data_AYB # _chem_comp.id AYB _chem_comp.name "5'-O-[(S)-({(2S)-2-amino-6-[(propoxycarbonyl)amino]hexanoyl}oxy)(hydroxy)phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H32 N7 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "NE-ALLYLOXYCARBONYL-L-LYSINE-5'-ADENOSINE MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 561.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AYB _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 2ZIO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 AYB C4 C4 C 0 1 Y N N 14.360 35.801 4.517 -5.321 2.923 0.224 C4 AYB 1 AYB C5 C5 C 0 1 Y N N 14.620 35.764 5.879 -4.797 3.851 -0.692 C5 AYB 2 AYB C6 C6 C 0 1 Y N N 15.618 34.911 6.333 -5.275 5.172 -0.645 C6 AYB 3 AYB C8 C8 C 0 1 Y N N 13.045 37.184 5.520 -3.818 1.952 -1.064 C8 AYB 4 AYB N1 N1 N 0 1 Y N N 16.286 34.159 5.446 -6.198 5.479 0.260 N1 AYB 5 AYB N3 N3 N 0 1 Y N N 15.068 35.021 3.688 -6.243 3.324 1.093 N3 AYB 6 AYB CAA CAA C 0 1 N N N 6.672 51.900 1.654 11.793 4.983 0.236 CAA AYB 7 AYB CAJ CAJ C 0 1 N N N 7.652 51.099 2.230 10.451 4.479 -0.299 CAJ AYB 8 AYB CAO CAO C 0 1 N N N 7.302 50.169 3.202 10.104 3.147 0.367 CAO AYB 9 AYB OAW OAW O 0 1 N N N 7.168 48.870 2.608 8.831 2.668 -0.140 OAW AYB 10 AYB CBA CBA C 0 1 N N N 6.687 47.995 3.532 8.378 1.498 0.348 CBA AYB 11 AYB OAD OAD O 0 1 N N N 6.423 48.412 4.659 9.030 0.893 1.176 OAD AYB 12 AYB NAV NAV N 0 1 N N N 6.478 46.731 3.173 7.203 0.998 -0.081 NAV AYB 13 AYB CAP CAP C 0 1 N N N 6.737 46.236 1.813 6.711 -0.275 0.451 CAP AYB 14 AYB CAM CAM C 0 1 N N N 6.345 44.759 1.735 5.366 -0.613 -0.197 CAM AYB 15 AYB CAN CAN C 0 1 N N N 7.599 43.882 1.740 4.852 -1.943 0.359 CAN AYB 16 AYB CB CB C 0 1 N N N 7.687 42.918 2.926 3.508 -2.280 -0.289 CB AYB 17 AYB CA CA C 0 1 N N S 8.833 43.275 3.876 2.994 -3.610 0.266 CA AYB 18 AYB N N N 0 1 N N N 9.996 43.740 3.107 3.902 -4.693 -0.136 N AYB 19 AYB C C C 0 1 N N N 9.228 42.068 4.730 1.615 -3.882 -0.278 C AYB 20 AYB O O O 0 1 N N N 10.272 42.079 5.380 1.471 -4.643 -1.206 O AYB 21 AYB OAY OAY O 0 1 N N N 8.357 41.023 4.688 0.547 -3.280 0.267 OAY AYB 22 AYB PBL PBL P 0 1 N N S 8.823 39.843 5.686 -0.891 -3.623 -0.370 PBL AYB 23 AYB OAI OAI O 0 1 N N N 9.658 40.405 6.774 -0.864 -3.348 -1.824 OAI AYB 24 AYB OAF OAF O 0 1 N N N 7.822 38.624 5.993 -1.230 -5.178 -0.124 OAF AYB 25 AYB "O5'" "O5'" O 0 1 N N N 9.990 39.194 4.789 -2.019 -2.711 0.327 "O5'" AYB 26 AYB "C5'" "C5'" C 0 1 N N N 9.864 39.209 3.365 -3.385 -2.705 -0.093 "C5'" AYB 27 AYB "C4'" "C4'" C 0 1 N N R 10.825 38.199 2.737 -4.182 -1.732 0.778 "C4'" AYB 28 AYB "O4'" "O4'" O 0 1 N N N 12.180 38.365 3.182 -3.740 -0.386 0.537 "O4'" AYB 29 AYB "C3'" "C3'" C 0 1 N N S 10.507 36.782 3.208 -5.676 -1.798 0.405 "C3'" AYB 30 AYB "O3'" "O3'" O 0 1 N N N 9.300 36.346 2.577 -6.457 -2.195 1.534 "O3'" AYB 31 AYB "C2'" "C2'" C 0 1 N N R 11.729 36.130 2.564 -6.027 -0.350 -0.014 "C2'" AYB 32 AYB "O2'" "O2'" O 0 1 N N N 11.634 36.202 1.139 -7.308 0.032 0.492 "O2'" AYB 33 AYB "C1'" "C1'" C 0 1 N N R 12.829 37.090 3.021 -4.898 0.467 0.666 "C1'" AYB 34 AYB N9 N9 N 0 