data_AUL # _chem_comp.id AUL _chem_comp.name ;2'-deoxy-5-{(1E)-5-[(10-hydroxydecanoyl)amino]pent-1-en-1-yl}uridine 5'-(tetrahydrogen triphosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H42 N3 O16 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-17 _chem_comp.pdbx_modified_date 2016-12-02 _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 721.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AUL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5E41 _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 AUL O36 O1 O 0 1 N N N 22.615 -9.744 -4.092 8.778 -1.913 -1.192 O36 AUL 1 AUL C35 C1 C 0 1 N N N 21.669 -10.041 -3.383 8.325 -1.231 -0.296 C35 AUL 2 AUL C37 C2 C 0 1 N N N 21.213 -9.105 -2.277 9.179 -0.171 0.349 C37 AUL 3 AUL C38 C3 C 0 1 N N N 20.863 -7.721 -2.820 10.563 -0.163 -0.305 C38 AUL 4 AUL C39 C4 C 0 1 N N N 20.863 -6.669 -1.715 11.430 0.914 0.351 C39 AUL 5 AUL C40 C5 C 0 1 N N N 19.649 -6.786 -0.797 12.813 0.922 -0.303 C40 AUL 6 AUL C41 C6 C 0 1 N N N 19.989 -6.573 0.677 13.681 1.998 0.352 C41 AUL 7 AUL C42 C7 C 0 1 N N N 19.230 -5.380 1.245 15.064 2.007 -0.302 C42 AUL 8 AUL C43 C8 C 0 1 N N N 19.379 -5.313 2.761 15.932 3.083 0.354 C43 AUL 9 AUL C44 C9 C 0 1 N N N 18.676 -4.084 3.326 17.315 3.091 -0.300 C44 AUL 10 AUL C45 C10 C 0 1 N N N 19.594 -2.867 3.305 18.183 4.167 0.355 C45 AUL 11 AUL O46 O2 O 0 1 N N N 18.824 -1.676 3.511 19.475 4.175 -0.255 O46 AUL 12 AUL N34 N1 N 0 1 N N N 21.021 -11.200 -3.508 7.056 -1.418 0.117 N34 AUL 13 AUL C33 C11 C 0 1 N N N 21.435 -12.232 -4.447 6.223 -2.444 -0.515 C33 AUL 14 AUL C32 C12 C 0 1 N N N 20.526 -12.314 -5.669 4.838 -2.449 0.135 C32 AUL 15 AUL C31 C13 C 0 1 N N N 20.875 -13.492 -6.577 3.968 -3.521 -0.524 C31 AUL 16 AUL C30 C14 C 0 1 N N N 20.317 -14.780 -6.011 2.604 -3.525 0.116 C30 AUL 17 AUL C29 C15 C 0 1 N N N 20.107 -15.807 -6.837 1.519 -3.385 -0.634 C29 AUL 18 AUL C5 C16 C 0 1 N N N 19.548 -17.131 -6.430 0.179 -3.502 -0.023 C5 AUL 19 AUL C6 C17 C 0 1 N N N 19.316 -18.088 -7.413 -0.947 -3.474 -0.794 C6 AUL 20 AUL N1 N2 N 0 1 N N N 18.824 -19.296 -7.102 -2.171 -3.585 -0.200 N1 AUL 21 AUL C2 C18 C 0 1 N N N 18.491 -19.612 -5.770 -2.292 -3.721 1.130 C2 AUL 22 AUL O2 O3 O 0 1 N N N 18.012 -20.745 -5.490 -3.403 -3.816 1.615 O2 AUL 23 AUL N3 N3 N 0 1 N N N 18.694 -18.711 -4.813 -1.221 -3.755 1.942 N3 AUL 24 AUL C4 C19 C 0 1 N N N 19.199 -17.505 -5.029 0.024 -3.657 1.431 C4 AUL 25 AUL O4 O4 O 0 1 N N N 19.355 -16.736 -4.050 0.999 -3.692 2.159 O4 AUL 26 AUL "C1'" C20 C 0 1 N N R 18.558 -20.297 -8.141 -3.377 -3.554 -1.031 "C1'" AUL 27 AUL "O4'" O5 O 0 1 N N N 19.419 -20.141 -9.274 -4.307 -2.569 -0.530 "O4'" AUL 28 AUL "C4'" C21 C 0 1 N N R 18.631 -19.817 -10.430 -5.592 -2.952 -1.067 "C4'" AUL 29 AUL "C3'" C22 C 0 1 N N S 17.317 -19.270 -9.899 -5.624 -4.492 -0.956 "C3'" AUL 30 AUL "O3'" O6 O 0 1 N N N 16.244 -19.498 -10.810 -6.279 -5.063 -2.090 "O3'" AUL 31 AUL "C2'" C23 C 0 1 N N N 17.136 -20.038 -8.605 -4.131 -4.899 -0.933 "C2'" AUL 32 AUL "C5'" C24 C 0 1 N N N 19.309 -18.824 -11.370 -6.720 -2.334 -0.237 "C5'" AUL 33 AUL "O5'" O7 O 0 1 N N N 19.723 -17.650 -10.680 -6.745 -0.921 -0.446 "O5'" AUL 34 AUL PA P1 P 0 1 N N N 19.466 -16.181 -11.276 -7.808 0.052 0.273 PA AUL 35 AUL O1A O8 O 0 1 N N N 20.190 -15.149 -10.458 -9.292 -0.299 -0.243 O1A AUL 36 AUL O2A O9 O 0 1 N N N 19.693 -16.227 -12.772 -7.737 -0.137 1.739 O2A AUL 37 AUL O3A O10 O 0 1 N N N 17.892 -15.952 -10.989 -7.463 1.583 -0.088 O3A AUL 38 AUL PB P2 P 0 1 N N N 16.664 -16.134 -12.033 -7.832 3.000 0.581 PB AUL 39 AUL O1B O11 O 0 1 N N N 17.075 -16.814 -13.318 -9.239 2.977 1.040 O1B AUL 40 AUL O2B O12 O 0 1 N N N 15.503 -16.733 -11.262 -6.862 3.270 1.837 O2B AUL 41 AUL O3B O13 O 0 1 N N N 16.277 -14.594 -12.302 -7.642 4.172 -0.506 O3B AUL 42 AUL PG P3 P 0 1 N N N 16.821 -13.697 -13.538 -8.114 5.709 -0.587 PG AUL 43 AUL O1G O14 O 0 1 N N N 17.914 -14.477 -14.248 -8.072 6.204 -2.119 O1G AUL 44 AUL O3G O15 O 0 1 N N N 15.551 -13.500 -14.330 -9.495 5.830 -0.068 O3G AUL 45 AUL O2G O16 O 0 1 N N N 17.306 -12.433 -12.859 -7.126 6.622 0.298 O2G AUL 46 AUL H1 H1 H 0 1 N N N 20.324 -9.533 -1.791 8.710 0.804 0.219 H1 AUL 47 AUL H2 H2 H 0 1 N N N 22.022 -9.005 -1.538 9.282 -0.385 1.413 H2 AUL 48 AUL H3 H3 H 0 1 N N N 21.604 -7.438 -3.582 11.032 -1.138 -0.174 H3 AUL 49 AUL H4 H4 H 0 1 N N N 19.863 -7.759 -3.277 10.460 0.052 -1.369 H4 AUL 50 AUL H6 H5 H 0 1 N N N 21.775 -6.791 -1.112 10.961 1.888 0.220 H6 AUL 51 AUL H5 H6 H 0 1 N N N 20.860 -5.671 -2.178 11.533 0.699 1.415 H5 AUL 52 AUL H8 H7 H 0 1 N N N 18.908 -6.030 -1.098 13.283 -0.053 -0.172 H8 AUL 53 AUL H7 H8 H 0 1 N N N 19.217 -7.791 -0.915 12.711 1.136 -1.367 H7 AUL 54 AUL H10 H9 H 0 1 N N N 19.716 -7.476 1.243 13.212 2.973 0.222 H10 AUL 55 AUL H9 H10 H 0 1 N N N 21.070 -6.392 0.774 13.784 1.784 1.416 H9 AUL 56 AUL H12 H11 H 0 1 N N N 19.629 -4.455 0.803 15.534 1.032 -0.171 H12 AUL 57 AUL H11 H12 H 0 1 N N N 18.164 -5.477 0.992 14.962 2.221 -1.366 H11 AUL 58 AUL H13 H13 H 0 1 N N N 18.937 -6.217 3.206 15.462 4.058 0.223 H13 AUL 59 AUL H14 H14 H 0 1 N N N 20.448 -5.264 3.015 16.034 2.869 1.418 H14 AUL 60 AUL H16 H15 H 0 1 N N N 17.783 -3.871 2.720 17.785 2.116 -0.169 H16 AUL 61 AUL H15 H16 H 0 1 N N N 18.374 -4.288 4.364 17.213 3.305 -1.364 H15 AUL 62 AUL H18 H17 H 0 1 N N N 20.343 -2.961 4.105 17.713 5.142 0.225 H18 AUL 63 AUL H17 H18 H 0 1 N N N 20.102 -2.810 2.331 18.285 3.953 1.419 H17 AUL 64 AUL H19 H19 H 0 1 N N N 19.399 -0.920 3.497 20.079 4.835 0.111 H19 AUL 65 AUL H20 H20 H 0 1 N N N 20.219 -11.366 -2.934 6.694 -0.873 0.833 H20 AUL 66 AUL