data_KBJ # _chem_comp.id KBJ _chem_comp.name "5'-O-[(2-phenylethyl)carbamoyl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N6 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-19 _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 430.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KBJ _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 6N3W _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 KBJ C1 C1 C 0 1 N N N -31.905 4.706 -24.119 -2.966 0.952 -0.127 C1 KBJ 1 KBJ C2 C2 C 0 1 N N N -26.764 5.021 -32.854 6.796 -0.563 0.708 C2 KBJ 2 KBJ C3 C3 C 0 1 Y N N -32.880 8.264 -24.775 -7.458 -0.897 0.562 C3 KBJ 3 KBJ C4 C4 C 0 1 Y N N -28.684 5.178 -31.514 4.553 -0.684 0.171 C4 KBJ 4 KBJ C5 C5 C 0 1 Y N N -29.516 4.884 -32.685 4.718 -1.998 -0.283 C5 KBJ 5 KBJ C6 C6 C 0 1 N N N -28.820 4.684 -33.965 6.006 -2.579 -0.217 C6 KBJ 6 KBJ C8 C7 C 0 1 Y N N -30.789 5.149 -30.942 2.630 -1.484 -0.550 C8 KBJ 7 KBJ C10 C8 C 0 1 Y N N -32.008 8.931 -25.635 -7.732 -2.050 -0.149 C10 KBJ 8 KBJ C11 C9 C 0 1 Y N N -32.334 9.105 -26.981 -9.000 -2.265 -0.657 C11 KBJ 9 KBJ C12 C10 C 0 1 Y N N -33.540 8.615 -27.472 -9.994 -1.326 -0.452 C12 KBJ 10 KBJ O6 O1 O 0 1 N N N -29.477 4.433 -35.007 6.196 -3.721 -0.601 O6 KBJ 11 KBJ N1 N1 N 0 1 N N N -27.482 4.779 -33.963 7.020 -1.839 0.282 N1 KBJ 12 KBJ N2 N2 N 0 1 N N N -25.418 5.103 -32.956 7.847 0.167 1.204 N2 KBJ 13 KBJ N3 N3 N 0 1 N N N -27.339 5.235 -31.644 5.605 -0.012 0.652 N3 KBJ 14 KBJ N7 N4 N 0 1 Y N N -30.796 4.883 -32.275 3.507 -2.431 -0.710 N7 KBJ 15 KBJ N9 N5 N 0 1 Y N N -29.522 5.310 -30.500 3.230 -0.384 -0.008 N9 KBJ 16 KBJ "C1'" C11 C 0 1 N N R -29.107 5.659 -29.146 2.576 0.885 0.322 "C1'" KBJ 17 KBJ "O4'" O2 O 0 1 N N N -29.428 4.601 -28.283 1.147 0.709 0.424 "O4'" KBJ 18 KBJ "C2'" C12 C 0 1 N N R -29.869 6.861 -28.596 2.734 1.898 -0.840 "C2'" KBJ 19 KBJ "O2'" O3 O 0 1 N N N -29.339 8.092 -29.053 3.965 2.616 -0.727 "O2'" KBJ 20 KBJ "C3'" C13 C 0 1 N N S -29.791 6.636 -27.080 1.524 2.838 -0.618 "C3'" KBJ 21 KBJ "O3'" O4 O 0 1 N N N -28.715 7.378 -26.508 1.927 4.014 0.086 "O3'" KBJ 22 KBJ "C4'" C14 C 0 1 N N R -29.530 5.128 -26.943 0.551 2.004 0.237 "C4'" KBJ 23 KBJ "C5'" C15 C 0 1 N N N -30.599 4.397 -26.196 -0.788 1.861 -0.489 "C5'" KBJ 24 KBJ "O5'" O5 O 0 1 N N N -30.734 4.967 -24.904 -1.731 1.161 0.367 "O5'" KBJ 25 KBJ O2 O6 O 0 1 N N N -32.535 3.685 -24.332 -3.247 1.339 -1.244 O2 KBJ 26 KBJ N4 N6 N 0 1 N N N -32.194 5.615 -23.190 -3.888 0.309 0.616 N4 KBJ 27 KBJ C7 C16 C 0 1 N N N -31.534 6.914 -23.184 -5.232 0.082 0.078 C7 KBJ 28 KBJ C9 C17 C 0 1 N N N -32.519 8.077 -23.319 -6.076 -0.663 1.115 C9 KBJ 29 KBJ C13 C18 C 0 1 Y N N -34.416 7.958 -26.610 -9.721 -0.173 0.259 C13 KBJ 30 KBJ C14 C19 C 0 1 Y N N -34.089 7.785 -25.265 -8.451 0.044 0.762 C14 KBJ 31 KBJ H1 H1 H 0 1 N N N -31.671 5.221 -30.323 1.583 -1.558 -0.807 H1 KBJ 32 KBJ H2 H2 H 0 1 N N N -31.073 9.316 -25.256 -6.956 -2.783 -0.309 H2 KBJ 33 KBJ H3 H3 H 0 1 N N N -31.651 9.619 -27.641 -9.214 -3.166 -1.213 H3 KBJ 34 KBJ H4 H4 H 0 1 N N N -33.795 8.743 -28.514 -10.985 -1.494 -0.849 H4 KBJ 35 KBJ H5 H5 H 0 1 N N N -24.868 5.318 -32.149 7.704 1.078 1.508 H5 KBJ 36 KBJ H6 H6 H 0 1 N N N -24.973 4.949 -33.838 8.732 -0.226 1.251 H6 KBJ 37 KBJ H8 H8 H 0 1 N N N -28.028 5.873 -29.123 2.982 1.295 1.247 H8 KBJ 38 KBJ H9 H9 H 0 1 N N N -30.922 6.772 -28.903 2.665 1.397 -1.806 H9 KBJ 39 KBJ H10 H10 H 0 1 N N N -29.843 8.810 -28.687 4.109 3.262 -1.432 H10 KBJ 40 KBJ H11 H11 H 0 1 N N N -30.753 6.894 -26.612 1.065 3.101 -1.571 H11 KBJ 41 KBJ H12 H12 H 0 1 N N N -28.686 7.224 -25.571 2.585 4.547 -0.382 H12 KBJ 42 KBJ H13 H13 H 0 1 N N N -28.573 4.989 -26.419 0.401 2.485 1.204 H13 KBJ 43 KBJ H14 H14 H 0 1 N N N -31.552 4.483 -26.738 -1.179 2.849 -0.728 H14 KBJ 44 KBJ H15 H15 H 0 1 N N N -30.324 3.336 -26.104 -0.644 1.294 -1.409 H15 KBJ 45 KBJ H16 H16 H 0 1 N N N -32.873 5.403 -22.487 -3.662 -0.003 1.506 H16 KBJ 46 KBJ H17 H17 H 0 1 N N N -30.826 6.953 -24.025 -5.699 1.040 -0.150 H17 KBJ 47 KBJ H18 H18 H 0 1 N N N -30.985 7.026 -22.237 -5.163 -0.515 -0.831 H18 KBJ 48 KBJ H19 H19 H 0 1 N N N -32.055 8.997 -22.935 -6.145 -0.066 2.024 H19 KBJ 49 KBJ H20 H20 H 0 1 N N N -33.429 7.856 -22.741 -5.609 -1.621 1.343 H20 KBJ 50 KBJ H21 H21 H 0 1 N N N -35.355 7.580 -26.986 -10.497 0.560 0.418 H21 KBJ 51 KBJ H22 H22 H 0 1 N N N -34.776 7.278 -24.604 -8.237 0.945 1.318 H22 KBJ 52 KBJ H23 H23 H 0 1 N N N -26.996 4.664 -34.829 7.912 -2.216 0.337 H23 KBJ 53 # # 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 KBJ O6 C6 DOUB N N 1 KBJ C6 N1 SING N N 2 KBJ C6 C5 SING N N 3 KBJ N1 C2 SING N N 4 KBJ N2 C2 SING N N 5 KBJ C2 N3 DOUB N N 6 KBJ C5 N7 SING Y N 7 KBJ C5 C4 DOUB Y N 8 KBJ N7 C8 DOUB Y N 9 