data_1R3
# 
_chem_comp.id                                    1R3 
_chem_comp.name                                  "N-{3-[dihydroxy(nonyl)-lambda~4~-sulfanyl]propyl}-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H45 N2 O9 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-05-02 
_chem_comp.pdbx_modified_date                    2013-12-20 
_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                        532.629 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1R3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4KEH 
_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 
1R3 P02  P02  P 0 1 N N N -30.686 -6.257  -6.860 -8.165 2.899  0.331  P02  1R3 1  
1R3 O01  O01  O 0 1 N N N -30.675 -5.537  -6.065 -6.710 3.455  -0.075 O01  1R3 2  
1R3 O04  O04  O 0 1 N N N -32.348 -5.521  -6.871 -9.107 3.118  -0.790 O04  1R3 3  
1R3 O05  O05  O 0 1 N N N -30.745 -7.925  -6.328 -8.067 1.323  0.649  O05  1R3 4  
1R3 C06  C06  C 0 1 N N N -31.239 -8.775  -7.322 -7.729 0.349  -0.340 C06  1R3 5  
1R3 C09  C09  C 0 1 N N N -31.342 -10.235 -6.891 -7.726 -1.043 0.296  C09  1R3 6  
1R3 C10  C10  C 0 1 N N N -32.021 -10.361 -5.498 -6.696 -1.085 1.427  C10  1R3 7  
1R3 C14  C14  C 0 1 N N N -29.933 -10.786 -6.702 -9.115 -1.349 0.859  C14  1R3 8  
1R3 C18  C18  C 0 1 N N R -32.061 -10.922 -8.113 -7.363 -2.086 -0.763 C18  1R3 9  
1R3 O20  O20  O 0 1 N N N -31.721 -10.306 -9.323 -8.332 -2.056 -1.813 O20  1R3 10 
1R3 C22  C22  C 0 1 N N N -31.467 -12.240 -8.371 -6.001 -1.777 -1.327 C22  1R3 11 
1R3 O23  O23  O 0 1 N N N -30.898 -12.350 -9.427 -5.882 -1.475 -2.496 O23  1R3 12 
1R3 N24  N24  N 0 1 N N N -31.508 -13.318 -7.421 -4.913 -1.836 -0.533 N24  1R3 13 
1R3 C26  C26  C 0 1 N N N -30.824 -14.522 -7.827 -3.602 -1.442 -1.056 C26  1R3 14 
1R3 C29  C29  C 0 1 N N N -29.609 -14.615 -6.917 -2.547 -1.601 0.041  C29  1R3 15 
1R3 C32  C32  C 0 1 N N N -29.925 -15.861 -6.108 -1.199 -1.196 -0.496 C32  1R3 16 
1R3 O33  O33  O 0 1 N N N -30.455 -15.780 -5.032 -1.092 -0.817 -1.644 O33  1R3 17 
1R3 N34  N34  N 0 1 N N N -29.588 -17.133 -6.679 -0.112 -1.255 0.298  N34  1R3 18 
1R3 C36  C36  C 0 1 N N N -29.883 -18.326 -5.934 1.199  -0.861 -0.225 C36  1R3 19 
1R3 C39  C39  C 0 1 N N N -28.516 -18.936 -5.669 2.254  -1.021 0.872  C39  1R3 20 
1R3 C42  C42  C 0 1 N N N -28.189 -18.662 -4.180 3.623  -0.609 0.326  C42  1R3 21 
1R3 S45  S45  S 0 1 N N N -26.441 -18.942 -4.097 4.888  -0.904 1.586  S45  1R3 22 
1R3 O46  O46  O 0 1 N N N -26.261 -20.123 -5.054 6.049  -1.174 2.742  O46  1R3 23 
1R3 O47  O47  O 0 1 N N N -25.748 -17.781 -4.711 4.927  -2.511 1.172  O47  1R3 24 
1R3 C48  C48  C 0 1 N N N -25.880 -19.314 -2.439 5.988  0.271  0.757  C48  1R3 25 
1R3 C51  C51  C 0 1 N N N -24.551 -20.057 -2.481 7.420  -0.267 0.780  C51  1R3 26 
1R3 C54  C54  C 0 1 N N N -23.397 -19.061 -2.558 8.353  0.736  0.098  C54  1R3 27 
