data_HHJ # _chem_comp.id HHJ _chem_comp.name "5'-O-{[2-(1H-indol-3-yl)ethyl]carbamoyl}guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N7 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-29 _chem_comp.pdbx_modified_date 2019-09-13 _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 469.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HHJ _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 4TY4 _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 HHJ O6 O1 O 0 1 N N N -43.538 33.200 -11.632 -6.907 -3.889 0.529 O6 HHJ 1 HHJ C6 C1 C 0 1 N N N -42.310 33.328 -11.426 -6.699 -2.770 0.087 C6 HHJ 2 HHJ N1 N1 N 0 1 N N N -41.404 32.475 -11.936 -7.630 -2.138 -0.644 N1 HHJ 3 HHJ C2 C2 C 0 1 N N N -40.077 32.610 -11.728 -7.419 -0.932 -1.126 C2 HHJ 4 HHJ N2 N2 N 0 1 N N N -39.222 31.705 -12.275 -8.406 -0.336 -1.865 N2 HHJ 5 HHJ N3 N3 N 0 1 N N N -39.552 33.628 -10.991 -6.260 -0.254 -0.918 N3 HHJ 6 HHJ C4 C3 C 0 1 Y N N -40.367 34.552 -10.414 -5.247 -0.815 -0.183 C4 HHJ 7 HHJ C5 C4 C 0 1 Y N N -41.820 34.449 -10.605 -5.429 -2.085 0.350 C5 HHJ 8 HHJ N7 N4 N 0 1 Y N N -42.383 35.483 -9.949 -4.303 -2.404 1.029 N7 HHJ 9 HHJ C8 C5 C 0 1 Y N N -41.378 36.195 -9.380 -3.460 -1.415 0.946 C8 HHJ 10 HHJ N9 N5 N 0 1 Y N N -40.182 35.625 -9.647 -4.003 -0.414 0.196 N9 HHJ 11 HHJ "C1'" C6 C 0 1 N N R -38.892 36.173 -9.233 -3.370 0.867 -0.128 "C1'" HHJ 12 HHJ "O4'" O2 O 0 1 N N N -38.784 36.103 -7.839 -1.932 0.748 -0.060 "O4'" HHJ 13 HHJ "C2'" C7 C 0 1 N N R -38.785 37.656 -9.562 -3.730 1.929 0.934 "C2'" HHJ 14 HHJ "O2'" O3 O 0 1 N N N -38.411 37.869 -10.909 -4.801 2.755 0.474 "O2'" HHJ 15 HHJ "C3'" C8 C 0 1 N N S -37.772 38.157 -8.521 -2.435 2.758 1.090 "C3'" HHJ 16 HHJ "O3'" O4 O 0 1 N N N -36.464 38.220 -9.091 -2.668 4.121 0.730 "O3'" HHJ 17 HHJ "C4'" C9 C 0 1 N N R -37.824 37.097 -7.410 -1.446 2.099 0.102 "C4'" HHJ 18 HHJ "C5'" C10 C 0 1 N N N -38.210 37.635 -6.060 -0.034 2.090 0.690 "C5'" HHJ 19 HHJ "O5'" O5 O 0 1 N N N -37.342 38.707 -5.713 0.886 1.506 -0.270 "O5'" HHJ 20 HHJ C1 C11 C 0 1 N N N -37.664 39.655 -4.682 2.179 1.423 0.094 C1 HHJ 21 HHJ O2 O6 O 0 1 N N N -38.476 39.324 -3.826 2.530 1.828 1.185 O2 HHJ 22 HHJ N4 N6 N 0 1 N N N -37.021 40.812 -4.751 3.085 0.892 -0.750 N4 HHJ 23 HHJ C9 C12 C 0 1 N N N -36.213 41.116 -5.919 4.492 0.802 -0.354 C9 HHJ 24 HHJ C10 C13 C 0 1 N N N -36.300 42.598 -6.297 5.302 0.165 -1.485 C10 HHJ 25 HHJ C12 C14 C 0 1 Y N N -37.690 42.964 -6.783 6.749 0.072 -1.077 C12 HHJ 26 HHJ C16 C15 C 0 1 Y N N -38.647 43.745 -6.138 7.718 0.957 -1.362 C16 HHJ 27 HHJ C17 C16 C 0 1 Y N N -38.331 42.562 -8.060 7.366 -0.997 -0.288 C17 HHJ 28 HHJ C18 C17 C 0 1 Y N N -37.852 41.777 -9.112 6.887 -2.171 0.296 C18 HHJ 29 HHJ C19 C18 C 0 1 Y N N -38.690 41.562 -10.207 7.742 -2.982 0.988 C19 HHJ 30 HHJ C20 C19 C 0 1 Y N N -39.964 42.133 -10.226 9.083 -2.648 1.116 C20 HHJ 31 HHJ C21 C20 C 0 1 Y N N -40.427 42.919 -9.163 9.576 -1.493 0.548 C21 HHJ 32 HHJ C22 C21 C 0 1 Y N N -39.600 43.139 -8.067 8.724 -0.654 -0.162 C22 HHJ 33 HHJ N23 N7 N 0 1 Y N N -39.761 43.830 -6.918 8.905 0.539 -0.825 N23 HHJ 34 HHJ H1 H1 H 0 1 N N N -39.578 30.949 -12.825 -9.241 -0.803 -2.025 H1 HHJ 35 HHJ H2 H2 H 0 1 N N N -38.237 31.795 -12.128 -8.270 0.553 -2.229 H2 HHJ 36 HHJ H3 H3 H 0 1 N N N -38.561 33.697 -10.873 -6.148 0.634 -1.292 H3 HHJ 37 HHJ H4 H4 H 0 1 N N N -41.515 37.092 -8.795 -2.477 -1.395 1.394 H4 HHJ 38 HHJ H5 H5 H 0 1 N N N -38.071 35.629 -9.724 -3.676 1.201 -1.120 H5 HHJ 39 HHJ H6 H6 H 0 1 N N N -39.756 38.131 -9.360 -3.993 1.451 1.878 H6 HHJ 40 HHJ H7 H7 H 0 1 N N N -38.354 38.802 -11.079 -5.068 3.440 1.103 H7 HHJ 41 HHJ H8 H8 H 0 1 N N N -38.089 39.133 -8.126 -2.058 2.690 2.110 H8 HHJ 42 HHJ H9 H9 H 0 1 N N N -35.848 38.531 -8.438 -3.326 4.567 1.281 H9 HHJ 43 HHJ H10 H10 H 0 1 N N N -36.830 36.633 -7.331 -1.458 2.623 -0.853 H10 HHJ 44 HHJ H11 H11 H 0 1 N N N -39.248 37.999 -6.093 0.274 3.111 0.913 H11 HHJ 45 HHJ H12 H12 H 0 1 N N N -38.125 36.836 -5.309 -0.025 1.500 1.606 H12 HHJ 46 HHJ H13 H13 H 0 1 N N N -37.092 41.472 -4.003 2.805 0.569 -1.621 H13 HHJ 47 HHJ H14 H14 H 0 1 N N N -36.568 40.511 -6.766 4.877 1.801 -0.150 H14 HHJ 48 HHJ H15 H15 H 0 1 N N N -35.164 40.864 -5.703 4.578 0.189 0.544 H15 HHJ 49 HHJ H16 H16 H 0 1 N N N -35.575 42.807 -7.097 4.917 -0.834 -1.689 H16 HHJ 50 HHJ H17 H17 H 0 1 N N N -36.057 43.208 -5.414 5.216 0.778 -2.382 H17 HHJ 51 HHJ H18 H18 H 0 1 N N N -38.525 44.210 -5.171 7.580 1.865 -1.930 H18 HHJ 52 HHJ H19 H19 H 0 1 N N N -36.861 41.349 -9.079 5.845 -2.438 0.201 H19 HHJ 53 HHJ H20 H20 H 0 1 N N N -38.355 40.957 -11.036 7.371 -3.890 1.440 H20 HHJ 54 HHJ H21 H21 H 0 1 N N N -40.606 41.965 -11.078 9.746 -3.298 1.667 H21 HHJ 55 HHJ H22 H22 H 0 1 N N N -41.417 43.350 -9.194 10.621 -1.242 0.653 H22 HHJ 56 HHJ H23 H23 H 0 1 N N N -40.588 44.337 -6.672 9.747 1.014 -0.899 H23 HHJ 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 HHJ N2 C2 SING N N 1 HHJ N1 C2 DOUB N N 2 HHJ N1 C6 SING N N 3 HHJ C2 N3 SING N N 4 HHJ O6 C6 DOUB N N 5 HHJ C6 C5 SING N N 6 HHJ N3 C4 SING N N 7 HHJ "O2'" "C2'" SING N N 8 HHJ C5 C4 DOUB Y N 9 HHJ C5 N7 SING Y N 10 HHJ C4 N9 SING Y N 11 HHJ C20 C19 DOUB Y N 12 HHJ C20 C21 SING Y