data_BUI
# 
_chem_comp.id                                    BUI 
_chem_comp.name                                  (3R)-3-{[(TETRADECYLAMINO)CARBONYL]AMINO}-4-(TRIMETHYLAMMONIO)BUTANOATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C22 H45 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ST1326, (R)-N-TETRADECYLCARBAMOYL-AMINOCARNITINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-06 
_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                        399.611 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BUI 
_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        2FW3 
_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 
BUI O9   O9   O 0  1 N N N 27.737 10.001 32.404 -6.875 2.511  -1.289 O9   BUI 1  
BUI C3   C3   C 0  1 N N N 26.476 9.922  32.240 -6.910 2.633  -0.076 C3   BUI 2  
BUI O8   O8   O -1 1 N N N 25.854 10.719 31.491 -6.935 3.745  0.426  O8   BUI 3  
BUI C2   C2   C 0  1 N N N 25.690 8.830  32.956 -6.922 1.409  0.804  C2   BUI 4  
BUI C5   C5   C 0  1 N N R 24.179 9.131  33.118 -6.740 0.159  -0.059 C5   BUI 5  
BUI C10  C10  C 0  1 N N N 23.860 10.271 34.108 -6.889 -1.089 0.814  C10  BUI 6  
BUI N6   N6   N 1  1 N N N 22.508 10.921 33.970 -6.824 -2.288 -0.032 N6   BUI 7  
BUI C14  C14  C 0  1 N N N 21.362 10.035 34.279 -5.496 -2.378 -0.653 C14  BUI 8  
BUI C13  C13  C 0  1 N N N 22.286 11.517 32.632 -7.060 -3.482 0.792  C13  BUI 9  
BUI C12  C12  C 0  1 N N N 22.424 11.988 34.973 -7.850 -2.205 -1.079 C12  BUI 10 
BUI N4   N4   N 0  1 N N N 23.584 7.908  33.669 -5.407 0.174  -0.666 N4   BUI 11 
BUI C1   C1   C 0  1 N N N 22.839 7.114  32.852 -4.310 0.191  0.117  C1   BUI 12 
BUI O7   O7   O 0  1 N N N 22.692 7.456  31.674 -4.427 0.243  1.326  O7   BUI 13 
BUI N11  N11  N 0  1 N N N 22.250 5.972  33.309 -3.083 0.148  -0.440 N11  BUI 14 
BUI C15  C15  C 0  1 N N N 21.428 5.023  32.559 -1.891 0.166  0.411  C15  BUI 15 
BUI C16  C16  C 0  1 N N N 20.429 4.458  33.569 -0.638 0.110  -0.466 C16  BUI 16 
BUI C24  C24  C 0  1 N N N 18.953 4.875  33.430 0.607  0.129  0.423  C24  BUI 17 
BUI C26  C26  C 0  1 N N N 18.431 4.753  32.011 1.860  0.073  -0.453 C26  BUI 18 
BUI C27  C27  C 0  1 N N N 16.915 4.999  31.948 3.105  0.091  0.436  C27  BUI 19 
BUI C19  C19  C 0  1 N N N 16.331 4.882  30.535 4.358  0.035  -0.441 C19  BUI 20 
BUI C20  C20  C 0  1 N N N 15.403 3.668  30.439 5.603  0.054  0.448  C20  BUI 21 
BUI C21  C21  C 0  1 N N N 14.287 3.863  29.411 6.856  -0.002 -0.428 C21  BUI 22 
BUI C22  C22  C 0  1 N N N 13.146 4.724  29.961 8.102  0.016  0.461  C22  BUI 23 
BUI C23  C23  C 0  1 N N N 11.808 4.028  29.719 9.354  -0.040 -0.416 C23  BUI 24 
BUI C25  C25  C 0  1 N N N 10.594 4.865  30.124 10.600 -0.021 0.473  C25  BUI 25 
BUI C18  C18  C 0  1 N N N 9.337  4.186  29.597 11.853 -0.077 -0.403 C18  BUI 26 
BUI C17  C17  C 0  1 N N N 8.064  4.993  29.843 13.098 -0.059 0.485  C17  BUI 27 
BUI C28  C28  C 0  1 N N N 7.085  4.257  30.727 14.351 -0.115 -0.391 C28  BUI 28 
BUI H21  1H2  H 0  1 N N N 26.108 8.752  33.970 -7.873 1.351  1.332  H21  BUI 29 
BUI H22  2H2  H 0  1 N N N 25.789 7.904  32.370 -6.108 1.473  1.527  H22  BUI 30 
BUI H5   H5   H 0  1 N N N 23.789 9.442  32.138 -7.496 0.146  -0.843 H5   BUI 31 
BUI H101 1H10 H 0  0 N N N 24.592 11.063 33.893 -6.083 -1.117 1.548  H101 BUI 32 
BUI H102 2H10 H 0  0 N N N 23.915 9.847  35.121 -7.848 -1.059 1.330  H102 BUI 33 
BUI H141 1H14 H 0  0 N N N 21.462 9.096  33.715 -4.728 -2.238 0.108  H141 BUI 34 