1R3 C57  C57  C 0 1 N N N -22.582 -19.258 -3.845 9.785  0.198  0.122  C57  1R3 28 
1R3 C60  C60  C 0 1 N N N -22.067 -17.874 -4.281 10.718 1.201  -0.560 C60  1R3 29 
1R3 C63  C63  C 0 1 N N N -20.916 -17.525 -3.339 12.150 0.663  -0.537 C63  1R3 30 
1R3 C66  C66  C 0 1 N N N -20.564 -16.032 -3.340 13.082 1.666  -1.218 C66  1R3 31 
1R3 C69  C69  C 0 1 N N N -19.373 -15.933 -2.403 14.514 1.128  -1.195 C69  1R3 32 
1R3 C72  C72  C 0 1 N N N -19.258 -14.548 -1.805 15.447 2.131  -1.877 C72  1R3 33 
1R3 H1   H1   H 0 1 N N N -31.522 -5.109  -6.013 -6.040 3.344  0.614  H1   1R3 34 
1R3 H061 H061 H 0 0 N N N -32.242 -8.427  -7.608 -8.462 0.379  -1.145 H061 1R3 35 
1R3 H062 H062 H 0 0 N N N -30.568 -8.717  -8.192 -6.739 0.567  -0.741 H062 1R3 36 
1R3 H101 H101 H 0 0 N N N -32.082 -11.422 -5.214 -7.061 -0.500 2.272  H101 1R3 37 
1R3 H102 H102 H 0 0 N N N -31.428 -9.814  -4.750 -6.541 -2.117 1.739  H102 1R3 38 
1R3 H103 H103 H 0 0 N N N -33.034 -9.935  -5.544 -5.753 -0.666 1.075  H103 1R3 39 
1R3 H141 H141 H 0 0 N N N -29.989 -11.840 -6.391 -9.844 -1.349 0.049  H141 1R3 40 
1R3 H142 H142 H 0 0 N N N -29.381 -10.713 -7.650 -9.105 -2.328 1.339  H142 1R3 41 
1R3 H143 H143 H 0 0 N N N -29.412 -10.203 -5.929 -9.386 -0.589 1.592  H143 1R3 42 
1R3 H181 H181 H 0 0 N N N -33.146 -10.980 -7.942 -7.352 -3.077 -0.308 H181 1R3 43 
1R3 H201 H201 H 0 0 N N N -31.234 -10.917 -9.864 -8.396 -1.202 -2.264 H201 1R3 44 
1R3 H241 H241 H 0 0 N N N -31.977 -13.239 -6.541 -4.998 -2.139 0.384  H241 1R3 45 
1R3 H261 H261 H 0 0 N N N -31.474 -15.399 -7.693 -3.344 -2.076 -1.904 H261 1R3 46 
1R3 H262 H262 H 0 0 N N N -30.513 -14.453 -8.880 -3.637 -0.401 -1.377 H262 1R3 47 
1R3 H291 H291 H 0 0 N N N -28.682 -14.738 -7.497 -2.806 -0.967 0.889  H291 1R3 48 
1R3 H292 H292 H 0 0 N N N -29.523 -13.729 -6.271 -2.512 -2.642 0.363  H292 1R3 49 
1R3 H341 H341 H 0 0 N N N -29.156 -17.189 -7.579 -0.197 -1.558 1.215  H341 1R3 50 
1R3 H361 H361 H 0 0 N N N -30.393 -18.083 -4.990 1.458  -1.495 -1.073 H361 1R3 51 
1R3 H362 H362 H 0 0 N N N -30.510 -19.011 -6.524 1.164  0.180  -0.547 H362 1R3 52 
1R3 H391 H391 H 0 0 N N N -28.541 -20.019 -5.859 1.996  -0.387 1.720  H391 1R3 53 
1R3 H392 H392 H 0 0 N N N -27.760 -18.468 -6.316 2.289  -2.062 1.193  H392 1R3 54 
1R3 H421 H421 H 0 0 N N N -28.437 -17.626 -3.905 3.852  -1.197 -0.563 H421 1R3 55 
1R3 H422 H422 H 0 0 N N N -28.732 -19.356 -3.522 3.608  0.449  0.067  H422 1R3 56 
1R3 H461 H461 H 0 0 N N N -25.343 -20.365 -5.090 5.985  -0.587 3.508  H461 1R3 57 
1R3 H471 H471 H 0 0 N N N -24.808 -17.917 -4.674 4.452  -2.718 0.356  H471 1R3 58 
1R3 H481 H481 H 0 0 N N N -25.752 -18.375 -1.881 5.666  0.403  -0.276 H481 1R3 59 
1R3 H482 H482 H 0 0 N N N -26.630 -19.941 -1.935 5.951  1.230  1.274  H482 1R3 60 
1R3 H511 H511 H 0 0 N N N -24.446 -20.667 -1.571 7.736  -0.414 1.813  H511 1R3 61 
