data_GEL
# 
_chem_comp.id                                    GEL 
_chem_comp.name                                  1-O-OCTYL-2-HEPTYLPHOSPHONYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H45 N O8 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        489.521 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GEL 
_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        1MKV 
_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 
GEL C1   C1   C 0 1 N N N 32.728 5.162  68.424 0.254  2.192  0.310   C1   GEL 1  
GEL O1   O1   O 0 1 N N N 32.995 3.823  67.924 0.425  1.100  1.217   O1   GEL 2  
GEL C11  C11  C 0 1 N N N 34.243 3.781  67.174 1.334  1.541  2.227   C11  GEL 3  
GEL C12  C12  C 0 1 N N N 34.431 2.532  66.281 1.562  0.414  3.236   C12  GEL 4  
GEL C13  C13  C 0 1 N N N 34.379 1.243  67.101 2.536  0.886  4.317   C13  GEL 5  
GEL C14  C14  C 0 1 N N N 35.471 0.249  66.667 2.764  -0.241 5.326   C14  GEL 6  
GEL C15  C15  C 0 1 N N N 36.851 0.735  67.096 3.738  0.230  6.408   C15  GEL 7  
GEL C16  C16  C 0 1 N N N 37.360 -0.006 68.344 3.966  -0.897 7.416   C16  GEL 8  
GEL C17  C17  C 0 1 N N N 38.916 -0.135 68.322 4.939  -0.424 8.498   C17  GEL 9  
GEL C18  C18  C 0 1 N N N 39.647 0.383  69.606 5.167  -1.552 9.506   C18  GEL 10 
GEL C2   C2   C 0 1 N N R 31.559 5.808  67.638 -0.713 1.783  -0.801  C2   GEL 11 
GEL O2   O2   O 0 1 N N N 30.331 5.006  67.299 -0.183 0.658  -1.505  O2   GEL 12 
GEL P2   P2   P 0 1 N N S 29.719 4.788  65.788 -0.004 1.112  -3.039  P2   GEL 13 
GEL O1P  O1P  O 0 1 N N N 28.330 5.567  65.868 -1.318 1.506  -3.594  O1P  GEL 14 
GEL O2P  O2P  O 0 1 N N N 30.600 5.419  64.719 1.007  2.362  -3.115  O2P  GEL 15 
GEL C22  C22  C 0 1 N N N 29.407 3.097  65.592 0.672  -0.276 -4.008  C22  GEL 16 
GEL C23  C23  C 0 1 N N N 30.141 2.112  66.491 0.842  0.154  -5.466  C23  GEL 17 
GEL C24  C24  C 0 1 N N N 29.598 0.766  66.286 1.410  -1.010 -6.279  C24  GEL 18 
GEL C25  C25  C 0 1 N N N 30.653 -0.255 66.201 1.580  -0.579 -7.738  C25  GEL 19 
GEL C26  C26  C 0 1 N N N 30.570 -1.164 67.383 2.148  -1.744 -8.551  C26  GEL 20 
GEL C27  C27  C 0 1 N N N 31.298 -0.556 68.590 2.318  -1.314 -10.009 C27  GEL 21 
GEL C28  C28  C 0 1 N N N 30.777 -1.153 69.891 2.885  -2.479 -10.822 C28  GEL 22 
GEL C3   C3   C 0 1 N N N 31.488 7.299  67.292 -2.065 1.411  -0.190  C3   GEL 23 
GEL O3   O3   O 0 1 N N N 32.658 8.064  67.596 -1.894 0.320  0.716   O3   GEL 24 
GEL P3   P3   P 0 1 N N R 33.292 8.710  66.220 -3.348 -0.017 1.318   P3   GEL 25 
GEL O3P  O3P  O 0 1 N N N 32.943 7.999  64.964 -4.265 -0.387 0.217   O3P  GEL 26 
GEL O4P  O4P  O 0 1 N N N 34.862 8.488  66.400 -3.925 1.276  2.084   O4P  GEL 27 
