data_KBD # _chem_comp.id KBD _chem_comp.name "5'-O-(benzylcarbamoyl)guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 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 416.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KBD _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 6N3X _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 KBD N1 N1 N 0 1 N N N -27.565 4.775 -34.048 -6.452 -1.858 -0.341 N1 KBD 1 KBD N3 N2 N 0 1 N N N -27.390 5.252 -31.715 -4.981 -0.123 -0.892 N3 KBD 2 KBD C4 C1 C 0 1 Y N N -28.729 5.165 -31.589 -4.001 -0.677 -0.169 C4 KBD 3 KBD C5 C2 C 0 1 Y N N -29.577 4.870 -32.749 -4.234 -1.879 0.509 C5 KBD 4 KBD C6 C3 C 0 1 N N N -28.897 4.669 -34.038 -5.513 -2.476 0.407 C6 KBD 5 KBD C7 C4 C 0 1 N N N -31.572 6.779 -23.250 5.728 0.225 0.895 C7 KBD 6 KBD C8 C5 C 0 1 Y N N -30.826 5.113 -31.003 -2.185 -1.301 0.913 C8 KBD 7 KBD C15 C6 C 0 1 Y N N -32.615 7.771 -23.717 6.670 -0.670 0.132 C15 KBD 8 KBD C17 C7 C 0 1 Y N N -34.185 9.530 -23.209 8.384 -0.953 -1.516 C17 KBD 9 KBD C20 C8 C 0 1 Y N N -32.968 7.852 -25.061 6.681 -2.031 0.376 C20 KBD 10 KBD C1 C9 C 0 1 N N N -31.806 4.512 -24.085 3.458 1.080 0.670 C1 KBD 11 KBD C16 C10 C 0 1 Y N N -33.224 8.614 -22.793 7.520 -0.132 -0.816 C16 KBD 12 KBD C18 C11 C 0 1 Y N N -34.533 9.609 -24.553 8.399 -2.312 -1.268 C18 KBD 13 KBD C19 C12 C 0 1 Y N N -33.926 8.769 -25.480 7.546 -2.852 -0.323 C19 KBD 14 KBD O2 O1 O 0 1 N N N -32.336 3.423 -24.234 3.609 1.675 1.719 O2 KBD 15 KBD C2 C13 C 0 1 N N N -26.849 5.043 -32.941 -6.165 -0.688 -0.979 C2 KBD 16 KBD N2 N3 N 0 1 N N N -25.511 5.120 -33.086 -7.139 -0.083 -1.733 N2 KBD 17 KBD N4 N4 N 0 1 N N N -32.131 5.435 -23.180 4.458 0.327 0.172 N4 KBD 18 KBD "C1'" C14 C 0 1 N N R -29.187 5.637 -29.209 -2.001 0.853 -0.391 "C1'" KBD 19 KBD "C2'" C15 C 0 1 N N R -29.975 6.828 -28.670 -2.281 2.072 0.524 "C2'" KBD 20 KBD "C3'" C16 C 0 1 N N S -29.948 6.586 -27.146 -1.041 2.963 0.266 "C3'" KBD 21 KBD "C4'" C17 C 0 1 N N R -29.599 5.096 -27.022 0.015 1.988 -0.291 "C4'" KBD 22 KBD "C5'" C18 C 0 1 N N N -30.585 4.295 -26.238 1.258 2.004 0.600 "C5'" KBD 23 KBD N7 N5 N 0 1 Y N N -30.853 4.849 -32.328 -3.087 -2.208 1.151 N7 KBD 24 KBD N9 N6 N 0 1 Y N N -29.563 5.290 -30.571 -2.704 -0.335 0.101 N9 KBD 25 KBD "O2'" O2 O 0 1 N N N -29.453 8.062 -29.118 -3.480 2.740 0.130 "O2'" KBD 26 KBD "O3'" O3 O 0 1 N N N -28.961 7.383 -26.478 -1.344 3.974 -0.697 "O3'" KBD 27 KBD "O4'" O4 O 0 1 N N N -29.524 4.580 -28.366 -0.572 0.676 -0.289 "O4'" KBD 28 KBD "O5'" O5 O 0 1 N N N -30.734 4.890 -24.965 2.291 1.174 0.005 "O5'" KBD 29 KBD O6 O6 O 0 1 N N N -29.549 4.429 -35.081 -5.761 -3.523 0.982 O6 KBD 30 KBD H2 H2 H 0 1 N N N -30.729 6.783 -23.957 5.550 -0.196 1.885 H2 KBD 31 KBD H3 H3 H 0 1 N N N -31.215 7.074 -22.252 6.170 1.216 0.996 H3 KBD 32 KBD H4 H4 H 0 1 N N N -31.702 5.174 -30.374 -1.177 -1.312 1.300 H4 KBD 33 KBD H5 H5 H 0 1 N N N -34.660 10.179 -22.489 9.047 -0.532 -2.257 H5 KBD 34 KBD H6 H6 H 0 1 N N N -32.496 7.200 -25.781 6.015 -2.453 1.114 H6 KBD 35 KBD H7 H7 H 0 1 N N N -32.950 8.557 -21.750 7.508 0.931 -1.010 H7 KBD 36 KBD H8 H8 H 0 1 N N N -35.275 10.323 -24.877 9.074 -2.954 -1.814 H8 KBD 37 KBD H9 H9 H 0 1 N N N -34.198 8.829 -26.523 7.555 -3.915 -0.132 H9 KBD 38 KBD H10 H10 H 0 1 N N N -24.934 5.328 -32.297 -8.017 -0.488 -1.806 H10 KBD 39 