data_YLC # _chem_comp.id YLC _chem_comp.name "5'-O-[({(2R)-2-amino-6-[(2E)-but-2-enoylamino]hexanoyl}oxy)phosphinato]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 N7 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-28 _chem_comp.pdbx_modified_date 2014-03-21 _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 543.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YLC _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 4CH4 _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 YLC C C C 0 1 N N N -43.318 133.853 12.986 2.360 -2.084 -1.482 C YLC 1 YLC N N N 0 1 N N N -42.598 134.702 10.821 4.149 -1.865 -3.111 N YLC 2 YLC O O O 0 1 N N N -43.712 134.680 13.819 2.312 -3.252 -1.787 O YLC 3 YLC N1 N1 N 0 1 Y N N -35.976 125.878 13.461 -8.565 3.423 -0.441 N1 YLC 4 YLC C2 C2 C 0 1 Y N N -36.132 125.925 12.119 -8.212 3.093 0.788 C2 YLC 5 YLC C3 C3 C 0 1 N N N -44.558 142.860 10.290 12.833 3.063 2.400 C3 YLC 6 YLC N3 N3 N 0 1 Y N N -37.093 126.636 11.508 -7.206 2.282 1.040 N3 YLC 7 YLC C4 C4 C 0 1 Y N N -37.975 127.368 12.232 -6.496 1.755 0.049 C4 YLC 8 YLC C5 C5 C 0 1 Y N N -37.867 127.361 13.716 -6.832 2.075 -1.278 C5 YLC 9 YLC C6 C6 C 0 1 Y N N -36.779 126.545 14.321 -7.914 2.945 -1.496 C6 YLC 10 YLC N6 N6 N 0 1 N N N -36.611 126.494 15.655 -8.292 3.296 -2.780 N6 YLC 11 YLC N7 N7 N 0 1 Y N N -38.842 128.137 14.187 -5.963 1.415 -2.080 N7 YLC 12 YLC C8 C8 C 0 1 Y N N -39.525 128.612 13.108 -5.135 0.727 -1.349 C8 YLC 13 YLC N9 N9 N 0 1 Y N N -39.021 128.143 11.941 -5.422 0.904 -0.029 N9 YLC 14 YLC CA CA C 0 1 N N R -43.672 134.035 11.528 3.507 -1.228 -1.954 CA YLC 15 YLC CB CB C 0 1 N N N -44.973 134.837 11.418 4.528 -1.076 -0.824 CB YLC 16 YLC "C1'" "C1'" C 0 1 N N R -39.512 128.477 10.571 -4.714 0.296 1.101 "C1'" YLC 17 YLC "C2'" "C2'" C 0 1 N N R -40.582 127.535 10.063 -5.428 -1.001 1.558 "C2'" YLC 18 YLC "O2'" "O2'" O 0 1 N N N -40.475 127.381 8.651 -6.468 -0.709 2.494 "O2'" YLC 19 YLC "C3'" "C3'" C 0 1 N N S -41.869 128.241 10.455 -4.277 -1.783 2.237 "C3'" YLC 20 YLC "O3'" "O3'" O 0 1 N N N -42.996 127.849 9.688 -4.315 -1.599 3.654 "O3'" YLC 21 YLC "C4'" "C4'" C 0 1 N N R -41.499 129.685 10.184 -2.997 -1.158 1.648 "C4'" YLC 22 YLC "O4'" "O4'" O 0 1 N N N -40.125 129.771 10.565 -3.408 -0.163 0.695 "O4'" YLC 23 YLC "C5'" "C5'" C 0 1 N N N -42.346 130.701 10.932 -2.167 -2.237 0.949 "C5'" YLC 24 YLC "O5'" "O5'" O 0 1 N N N -42.230 130.422 12.311 -0.930 -1.673 0.507 "O5'" YLC 25 YLC OAD OAD O 0 1 N N N -44.097 138.746 7.908 9.945 2.578 -0.683 OAD YLC 26 YLC OAF OAF O 0 1 N N N -42.785 130.548 14.717 -0.408 -3.162 -1.463 OAF YLC 27 YLC OAI OAI O 0 1 N N N -44.512 131.187 12.888 0.777 -3.663 0.708 OAI YLC 28 YLC CAM CAM C 0 1 N N N -45.011 136.402 9.429 6.650 0.045 -0.129 CAM YLC 29 YLC CAN CAN C 0 1 N N N -45.391 135.024 9.961 5.629 -0.108 -1.259 CAN YLC 30 YLC CAO CAO C 0 1 N N N -46.192 137.323 9.226 7.752 1.013 -0.564 CAO YLC 31 YLC NAW NAW N 0 1 N N N -45.820 138.721 9.392 