GEL O5P  O5P  O 0 1 N N N 32.984 10.249 65.967 -3.229 -1.244 2.354   O5P  GEL 28 
GEL C31  C31  C 0 1 N N N 32.425 10.770 67.116 -4.545 -1.494 2.851   C31  GEL 29 
GEL C32  C32  C 0 1 N N N 32.364 12.251 66.855 -4.502 -2.656 3.846   C32  GEL 30 
GEL N3   N3   N 0 1 N N N 31.504 12.436 65.699 -3.613 -2.311 4.964   N3   GEL 31 
GEL H11  1H1  H 0 1 N N N 32.541 5.165  69.523 -0.150 3.050  0.847   H11  GEL 32 
GEL H12  2H1  H 0 1 N N N 33.641 5.800  68.409 1.217  2.457  -0.124  H12  GEL 33 
GEL H111 1H11 H 0 0 N N N 34.357 4.708  66.565 0.916  2.408  2.739   H111 GEL 34 
GEL H112 2H11 H 0 0 N N N 35.110 3.892  67.865 2.284  1.815  1.767   H112 GEL 35 
GEL H121 1H12 H 0 0 N N N 33.693 2.513  65.445 1.981  -0.452 2.723   H121 GEL 36 
GEL H122 2H12 H 0 0 N N N 35.369 2.596  65.682 0.613  0.140  3.696   H122 GEL 37 
GEL H131 1H13 H 0 0 N N N 34.432 1.454  68.194 2.117  1.752  4.830   H131 GEL 38 
GEL H132 2H13 H 0 0 N N N 33.366 0.777  67.063 3.485  1.159  3.857   H132 GEL 39 
GEL H141 1H14 H 0 0 N N N 35.262 -0.780 67.040 3.183  -1.107 4.814   H141 GEL 40 
GEL H142 2H14 H 0 0 N N N 35.428 0.043  65.572 1.815  -0.515 5.786   H142 GEL 41 
GEL H151 1H15 H 0 0 N N N 37.583 0.666  66.257 3.319  1.097  6.920   H151 GEL 42 
GEL H152 2H15 H 0 0 N N N 36.861 1.839  67.248 4.687  0.504  5.947   H152 GEL 43 
GEL H161 1H16 H 0 0 N N N 37.000 0.475  69.283 4.384  -1.763 6.904   H161 GEL 44 
GEL H162 2H16 H 0 0 N N N 36.866 -0.998 68.462 3.016  -1.170 7.876   H162 GEL 45 
GEL H171 1H17 H 0 0 N N N 39.210 -1.189 68.112 4.521  0.441  9.010   H171 GEL 46 
GEL H172 2H17 H 0 0 N N N 39.329 0.367  67.416 5.889  -0.151 8.038   H172 GEL 47 
GEL H181 1H18 H 0 0 N N N 40.758 0.290  69.590 5.861  -1.216 10.277  H181 GEL 48 
GEL H182 2H18 H 0 0 N N N 39.352 1.437  69.815 4.218  -1.826 9.966   H182 GEL 49 
GEL H183 3H18 H 0 0 N N N 39.233 -0.119 70.511 5.586  -2.418 8.994   H183 GEL 50 
GEL H2   H2   H 0 1 N N N 32.529 5.596  67.131 -0.844 2.616  -1.493  H2   GEL 51 
GEL HOP2 2HOP H 0 0 N N N 30.246 5.293  63.846 1.849  2.063  -2.745  HOP2 GEL 52 
GEL H221 1H22 H 0 0 N N N 28.309 2.919  65.680 1.640  -0.566 -3.600  H221 GEL 53 
GEL H222 2H22 H 0 0 N N N 29.585 2.817  64.527 -0.012 -1.122 -3.957  H222 GEL 54 
GEL H231 1H23 H 0 0 N N N 31.245 2.148  66.342 -0.125 0.445  -5.875  H231 GEL 55 
GEL H232 2H23 H 0 0 N N N 30.114 2.418  67.562 1.527  1.001  -5.518  H232 GEL 56 
GEL H241 1H24 H 0 0 N N N 28.851 0.508  67.073 2.378  -1.300 -5.871  H241 GEL 57 
GEL H242 2H24 H 0 0 N N N 28.932 0.732  65.392 0.725  -1.857 -6.228  H242 GEL 58 
GEL H251 1H25 H 0 0 N N N 30.618 -0.814 65.237 0.612  -0.289 -8.146  H251 GEL 59 
