data_5NB # _chem_comp.id 5NB _chem_comp.name "5'-amino-8-bromo-5'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H13 Br N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-06 _chem_comp.pdbx_modified_date 2012-03-09 _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 345.153 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5NB _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 3V8N _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 5NB "O2'" O2* O 0 1 N N N 18.201 8.064 13.110 -0.943 2.686 -1.442 O2* 5NB 1 5NB "C2'" C2* C 0 1 N N R 19.119 8.832 13.848 -1.255 1.350 -1.040 C2* 5NB 2 5NB "C3'" C3* C 0 1 N N S 19.464 8.151 15.164 -2.774 1.195 -0.808 C3* 5NB 3 5NB "O3'" O3* O 0 1 N N N 18.480 7.207 15.504 -3.448 2.430 -1.060 O3* 5NB 4 5NB "C4'" C4* C 0 1 N N R 19.444 9.254 16.193 -2.889 0.810 0.683 C4* 5NB 5 5NB "C5'" C5* C 0 1 N N N 20.883 9.645 16.386 -4.013 -0.208 0.885 C5* 5NB 6 5NB "N5'" N5* N 0 1 N N N 20.998 10.942 17.043 -4.185 -0.470 2.321 N5* 5NB 7 5NB "O4'" O4* O 0 1 N N N 18.766 10.340 15.615 -1.612 0.222 1.012 O4* 5NB 8 5NB "C1'" C1* C 0 1 N N R 18.398 10.069 14.262 -0.631 1.041 0.339 C1* 5NB 9 5NB N9 N9 N 0 1 Y N N 18.832 11.212 13.477 0.624 0.303 0.177 N9 5NB 10 5NB C8 C8 C 0 1 Y N N 18.028 12.141 13.033 0.750 -1.012 -0.159 C8 5NB 11 5NB BR8 BR8 BR 0 0 N N N 16.191 12.122 13.320 -0.692 -2.189 -0.496 BR8 5NB 12 5NB N7 N7 N 0 1 Y N N 18.687 13.065 12.380 2.010 -1.338 -0.215 N7 5NB 13 5NB C5 C5 C 0 1 Y N N 19.948 12.725 12.407 2.769 -0.256 0.082 C5 5NB 14 5NB C4 C4 C 0 1 Y N N 20.049 11.548 13.109 1.890 0.811 0.331 C4 5NB 15 5NB N3 N3 N 0 1 Y N N 21.243 10.994 13.269 2.391 2.001 0.648 N3 5NB 16 5NB C2 C2 C 0 1 Y N N 22.294 11.572 12.759 3.693 2.180 0.729 C2 5NB 17 5NB N1 N1 N 0 1 Y N N 22.233 12.693 12.089 4.558 1.208 0.503 N1 5NB 18 5NB C6 C6 C 0 1 Y N N 21.085 13.295 11.890 4.150 -0.014 0.176 C6 5NB 19 5NB N6 N6 N 0 1 N N N 21.057 14.412 11.212 5.064 -1.026 -0.059 N6 5NB 20 5NB H1 H1 H 0 1 N N N 18.618 7.260 12.823 -1.310 2.933 -2.302 H1 5NB 21 5NB H2 H2 H 0 1 N N N 20.029 9.070 13.278 -0.905 0.637 -1.786 H2 5NB 22 5NB H3 H3 H 0 1 N N N 20.465 7.699 15.107 -3.178 0.405 -1.441 H3 5NB 23 5NB H4 H4 H 0 1 N N N 18.710 6.791 16.327 -3.357 2.750 -1.968 H4 5NB 24 5NB H5 H5 H 0 1 N N N 18.989 8.915 17.136 -3.068 1.697 1.291 H5 5NB 25 5NB H6 H6 H 0 1 N N N 21.381 8.884 17.006 -4.942 0.189 0.475 H6 5NB 26 5NB H7 H7 H 0 1 N N N 21.375 9.697 15.403 -3.758 -1.137 0.375 H7 5NB 27 5NB H8 H8 H 0 1 N N N 21.964 11.174 17.157 -4.358 0.386 2.826 H8 5NB 28 5NB H9 H9 H 0 1 N N N 20.552 11.640 16.483 -4.922 -1.140 2.480 H9 5NB 29 5NB H11 H11 H 0 1 N N N 17.312 9.924 14.169 -0.462 1.963 0.895 H11 5NB 30 5NB H12 H12 H 0 1 N N N 23.258 11.104 12.896 4.067 3.159 0.989 H12 5NB 31 5NB H13 H13 H 0 1 N N N 21.985 14.654 10.928 6.015 -0.848 0.015 H13 5NB 32 5NB H14 H14 H 0 1 N N N 20.481 14.296 10.403 4.754 -1.914 -0.297 H14 5NB 33 # 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 5NB N6 C6 SING N N 1 5NB C6 N1 DOUB Y N 2 5NB C6 C5 SING Y N 3 5NB N1 C2 SING Y N 4 5NB N7 C5 SING Y N 5 5NB N7 C8 DOUB Y N 6 5NB C5 C4 DOUB Y N 7 5NB C2 N3 DOUB Y N 8 5NB C8 BR8 SING N N 9 5NB C8 N9 SING Y N 10 5NB C4 N3 SING Y N 11 5NB C4 N9 SING Y N 12 5NB "O2'" "C2'" SING N N 13 5NB N9 "C1'" SING N N 14 5NB "C2'" "C1'" SING N N 15 5NB "C2'" "C3'" SING N N 16 5NB "C1'" "O4'" SING N N 17 5NB "C3'" "O3'" SING N N 18 5NB "C3'" "C4'" SING N N 19 5NB "O4'" "C4'" SING N N 20 5NB "C4'" "C5'" SING N N 21 5NB "C5'" "N5'" SING N N 22 5NB "O2'" H1 SING N N 23 5NB "C2'" H2 SING N N 24 5NB "C3'" H3 SING N N 25 5NB "O3'" H4 SING N N 26 5NB "C4'" H5 SING N N 27 5NB "C5'" H6 SING N N 28 5NB "C5'" H7 SING N N 29 5NB "N5'" H8 SING N N 30 5NB "N5'" H9 SING N N 31 5NB "C1'" H11 SING N N 32 5NB C2 H12 SING N N 33 5NB N6 H13 SING N N 34 5NB N6 H14 SING N N 35 # 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 5NB SMILES ACDLabs 12.01 "Brc2nc1c(ncnc1n2C3OC(C(O)C3O)CN)N" 5NB InChI InChI 1.03 "InChI=1S/C10H13BrN6O3/c11-10-16-4-7(13)14-2-15-8(4)17(10)9-6(19)5(18)3(1-12)20-9/h2-3,5-6,9,18-19H,1,12H2,(H2,13,14,15)/t3-,5-,6-,9-/m1/s1" 5NB InChIKey InChI 1.03 WSWAKFOKHOTDLO-UUOKFMHZSA-N 5NB SMILES_CANONICAL CACTVS 3.370 "NC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2c(Br)nc3c(N)ncnc23" 5NB SMILES CACTVS 3.370 "NC[CH]1O[CH]([CH](O)[CH]1O)n2c(Br)nc3c(N)ncnc23" 5NB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CN)O)O)N" 5NB SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)CN)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 5NB "SYSTEMATIC NAME" ACDLabs 12.01 "5'-amino-8-bromo-5'-deoxyadenosine" 5NB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3S,4R,5R)-2-(aminomethyl)-5-(6-azanyl-8-bromanyl-purin-9-yl)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 5NB "Create component" 2012-01-06 RCSB #