1R3 H512 H512 H 0 0 N N N -24.527 -20.711 -3.365 7.459  -1.218 0.250  H512 1R3 62 
1R3 H541 H541 H 0 0 N N N -23.803 -18.039 -2.543 8.036  0.883  -0.934 H541 1R3 63 
1R3 H542 H542 H 0 0 N N N -22.738 -19.207 -1.689 8.313  1.688  0.629  H542 1R3 64 
1R3 H571 H571 H 0 0 N N N -21.734 -19.931 -3.653 10.101 0.052  1.154  H571 1R3 65 
1R3 H572 H572 H 0 0 N N N -23.220 -19.687 -4.632 9.824  -0.753 -0.409 H572 1R3 66 
1R3 H601 H601 H 0 0 N N N -21.710 -17.911 -5.321 10.401 1.348  -1.593 H601 1R3 67 
1R3 H602 H602 H 0 0 N N N -22.869 -17.126 -4.196 10.678 2.152  -0.029 H602 1R3 68 
1R3 H631 H631 H 0 0 N N N -21.200 -17.816 -2.317 12.466 0.516  0.496  H631 1R3 69 
1R3 H632 H632 H 0 0 N N N -20.027 -18.094 -3.648 12.189 -0.288 -1.067 H632 1R3 70 
1R3 H661 H661 H 0 0 N N N -20.294 -15.695 -4.352 12.766 1.813  -2.251 H661 1R3 71 
1R3 H662 H662 H 0 0 N N N -21.406 -15.432 -2.966 13.043 2.618  -0.688 H662 1R3 72 
1R3 H691 H691 H 0 0 N N N -19.494 -16.665 -1.591 14.831 0.982  -0.162 H691 1R3 73 
1R3 H692 H692 H 0 0 N N N -18.455 -16.158 -2.965 14.554 0.177  -1.726 H692 1R3 74 
1R3 H721 H721 H 0 0 N N N -18.388 -14.509 -1.133 15.408 3.082  -1.346 H721 1R3 75 
1R3 H722 H722 H 0 0 N N N -19.132 -13.810 -2.611 16.468 1.748  -1.860 H722 1R3 76 
1R3 H723 H723 H 0 0 N N N -20.171 -14.317 -1.236 15.131 2.278  -2.910 H723 1R3 77 
1R3 O1   O1   O 0 1 N Y N ?       ?       ?      -8.693 3.678  1.636  O1   1R3 78 
1R3 H2   H2   H 0 1 N Y N ?       ?       ?      -8.777 4.634  1.516  H2   1R3 79 
# 
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 
1R3 P02 O04  DOUB N N 1  
1R3 P02 O05  SING N N 2  
1R3 O05 C06  SING N N 3  
1R3 C06 C09  SING N N 4  
1R3 C09 C10  SING N N 5  
1R3 C09 C14  SING N N 6  
1R3 C09 C18  SING N N 7  
1R3 C18 O20  SING N N 8  
1R3 C18 C22  SING N N 9  
1R3 C22 O23  DOUB N N 10 
1R3 C22 N24  SING N N 11 
1R3 N24 C26  SING N N 12 
1R3 C26 C29  SING N N 13 
1R3 C29 C32  SING N N 14 
1R3 C32 O33  DOUB N N 15 
1R3 C32 N34  SING N N 16 
1R3 N34 C36  SING N N 17 
1R3 C36 C39  SING N N 18 
1R3 C39 C42  SING N N 19 
1R3 C42 S45  SING N N 20 
1R3 S45 O46  SING N N 21 
1R3 S45 O47  SING N N 22 
1R3 S45 C48  SING N N 23 
1R3 C48 C51  SING N N 24 
1R3 C51 C54  SING N N 25 
1R3 C54 C57  SING N N 26 
1R3 C57 C60  SING N N 27 
1R3 C60 C63  SING N N 28 
1R3 C63 C66  SING N N 29 
1R3 C66 C69  SING N N 30 
1R3 C69 C72  SING N N 31 
1R3 P02 O01  SING N N 32 
1R3 O01 H1   SING N N 33 
1R3 C06 H061 SING N N 34 
1R3 C06 H062 SING N N 35 
1R3 C10 H101 SING N N 36 
1R3 C10 H102 SING N N 37 
1R3 C10 H103 SING N N 38 
1R3 C14 H141 SING N N 39 
1R3 C14 H142 SING N N 40 
1R3 C14 H143 SING N N 41 
1R3 C18 H181 SING N N 42 
1R3 O20 H201 SING N N 43 
1R3 N24 H241 SING N N 44 
1R3 C26 H261 SING N N 45 
1R3 C26 H262 SING N N 46 
1R3 C29 H291 SING N N 47 
1R3 C29 H292 SING N N 48 
