1 N N N 32.423 0.778 125.401 4.689 0.300 -5.356 C23 SPL 27 SPL C24 C24 C 0 1 N N N 33.333 -0.014 124.437 5.892 -0.566 -5.731 C24 SPL 28 SPL C25 C25 C 0 1 N N N 33.590 -1.475 124.875 7.177 0.252 -5.589 C25 SPL 29 SPL C26 C26 C 0 1 N N N 34.828 -2.094 124.188 8.380 -0.614 -5.964 C26 SPL 30 SPL H11 1H1 H 0 1 N N N 35.885 8.833 125.577 -3.981 2.103 -5.552 H11 SPL 31 SPL H12 2H1 H 0 1 N N N 37.019 8.308 126.782 -2.371 1.973 -6.300 H12 SPL 32 SPL HO1 HO1 H 0 1 N N N 35.647 10.160 127.627 -4.009 0.944 -7.530 HO1 SPL 33 SPL H2 H2 H 0 1 N N N 34.631 6.996 127.199 -2.360 1.437 -3.844 H2 SPL 34 SPL HN2 HN2 H 0 1 N N N 33.789 6.741 127.890 -1.643 -1.052 -5.222 HN2 SPL 35 SPL H3 H3 H 0 1 N N N 35.472 5.594 124.678 -4.081 -0.912 -4.756 H3 SPL 36 SPL HO3 HO3 H 0 1 N N N 37.649 5.098 125.691 -4.545 1.316 -3.049 HO3 SPL 37 SPL H4 H4 H 0 1 N N N 37.605 7.777 124.513 -2.401 -1.571 -2.879 H4 SPL 38 SPL H5 H5 H 0 1 N N N 37.075 5.721 122.550 -4.669 -0.064 -1.540 H5 SPL 39 SPL H61 1H6 H 0 1 N N N 39.863 6.104 123.131 -2.451 -2.071 -0.694 H61 SPL 40 SPL H62 2H6 H 0 1 N N N 39.448 5.737 124.722 -4.090 -2.081 0.000 H62 SPL 41 SPL H71 1H7 H 0 1 N N N 38.466 3.382 123.926 -3.713 0.190 0.920 H71 SPL 42 SPL H72 2H7 H 0 1 N N N 38.885 3.750 122.329 -2.075 0.200 0.225 H72 SPL 43 SPL H81 1H8 H 0 1 N N N 41.385 4.061 123.046 -1.483 -1.782 1.590 H81 SPL 44 SPL H82 2H8 H 0 1 N N N 40.977 3.726 124.649 -3.122 -1.793 2.285 H82 SPL 45 SPL H91 1H9 H 0 1 N N N 39.922 1.466 123.926 -2.746 0.478 3.205 H91 SPL 46 SPL H92 2H9 H 0 1 N N N 40.341 1.808 122.290 -1.107 0.488 2.510 H92 SPL 47 SPL H101 1H10 H 0 0 N N N 42.900 1.532 122.766 -0.516 -1.494 3.876 H101 SPL 48 SPL H102 2H10 H 0 0 N N N 42.684 1.584 124.453 -2.154 -1.504 4.571 H102 SPL 49 SPL H111 1H11 H 0 0 N N N 41.277 -0.756 124.344 -1.778 0.767 5.491 H111 SPL 50 SPL H112 2H11 H 0 0 N N N 41.496 -0.808 122.657 -0.139 0.777 4.796 H112 SPL 51 SPL H121 1H12 H 0 0 N N N 43.931 -0.438 124.332 0.451 -1.206 6.161 H121 SPL 52 SPL H122 2H12 H 0 0 N N N 43.105 -1.940 124.467 -1.186 -1.216 6.856 H122 SPL 53 SPL H131 1H13 H 0 0 N N N 43.300 -2.230 121.867 -0.810 1.055 7.776 H131 SPL 54 SPL H132 2H13 H 0 0 N N N 44.179 -0.784 121.785 0.827 1.065 7.081 H132 SPL 55 SPL H141 1H14 H 0 0 N N N 45.916 -1.739 123.510 1.419 -0.918 8.446 H141 SPL 56 SPL H142 2H14 H 0 0 N N N 45.035 -3.190 123.591 -0.219 -0.928 9.141 H142 SPL 57 SPL H151 1H15 H 0 0 N N N 45.337 -3.517 121.005 0.157 1.343 10.061 H151 SPL 58 SPL H152 2H15 H 0 