data_G3N # _chem_comp.id G3N _chem_comp.name "(2R,3R,4S,5S)-5-amino-3,4-dihydroxytetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H23 N3 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-06 _chem_comp.pdbx_modified_date 2016-05-20 _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 535.291 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G3N _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 5J63 _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 G3N O2B O1 O 0 1 N N N 30.874 40.030 -27.595 3.486 0.253 2.465 O2B G3N 1 G3N PB P1 P 0 1 N N N 29.457 40.020 -27.744 3.207 0.737 0.955 PB G3N 2 G3N O1B O2 O 0 1 N N N 29.008 41.306 -28.279 3.726 2.111 0.774 O1B G3N 3 G3N O3B O3 O 0 1 N N N 28.965 38.953 -28.803 3.947 -0.257 -0.073 O3B G3N 4 G3N "C1'" C1 C 0 1 N N R 27.727 39.015 -29.490 5.369 -0.384 -0.144 "C1'" G3N 5 G3N "O5'" O4 O 0 1 N N N 27.919 38.392 -30.764 5.801 -1.411 0.751 "O5'" G3N 6 G3N "C5'" C2 C 0 1 N N N 26.757 38.177 -31.558 7.216 -1.604 0.778 "C5'" G3N 7 G3N "C4'" C3 C 0 1 N N S 25.729 37.343 -30.833 7.699 -2.020 -0.614 "C4'" G3N 8 G3N "N4'" N1 N 0 1 N N N 24.459 37.469 -31.552 9.161 -2.161 -0.605 "N4'" G3N 9 G3N "C3'" C4 C 0 1 N N S 25.491 37.829 -29.409 7.296 -0.944 -1.628 "C3'" G3N 10 G3N "O3'" O5 O 0 1 N N N 24.715 38.975 -29.451 7.947 0.286 -1.304 "O3'" G3N 11 G3N "C2'" C5 C 0 1 N N R 26.722 38.245 -28.646 5.778 -0.750 -1.573 "C2'" G3N 12 G3N "O2'" O6 O 0 1 N N N 27.318 37.087 -28.070 5.127 -1.962 -1.960 "O2'" G3N 13 G3N O3A O7 O 0 1 N N N 28.723 39.623 -26.421 1.622 0.720 0.670 O3A G3N 14 G3N PA P2 P 0 1 N N N 29.029 38.386 -25.466 0.412 1.722 1.020 PA G3N 15 G3N O1A O8 O 0 1 N N N 28.735 37.137 -26.083 0.823 3.113 0.725 O1A G3N 16 G3N O2A O9 O 0 1 N N N 28.104 38.465 -24.370 0.041 1.592 2.582 O2A G3N 17 G3N O5D O10 O 0 1 N N N 30.474 38.363 -24.899 -0.874 1.342 0.130 O5D G3N 18 G3N C5D C6 C 0 1 N N N 31.046 39.488 -24.272 -2.078 2.112 0.133 C5D G3N 19 G3N C4D C7 C 0 1 N N R 31.735 39.105 -22.987 -3.093 1.476 -0.819 C4D G3N 20 G3N C3D C8 C 0 1 N N S 32.470 40.292 -22.442 -4.356 2.359 -0.928 C3D G3N 21 G3N O3D O11 O 0 1 N N N 32.764 40.085 -21.070 -4.302 3.168 -2.105 O3D G3N 22 G3N C2D C9 C 0 1 N N R 33.728 40.271 -23.269 -5.517 1.344 -1.021 C2D G3N 23 G3N O2D O12 O 0 1 N N N 34.775 40.996 -22.683 -6.215 1.495 -2.259 O2D G3N 24 G3N O4D O13 O 0 1 N N N 32.773 38.248 -23.305 -3.566 0.220 -0.285 O4D G3N 25 G3N C1D C10 C 0 1 N N R 34.034 38.819 -23.189 -4.818 -0.032 -0.958 C1D G3N 26 G3N N1 N2 N 0 1 N N N 34.834 38.289 -24.262 -5.628 -0.981 -0.190 N1 G3N 27 G3N C6 C11 C 0 1 