data_Z8B # _chem_comp.id Z8B _chem_comp.name "5'-azido-8-bromo-5'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H11 Br N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-07 _chem_comp.pdbx_modified_date 2011-08-19 _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 371.150 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Z8B _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 3QYZ _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 Z8B N1 N1 N 0 1 Y N N -18.054 11.651 41.016 -4.941 -0.874 0.979 N1 Z8B 1 Z8B C2 C2 C 0 1 Y N N -18.395 12.857 41.540 -4.126 -1.898 1.158 C2 Z8B 2 Z8B N3 N3 N 0 1 Y N N -17.514 13.793 41.726 -2.834 -1.822 0.919 N3 Z8B 3 Z8B C4 C4 C 0 1 Y N N -16.115 13.577 41.383 -2.291 -0.691 0.481 C4 Z8B 4 Z8B C5 C5 C 0 1 Y N N -15.761 12.385 40.845 -3.117 0.428 0.275 C5 Z8B 5 Z8B C6 C6 C 0 1 Y N N -16.741 11.379 40.655 -4.490 0.297 0.544 C6 Z8B 6 Z8B N6 N6 N 0 1 N N N -16.372 10.138 40.098 -5.352 1.364 0.359 N6 Z8B 7 Z8B N7 N7 N 0 1 Y N N -14.412 12.421 40.606 -2.323 1.434 -0.165 N7 Z8B 8 Z8B C8 C8 C 0 1 Y N N -13.974 13.619 40.988 -1.093 1.015 -0.241 C8 Z8B 9 Z8B BR8 BR8 BR 0 0 N N N -12.116 14.176 40.857 0.378 2.061 -0.806 BR8 Z8B 10 Z8B N9 N9 N 0 1 Y N N -14.966 14.346 41.460 -1.021 -0.290 0.148 N9 Z8B 11 Z8B "C1'" C1* C 0 1 N N R -14.900 15.725 41.988 0.189 -1.115 0.200 C1* Z8B 12 Z8B "C2'" C2* C 0 1 N N R -14.082 15.927 43.159 0.623 -1.537 -1.227 C2* Z8B 13 Z8B "O2'" O2* O 0 1 N N N -14.740 15.445 44.399 -0.052 -2.729 -1.634 O2* Z8B 14 Z8B "C3'" C3* C 0 1 N N S -13.907 17.332 43.194 2.138 -1.796 -1.041 C3* Z8B 15 Z8B "O3'" O3* O 0 1 N N N -14.950 17.914 43.795 2.388 -3.191 -0.859 O3* Z8B 16 Z8B "C4'" C4* C 0 1 N N R -13.917 17.703 41.778 2.502 -1.012 0.234 C4* Z8B 17 Z8B "C5'" C5* C 0 1 N N N -12.499 18.068 41.340 3.593 0.014 -0.079 C5* Z8B 18 Z8B "O5'" O5* O 0 1 N N N -14.359 16.607 41.058 1.310 -0.342 0.678 O5* Z8B 19 Z8B N51 N51 N 0 1 N N N -12.337 18.463 39.851 4.016 0.671 1.160 N51 Z8B 20 Z8B N52 N52 N 1 1 N N N -11.262 17.893 39.344 5.087 0.600 1.497 N52 Z8B 21 Z8B N53 N53 N -1 1 N N N -10.661 18.768 38.485 6.156 0.528 1.833 N53 Z8B 22 Z8B H2 H2 H 0 1 N N N -19.425 13.042 41.809 -4.535 -2.832 1.513 H2 Z8B 23 Z8B H1N6 H1N6 H 0 0 N N N -17.179 9.552 40.025 -5.010 2.215 0.041 H1N6 Z8B 24 Z8B H2N6 H2N6 H 0 0 N N N -15.983 10.284 39.188 -6.298 1.262 0.548 H2N6 Z8B 25 Z8B "H1'" H1* H 0 1 N N N -15.956 15.909 42.236 0.028 -1.991 0.827 H1* Z8B 26 Z8B "H2'" H2* H 0 1 N N N -13.138 15.365 43.107 