1 Y N N 13.387 36.689 4.332 -4.685 1.736 -0.035 N9 AYB 35 AYB N7 N7 N 0 1 Y N N 13.795 36.625 6.468 -3.889 3.193 -1.452 N7 AYB 36 AYB C2 C2 C 0 1 Y N N 16.009 34.221 4.155 -6.661 4.572 1.101 C2 AYB 37 AYB N6 N6 N 0 1 N N N 15.914 34.854 7.628 -4.796 6.130 -1.521 N6 AYB 38 AYB H8 H8 H 0 1 N N N 12.277 37.925 5.689 -3.171 1.204 -1.497 H8 AYB 39 AYB HAA HAA H 0 1 N N N 5.888 52.112 2.396 12.040 5.933 -0.239 HAA AYB 40 AYB HAAA HAAA H 0 0 N N N 7.123 52.845 1.317 11.724 5.123 1.315 HAAA AYB 41 AYB HAAB HAAB H 0 0 N N N 6.230 51.377 0.793 12.570 4.253 0.013 HAAB AYB 42 AYB HAJ HAJ H 0 1 N N N 8.102 50.526 1.406 9.673 5.210 -0.076 HAJ AYB 43 AYB HAJA HAJA H 0 0 N N N 8.290 51.814 2.770 10.519 4.339 -1.378 HAJA AYB 44 AYB HAO HAO H 0 1 N N N 8.084 50.137 3.974 10.882 2.416 0.144 HAO AYB 45 AYB HAOA HAOA H 0 0 N N N 6.343 50.461 3.655 10.036 3.287 1.446 HAOA AYB 46 AYB HNAV HNAV H 0 0 N N N 6.130 46.090 3.857 6.683 1.481 -0.742 HNAV AYB 47 AYB HAP HAP H 0 1 N N N 6.142 46.814 1.090 7.429 -1.064 0.229 HAP AYB 48 AYB HAPA HAPA H 0 0 N N N 7.805 46.349 1.575 6.583 -0.193 1.530 HAPA AYB 49 AYB HAM HAM H 0 1 N N N 5.719 44.503 2.603 4.648 0.176 0.025 HAM AYB 50 AYB HAMA HAMA H 0 0 N N N 5.785 44.583 0.804 5.494 -0.695 -1.276 HAMA AYB 51 AYB HAN HAN H 0 1 N N N 7.597 43.284 0.817 5.571 -2.731 0.136 HAN AYB 52 AYB HANA HANA H 0 0 N N N 8.462 44.560 1.816 4.725 -1.861 1.438 HANA AYB 53 AYB HB HB H 0 1 N N N 6.741 42.963 3.485 2.789 -1.492 -0.067 HB AYB 54 AYB HBA HBA H 0 1 N N N 7.876 41.909 2.530 3.635 -2.362 -1.369 HBA AYB 55 AYB HA HA H 0 1 N N N 8.490 44.079 4.544 2.951 -3.557 1.354 HA AYB 56 AYB HN HN H 0 1 N N N 9.740 43.846 2.146 3.959 -4.762 -1.141 HN AYB 57 AYB HNA HNA H 0 1 N N N 10.304 44.620 3.468 4.817 -4.567 0.270 HNA AYB 58 AYB HOAF HOAF H 0 0 N N N 7.624 38.165 5.185 -1.264 -5.430 0.808 HOAF AYB 59 AYB "H5'" "H5'" H 0 1 N N N 8.832 38.945 3.090 -3.443 -2.391 -1.135 "H5'" AYB 60 AYB "H5'A" "H5'A" H 0 0 N N N 10.109 40.215 2.994 -3.800 -3.708 0.009 "H5'A" AYB 61 AYB "H4'" "H4'" H 0 1 N N N 10.713 38.359 1.655 -4.050 -1.983 1.831 "H4'" AYB 62 AYB "H3'" "H3'" H 0 1 N N N 10.356 36.602 4.283 -5.831 -2.486 -0.426 "H3'" AYB 63 AYB "HO3'" "HO3'" H 0 0 N N N 8.617 36.249 3.231 -7.405 -2.253 1.355 "HO3'" AYB 64 AYB "H2'" "H2'" H 0 1 N N N 11.870 35.072 2.829 -5.989 -0.238 -1.098 "H2'" AYB 65 AYB "HO2'" "HO2'" H 0 0 N N N 10.719 36.218 0.883 -8.037 -0.511 0.163 "HO2'" AYB 66 AYB "H1'" "H1'" H 0 1 N N N 13.654 37.103 2.294 -5.131 0.642 1.717 "H1'" AYB 67 AYB H2 H2 H 0 1 N N N 16.565 33.603 3.466 -7.411 4.865 1.821 H2 AYB 68 AYB HN6 HN6 H 0 1 N N N 16.907 34.840 7.743 -4.122 5.893 -2.178 HN6 AYB 69 AYB HN6A HN6A H 0 0 N N N 15.536 35.656 8.092 -5.134 7.038 -1.480 HN6A AYB 70 # # 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 AYB C4 C5 DOUB Y N 1 AYB C4 N3 SING Y N 2 AYB C4 N9 SING Y N 3 AYB C5 C6 SING Y N 4 AYB C5 N7 SING Y N 5 AYB C6 N1 DOUB Y N 6 AYB C6 N6 SING N N 7 AYB C8 N9 SING Y N 8 AYB C8 N7 DOUB Y N 9 AYB N1 C2 SING Y N 10 AYB N3 C2 DOUB Y N 11 AYB CAA CAJ SING N N 12 AYB CAJ CAO