N N N 34.371 38.316 -25.490 -5.846 -0.761 1.143 C6 G3N 28 G3N C5 C12 C 0 1 N N N 35.153 37.775 -26.490 -6.597 -1.632 1.850 C5 G3N 29 G3N C4 C13 C 0 1 N N N 36.352 37.190 -26.202 -7.146 -2.760 1.194 C4 G3N 30 G3N O4 O14 O 0 1 N N N 37.065 36.723 -27.071 -7.827 -3.559 1.810 O4 G3N 31 G3N N3 N3 N 0 1 N N N 36.779 37.179 -24.976 -6.908 -2.941 -0.121 N3 G3N 32 G3N C2 C14 C 0 1 N N N 36.045 37.687 -24.019 -6.155 -2.056 -0.802 C2 G3N 33 G3N O2 O15 O 0 1 N N N 36.499 37.635 -22.893 -5.953 -2.229 -1.988 O2 G3N 34 G3N H1 H1 H 0 1 N N N 31.216 40.870 -27.876 3.172 -0.641 2.656 H1 G3N 35 G3N H2 H2 H 0 1 N N N 27.390 40.056 -29.608 5.833 0.562 0.136 H2 G3N 36 G3N H3 H3 H 0 1 N N N 27.049 37.658 -32.483 7.705 -0.675 1.070 H3 G3N 37 G3N H4 H4 H 0 1 N N N 26.312 39.151 -31.809 7.463 -2.386 1.496 H4 G3N 38 G3N H5 H5 H 0 1 N N N 26.053 36.292 -30.812 7.242 -2.970 -0.890 H5 G3N 39 G3N H6 H6 H 0 1 N N N 23.759 36.924 -31.091 9.452 -2.862 0.060 H6 G3N 40 G3N H7 H7 H 0 1 N N N 24.178 38.429 -31.567 9.510 -2.372 -1.528 H7 G3N 41 G3N H9 H9 H 0 1 N N N 24.977 37.035 -28.848 7.588 -1.260 -2.630 H9 G3N 42 G3N H10 H10 H 0 1 N N N 24.561 39.286 -28.567 7.737 1.013 -1.906 H10 G3N 43 G3N H11 H11 H 0 1 N N N 26.398 38.912 -27.834 5.488 0.052 -2.252 H11 G3N 44 G3N H12 H12 H 0 1 N N N 27.826 37.338 -27.307 4.162 -1.913 -1.944 H12 G3N 45 G3N H13 H13 H 0 1 N N N 27.563 37.684 -24.355 -0.237 0.704 2.847 H13 G3N 46 G3N H14 H14 H 0 1 N N N 31.782 39.942 -24.952 -2.492 2.135 1.141 H14 G3N 47 G3N H15 H15 H 0 1 N N N 30.253 40.217 -24.050 -1.860 3.128 -0.194 H15 G3N 48 G3N H16 H16 H 0 1 N N N 31.027 38.691 -22.254 -2.648 1.328 -1.803 H16 G3N 49 G3N H17 H17 H 0 1 N N N 31.903 41.219 -22.612 -4.462 2.984 -0.041 H17 G3N 50 G3N H18 H18 H 0 1 N N N 31.958 40.102 -20.567 -5.070 3.743 -2.222 H18 G3N 51 G3N H19 H19 H 0 1 N N N 33.525 40.581 -24.305 -6.200 1.464 -0.181 H19 G3N 52 G3N H20 H20 H 0 1 N N N 34.584 41.925 -22.732 -6.673 2.342 -2.351 H20 G3N 53 G3N H21 H21 H 0 1 N N N 34.491 38.586 -22.216 -4.639 -0.413 -1.964 H21 G3N 54 G3N H22 H22 H 0 1 N N N 33.407 38.749 -25.711 -5.419 0.105 1.628 H22 G3N 55 G3N H23 H23 H 0 1 N N N 34.812 37.815 -27.514 -6.777 -1.471 2.903 H23 G3N 56 G3N H24 H24 H 0 1 N N N 37.671 36.781 -24.762 -7.280 -3.711 -0.578 H24 G3N 57 # 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 G3N "C5'" "C4'" SING N N 1 G3N "C5'" "O5'" SING N N 2 G3N "N4'" "C4'" SING N N 3 G3N "C4'" "C3'" SING N N 4 G3N "O5'" "C1'" SING N N 5 G3N "C1'" O3B SING N N 6 G3N "C1'" "C2'" SING N N 7 G3N "O3'" "C3'" SING N N 8 G3N "C3'" "C2'" SING N N 9 G3N O3B PB