data_N0B # _chem_comp.id N0B _chem_comp.name "Adenylated Norbornene" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H36 N7 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-01 _chem_comp.pdbx_modified_date 2013-07-26 _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 625.568 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N0B _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 4BWA _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 N0B C1 C1 C 0 1 N N N 43.019 133.065 -11.253 -0.172 -3.966 -0.649 C1 N0B 1 N0B N1 N1 N 0 1 Y N N 35.889 125.423 -11.734 -7.614 5.462 -0.783 N1 N0B 2 N0B C2 C2 C 0 1 Y N N 36.026 125.396 -10.338 -7.676 5.111 0.488 C2 N0B 3 N0B O2 O2 O 0 1 N N N 42.253 133.089 -12.217 -0.309 -5.032 -0.097 O2 N0B 4 N0B C3 C3 C 0 1 N N R 43.240 134.289 -10.428 1.124 -3.639 -1.345 C3 N0B 5 N0B N3 N3 N 0 1 Y N N 37.018 126.152 -9.762 -7.178 3.977 0.934 N3 N0B 6 N0B C4 C4 C 0 1 Y N N 37.826 126.896 -10.559 -6.582 3.127 0.105 C4 N0B 7 N0B N4 N4 N 0 1 N N N 43.533 135.322 -11.428 1.851 -4.882 -1.635 N4 N0B 8 N0B C5 C5 C 0 1 Y N N 37.683 126.909 -11.902 -6.489 3.454 -1.258 C5 N0B 9 N0B C6 C6 C 0 1 Y N N 36.727 126.168 -12.468 -7.036 4.676 -1.686 C6 N0B 10 N0B N6 N6 N 0 1 N N N 36.597 126.232 -13.784 -6.976 5.051 -3.017 N6 N0B 11 N0B C7 C7 C 0 1 N N N 44.387 134.021 -9.432 1.977 -2.747 -0.442 C7 N0B 12 N0B N7 N7 N 0 1 Y N N 38.595 127.736 -12.419 -5.845 2.432 -1.871 N7 N0B 13 N0B C8 C8 C 0 1 Y N N 39.308 128.223 -11.400 -5.544 1.521 -0.992 C8 N0B 14 N0B C9 C9 C 0 1 N N N 44.467 135.225 -8.502 3.236 -2.313 -1.196 C9 N0B 15 N0B N9 N9 N 0 1 Y N N 38.854 127.688 -10.248 -5.977 1.903 0.243 N9 N0B 16 N0B PA PA P 0 1 N N N 43.064 130.668 -10.976 -2.530 -3.501 0.114 PA N0B 17 N0B "C1'" "C1'" C 0 1 N N R 39.192 127.870 -8.815 -5.825 1.146 1.488 "C1'" N0B 18 N0B C10 C10 C 0 1 N N N 45.945 135.276 -8.177 4.090 -1.421 -0.293 C10 N0B 19 N0B C11 C11 C 0 1 N N N 46.256 136.586 -7.513 5.348 -0.988 -1.047 C11 N0B 20 N0B N12 N12 N 0 1 N N N 45.922 137.643 -8.459 6.166 -0.133 -0.182 N12 N0B 21 N0B O1A O1A O 0 1 N N N 43.961 129.670 -10.377 -2.213 -3.887 1.508 O1A N0B 22 N0B "C2'" "C2'" C 0 1 N N R 40.362 127.079 -8.249 -7.137 0.408 1.832 "C2'" N0B 23 N0B "O2'" "O2'" O 0 1 N N N 40.026 126.602 -6.975 -7.316 0.339 3.248 "O2'" N0B 24 N0B C22 C22 C 0 1 N N N 45.524 138.802 -7.978 7.330 0.370 -0.638 C22 N0B 25 N0B O23 O23 O 0 1 N N N 45.469 138.980 -6.754 7.702 0.115 -1.767 O23 N0B 26 N0B O24 O24 O 0 1 N N N 45.138 139.772 -8.818 8.082 1.155 0.157 O24 N0B 27 N0B C25 C25 C 0 1 N N N 45.953 140.942 -8.631 