H22 H21 H 0 1 N N N 21.420 -13.204 -3.931 6.124 -2.228 -1.579 H22 AUL 67 AUL H21 H22 H 0 1 N N N 22.459 -12.011 -4.784 6.689 -3.421 -0.384 H21 AUL 68 AUL H23 H23 H 0 1 N N N 20.624 -11.382 -6.246 4.937 -2.665 1.199 H23 AUL 69 AUL H24 H24 H 0 1 N N N 19.486 -12.426 -5.329 4.372 -1.472 0.005 H24 AUL 70 AUL H25 H25 H 0 1 N N N 21.969 -13.576 -6.657 3.870 -3.304 -1.588 H25 AUL 71 AUL H26 H26 H 0 1 N N N 20.446 -13.319 -7.575 4.434 -4.497 -0.394 H26 AUL 72 AUL H37 H27 H 0 1 N N N 20.093 -14.866 -4.958 2.510 -3.642 1.186 H37 AUL 73 AUL H5M H28 H 0 1 N N N 20.360 -15.671 -7.878 1.615 -3.186 -1.691 H5M AUL 74 AUL H27 H29 H 0 1 N N N 19.536 -17.854 -8.444 -0.870 -3.365 -1.866 H27 AUL 75 AUL H28 H30 H 0 1 N N N 18.451 -18.958 -3.875 -1.343 -3.855 2.899 H28 AUL 76 AUL H29 H31 H 0 1 N N N 18.634 -21.312 -7.725 -3.118 -3.339 -2.067 H29 AUL 77 AUL H30 H32 H 0 1 N N N 18.419 -20.736 -10.996 -5.676 -2.645 -2.110 H30 AUL 78 AUL H31 H33 H 0 1 N N N 17.426 -18.197 -9.680 -6.118 -4.798 -0.034 H31 AUL 79 AUL H32 H34 H 0 1 N N N 15.440 -19.145 -10.448 -6.327 -6.029 -2.072 H32 AUL 80 AUL H34 H35 H 0 1 N N N 16.585 -19.438 -7.866 -3.896 -5.535 -1.787 H34 AUL 81 AUL H33 H36 H 0 1 N N N 16.602 -20.983 -8.781 -3.888 -5.405 0.000 H33 AUL 82 AUL H35 H37 H 0 1 N N N 18.600 -18.541 -12.163 -7.673 -2.764 -0.544 H35 AUL 83 AUL H36 H38 H 0 1 N N N 20.191 -19.303 -11.820 -6.549 -2.543 0.819 H36 AUL 84 AUL H38 H39 H 0 1 N N N 20.737 -14.620 -11.027 -9.411 -0.197 -1.197 H38 AUL 85 AUL H39 H40 H 0 1 N N N 15.177 -17.497 -11.722 -5.923 3.298 1.609 H39 AUL 86 AUL H40 H41 H 0 1 N N N 17.613 -14.728 -15.114 -8.344 7.123 -2.243 H40 AUL 87 AUL H41 H42 H 0 1 N N N 16.711 -11.719 -13.055 -6.202 6.591 0.014 H41 AUL 88 # 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 AUL O3G PG DOUB N N 1 AUL O1G PG SING N N 2 AUL PG O2G SING N N 3 AUL PG O3B SING N N 4 AUL O1B PB DOUB N N 5 AUL O2A PA DOUB N N 6 AUL O3B PB SING N N 7 AUL PB O2B SING N N 8 AUL PB O3A SING N N 9 AUL "C5'" "O5'" SING N N 10 AUL "C5'" "C4'" SING N N 11 AUL PA O3A SING N N 12 AUL PA "O5'" SING N N 13 AUL PA O1A SING N N 14 AUL "O3'" "C3'" SING N N 15 AUL "C4'" "C3'" SING N N 16 AUL "C4'" "O4'" SING N N 17 AUL "C3'" "C2'" SING N N 18 AUL "O4'" "C1'" SING N N 19 AUL "C2'" "C1'" SING N N 20 AUL "C1'" N1 SING N N 21 AUL C6 N1 SING N N 22 AUL C6 C5 DOUB N N 23 AUL N1 C2 SING N N 24 AUL C29 C5 SING N N 25 AUL C29 C30 DOUB N E 26 AUL C31 C30 SING N N 27 AUL C31 C32 SING N N 28 AUL C5 C4 SING N N 29 AUL C2 O2 DOUB N N 30 AUL C2 N3 SING N N 31 AUL C32 C33 SING N N 32 AUL C4 N3 SING N N 33 AUL C4 O4 DOUB N N 34 AUL C33 N34 SING N N 35 AUL O36 C35 DOUB N N 36 AUL N34 C35 SING N N 37 AUL C35 C37 SING N N 38 AUL C38 C37 SING N N 39 AUL C38 C39 SING N N 40 AUL C39 C40 SING N N 41 AUL C40 C41 SING N N 