GEL H252 2H25 H 0 0 N N N 31.666 0.196  66.088 2.265  0.266  -7.789  H252 GEL 60 
GEL H261 1H26 H 0 0 N N N 29.514 -1.427 67.627 3.116  -2.035 -8.142  H261 GEL 61 
GEL H262 2H26 H 0 0 N N N 30.947 -2.185 67.145 1.463  -2.591 -8.499  H262 GEL 62 
GEL H271 1H27 H 0 0 N N N 32.404 -0.661 68.501 1.350  -1.023 -10.417 H271 GEL 63 
GEL H272 2H27 H 0 0 N N N 31.235 0.557  68.592 3.002  -0.467 -10.060 H272 GEL 64 
GEL H281 1H28 H 0 0 N N N 31.305 -0.711 70.767 3.007  -2.172 -11.861 H281 GEL 65 
GEL H282 2H28 H 0 0 N N N 29.670 -1.047 69.979 3.853  -2.769 -10.414 H282 GEL 66 
GEL H283 3H28 H 0 0 N N N 30.839 -2.266 69.888 2.201  -3.325 -10.771 H283 GEL 67 
GEL H31  1H3  H 0 1 N N N 31.218 7.427  66.217 -2.470 2.269  0.346   H31  GEL 68 
GEL H32  2H3  H 0 1 N N N 30.596 7.759  67.777 -2.755 1.120  -0.982  H32  GEL 69 
GEL HOP4 4HOP H 0 0 N N N 35.227 8.860  65.606 -3.300 1.484  2.792   HOP4 GEL 70 
GEL H311 1H31 H 0 0 N N N 31.447 10.314 67.396 -4.920 -0.601 3.352   H311 GEL 71 
GEL H312 2H31 H 0 0 N N N 32.961 10.492 68.053 -5.204 -1.750 2.022   H312 GEL 72 
GEL H321 1H32 H 0 0 N N N 32.040 12.841 67.743 -5.505 -2.846 4.226   H321 GEL 73 
GEL H322 2H32 H 0 0 N N N 33.369 12.718 66.735 -4.127 -3.549 3.346   H322 GEL 74 
GEL HN31 1HN3 H 0 0 N N N 31.462 13.439 65.522 -3.615 -3.101 5.591   HN31 GEL 75 
GEL HN32 2HN3 H 0 0 N N N 30.584 12.008 65.808 -2.681 -2.245 4.583   HN32 GEL 76 
# 
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 
GEL C1  O1   SING N N 1  
GEL C1  C2   SING N N 2  
GEL C1  H11  SING N N 3  
GEL C1  H12  SING N N 4  
GEL O1  C11  SING N N 5  
GEL C11 C12  SING N N 6  
GEL C11 H111 SING N N 7  
GEL C11 H112 SING N N 8  
GEL C12 C13  SING N N 9  
GEL C12 H121 SING N N 10 
GEL C12 H122 SING N N 11 
GEL C13 C14  SING N N 12 
GEL C13 H131 SING N N 13 
GEL C13 H132 SING N N 14 
GEL C14 C15  SING N N 15 
GEL C14 H141 SING N N 16 
GEL C14 H142 SING N N 17 
GEL C15 C16  SING N N 18 
GEL C15 H151 SING N N 19 
GEL C15 H152 SING N N 20 
GEL C16 C17  SING N N 21 
GEL C16 H161 SING N N 22 
GEL C16 H162 SING N N 23 
GEL C17 C18  SING N N 24 
GEL C17 H171 SING N N 25 
GEL C17 H172 SING N N 26 
GEL C18 H181 SING N N 27 
GEL C18 H182 SING N N 28 
GEL C18 H183 SING N N 29 
GEL C2  O2   SING N N 30 
GEL C2  C3   SING N N 31 
GEL C2  H2   SING N N 32 
GEL O2  P2   SING N N 33 
GEL P2  O1P  DOUB N N 34 
GEL P2  O2P  SING N N 35 
GEL P2  C22  SING N N 36 
GEL O2P HOP2 SING N N 37 
GEL C22 C23  SING N N 38 
GEL C22 H221 SING N N 39 
GEL C22 H222 SING N N 40 
GEL C23 C24  SING N N 41 
GEL C23 H231 SING N N 42 
GEL C23 H232 SING N N 43 
GEL C24 C25  SING N N 44 