9.323 1.662 -0.400 C25 N0B 28 N0B C26 C26 C 0 1 N N S 45.232 142.062 -9.338 10.034 2.527 0.642 C26 N0B 29 N0B C27 C27 C 0 1 N N N 45.130 143.322 -8.400 10.498 1.664 1.841 C27 N0B 30 N0B C28 C28 C 0 1 N N S 45.912 144.282 -9.225 12.052 1.826 1.834 C28 N0B 31 N0B C29 C29 C 0 1 N N N 47.392 143.921 -9.199 12.493 1.134 0.538 C29 N0B 32 N0B O2A O2A O 0 1 N N N 42.585 130.544 -12.372 -3.202 -4.750 -0.648 O2A N0B 33 N0B "C3'" "C3'" C 0 1 N N R 41.402 128.111 -7.909 -6.938 -1.006 1.242 "C3'" N0B 34 N0B "O3'" "O3'" O 0 1 N N N 42.683 127.588 -8.152 -7.924 -1.275 0.243 "O3'" N0B 35 N0B C30 C30 C 0 1 N N N 47.453 142.983 -10.170 12.098 1.868 -0.482 C30 N0B 36 N0B C31 C31 C 0 1 N N S 46.016 142.589 -10.533 11.366 3.101 0.062 C31 N0B 37 N0B C32 C32 C 0 1 N N N 45.446 143.945 -10.622 12.178 3.329 1.390 C32 N0B 38 N0B O3A O3A O 0 1 N N N 43.755 132.006 -10.860 -1.176 -3.075 -0.645 O3A N0B 39 N0B "C4'" "C4'" C 0 1 N N S 41.021 129.131 -8.905 -5.529 -0.955 0.611 "C4'" N0B 40 N0B "O4'" "O4'" O 0 1 N N N 39.574 129.221 -8.684 -4.844 0.099 1.323 "O4'" N0B 41 N0B "C5'" "C5'" C 0 1 N N N 41.772 130.431 -8.715 -4.807 -2.289 0.810 "C5'" N0B 42 N0B "O5'" "O5'" O 0 1 N N N 41.781 130.878 -10.038 -3.555 -2.260 0.120 "O5'" N0B 43 N0B H2 H2 H 0 1 N N N 35.367 124.795 -9.730 -8.154 5.780 1.189 H2 N0B 44 N0B H3 H3 H 0 1 N N N 42.325 134.541 -9.872 0.913 -3.116 -2.278 H3 N0B 45 N0B HN4 HN4 H 0 1 N N N 43.699 136.194 -10.968 2.059 -5.386 -0.786 HN4 N0B 46 N0B HN4A HN4A H 0 0 N N N 44.346 135.061 -11.949 1.336 -5.460 -2.282 HN4A N0B 47 N0B HN6 HN6 H 0 1 N N N 35.824 125.666 -14.071 -7.357 5.897 -3.300 HN6 N0B 48 N0B HN6A HN6A H 0 0 N N N 36.435 127.180 -14.057 -6.552 4.469 -3.666 HN6A N0B 49 N0B H7 H7 H 0 1 N N N 44.177 133.110 -8.852 1.404 -1.866 -0.155 H7 N0B 50 N0B H7A H7A H 0 1 N N N 45.336 133.900 -9.974 2.263 -3.302 0.452 H7A N0B 51 N0B H8 H8 H 0 1 N N N 40.118 128.932 -11.485 -5.027 0.598 -1.209 H8 N0B 52 N0B H9 H9 H 0 1 N N N 44.138 136.144 -9.009 3.809 -3.195 -1.483 H9 N0B 53 N0B H9A H9A H 0 1 N N N 43.864 135.070 -7.595 2.951 -1.758 -2.090 H9A N0B 54 N0B "H1'" "H1'" H 0 1 N N N 38.300 127.666 -8.204 -5.538 1.811 2.303 "H1'" N0B 55 N0B H10 H10 H 0 1 N N N 46.202 134.449 -7.499 3.516 -0.540 -0.006 H10 N0B 56 N0B H10A H10A H 0 0 N N N 46.530 135.185 -9.104 4.375 -1.976 0.601 H10A N0B 57 N0B H11 H11 H 0 1 N N N 45.655 136.696 -6.598 5.922 -1.869 -1.334 H11 N0B 58 N0B H11A H11A H 0 0 N N N 47.325 136.634 -7.257 5.063 -0.433 -1.941 H11A N0B 59 N0B HN12 HN12 H 0 0 N N N 45.993 137.492 -9.445 5.870 0.070 0.719 HN12 N0B 60 N0B "H2'" "H2'" H 