8.729 1.159 0.517 NAW YLC 32 YLC OAY OAY O 0 1 N N N -42.545 132.699 13.419 1.388 -1.547 -0.728 OAY YLC 33 YLC CBA CBA C 0 1 N N N -44.804 139.327 8.746 9.795 1.969 0.358 CBA YLC 34 YLC CBF CBF C 0 1 N N N -45.040 141.458 10.028 11.827 2.914 1.287 CBF YLC 35 YLC CBK CBK C 0 1 N N N -44.440 140.729 9.082 10.776 2.115 1.444 CBK YLC 36 YLC PBN PBN P 0 1 N N N -43.102 131.171 13.403 0.193 -2.525 -0.270 PBN YLC 37 YLC HN HN H 0 1 N N N -42.850 134.813 9.860 4.881 -1.279 -3.486 HN YLC 38 YLC HNA HNA H 0 1 N N N -42.437 135.600 11.230 4.504 -2.778 -2.871 HNA YLC 39 YLC H2 H2 H 0 1 N N N -35.446 125.360 11.505 -8.768 3.504 1.617 H2 YLC 40 YLC H3 H3 H 0 1 N N N -45.159 143.311 11.094 13.617 3.753 2.090 H3 YLC 41 YLC H3A H3A H 0 1 N N N -43.501 142.834 10.593 12.336 3.453 3.288 H3A YLC 42 YLC H3B H3B H 0 1 N N N -44.662 143.460 9.374 13.272 2.092 2.626 H3B YLC 43 YLC HN6 HN6 H 0 1 N N N -35.831 125.907 15.871 -9.040 3.898 -2.918 HN6 YLC 44 YLC HN6A HN6A H 0 0 N N N -36.442 127.415 16.005 -7.808 2.941 -3.542 HN6A YLC 45 YLC H8 H8 H 0 1 N N N -40.369 129.283 13.175 -4.338 0.107 -1.733 H8 YLC 46 YLC HA HA H 0 1 N N N -43.840 133.043 11.083 3.133 -0.245 -2.240 HA YLC 47 YLC HB HB H 0 1 N N N -45.770 134.301 11.953 4.031 -0.686 0.064 HB YLC 48 YLC HBA HBA H 0 1 N N N -44.824 135.825 11.877 4.967 -2.048 -0.598 HBA YLC 49 YLC "H1'" "H1'" H 0 1 N N N -38.664 128.461 9.871 -4.636 1.003 1.928 "H1'" YLC 50 YLC "H2'" "H2'" H 0 1 N N N -40.510 126.567 10.580 -5.821 -1.551 0.703 "H2'" YLC 51 YLC "HO2'" "HO2'" H 0 0 N N N -41.151 126.788 8.345 -6.944 -1.489 2.810 "HO2'" YLC 52 YLC "H3'" "H3'" H 0 1 N N N -42.054 128.102 11.530 -4.336 -2.842 1.989 "H3'" YLC 53 YLC "HO3'" "HO3'" H 0 0 N N N -43.762 128.326 9.984 -5.127 -1.922 4.070 "HO3'" YLC 54 YLC "H4'" "H4'" H 0 1 N N N -41.598 129.875 9.105 -2.412 -0.693 2.441 "H4'" YLC 55 YLC "H5'" "H5'" H 0 1 N N N -41.983 131.718 10.723 -1.967 -3.050 1.646 "H5'" YLC 56 YLC "H5'A" "H5'A" H 0 0 N N N -43.397 130.616 10.619 -2.718 -2.621 0.091 "H5'A" YLC 57 YLC HAM HAM H 0 1 N N N -44.323 136.873 10.146 6.153 0.435 0.759 HAM YLC 58 YLC HAMA HAMA H 0 0 N N N -44.502 136.273 8.463 7.089 -0.927 0.097 HAMA YLC 59 YLC HAN HAN H 0 1 N N N -44.894 134.257 9.348 6.126 -0.497 -2.147 HAN YLC 60 YLC HANA HANA H 0 0 N N N -46.482 134.903 9.886 5.190 0.864 -1.485 HANA YLC 61 YLC HAO HAO H 0 1 N N N -46.587 137.178 8.210 8.248 0.623 -1.453 HAO YLC 62 YLC HAOA HAOA H 0 0 N N N -46.971 137.072 9.961 7.312 1.985 -0.790 HAOA YLC 63 YLC HNAW HNAW H 0 0 N N N -46.357 139.271 10.031 8.609 0.672 1.348 HNAW YLC 64 YLC HBF HBF H 0 1 N N N -45.860 141.046 10.597 11.961 3.455 0.363 HBF YLC 65 YLC HBK HBK H 0 1 N N N -43.637 141.189 8.525 10.642 1.573 2.369 HBK YLC 66 YLC HAI HAI H 0 1 N N N -45.084 130.761 13.516 1.187 -3.317 1.513 HAI YLC 67 # 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 YLC C O DOUB N N 1 YLC C CA SING N N 2 YLC C OAY SING N N 3 YLC N CA SING N N 4 YLC N1 C2 DOUB Y N 5 YLC N1 