data_JB2 # _chem_comp.id JB2 _chem_comp.name GDP-perosamine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H26 N6 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-23 _chem_comp.pdbx_modified_date 2012-03-30 _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 588.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JB2 _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 4EA7 _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 JB2 O6 O6 O 0 1 N N N 45.882 -1.144 17.977 -7.399 -3.653 1.865 O6 JB2 1 JB2 C6 C6 C 0 1 N N N 45.210 -1.609 17.064 -7.123 -2.905 0.942 C6 JB2 2 JB2 C5 C5 C 0 1 Y N N 45.173 -2.908 16.647 -6.063 -1.975 1.055 C5 JB2 3 JB2 N7 N7 N 0 1 Y N N 45.696 -4.086 17.195 -5.178 -1.668 2.034 N7 JB2 4 JB2 C8 C8 C 0 1 Y N N 45.229 -5.041 16.400 -4.393 -0.715 1.621 C8 JB2 5 JB2 N1 N1 N 0 1 N N N 44.560 -0.667 16.220 -7.819 -2.948 -0.216 N1 JB2 6 JB2 C2 C2 C 0 1 N N N 43.899 -1.093 15.065 -7.501 -2.108 -1.241 C2 JB2 7 JB2 N2 N2 N 0 1 N N N 43.328 -0.089 14.341 -8.225 -2.175 -2.405 N2 JB2 8 JB2 N3 N3 N 0 1 N N N 43.846 -2.356 14.675 -6.523 -1.236 -1.147 N3 JB2 9 JB2 C4 C4 C 0 1 Y N N 44.509 -3.240 15.462 -5.787 -1.140 -0.033 C4 JB2 10 JB2 N9 N9 N 0 1 Y N N 44.535 -4.559 15.297 -4.732 -0.356 0.348 N9 JB2 11 JB2 "C1'" "C1'" C 0 1 N N R 44.007 -5.309 14.191 -4.084 0.679 -0.461 "C1'" JB2 12 JB2 "O4'" "O4'" O 0 1 N N N 42.918 -6.094 14.707 -2.733 0.904 -0.003 "O4'" JB2 13 JB2 "C2'" "C2'" C 0 1 N N R 44.912 -6.383 13.617 -4.797 2.036 -0.268 "C2'" JB2 14 JB2 "O2'" "O2'" O 0 1 N N N 45.922 -5.783 12.803 -5.713 2.278 -1.339 "O2'" JB2 15 JB2 "C3'" "C3'" C 0 1 N N S 43.952 -7.320 12.964 -3.649 3.070 -0.289 "C3'" JB2 16 JB2 "O3'" "O3'" O 0 1 N N N 43.594 -7.030 11.622 -3.818 3.983 -1.376 "O3'" JB2 17 JB2 "C4'" "C4'" C 0 1 N N R 42.674 -7.197 13.823 -2.379 2.216 -0.493 "C4'" JB2 18 JB2 "C5'" "C5'" C 0 1 N N N 42.469 -8.374 14.734 -1.215 2.790 0.318 "C5'" JB2 19 JB2 "O5'" "O5'" O 0 1 N N N 41.954 -9.403 13.841 -0.023 2.057 0.026 "O5'" JB2 20 JB2 P P P 0 1 N N N 41.824 -10.949 14.345 1.399 2.390 0.703 P JB2 21 JB2 O1P O1P O 0 1 N N N 41.073 -11.674 13.267 1.735 3.813 0.471 O1P JB2 22 JB2 O2P O2P O 0 1 N N N 43.185 -11.461 14.767 1.318 2.109 2.286 O2P JB2 23 JB2 OPP OPP O 0 1 N N N 40.924 -10.902 15.705 2.536 1.457 0.049 OPP JB2 24 JB2 P2 P2 P 0 1 N N N 39.482 -10.278 15.961 4.146 1.492 0.045 P2 JB2 25 JB2 O3P O3P O 0 1 N N N 39.678 -9.202 16.906 4.655 2.652 -0.948 O3P JB2 26 JB2 O4P O4P O 0 1 N N N 38.870 -9.900 14.674 4.636 1.763 1.415 O4P JB2 27 JB2 O1G O1G O 0 1 N N N 38.689 -11.524 16.398 4.712 0.070 -0.456 O1G JB2 28 JB2 C1G C1G C 0 1 N N R 38.933 -12.321 17.482 6.104 -0.251 -0.471 C1G JB2 29 JB2 O5G O5G O 0 1 N N N 37.788 -12.033 18.345 6.471 -0.839 0.779 O5G JB2 30 JB2 C5G