0 1 N N N 40.731 126.312 -8.945 -7.988 0.903 1.364 "H2'" N0B 61 N0B "HO2'" "HO2'" H 0 0 N N N 40.755 126.108 -6.619 -8.125 -0.115 3.521 "HO2'" N0B 62 N0B H25 H25 H 0 1 N N N 46.057 141.169 -7.560 9.965 0.825 -0.677 H25 N0B 63 N0B H25A H25A H 0 0 N N N 46.949 140.789 -9.072 9.106 2.262 -1.284 H25A N0B 64 N0B H26 H26 H 0 1 N N N 44.225 141.744 -9.647 9.382 3.332 0.979 H26 N0B 65 N0B H27 H27 H 0 1 N N N 44.089 143.650 -8.259 10.078 2.044 2.772 H27 N0B 66 N0B H27A H27A H 0 0 N N N 45.595 143.146 -7.419 10.221 0.620 1.692 H27A N0B 67 N0B H28 H28 H 0 1 N N N 45.729 145.333 -8.956 12.573 1.527 2.743 H28 N0B 68 N0B H29 H29 H 0 1 N N N 48.181 144.310 -8.573 13.035 0.202 0.473 H29 N0B 69 N0B "H3'" "H3'" H 0 1 N N N 41.278 128.480 -6.880 -6.978 -1.758 2.030 "H3'" N0B 70 N0B "HO3'" "HO3'" H 0 0 N N N 43.338 128.241 -7.937 -8.833 -1.260 0.574 "HO3'" N0B 71 N0B H30 H30 H 0 1 N N N 48.353 142.582 -10.612 12.262 1.641 -1.525 H30 N0B 72 N0B H31 H31 H 0 1 N N N 45.928 141.978 -11.444 11.271 3.947 -0.618 H31 N0B 73 N0B H32 H32 H 0 1 N N N 44.352 143.958 -10.739 11.674 4.011 2.075 H32 N0B 74 N0B H32A H32A H 0 0 N N N 45.906 144.568 -11.404 13.210 3.624 1.202 H32A N0B 75 N0B "H4'" "H4'" H 0 1 N N N 41.218 128.748 -9.917 -5.597 -0.714 -0.450 "H4'" N0B 76 N0B "H5'" "H5'" H 0 1 N N N 41.235 131.123 -8.050 -4.632 -2.452 1.873 "H5'" N0B 77 N0B "H5'A" "H5'A" H 0 0 N N N 42.789 130.267 -8.329 -5.421 -3.097 0.414 "H5'A" N0B 78 N0B H2A H2A H 0 1 N N N 42.338 131.401 -12.700 -3.437 -4.569 -1.569 H2A N0B 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 N0B C1 O2 DOUB N N 1 N0B C1 C3 SING N N 2 N0B C1 O3A SING N N 3 N0B N1 C2 DOUB Y N 4 N0B N1 C6 SING Y N 5 N0B C2 N3 SING Y N 6 N0B C3 N4 SING N N 7 N0B C3 C7 SING N N 8 N0B N3 C4 DOUB Y N 9 N0B C4 C5 SING Y N 10 N0B C4 N9 SING Y N 11 N0B C5 C6 DOUB Y N 12 N0B C5 N7 SING Y N 13 N0B C6 N6 SING N N 14 N0B C7 C9 SING N N 15 N0B N7 C8 DOUB Y N 16 N0B C8 N9 SING Y N 17 N0B C9 C10 SING N N 18 N0B N9 "C1'" SING N N 19 N0B PA O1A DOUB N N 20 N0B PA O2A SING N N 21 N0B PA O3A SING N N 22 N0B PA "O5'" SING N N 23 N0B "C1'" "C2'" SING N N 24 N0B "C1'" "O4'" SING N N 25 N0B C10 C11 SING N N 26 N0B C11 N12 SING N N 27 N0B N12 C22 SING N N 28 N0B "C2'" "O2'" SING N N 29 N0B "C2'" "C3'" SING N N 30 N0B C22 O23 DOUB N N 31 N0B C22 O24 SING N N 32 N0B O24 C25 SING N N 33 N0B C25 C26 SING N N 34 N0B C26 C27 SING N N 35 N0B C26 C31 SING N N 36 N0B C27 C28 SING N N 37 N0B C28 C29 SING N N 38 N0B C28 C32 SING N N 39 N0B C29 C30 DOUB N N 40 N0B "C3'" "O3'" SING N N 41 N0B "C3'" "C4'" SING N N 42 N0B C30 C31 