data_3BH # _chem_comp.id 3BH _chem_comp.name "(2R,3R,4S,5R)-2-(6,8-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 8-aminoadenosine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-28 _chem_comp.pdbx_modified_date 2021-03-01 _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 282.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3BH _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 3FZH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 3BH O15 O15 O 0 1 N N N 15.916 -5.351 3.130 -1.033 2.327 -1.214 O15 3BH 1 3BH C8 C8 C 0 1 N N R 15.947 -3.903 3.151 -1.495 0.999 -0.963 C8 3BH 2 3BH C14 C14 C 0 1 N N S 14.778 -3.277 3.914 -3.002 0.996 -0.610 C14 3BH 3 3BH O19 O19 O 0 1 N N N 13.533 -3.990 3.737 -3.415 2.291 -0.170 O19 3BH 4 3BH C13 C13 C 0 1 N N R 14.639 -1.889 3.248 -3.120 -0.026 0.538 C13 3BH 5 3BH C18 C18 C 0 1 N N N 15.280 -0.701 4.029 -4.089 -1.142 0.144 C18 3BH 6 3BH O20 O20 O 0 1 N N N 16.675 -0.928 4.156 -4.281 -2.021 1.255 O20 3BH 7 3BH O7 O7 O 0 1 N N N 15.351 -1.928 1.997 -1.809 -0.572 0.759 O7 3BH 8 3BH C3 C3 C 0 1 N N R 15.727 -3.292 1.764 -0.858 0.426 0.329 C3 3BH 9 3BH N1 N1 N 0 1 Y N N 16.962 -3.365 0.947 0.439 -0.190 0.035 N1 3BH 10 3BH C2 C2 C 0 1 Y N N 17.063 -4.127 -0.134 1.676 0.339 0.326 C2 3BH 11 3BH N6 N6 N 0 1 Y N N 16.160 -4.936 -0.734 2.103 1.455 0.904 N6 3BH 12 3BH C12 C12 C 0 1 Y N N 16.481 -5.611 -1.815 3.392 1.688 1.045 C12 3BH 13 3BH N16 N16 N 0 1 Y N N 17.762 -5.495 -2.375 4.313 0.840 0.627 N16 3BH 14 3BH C11 C11 C 0 1 Y N N 18.711 -4.656 -1.798 3.980 -0.303 0.036 C11 3BH 15 3BH N17 N17 N 0 1 N N N 19.928 -4.568 -2.341 4.955 -1.186 -0.400 N17 3BH 16 3BH C5 C5 C 0 1 Y N N 18.350 -3.955 -0.652 2.618 -0.595 -0.136 C5 3BH 17 3BH N9 N9 N 0 1 Y N N 18.978 -3.087 0.133 1.927 -1.630 -0.677 N9 3BH 18 3BH C4 C4 C 0 1 Y N N 18.131 -2.734 1.100 0.642 -1.398 -0.573 C4 3BH 19 3BH N10 N10 N 0 1 N N N 18.435 -1.876 2.079 -0.356 -2.243 -1.014 N10 3BH 20 3BH HO15 HO15 H 0 0 N N N 15.909 -5.655 2.230 -1.469 2.761 -1.960 HO15 3BH 21 3BH H8 H8 H 0 1 N N N 16.932 -3.700 3.598 -1.294 0.351 -1.816 H8 3BH 22 3BH H14 H14 H 0 1 N N N 14.971 -3.272 4.997 -3.595 0.678 -1.468 H14 3BH 23 3BH HO19 HO19 H 0 0 N N N 13.134 -4.146 4.585 -4.352 2.347 0.064 HO19 3BH 24 3BH H13 H13 H 0 1 N N N 13.556 -1.711 3.180 -3.474 0.471 1.441 H13 3BH 25 3BH H18 H18 H 0 1 N N N 15.107 0.237 3.481 -5.045 -0.708 -0.145 H18 3BH 26 3BH H18A H18A H 0 0 N N N 14.825 -0.625 5.027 -3.675 -1.702 -0.695 H18A 3BH 27 3BH HO20 HO20 H 0 0 N N N 17.068 -0.979 3.293 -4.885 -2.754 1.076 HO20 3BH 28 3BH H3 H3 H 0 1 N N N 14.953 -3.837 1.204 -0.752 1.206 1.083 H3 3BH 29 3BH H12 H12 H 0 1 N N N 15.752 -6.261 -2.276 3.706 2.605 1.520 H12 3BH 30 3BH HN17 HN17 H 0 0 N N N 19.848 -4.546 -3.338 5.893 -0.973 -0.275 HN17 3BH 31 3BH HN1A HN1A H 0 0 N N N 20.375 -3.731 -2.024 4.699 -2.018 -0.829 HN1A 3BH 32 3BH HN10 HN10 H 0 0 N N N 18.511 -2.371 2.945 -1.287 -1.994 -0.901 HN10 3BH 33 3BH HN1B HN1B H 0 0 N N N 19.306 -1.430 1.873 -0.127 -3.085 -1.437 HN1B 3BH 34 # # 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 3BH O15 C8 SING N N 1 3BH C8 C14 SING N N 2 3BH C8 C3 SING N N 3 3BH C14 O19 SING N N 4 3BH C14 C13 SING N N 5 3BH C13 C18 SING N N 6 3BH C13 O7 SING N N 7 3BH C18 O20 SING N N 8 3BH O7 C3 SING N N 9 3BH C3 N1 SING N N 10 3BH N1 C2 SING Y N 11 3BH N1 C4 SING Y N 12 3BH C2 N6 DOUB Y N 13 3BH C2 C5 SING Y N 14 3BH N6 C12 SING Y N 15 3BH C12 N16 DOUB Y N 16 3BH N16 C11 SING Y N 17 3BH C11 N17 SING N N 18 3BH C11 C5 DOUB Y N 19 3BH C5 N9 SING Y N 20 3BH N9 C4 DOUB Y N 21 3BH C4 N10 SING N N 22 3BH O15 HO15 SING N N 23 3BH C8 H8 SING N N 24 3BH C14 H14 SING N N 25 3BH O19 HO19 SING N N 26 3BH C13 H13 SING N N 27 3BH C18 H18 SING N N 28 3BH C18 H18A SING N N 29 3BH O20 HO20 SING N N 30 3BH C3 H3 SING N N 31 3BH C12 H12 SING N N 32 3BH N17 HN17 SING N N 33 3BH N17 HN1A SING N N 34 3BH N10 HN10 SING N N 35 3BH N10 HN1B SING N N 36 # # 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 3BH SMILES ACDLabs 10.04 "n2c1c(ncnc1n(c2N)C3OC(C(O)C3O)CO)N" 3BH SMILES_CANONICAL CACTVS 3.341 "Nc1nc2c(N)ncnc2n1[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O" 3BH SMILES CACTVS 3.341 "Nc1nc2c(N)ncnc2n1[CH]3O[CH](CO)[CH](O)[CH]3O" 3BH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(c(n2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N" 3BH SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(c(n2)N)C3C(C(C(O3)CO)O)O)N" 3BH InChI InChI 1.03 "InChI=1S/C10H14N6O4/c11-7-4-8(14-2-13-7)16(10(12)15-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,15)(H2,11,13,14)/t3-,5-,6-,9-/m1/s1" 3BH InChIKey InChI 1.03 DVGWFQILDUEEGX-UUOKFMHZSA-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 3BH "SYSTEMATIC NAME" ACDLabs 10.04 8-aminoadenosine 3BH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5R)-2-(6,8-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3BH "Create component" 2009-01-28 PDBJ 3BH "Modify aromatic_flag" 2011-06-04 RCSB 3BH "Modify descriptor" 2011-06-04 RCSB 3BH "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3BH _pdbx_chem_comp_synonyms.name 8-aminoadenosine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##