GEL C24 H241 SING N N 45 
GEL C24 H242 SING N N 46 
GEL C25 C26  SING N N 47 
GEL C25 H251 SING N N 48 
GEL C25 H252 SING N N 49 
GEL C26 C27  SING N N 50 
GEL C26 H261 SING N N 51 
GEL C26 H262 SING N N 52 
GEL C27 C28  SING N N 53 
GEL C27 H271 SING N N 54 
GEL C27 H272 SING N N 55 
GEL C28 H281 SING N N 56 
GEL C28 H282 SING N N 57 
GEL C28 H283 SING N N 58 
GEL C3  O3   SING N N 59 
GEL C3  H31  SING N N 60 
GEL C3  H32  SING N N 61 
GEL O3  P3   SING N N 62 
GEL P3  O3P  DOUB N N 63 
GEL P3  O4P  SING N N 64 
GEL P3  O5P  SING N N 65 
GEL O4P HOP4 SING N N 66 
GEL O5P C31  SING N N 67 
GEL C31 C32  SING N N 68 
GEL C31 H311 SING N N 69 
GEL C31 H312 SING N N 70 
GEL C32 N3   SING N N 71 
GEL C32 H321 SING N N 72 
GEL C32 H322 SING N N 73 
GEL N3  HN31 SING N N 74 
GEL N3  HN32 SING N N 75 
# 
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 
GEL SMILES           ACDLabs              10.04 O=P(OCC(OP(=O)(O)CCCCCCC)COCCCCCCCC)(OCCN)O                                                                                                                           
GEL InChI            InChI                1.02b InChI=1/C20H45NO8P2/c1-3-5-7-9-10-12-15-26-18-20(19-28-31(24,25)27-16-14-21)29-30(22,23)17-13-11-8-6-4-2/h20H,3-19,21H2,1-2H3,(H,22,23)(H,24,25)/t20-/m1/s1/f/h22,24H 
GEL InChIKey         InChI                1.02b RCCNUBYROFOKAU-VXGFOGCRDL                                                                                                                                             
GEL SMILES_CANONICAL CACTVS               3.341 CCCCCCCCOC[C@H](CO[P@@](O)(=O)OCCN)O[P@](O)(=O)CCCCCCC                                                                                                                
GEL SMILES           CACTVS               3.341 CCCCCCCCOC[CH](CO[P](O)(=O)OCCN)O[P](O)(=O)CCCCCCC                                                                                                                    
GEL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCOCC(CO[P@](=O)(O)OCCN)O[P@](=O)(CCCCCCC)O                                                                                                                     
GEL SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCOCC(COP(=O)(O)OCCN)OP(=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 
GEL "SYSTEMATIC NAME" ACDLabs              10.04 "(1R)-2-{[(R)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-1-[(octyloxy)methyl]ethyl hydrogen (S)-heptylphosphonate" 
GEL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1-(2-aminoethoxy-hydroxy-phosphoryl)oxy-3-octoxy-propan-2-yl]oxy-heptyl-phosphinic acid"                      
# 