SING N N 13 AYB CAO OAW SING N N 14 AYB OAW CBA SING N N 15 AYB CBA OAD DOUB N N 16 AYB CBA NAV SING N N 17 AYB NAV CAP SING N N 18 AYB CAP CAM SING N N 19 AYB CAM CAN SING N N 20 AYB CAN CB SING N N 21 AYB CB CA SING N N 22 AYB CA N SING N N 23 AYB CA C SING N N 24 AYB C O DOUB N N 25 AYB C OAY SING N N 26 AYB OAY PBL SING N N 27 AYB PBL OAI DOUB N N 28 AYB PBL OAF SING N N 29 AYB PBL "O5'" SING N N 30 AYB "O5'" "C5'" SING N N 31 AYB "C5'" "C4'" SING N N 32 AYB "C4'" "O4'" SING N N 33 AYB "C4'" "C3'" SING N N 34 AYB "O4'" "C1'" SING N N 35 AYB "C3'" "O3'" SING N N 36 AYB "C3'" "C2'" SING N N 37 AYB "C2'" "O2'" SING N N 38 AYB "C2'" "C1'" SING N N 39 AYB "C1'" N9 SING N N 40 AYB C8 H8 SING N N 41 AYB CAA HAA SING N N 42 AYB CAA HAAA SING N N 43 AYB CAA HAAB SING N N 44 AYB CAJ HAJ SING N N 45 AYB CAJ HAJA SING N N 46 AYB CAO HAO SING N N 47 AYB CAO HAOA SING N N 48 AYB NAV HNAV SING N N 49 AYB CAP HAP SING N N 50 AYB CAP HAPA SING N N 51 AYB CAM HAM SING N N 52 AYB CAM HAMA SING N N 53 AYB CAN HAN SING N N 54 AYB CAN HANA SING N N 55 AYB CB HB SING N N 56 AYB CB HBA SING N N 57 AYB CA HA SING N N 58 AYB N HN SING N N 59 AYB N HNA SING N N 60 AYB OAF HOAF SING N N 61 AYB "C5'" "H5'" SING N N 62 AYB "C5'" "H5'A" SING N N 63 AYB "C4'" "H4'" SING N N 64 AYB "C3'" "H3'" SING N N 65 AYB "O3'" "HO3'" SING N N 66 AYB "C2'" "H2'" SING N N 67 AYB "O2'" "HO2'" SING N N 68 AYB "C1'" "H1'" SING N N 69 AYB C2 H2 SING N N 70 AYB N6 HN6 SING N N 71 AYB N6 HN6A 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 AYB SMILES ACDLabs 10.04 "O=C(OCCC)NCCCCC(N)C(=O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" AYB SMILES_CANONICAL CACTVS 3.341 "CCCOC(=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" AYB SMILES CACTVS 3.341 "CCCOC(=O)NCCCC[CH](N)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" AYB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCOC(=O)NCCCC[C@@H](C(=O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N" AYB SMILES "OpenEye OEToolkits" 1.5.0 "CCCOC(=O)NCCCCC(C(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)N" AYB InChI InChI 1.03 "InChI=1S/C20H32N7O10P/c1-2-7-34-20(31)23-6-4-3-5-11(21)19(30)37-38(32,33)35-8-12-14(28)15(29)18(36-12)27-10-26-13-16(22)24-9-25-17(13)27/h9-12,14-15,18,28-29H,2-8,21H2,1H3,(H,23,31)(H,32,33)(H2,22,24,25)/t11-,12+,14+,15+,18+/m0/s1" AYB InChIKey InChI 1.03 FNGSPKAFCIGHDI-URQYDQELSA-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 AYB "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(S)-({(2S)-2-amino-6-[(propoxycarbonyl)amino]hexanoyl}oxy)(hydroxy)phosphoryl]adenosine" AYB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] (2S)-2-amino-6-(propoxycarbonylamino)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 AYB "Create component" 2008-02-20 PDBJ AYB "Modify aromatic_flag" 2011-06-04 RCSB AYB "Modify descriptor" 2011-06-04 RCSB AYB "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AYB _pdbx_chem_comp_synonyms.name "NE-ALLYLOXYCARBONYL-L-LYSINE-5'-ADENOSINE MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##