SING N N 10 G3N "C2'" "O2'" SING N N 11 G3N O1B PB DOUB N N 12 G3N PB O2B SING N N 13 G3N PB O3A SING N N 14 G3N O4 C4 DOUB N N 15 G3N C5 C4 SING N N 16 G3N C5 C6 DOUB N N 17 G3N O3A PA SING N N 18 G3N C4 N3 SING N N 19 G3N O1A PA DOUB N N 20 G3N C6 N1 SING N N 21 G3N PA O5D SING N N 22 G3N PA O2A SING N N 23 G3N N3 C2 SING N N 24 G3N O5D C5D SING N N 25 G3N C5D C4D SING N N 26 G3N N1 C2 SING N N 27 G3N N1 C1D SING N N 28 G3N C2 O2 DOUB N N 29 G3N O4D C1D SING N N 30 G3N O4D C4D SING N N 31 G3N C2D C1D SING N N 32 G3N C2D O2D SING N N 33 G3N C2D C3D SING N N 34 G3N C4D C3D SING N N 35 G3N C3D O3D SING N N 36 G3N O2B H1 SING N N 37 G3N "C1'" H2 SING N N 38 G3N "C5'" H3 SING N N 39 G3N "C5'" H4 SING N N 40 G3N "C4'" H5 SING N N 41 G3N "N4'" H6 SING N N 42 G3N "N4'" H7 SING N N 43 G3N "C3'" H9 SING N N 44 G3N "O3'" H10 SING N N 45 G3N "C2'" H11 SING N N 46 G3N "O2'" H12 SING N N 47 G3N O2A H13 SING N N 48 G3N C5D H14 SING N N 49 G3N C5D H15 SING N N 50 G3N C4D H16 SING N N 51 G3N C3D H17 SING N N 52 G3N O3D H18 SING N N 53 G3N C2D H19 SING N N 54 G3N O2D H20 SING N N 55 G3N C1D H21 SING N N 56 G3N C6 H22 SING N N 57 G3N C5 H23 SING N N 58 G3N N3 H24 SING N N 59 # 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 G3N SMILES ACDLabs 12.01 "OP(OP(OCC1C(O)C(C(O1)N2C(NC(C=C2)=O)=O)O)(O)=O)(=O)OC3C(C(C(CO3)N)O)O" G3N InChI InChI 1.03 "InChI=1S/C14H23N3O15P2/c15-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)17-2-1-7(18)16-14(17)23/h1-2,5-6,8-13,19-22H,3-4,15H2,(H,24,25)(H,26,27)(H,16,18,23)/t5-,6+,8-,9+,10+,11+,12+,13+/m0/s1" G3N InChIKey InChI 1.03 GWBAKYBSWHQNMQ-IAZOVDBXSA-N G3N SMILES_CANONICAL CACTVS 3.385 "N[C@H]1CO[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](O)[C@H]1O" G3N SMILES CACTVS 3.385 "N[CH]1CO[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](O)[CH]1O" G3N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C1[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)N3C=CC(=O)NC3=O)O)O)O)O)N" G3N SMILES "OpenEye OEToolkits" 2.0.4 "C1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)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 G3N "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R,4S,5S)-5-amino-3,4-dihydroxytetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" G3N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R},3~{R},4~{S},5~{S})-5-azanyl-3,4-bis(oxidanyl)oxan-2-yl] [[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-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 G3N "Create component" 2016-04-06 RCSB G3N "Initial release" 2016-05-25 RCSB #