42 AUL C41 C42 SING N N 43 AUL C42 C43 SING N N 44 AUL C43 C44 SING N N 45 AUL C45 C44 SING N N 46 AUL C45 O46 SING N N 47 AUL C37 H1 SING N N 48 AUL C37 H2 SING N N 49 AUL C38 H3 SING N N 50 AUL C38 H4 SING N N 51 AUL C39 H6 SING N N 52 AUL C39 H5 SING N N 53 AUL C40 H8 SING N N 54 AUL C40 H7 SING N N 55 AUL C41 H10 SING N N 56 AUL C41 H9 SING N N 57 AUL C42 H12 SING N N 58 AUL C42 H11 SING N N 59 AUL C43 H13 SING N N 60 AUL C43 H14 SING N N 61 AUL C44 H16 SING N N 62 AUL C44 H15 SING N N 63 AUL C45 H18 SING N N 64 AUL C45 H17 SING N N 65 AUL O46 H19 SING N N 66 AUL N34 H20 SING N N 67 AUL C33 H22 SING N N 68 AUL C33 H21 SING N N 69 AUL C32 H23 SING N N 70 AUL C32 H24 SING N N 71 AUL C31 H25 SING N N 72 AUL C31 H26 SING N N 73 AUL C30 H37 SING N N 74 AUL C29 H5M SING N N 75 AUL C6 H27 SING N N 76 AUL N3 H28 SING N N 77 AUL "C1'" H29 SING N N 78 AUL "C4'" H30 SING N N 79 AUL "C3'" H31 SING N N 80 AUL "O3'" H32 SING N N 81 AUL "C2'" H34 SING N N 82 AUL "C2'" H33 SING N N 83 AUL "C5'" H35 SING N N 84 AUL "C5'" H36 SING N N 85 AUL O1A H38 SING N N 86 AUL O2B H39 SING N N 87 AUL O1G H40 SING N N 88 AUL O2G H41 SING N N 89 # 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 AUL SMILES ACDLabs 12.01 "O=C(CCCCCCCCCO)NCCC[C@H]=CC=1C(NC(N(C=1)C2OC(C(C2)O)COP(OP(O)(=O)OP(O)(O)=O)(O)=O)=O)=O" AUL InChI InChI 1.03 ;InChI=1S/C24H42N3O16P3/c28-14-10-5-3-1-2-4-8-12-21(30)25-13-9-6-7-11-18-16-27(24(32)26-23(18)31)22-15-19(29)20(41-22)17-40-45(36,37)43-46(38,39)42-44(33,34)35/h7,11,16,19-20,22,28-29H,1-6,8-10,12-15,17H2,(H,25,30)(H,36,37)(H,38,39)(H,26,31,32)(H2,33,34,35)/b11-7+/t19-,20+,22+/m0/s1 ; AUL InChIKey InChI 1.03 YHNZXWUFXLSXJT-GJAYGDSISA-N AUL SMILES_CANONICAL CACTVS 3.385 "OCCCCCCCCCC(=O)NCCC/C=C/C1=CN([C@H]2C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)C(=O)NC1=O" AUL SMILES CACTVS 3.385 "OCCCCCCCCCC(=O)NCCCC=CC1=CN([CH]2C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)C(=O)NC1=O" AUL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)/C=C/CCCNC(=O)CCCCCCCCCO)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O" AUL SMILES "OpenEye OEToolkits" 2.0.4 "C1C(C(OC1N2C=C(C(=O)NC2=O)C=CCCCNC(=O)CCCCCCCCCO)COP(=O)(O)OP(=O)(O)OP(=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 AUL "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-deoxy-5-{(1E)-5-[(10-hydroxydecanoyl)amino]pent-1-en-1-yl}uridine 5'-(tetrahydrogen triphosphate) ; AUL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R},3~{S},5~{R})-3-oxidanyl-5-[5-[(~{E})-5-(10-oxidanyldecanoylamino)pent-1-enyl]-2,4-bis(oxidanylidene)pyrimidin-1-yl]oxolan-2-yl]methyl [oxidanyl(phosphonooxy)phosphoryl] hydrogen 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 AUL "Create component" 2016-03-17 EBI AUL "Initial release" 2016-12-07 RCSB #