0 N N N 46.217 -2.067 120.924 1.795 1.353 9.366 H152 SPL 59 SPL H161 1H16 H 0 0 N N N 47.942 -3.016 122.662 2.387 -0.629 10.732 H161 SPL 60 SPL H162 2H16 H 0 0 N N N 47.061 -4.467 122.744 0.748 -0.639 11.427 H162 SPL 61 SPL H171 1H17 H 0 0 N N N 47.371 -4.799 120.162 1.124 1.631 12.347 H171 SPL 62 SPL H172 2H17 H 0 0 N N N 48.251 -3.348 120.081 2.763 1.642 11.652 H172 SPL 63 SPL H181 1H18 H 0 0 N N N 49.870 -5.313 120.288 2.817 1.006 14.048 H181 SPL 64 SPL H182 2H18 H 0 0 N N N 49.982 -4.301 121.818 1.716 -0.351 13.712 H182 SPL 65 SPL H183 3H18 H 0 0 N N N 49.102 -5.752 121.899 3.354 -0.341 13.017 H183 SPL 66 SPL H201 1H20 H 0 0 N N N 32.239 5.359 125.770 0.815 -0.808 -6.297 H201 SPL 67 SPL H202 2H20 H 0 0 N N N 33.464 4.441 124.934 0.964 -1.335 -4.603 H202 SPL 68 SPL H211 1H21 H 0 0 N N N 32.264 2.676 127.024 2.305 0.686 -4.092 H211 SPL 69 SPL H212 2H21 H 0 0 N N N 30.982 3.457 126.217 2.157 1.213 -5.785 H212 SPL 70 SPL H221 1H22 H 0 0 N N N 31.329 2.306 124.213 3.302 -0.856 -6.530 H221 SPL 71 SPL H222 2H22 H 0 0 N N N 33.004 2.563 124.210 3.451 -1.383 -4.836 H222 SPL 72 SPL H231 1H23 H 0 0 N N N 32.817 0.755 126.443 4.793 0.638 -4.325 H231 SPL 73 SPL H232 2H23 H 0 0 N N N 31.454 0.252 125.570 4.644 1.165 -6.018 H232 SPL 74 SPL H241 1H24 H 0 0 N N N 32.926 0.018 123.399 5.789 -0.904 -6.763 H241 SPL 75 SPL H242 2H24 H 0 0 N N N 34.297 0.522 124.278 5.938 -1.431 -5.069 H242 SPL 76 SPL H251 1H25 H 0 0 N N N 33.667 -1.552 125.984 7.280 0.590 -4.558 H251 SPL 77 SPL H252 2H25 H 0 0 N N N 32.685 -2.106 124.713 7.131 1.117 -6.252 H252 SPL 78 SPL H261 1H26 H 0 0 N N N 35.013 -3.147 124.503 9.294 -0.031 -5.863 H261 SPL 79 SPL H262 2H26 H 0 0 N N N 34.750 -2.016 123.078 8.425 -1.479 -5.302 H262 SPL 80 SPL H263 3H26 H 0 0 N N N 35.732 -1.462 124.349 8.276 -0.952 -6.996 H263 SPL 81 # # 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 SPL C1 O1 SING N N 1 SPL C1 C2 SING N N 2 SPL C1 H11 SING N N 3 SPL C1 H12 SING N N 4 SPL O1 HO1 SING N N 5 SPL C2 N2 SING N N 6 SPL C2 C3 SING N N 7 SPL C2 H2 SING N N 8 SPL N2 C19 SING N N 9 SPL N2 HN2 SING N N 10 SPL C3 O3 SING N N 11 SPL C3 C4 SING N N 12 SPL C3 H3 SING N N 13 SPL O3 HO3 SING N N 14 SPL C4 C5 DOUB N E 15 SPL C4 H4 SING N N 16 SPL C5 C6 SING N N 17 SPL C5 H5 SING N N 18 SPL C6 C7 SING N N 19 SPL C6 H61 SING N N 20 SPL C6 H62 SING N N 21 SPL C7 C8 SING N N 22 SPL C7 H71 SING N N 23 SPL C7 H72 SING N N 24 SPL C8 C9 SING N N 25 SPL C8 H81 SING N N 26 SPL C8 H82 SING N N 27 SPL