C5G C 0 1 N N R 36.547 -12.472 17.928 5.747 -2.029 1.099 C5G JB2 31 JB2 C6G C6G C 0 1 N N N 35.426 -11.653 18.577 6.201 -2.551 2.464 C6G JB2 32 JB2 C2G C2G C 0 1 N N S 39.127 -13.772 17.071 6.387 -1.243 -1.602 C2G JB2 33 JB2 O2G O2G O 0 1 N N N 39.490 -14.484 18.321 7.787 -1.524 -1.652 O2G JB2 34 JB2 C3G C3G C 0 1 N N S 37.745 -14.311 16.519 5.614 -2.539 -1.340 C3G JB2 35 JB2 O3G O3G O 0 1 N N N 37.877 -15.804 16.446 5.929 -3.497 -2.352 O3G JB2 36 JB2 C4G C4G C 0 1 N N S 36.559 -13.919 17.477 6.015 -3.092 0.031 C4G JB2 37 JB2 N4A N4A N 0 1 N N N 35.353 -14.037 16.576 5.225 -4.294 0.326 N4A JB2 38 JB2 H1 H1 H 0 1 N N N 45.375 -6.094 16.592 -3.594 -0.275 2.198 H1 JB2 39 JB2 H2 H2 H 0 1 N N N 44.576 0.305 16.454 -8.547 -3.581 -0.318 H2 JB2 40 JB2 H3 H3 H 0 1 N N N 42.851 -0.297 13.487 -8.950 -2.813 -2.490 H3 JB2 41 JB2 H4 H4 H 0 1 N N N 43.386 0.856 14.664 -8.011 -1.583 -3.144 H4 JB2 42 JB2 H5 H5 H 0 1 N N N 43.665 -4.640 13.388 -4.086 0.394 -1.513 H5 JB2 43 JB2 H6 H6 H 0 1 N N N 45.391 -6.908 14.457 -5.317 2.062 0.690 H6 JB2 44 JB2 H7 H7 H 0 1 N N N 46.462 -5.213 13.337 -6.188 3.117 -1.268 H7 JB2 45 JB2 H8 H8 H 0 1 N N N 44.334 -8.348 13.045 -3.601 3.607 0.658 H8 JB2 46 JB2 H9 H9 H 0 1 N N N 42.983 -7.686 11.308 -4.632 4.503 -1.330 H9 JB2 47 JB2 H10 H10 H 0 1 N N N 41.794 -7.031 13.184 -2.119 2.168 -1.550 H10 JB2 48 JB2 H11 H11 H 0 1 N N N 43.419 -8.688 15.191 -1.071 3.838 0.054 H11 JB2 49 JB2 H12 H12 H 0 1 N N N 41.742 -8.138 15.525 -1.439 2.711 1.381 H12 JB2 50 JB2 H13 H13 H 0 1 N N N 43.405 -12.232 14.258 1.102 1.194 2.513 H13 JB2 51 JB2 H14 H14 H 0 1 N N N 39.367 -8.388 16.528 4.370 2.539 -1.865 H14 JB2 52 JB2 H15 H15 H 0 1 N N N 39.849 -11.990 17.993 6.685 0.657 -0.630 H15 JB2 53 JB2 H16 H16 H 0 1 N N N 36.525 -12.001 16.934 4.680 -1.806 1.132 H16 JB2 54 JB2 H17 H17 H 0 1 N N N 35.782 -10.630 18.767 6.010 -1.793 3.224 H17 JB2 55 JB2 H18 H18 H 0 1 N N N 34.558 -11.620 17.902 5.648 -3.458 2.708 H18 JB2 56 JB2 H19 H19 H 0 1 N N N 35.133 -12.122 19.528 7.267 -2.773 2.431 H19 JB2 57 JB2 H20 H20 H 0 1 N N N 39.910 -13.868 16.304 6.068 -0.813 -2.552 H20 JB2 58 JB2 H21 H21 H 0 1 N N N 40.320 -14.154 18.644 8.339 -0.746 -1.811 H21 JB2 59 JB2 H22 H22 H 0 1 N N N 37.563 -13.891 15.519 4.543 -2.333 -1.351 H22 JB2 60 JB2 H23 H23 H 0 1 N N N 37.068 -16.178 16.118 5.707 -3.209 -3.249 H23 JB2 61 JB2 H24 H24 H 0 1 N N N 36.500 -14.611 18.330 7.075 -3.343 0.026 H24 JB2 62 JB2 H25 H25 H 0 1 N N N 34.528 -13.806 17.091 5.472 -4.677 1.226 H25 JB2 63 JB2 H26 H26 H 0 1 N N N 35.451 -13.409 15.804 4.236 -4.099 0.275 H26 JB2 64 # 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 JB2 "O3'" "C3'" SING N N 1 JB2 "O2'" "C2'" SING N N 2 JB2 "C3'" "C2'" SING N N 3 JB2 "C3'" "C4'" SING N N 4 JB2 O1P P DOUB N N 5 