C6 SING Y N 6 YLC C2 N3 SING Y N 7 YLC C3 CBF SING N N 8 YLC N3 C4 DOUB Y N 9 YLC C4 C5 SING Y N 10 YLC C4 N9 SING Y N 11 YLC C5 C6 DOUB Y N 12 YLC C5 N7 SING Y N 13 YLC C6 N6 SING N N 14 YLC N7 C8 DOUB Y N 15 YLC C8 N9 SING Y N 16 YLC N9 "C1'" SING N N 17 YLC CA CB SING N N 18 YLC CB CAN SING N N 19 YLC "C1'" "C2'" SING N N 20 YLC "C1'" "O4'" SING N N 21 YLC "C2'" "O2'" SING N N 22 YLC "C2'" "C3'" SING N N 23 YLC "C3'" "O3'" SING N N 24 YLC "C3'" "C4'" SING N N 25 YLC "C4'" "O4'" SING N N 26 YLC "C4'" "C5'" SING N N 27 YLC "C5'" "O5'" SING N N 28 YLC "O5'" PBN SING N N 29 YLC OAD CBA DOUB N N 30 YLC OAF PBN DOUB N N 31 YLC OAI PBN SING N N 32 YLC CAM CAN SING N N 33 YLC CAM CAO SING N N 34 YLC CAO NAW SING N N 35 YLC NAW CBA SING N N 36 YLC OAY PBN SING N N 37 YLC CBA CBK SING N N 38 YLC CBF CBK DOUB N E 39 YLC N HN SING N N 40 YLC N HNA SING N N 41 YLC C2 H2 SING N N 42 YLC C3 H3 SING N N 43 YLC C3 H3A SING N N 44 YLC C3 H3B SING N N 45 YLC N6 HN6 SING N N 46 YLC N6 HN6A SING N N 47 YLC C8 H8 SING N N 48 YLC CA HA SING N N 49 YLC CB HB SING N N 50 YLC CB HBA SING N N 51 YLC "C1'" "H1'" SING N N 52 YLC "C2'" "H2'" SING N N 53 YLC "O2'" "HO2'" SING N N 54 YLC "C3'" "H3'" SING N N 55 YLC "O3'" "HO3'" SING N N 56 YLC "C4'" "H4'" SING N N 57 YLC "C5'" "H5'" SING N N 58 YLC "C5'" "H5'A" SING N N 59 YLC CAM HAM SING N N 60 YLC CAM HAMA SING N N 61 YLC CAN HAN SING N N 62 YLC CAN HANA SING N N 63 YLC CAO HAO SING N N 64 YLC CAO HAOA SING N N 65 YLC NAW HNAW SING N N 66 YLC CBF HBF SING N N 67 YLC CBK HBK SING N N 68 YLC OAI HAI SING N N 69 # 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 YLC SMILES ACDLabs 12.01 "O=C(/C=C/C)NCCCCC(N)C(=O)OP([O-])(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" YLC InChI InChI 1.03 "InChI=1S/C20H30N7O9P/c1-2-5-13(28)23-7-4-3-6-11(21)20(31)36-37(32,33)34-8-12-15(29)16(30)19(35-12)27-10-26-14-17(22)24-9-25-18(14)27/h2,5,9-12,15-16,19,29-30H,3-4,6-8,21H2,1H3,(H,23,28)(H,32,33)(H2,22,24,25)/p-1/b5-2+/t11-,12-,15-,16-,19-/m1/s1" YLC InChIKey InChI 1.03 ILVVVZQSKVIFML-XNGPLBMESA-M YLC SMILES_CANONICAL CACTVS 3.385 "C\C=C\C(=O)NCCCC[C@@H](N)C(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" YLC SMILES CACTVS 3.385 "CC=CC(=O)NCCCC[CH](N)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" YLC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C=C/C(=O)NCCCC[C@H](C(=O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N" YLC SMILES "OpenEye OEToolkits" 1.7.6 "CC=CC(=O)NCCCCC(C(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)N" # 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 YLC "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[({(2R)-2-amino-6-[(2E)-but-2-enoylamino]hexanoyl}oxy)phosphinato]adenosine" YLC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] (2R)-2-azanyl-6-[[(E)-but-2-enoyl]amino]hexanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YLC "Create component" 2013-11-28 EBI YLC "Initial release" 2014-03-26 RCSB #