C9 C10 SING N N 28 SPL C9 H91 SING N N 29 SPL C9 H92 SING N N 30 SPL C10 C11 SING N N 31 SPL C10 H101 SING N N 32 SPL C10 H102 SING N N 33 SPL C11 C12 SING N N 34 SPL C11 H111 SING N N 35 SPL C11 H112 SING N N 36 SPL C12 C13 SING N N 37 SPL C12 H121 SING N N 38 SPL C12 H122 SING N N 39 SPL C13 C14 SING N N 40 SPL C13 H131 SING N N 41 SPL C13 H132 SING N N 42 SPL C14 C15 SING N N 43 SPL C14 H141 SING N N 44 SPL C14 H142 SING N N 45 SPL C15 C16 SING N N 46 SPL C15 H151 SING N N 47 SPL C15 H152 SING N N 48 SPL C16 C17 SING N N 49 SPL C16 H161 SING N N 50 SPL C16 H162 SING N N 51 SPL C17 C18 SING N N 52 SPL C17 H171 SING N N 53 SPL C17 H172 SING N N 54 SPL C18 H181 SING N N 55 SPL C18 H182 SING N N 56 SPL C18 H183 SING N N 57 SPL C19 O19 DOUB N N 58 SPL C19 C20 SING N N 59 SPL C20 C21 SING N N 60 SPL C20 H201 SING N N 61 SPL C20 H202 SING N N 62 SPL C21 C22 SING N N 63 SPL C21 H211 SING N N 64 SPL C21 H212 SING N N 65 SPL C22 C23 SING N N 66 SPL C22 H221 SING N N 67 SPL C22 H222 SING N N 68 SPL C23 C24 SING N N 69 SPL C23 H231 SING N N 70 SPL C23 H232 SING N N 71 SPL C24 C25 SING N N 72 SPL C24 H241 SING N N 73 SPL C24 H242 SING N N 74 SPL C25 C26 SING N N 75 SPL C25 H251 SING N N 76 SPL C25 H252 SING N N 77 SPL C26 H261 SING N N 78 SPL C26 H262 SING N N 79 SPL C26 H263 SING N N 80 # # 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 SPL SMILES ACDLabs 10.04 "O=C(NC(CO)C(O)/C=C/CCCCCCCCCCCCC)CCCCCCC" SPL SMILES_CANONICAL CACTVS 3.341 "CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCC" SPL SMILES CACTVS 3.341 "CCCCCCCCCCCCCC=C[CH](O)[CH](CO)NC(=O)CCCCCCC" SPL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC=C[C@H](C(CO)NC(=O)CCCCCCC)O" SPL SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCC)O" SPL InChI InChI 1.03 "InChI=1S/C26H51NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h19,21,24-25,28-29H,3-18,20,22-23H2,1-2H3,(H,27,30)/t24?,25-/m1/s1" SPL InChIKey InChI 1.03 APDLCSPGWPLYEQ-WUBHUQEYSA-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 SPL "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]octanamide" SPL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3R)-1,3-dihydroxyoctadec-4-en-2-yl]octanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SPL "Create component" 2003-11-05 RCSB SPL "Modify descriptor" 2011-06-04 RCSB SPL "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SPL _pdbx_chem_comp_synonyms.name CERAMIDE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##