JB2 "C2'" "C1'" SING N N 6 JB2 "C4'" "O4'" SING N N 7 JB2 "C4'" "C5'" SING N N 8 JB2 "O5'" P SING N N 9 JB2 "O5'" "C5'" SING N N 10 JB2 "C1'" "O4'" SING N N 11 JB2 "C1'" N9 SING N N 12 JB2 N2 C2 SING N N 13 JB2 P O2P SING N N 14 JB2 P OPP SING N N 15 JB2 O4P P2 DOUB N N 16 JB2 N3 C2 DOUB N N 17 JB2 N3 C4 SING N N 18 JB2 C2 N1 SING N N 19 JB2 N9 C4 SING Y N 20 JB2 N9 C8 SING Y N 21 JB2 C4 C5 DOUB Y N 22 JB2 OPP P2 SING N N 23 JB2 P2 O1G SING N N 24 JB2 P2 O3P SING N N 25 JB2 N1 C6 SING N N 26 JB2 O1G C1G SING N N 27 JB2 C8 N7 DOUB Y N 28 JB2 O3G C3G SING N N 29 JB2 C3G C2G SING N N 30 JB2 C3G C4G SING N N 31 JB2 N4A C4G SING N N 32 JB2 C5 C6 SING N N 33 JB2 C5 N7 SING Y N 34 JB2 C6 O6 DOUB N N 35 JB2 C2G C1G SING N N 36 JB2 C2G O2G SING N N 37 JB2 C4G C5G SING N N 38 JB2 C1G O5G SING N N 39 JB2 C5G O5G SING N N 40 JB2 C5G C6G SING N N 41 JB2 C8 H1 SING N N 42 JB2 N1 H2 SING N N 43 JB2 N2 H3 SING N N 44 JB2 N2 H4 SING N N 45 JB2 "C1'" H5 SING N N 46 JB2 "C2'" H6 SING N N 47 JB2 "O2'" H7 SING N N 48 JB2 "C3'" H8 SING N N 49 JB2 "O3'" H9 SING N N 50 JB2 "C4'" H10 SING N N 51 JB2 "C5'" H11 SING N N 52 JB2 "C5'" H12 SING N N 53 JB2 O2P H13 SING N N 54 JB2 O3P H14 SING N N 55 JB2 C1G H15 SING N N 56 JB2 C5G H16 SING N N 57 JB2 C6G H17 SING N N 58 JB2 C6G H18 SING N N 59 JB2 C6G H19 SING N N 60 JB2 C2G H20 SING N N 61 JB2 O2G H21 SING N N 62 JB2 C3G H22 SING N N 63 JB2 O3G H23 SING N N 64 JB2 C4G H24 SING N N 65 JB2 N4A H25 SING N N 66 JB2 N4A H26 SING N N 67 # 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 JB2 SMILES ACDLabs 12.01 "O=C4NC(=Nc1c4ncn1C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(N)C(O)C3O)C)O)O)N" JB2 InChI InChI 1.03 "InChI=1S/C16H26N6O14P2/c1-4-6(17)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)22-3-19-7-12(22)20-16(18)21-13(7)27/h3-6,8-11,14-15,23-26H,2,17H2,1H3,(H,28,29)(H,30,31)(H3,18,20,21,27)/t4-,5-,6-,8-,9+,10-,11+,14-,15-/m1/s1" JB2 InChIKey InChI 1.03 PMFIPWCEUCAMAY-YVXBHLEUSA-N JB2 SMILES_CANONICAL CACTVS 3.370 "C[C@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)[C@@H](O)[C@@H](O)[C@@H]1N" JB2 SMILES CACTVS 3.370 "C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)[CH](O)[CH](O)[CH]1N" JB2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)O)O)N" JB2 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)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 JB2 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3S,4S,5S,6R)-5-amino-3,4-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" JB2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4S,5S,6R)-5-azanyl-6-methyl-3,4-bis(oxidanyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-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 JB2 "Create component" 2012-03-23 RCSB #