KBJ N3 C4 SING N N 10 KBJ C4 N9 SING Y N 11 KBJ C8 N9 SING Y N 12 KBJ N9 "C1'" SING N N 13 KBJ "C1'" "C2'" SING N N 14 KBJ "C1'" "O4'" SING N N 15 KBJ "O2'" "C2'" SING N N 16 KBJ "C2'" "C3'" SING N N 17 KBJ "O4'" "C4'" SING N N 18 KBJ C12 C11 DOUB Y N 19 KBJ C12 C13 SING Y N 20 KBJ "C3'" "C4'" SING N N 21 KBJ "C3'" "O3'" SING N N 22 KBJ C11 C10 SING Y N 23 KBJ "C4'" "C5'" SING N N 24 KBJ C13 C14 DOUB Y N 25 KBJ "C5'" "O5'" SING N N 26 KBJ C10 C3 DOUB Y N 27 KBJ C14 C3 SING Y N 28 KBJ "O5'" C1 SING N N 29 KBJ C3 C9 SING N N 30 KBJ O2 C1 DOUB N N 31 KBJ C1 N4 SING N N 32 KBJ C9 C7 SING N N 33 KBJ N4 C7 SING N N 34 KBJ C8 H1 SING N N 35 KBJ C10 H2 SING N N 36 KBJ C11 H3 SING N N 37 KBJ C12 H4 SING N N 38 KBJ N2 H5 SING N N 39 KBJ N2 H6 SING N N 40 KBJ "C1'" H8 SING N N 41 KBJ "C2'" H9 SING N N 42 KBJ "O2'" H10 SING N N 43 KBJ "C3'" H11 SING N N 44 KBJ "O3'" H12 SING N N 45 KBJ "C4'" H13 SING N N 46 KBJ "C5'" H14 SING N N 47 KBJ "C5'" H15 SING N N 48 KBJ N4 H16 SING N N 49 KBJ C7 H17 SING N N 50 KBJ C7 H18 SING N N 51 KBJ C9 H19 SING N N 52 KBJ C9 H20 SING N N 53 KBJ C13 H21 SING N N 54 KBJ C14 H22 SING N N 55 KBJ N1 H23 SING N N 56 # # 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 KBJ SMILES ACDLabs 12.01 "C(NCCc1ccccc1)(OCC4OC(n2c3c(nc2)C(NC(=N3)N)=O)C(C4O)O)=O" KBJ InChI InChI 1.03 "InChI=1S/C19H22N6O6/c20-18-23-15-12(16(28)24-18)22-9-25(15)17-14(27)13(26)11(31-17)8-30-19(29)21-7-6-10-4-2-1-3-5-10/h1-5,9,11,13-14,17,26-27H,6-8H2,(H,21,29)(H3,20,23,24,28)/t11-,13-,14-,17-/m1/s1" KBJ InChIKey InChI 1.03 QOLMNPPGFSBCCF-LSCFUAHRSA-N KBJ SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](COC(=O)NCCc4ccccc4)[C@@H](O)[C@H]3O" KBJ SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](COC(=O)NCCc4ccccc4)[CH](O)[CH]3O" KBJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCNC(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O" KBJ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCNC(=O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=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 KBJ "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(2-phenylethyl)carbamoyl]guanosine" KBJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-(2-phenylethyl)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 KBJ "Create component" 2018-11-19 RCSB KBJ "Initial release" 2019-09-18 RCSB ##