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 #