BUI H142 2H14 H 0  0 N N N 20.425 10.536 33.995 -5.376 -3.358 -1.114 H142 BUI 35 
BUI H143 3H14 H 0  0 N N N 21.348 9.815  35.357 -5.398 -1.604 -1.415 H143 BUI 36 
BUI H131 1H13 H 0  0 N N N 21.343 11.136 32.213 -8.045 -3.415 1.253  H131 BUI 37 
BUI H132 2H13 H 0  0 N N N 23.119 11.246 31.967 -7.012 -4.372 0.165  H132 BUI 38 
BUI H133 3H13 H 0  0 N N N 22.231 12.612 32.722 -6.298 -3.543 1.569  H133 BUI 39 
BUI H121 1H12 H 0  0 N N N 21.506 12.572 34.811 -7.675 -1.320 -1.690 H121 BUI 40 
BUI H122 2H12 H 0  0 N N N 23.300 12.647 34.881 -7.802 -3.095 -1.707 H122 BUI 41 
BUI H123 3H12 H 0  0 N N N 22.403 11.545 35.980 -8.835 -2.139 -0.618 H123 BUI 42 
BUI HN4  HN4  H 0  1 N N N 23.723 7.662  34.628 -5.314 0.173  -1.631 HN4  BUI 43 
BUI H11  H11  H 0  1 N N N 22.398 5.757  34.274 -2.990 0.106  -1.405 H11  BUI 44 
BUI H151 1H15 H 0  0 N N N 22.038 4.229  32.104 -1.907 -0.696 1.077  H151 BUI 45 
BUI H152 2H15 H 0  0 N N N 20.905 5.527  31.733 -1.880 1.082  1.002  H152 BUI 46 
BUI H161 1H16 H 0  0 N N N 20.747 4.867  34.539 -0.622 0.973  -1.132 H161 BUI 47 
BUI H162 2H16 H 0  0 N N N 20.461 3.363  33.468 -0.649 -0.805 -1.057 H162 BUI 48 
BUI H241 1H24 H 0  0 N N N 18.881 5.934  33.718 0.591  -0.734 1.089  H241 BUI 49 
BUI H242 2H24 H 0  0 N N N 18.348 4.223  34.077 0.618  1.044  1.015  H242 BUI 50 
BUI H261 1H26 H 0  0 N N N 18.632 3.732  31.654 1.876  0.935  -1.119 H261 BUI 51 
BUI H262 2H26 H 0  0 N N N 18.938 5.498  31.381 1.849  -0.843 -1.044 H262 BUI 52 
BUI H271 1H27 H 0  0 N N N 16.739 6.031  32.287 3.089  -0.771 1.102  H271 BUI 53 
BUI H272 2H27 H 0  0 N N N 16.421 4.251  32.585 3.116  1.007  1.027  H272 BUI 54 
BUI H191 1H19 H 0  0 N N N 17.155 4.759  29.817 4.374  0.898  -1.107 H191 BUI 55 
BUI H192 2H19 H 0  0 N N N 15.759 5.793  30.304 4.347  -0.880 -1.032 H192 BUI 56 
BUI H201 1H20 H 0  0 N N N 14.932 3.527  31.423 5.587  -0.809 1.114  H201 BUI 57 
BUI H202 2H20 H 0  0 N N N 16.002 2.794  30.142 5.614  0.969  1.039  H202 BUI 58 
BUI H211 1H21 H 0  0 N N N 13.878 2.874  29.159 6.873  0.860  -1.094 H211 BUI 59 
BUI H212 2H21 H 0  0 N N N 14.708 4.361  28.525 6.846  -0.918 -1.020 H212 BUI 60 
BUI H221 1H22 H 0  0 N N N 13.147 5.697  29.449 8.085  -0.846 1.127  H221 BUI 61 
BUI H222 2H22 H 0  0 N N N 13.290 4.872  31.041 8.112  0.932  1.052  H222 BUI 62 
BUI H231 1H23 H 0  0 N N N 11.798 3.122  30.343 9.371  0.823  -1.082 H231 BUI 63 
BUI H232 2H23 H 0  0 N N N 11.727 3.809  28.644 9.344  -0.955 -1.007 H232 BUI 64 
BUI H251 1H25 H 0  0 N N N 10.679 5.877  29.702 10.583 -0.884 1.139  H251 BUI 65 
BUI H252 2H25 H 0  0 N N N 10.544 4.941  31.220 10.611 0.894  1.064  H252 BUI 66 
BUI H181 1H18 H 0  0 N N N 9.230  3.233  30.136 11.869 0.785  -1.070 H181 BUI 67 
BUI H182 2H18 H 0  0 N N N 9.451  4.047  28.512 11.842 -0.993 -0.995 H182 BUI 68 
BUI H171 1H17 H 0  0 N N N 7.579  5.167  28.871 13.082 -0.921 1.152  H171 BUI 69 
BUI H172 2H17 H 0  0 N N N 8.338  5.938  30.334 13.109 0.857  1.077  H172 BUI 70 
BUI H281 1H28 H 0  0 N N N 6.825  3.294  30.263 14.367 0.748  -1.057 H281 BUI 71 
BUI H282 2H28 H 0  0 N N N 6.175  4.863  30.850 15.238 -0.102 0.242  H282 BUI 72 
BUI H283 3H28 H 0  0 N N N 7.542  4.078  31.711 14.340 -1.030 -0.982 H283 BUI 73 
# 
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 
BUI O9  C3   DOUB N N 1  
BUI C3  O8   SING N N 2  
BUI C3  C2   SING N N 3  
BUI C2  C5   SING N N 4  
BUI C2  H21  SING N N 5  
BUI C2  H22  SING N N 6  
BUI C5  C10  SING N N 7  
BUI C5  N4   SING N N 8  