1R3 N34 H341 SING N N 49 
1R3 C36 H361 SING N N 50 
1R3 C36 H362 SING N N 51 
1R3 C39 H391 SING N N 52 
1R3 C39 H392 SING N N 53 
1R3 C42 H421 SING N N 54 
1R3 C42 H422 SING N N 55 
1R3 O46 H461 SING N N 56 
1R3 O47 H471 SING N N 57 
1R3 C48 H481 SING N N 58 
1R3 C48 H482 SING N N 59 
1R3 C51 H511 SING N N 60 
1R3 C51 H512 SING N N 61 
1R3 C54 H541 SING N N 62 
1R3 C54 H542 SING N N 63 
1R3 C57 H571 SING N N 64 
1R3 C57 H572 SING N N 65 
1R3 C60 H601 SING N N 66 
1R3 C60 H602 SING N N 67 
1R3 C63 H631 SING N N 68 
1R3 C63 H632 SING N N 69 
1R3 C66 H661 SING N N 70 
1R3 C66 H662 SING N N 71 
1R3 C69 H691 SING N N 72 
1R3 C69 H692 SING N N 73 
1R3 C72 H721 SING N N 74 
1R3 C72 H722 SING N N 75 
1R3 C72 H723 SING N N 76 
1R3 P02 O1   SING N N 77 
1R3 O1  H2   SING N N 78 
# 
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 
1R3 SMILES           ACDLabs              12.01 "O=C(NCCCS(O)(O)CCCCCCCCC)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O"                                                                                                                                   
1R3 InChI            InChI                1.03  "InChI=1S/C21H45N2O9PS/c1-4-5-6-7-8-9-10-15-34(30,31)16-11-13-22-18(24)12-14-23-20(26)19(25)21(2,3)17-32-33(27,28)29/h19,25,30-31H,4-17H2,1-3H3,(H,22,24)(H,23,26)(H2,27,28,29)/t19-/m0/s1" 
1R3 InChIKey         InChI                1.03  ZGCXUZRDGZYOOW-IBGZPJMESA-N                                                                                                                                                                 
1R3 SMILES_CANONICAL CACTVS               3.370 "CCCCCCCCC[S](O)(O)CCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                           
1R3 SMILES           CACTVS               3.370 "CCCCCCCCC[S](O)(O)CCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                            
1R3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCCCCCS(CCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O)(O)O"                                                                                                                              
1R3 SMILES           "OpenEye OEToolkits" 1.7.6 "CCCCCCCCCS(CCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)(O)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 
1R3 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[dihydroxy(nonyl)-lambda~4~-sulfanyl]propyl}-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide"                                     
1R3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R)-2,2-dimethyl-4-[[3-[3-[nonyl-bis(oxidanyl)-$l^{4}-sulfanyl]propylamino]-3-oxidanylidene-propyl]amino]-3-oxidanyl-4-oxidanylidene-butyl] dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1R3 "Create component" 2013-05-02 RCSB 
1R3 "Initial release"  2013-12-25 RCSB 
# 