N 13 HHJ C19 C18 SING Y N 14 HHJ N7 C8 DOUB Y N 15 HHJ N9 C8 SING Y N 16 HHJ N9 "C1'" SING N N 17 HHJ "C2'" "C1'" SING N N 18 HHJ "C2'" "C3'" SING N N 19 HHJ "C1'" "O4'" SING N N 20 HHJ C21 C22 DOUB Y N 21 HHJ C18 C17 DOUB Y N 22 HHJ "O3'" "C3'" SING N N 23 HHJ "C3'" "C4'" SING N N 24 HHJ C22 C17 SING Y N 25 HHJ C22 N23 SING Y N 26 HHJ C17 C12 SING Y N 27 HHJ "O4'" "C4'" SING N N 28 HHJ "C4'" "C5'" SING N N 29 HHJ N23 C16 SING Y N 30 HHJ C12 C10 SING N N 31 HHJ C12 C16 DOUB Y N 32 HHJ C10 C9 SING N N 33 HHJ "C5'" "O5'" SING N N 34 HHJ C9 N4 SING N N 35 HHJ "O5'" C1 SING N N 36 HHJ N4 C1 SING N N 37 HHJ C1 O2 DOUB N N 38 HHJ N2 H1 SING N N 39 HHJ N2 H2 SING N N 40 HHJ N3 H3 SING N N 41 HHJ C8 H4 SING N N 42 HHJ "C1'" H5 SING N N 43 HHJ "C2'" H6 SING N N 44 HHJ "O2'" H7 SING N N 45 HHJ "C3'" H8 SING N N 46 HHJ "O3'" H9 SING N N 47 HHJ "C4'" H10 SING N N 48 HHJ "C5'" H11 SING N N 49 HHJ "C5'" H12 SING N N 50 HHJ N4 H13 SING N N 51 HHJ C9 H14 SING N N 52 HHJ C9 H15 SING N N 53 HHJ C10 H16 SING N N 54 HHJ C10 H17 SING N N 55 HHJ C16 H18 SING N N 56 HHJ C18 H19 SING N N 57 HHJ C19 H20 SING N N 58 HHJ C20 H21 SING N N 59 HHJ C21 H22 SING N N 60 HHJ N23 H23 SING N N 61 # # 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 HHJ SMILES ACDLabs 12.01 "O=C5N=C(N)Nc1c5ncn1C2OC(C(O)C2O)COC(=O)NCCc4c3ccccc3nc4" HHJ InChI InChI 1.03 "InChI=1S/C21H23N7O6/c22-20-26-17-14(18(31)27-20)25-9-28(17)19-16(30)15(29)13(34-19)8-33-21(32)23-6-5-10-7-24-12-4-2-1-3-11(10)12/h1-4,7,9,13,15-16,19,24,29-30H,5-6,8H2,(H,23,32)(H3,22,26,27,31)/t13-,15-,16-,19-/m1/s1" HHJ InChIKey InChI 1.03 WKHCFGWBMMFLHU-NVQRDWNXSA-N HHJ SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn([C@@H]3O[C@H](COC(=O)NCCc4c[nH]c5ccccc45)[C@@H](O)[C@H]3O)c2N1" HHJ SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn([CH]3O[CH](COC(=O)NCCc4c[nH]c5ccccc45)[CH](O)[CH]3O)c2N1" HHJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CCNC(=O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4NC(=NC5=O)N)O)O" HHJ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CCNC(=O)OCC3C(C(C(O3)n4cnc5c4NC(=NC5=O)N)O)O" # # 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 HHJ "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-{[2-(1H-indol-3-yl)ethyl]carbamoyl}guanosine" HHJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-3H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl N-[2-(1H-indol-3-yl)ethyl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HHJ "Create component" 2014-07-29 RCSB HHJ "Modify descriptor" 2014-09-05 RCSB HHJ "Initial release" 2019-09-18 RCSB ##