SING N N 43 N0B C31 C32 SING N N 44 N0B "C4'" "O4'" SING N N 45 N0B "C4'" "C5'" SING N N 46 N0B "C5'" "O5'" SING N N 47 N0B C2 H2 SING N N 48 N0B C3 H3 SING N N 49 N0B N4 HN4 SING N N 50 N0B N4 HN4A SING N N 51 N0B N6 HN6 SING N N 52 N0B N6 HN6A SING N N 53 N0B C7 H7 SING N N 54 N0B C7 H7A SING N N 55 N0B C8 H8 SING N N 56 N0B C9 H9 SING N N 57 N0B C9 H9A SING N N 58 N0B "C1'" "H1'" SING N N 59 N0B C10 H10 SING N N 60 N0B C10 H10A SING N N 61 N0B C11 H11 SING N N 62 N0B C11 H11A SING N N 63 N0B N12 HN12 SING N N 64 N0B "C2'" "H2'" SING N N 65 N0B "O2'" "HO2'" SING N N 66 N0B C25 H25 SING N N 67 N0B C25 H25A SING N N 68 N0B C26 H26 SING N N 69 N0B C27 H27 SING N N 70 N0B C27 H27A SING N N 71 N0B C28 H28 SING N N 72 N0B C29 H29 SING N N 73 N0B "C3'" "H3'" SING N N 74 N0B "O3'" "HO3'" SING N N 75 N0B C30 H30 SING N N 76 N0B C31 H31 SING N N 77 N0B C32 H32 SING N N 78 N0B C32 H32A SING N N 79 N0B "C4'" "H4'" SING N N 80 N0B "C5'" "H5'" SING N N 81 N0B "C5'" "H5'A" SING N N 82 N0B O2A H2A SING N N 83 # 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 N0B SMILES ACDLabs 12.01 "O=C(OCC2CC1C=CC2C1)NCCCCC(N)C(=O)OP([O-])(=O)OCC5OC(n4cnc3c(ncnc34)N)C(O)C5O" N0B InChI InChI 1.03 ;InChI=1S/C25H36N7O10P/c26-16(3-1-2-6-28-25(36)39-9-15-8-13-4-5-14(15)7-13)24(35)42-43(37,38)40-10-17-19(33)20(34)23(41-17)32-12-31-18-21(27)29-11-30-22(18)32/h4-5,11-17,19-20,23,33-34H,1-3,6-10,26H2,(H,28,36)(H,37,38)(H2,27,29,30)/p-1/t13-,14+,15+,16+,17-,19-,20+,23+/m0/s1 ; N0B InChIKey InChI 1.03 MYIVZOBPRNLOTH-PEZDGLODSA-M N0B SMILES_CANONICAL CACTVS 3.385 "N[C@H](CCCCNC(=O)OC[C@H]1C[C@@H]2C[C@H]1C=C2)C(=O)O[P](O)(=O)OC[C@@H]3O[C@H]([C@H](O)[C@H]3O)n4cnc5c(N)ncnc45" N0B SMILES CACTVS 3.385 "N[CH](CCCCNC(=O)OC[CH]1C[CH]2C[CH]1C=C2)C(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45" N0B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]([C@@H](O3)COP(=O)(O)OC(=O)[C@@H](CCCCNC(=O)OC[C@H]4C[C@@H]5C[C@H]4C=C5)N)O)O)N" N0B SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C(CCCCNC(=O)OCC4CC5CC4C=C5)N)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 N0B "SYSTEMATIC NAME" ACDLabs 12.01 "9-[5-O-({[(2R)-2-amino-6-({[(1S,2S,4S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy]carbonyl}amino)hexanoyl]oxy}phosphinato)-alpha-L-arabinofuranosyl]-9H-purin-6-amine" N0B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] (2R)-2-azanyl-6-[[(1S,4S,5S)-5-bicyclo[2.2.1]hept-2-enyl]methoxycarbonylamino]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 N0B "Create component" 2013-07-01 EBI N0B "Initial release" 2013-07-31 RCSB #