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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h27H 
SPL InChIKey         InChI                1.02b APDLCSPGWPLYEQ-JJGIBEBPDZ                                                                                                                                                     
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                                                                                                                                        
# 
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                      
# 