KBD H11 H11 H 0 1 N N N -25.096 4.969 -33.983 -6.949 0.750 -2.192 H11 KBD 40 KBD H12 H12 H 0 1 N N N -32.766 5.202 -22.444 4.338 -0.148 -0.665 H12 KBD 41 KBD H13 H13 H 0 1 N N N -28.111 5.860 -29.156 -2.288 1.071 -1.420 H13 KBD 42 KBD H14 H14 H 0 1 N N N -31.017 6.726 -29.008 -2.331 1.769 1.570 H14 KBD 43 KBD H15 H15 H 0 1 N N N -30.950 6.766 -26.728 -0.693 3.411 1.196 H15 KBD 44 KBD H16 H16 H 0 1 N N N -28.613 5.012 -26.542 0.284 2.275 -1.308 H16 KBD 45 KBD H17 H17 H 0 1 N N N -31.554 4.286 -26.759 1.624 3.026 0.697 H17 KBD 46 KBD H18 H18 H 0 1 N N N -30.219 3.264 -26.125 1.003 1.615 1.586 H18 KBD 47 KBD H19 H19 H 0 1 N N N -29.971 8.774 -28.761 -3.698 3.510 0.673 H19 KBD 48 KBD H20 H20 H 0 1 N N N -28.983 7.200 -25.546 -2.045 4.581 -0.421 H20 KBD 49 KBD H21 H21 H 0 1 N N N -27.081 4.650 -34.914 -7.335 -2.251 -0.429 H21 KBD 50 # # 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 KBD O6 C6 DOUB N N 1 KBD N1 C6 SING N N 2 KBD N1 C2 SING N N 3 KBD C6 C5 SING N N 4 KBD N2 C2 SING N N 5 KBD C2 N3 DOUB N N 6 KBD C5 N7 SING Y N 7 KBD C5 C4 DOUB Y N 8 KBD N7 C8 DOUB Y N 9 KBD N3 C4 SING N N 10 KBD C4 N9 SING Y N 11 KBD C8 N9 SING Y N 12 KBD N9 "C1'" SING N N 13 KBD "C1'" "C2'" SING N N 14 KBD "C1'" "O4'" SING N N 15 KBD "O2'" "C2'" SING N N 16 KBD "C2'" "C3'" SING N N 17 KBD "O4'" "C4'" SING N N 18 KBD "C3'" "C4'" SING N N 19 KBD "C3'" "O3'" SING N N 20 KBD "C4'" "C5'" SING N N 21 KBD "C5'" "O5'" SING N N 22 KBD C19 C20 DOUB Y N 23 KBD C19 C18 SING Y N 24 KBD C20 C15 SING Y N 25 KBD "O5'" C1 SING N N 26 KBD C18 C17 DOUB Y N 27 KBD O2 C1 DOUB N N 28 KBD C1 N4 SING N N 29 KBD C15 C7 SING N N 30 KBD C15 C16 DOUB Y N 31 KBD C7 N4 SING N N 32 KBD C17 C16 SING Y N 33 KBD C7 H2 SING N N 34 KBD C7 H3 SING N N 35 KBD C8 H4 SING N N 36 KBD C17 H5 SING N N 37 KBD C20 H6 SING N N 38 KBD C16 H7 SING N N 39 KBD C18 H8 SING N N 40 KBD C19 H9 SING N N 41 KBD N2 H10 SING N N 42 KBD N2 H11 SING N N 43 KBD N4 H12 SING N N 44 KBD "C1'" H13 SING N N 45 KBD "C2'" H14 SING N N 46 KBD "C3'" H15 SING N N 47 KBD "C4'" H16 SING N N 48 KBD "C5'" H17 SING N N 49 KBD "C5'" H18 SING N N 50 KBD "O2'" H19 SING N N 51 KBD "O3'" H20 SING N N 52 KBD N1 H21 SING N N 53 # # 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 KBD SMILES ACDLabs 12.01 "N1C(c2c(N=C1N)n(cn2)C4C(C(C(COC(NCc3ccccc3)=O)O4)O)O)=O" KBD InChI InChI 1.03 "InChI=1S/C18H20N6O6/c19-17-22-14-11(15(27)23-17)21-8-24(14)16-13(26)12(25)10(30-16)7-29-18(28)20-6-9-4-2-1-3-5-9/h1-5,8,10,12-13,16,25-26H,6-7H2,(H,20,28)(H3,19,22,23,27)/t10-,12-,13-,16-/m1/s1" KBD InChIKey InChI 1.03 LCCRNJDOCQAPJZ-XNIJJKJLSA-N KBD SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](COC(=O)NCc4ccccc4)[C@@H](O)[C@H]3O" KBD SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](COC(=O)NCc4ccccc4)[CH](O)[CH]3O" KBD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNC(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O" KBD SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNC(=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 KBD "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-(benzylcarbamoyl)guanosine" KBD "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}-(phenylmethyl)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 KBD "Create component" 2018-11-19 RCSB KBD "Initial release" 2019-09-18 RCSB ##