BUI C5  H5   SING N N 9  
BUI C10 N6   SING N N 10 
BUI C10 H101 SING N N 11 
BUI C10 H102 SING N N 12 
BUI N6  C14  SING N N 13 
BUI N6  C13  SING N N 14 
BUI N6  C12  SING N N 15 
BUI C14 H141 SING N N 16 
BUI C14 H142 SING N N 17 
BUI C14 H143 SING N N 18 
BUI C13 H131 SING N N 19 
BUI C13 H132 SING N N 20 
BUI C13 H133 SING N N 21 
BUI C12 H121 SING N N 22 
BUI C12 H122 SING N N 23 
BUI C12 H123 SING N N 24 
BUI N4  C1   SING N N 25 
BUI N4  HN4  SING N N 26 
BUI C1  O7   DOUB N N 27 
BUI C1  N11  SING N N 28 
BUI N11 C15  SING N N 29 
BUI N11 H11  SING N N 30 
BUI C15 C16  SING N N 31 
BUI C15 H151 SING N N 32 
BUI C15 H152 SING N N 33 
BUI C16 C24  SING N N 34 
BUI C16 H161 SING N N 35 
BUI C16 H162 SING N N 36 
BUI C24 C26  SING N N 37 
BUI C24 H241 SING N N 38 
BUI C24 H242 SING N N 39 
BUI C26 C27  SING N N 40 
BUI C26 H261 SING N N 41 
BUI C26 H262 SING N N 42 
BUI C27 C19  SING N N 43 
BUI C27 H271 SING N N 44 
BUI C27 H272 SING N N 45 
BUI C19 C20  SING N N 46 
BUI C19 H191 SING N N 47 
BUI C19 H192 SING N N 48 
BUI C20 C21  SING N N 49 
BUI C20 H201 SING N N 50 
BUI C20 H202 SING N N 51 
BUI C21 C22  SING N N 52 
BUI C21 H211 SING N N 53 
BUI C21 H212 SING N N 54 
BUI C22 C23  SING N N 55 
BUI C22 H221 SING N N 56 
BUI C22 H222 SING N N 57 
BUI C23 C25  SING N N 58 
BUI C23 H231 SING N N 59 
BUI C23 H232 SING N N 60 
BUI C25 C18  SING N N 61 
BUI C25 H251 SING N N 62 
BUI C25 H252 SING N N 63 
BUI C18 C17  SING N N 64 
BUI C18 H181 SING N N 65 
BUI C18 H182 SING N N 66 
BUI C17 C28  SING N N 67 
BUI C17 H171 SING N N 68 
BUI C17 H172 SING N N 69 
BUI C28 H281 SING N N 70 
BUI C28 H282 SING N N 71 
BUI C28 H283 SING N N 72 
# 
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 
BUI SMILES           ACDLabs              10.04 [O-]C(=O)CC(NC(=O)NCCCCCCCCCCCCCC)C[N+](C)(C)C                                                                                                             
BUI InChI            InChI                1.02b InChI=1/C22H45N3O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-23-22(28)24-20(18-21(26)27)19-25(2,3)4/h20H,5-19H2,1-4H3,(H2-,23,24,26,27,28)/t20-/m1/s1/f/h23-24H 
BUI InChIKey         InChI                1.02b BMZYTDRMCBZVNH-QMTFNESNDA                                                                                                                                  
BUI SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCCNC(=O)N[C@H](CC([O-])=O)C[N+](C)(C)C                                                                                                         
BUI SMILES           CACTVS               3.341 CCCCCCCCCCCCCCNC(=O)N[CH](CC([O-])=O)C[N+](C)(C)C                                                                                                          
BUI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCNC(=O)N[C@H](CC(=O)[O-])C[N+](C)(C)C                                                                                                         
BUI SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCNC(=O)NC(CC(=O)[O-])C[N+](C)(C)C                                                                                                             
# 
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 
BUI "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-3-[(tetradecylcarbamoyl)amino]-4-(trimethylammonio)butanoate 
BUI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R)-3-(tetradecylcarbamoylamino)-4-trimethylazaniumyl-butanoate  
# 