0.451 -0.731 -1.940 H2* Z8B 27 Z8B "HO2'" HO2* H 0 0 N N N -14.168 15.598 45.142 0.187 -3.033 -2.520 HO2* Z8B 28 Z8B "H3'" H3* H 0 1 N N N -12.999 17.635 43.735 2.698 -1.418 -1.897 H3* Z8B 29 Z8B "HO3'" HO3* H 0 0 N N N -14.956 17.681 44.716 3.322 -3.411 -0.738 HO3* Z8B 30 Z8B "H4'" H4* H 0 1 N N N -14.576 18.567 41.606 2.850 -1.699 1.005 H4* Z8B 31 Z8B "H15'" H15* H 0 0 N N N -11.862 17.189 41.519 4.446 -0.490 -0.533 H15* Z8B 32 Z8B "H25'" H25* H 0 0 N N N -12.178 18.928 41.946 3.202 0.760 -0.771 H25* Z8B 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 Z8B N53 N52 DOUB N N 1 Z8B N52 N51 DOUB N N 2 Z8B N51 "C5'" SING N N 3 Z8B N6 C6 SING N N 4 Z8B N7 C5 SING Y N 5 Z8B N7 C8 DOUB Y N 6 Z8B C6 C5 DOUB Y N 7 Z8B C6 N1 SING Y N 8 Z8B C5 C4 SING Y N 9 Z8B BR8 C8 SING N N 10 Z8B C8 N9 SING Y N 11 Z8B N1 C2 DOUB Y N 12 Z8B "O5'" "C4'" SING N N 13 Z8B "O5'" "C1'" SING N N 14 Z8B "C5'" "C4'" SING N N 15 Z8B C4 N9 SING Y N 16 Z8B C4 N3 DOUB Y N 17 Z8B N9 "C1'" SING N N 18 Z8B C2 N3 SING Y N 19 Z8B "C4'" "C3'" SING N N 20 Z8B "C1'" "C2'" SING N N 21 Z8B "C2'" "C3'" SING N N 22 Z8B "C2'" "O2'" SING N N 23 Z8B "C3'" "O3'" SING N N 24 Z8B C2 H2 SING N N 25 Z8B N6 H1N6 SING N N 26 Z8B N6 H2N6 SING N N 27 Z8B "C1'" "H1'" SING N N 28 Z8B "C2'" "H2'" SING N N 29 Z8B "O2'" "HO2'" SING N N 30 Z8B "C3'" "H3'" SING N N 31 Z8B "O3'" "HO3'" SING N N 32 Z8B "C4'" "H4'" SING N N 33 Z8B "C5'" "H15'" SING N N 34 Z8B "C5'" "H25'" 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 Z8B SMILES ACDLabs 12.01 "Brc2nc1c(ncnc1n2C3OC(C(O)C3O)C\N=[N+]=[N-])N" Z8B SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n([C@@H]3O[C@H](CN=[N+]=[N-])[C@@H](O)[C@H]3O)c(Br)nc12" Z8B SMILES CACTVS 3.370 "Nc1ncnc2n([CH]3O[CH](CN=[N+]=[N-])[CH](O)[CH]3O)c(Br)nc12" Z8B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CN=[N+]=[N-])O)O)N" Z8B SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)CN=[N+]=[N-])O)O)N" Z8B InChI InChI 1.03 "InChI=1S/C10H11BrN8O3/c11-10-17-4-7(12)14-2-15-8(4)19(10)9-6(21)5(20)3(22-9)1-16-18-13/h2-3,5-6,9,20-21H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1" Z8B InChIKey InChI 1.03 USVISQHKGJAQDS-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 Z8B "SYSTEMATIC NAME" ACDLabs 12.01 "5'-azido-8-bromo-5'-deoxyadenosine" Z8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R,3R,4S,5R)-2-(6-azanyl-8-bromo-purin-9-yl)-5-(azidomethyl)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 Z8B "Create component" 2011-03-07 RCSB Z8B "Modify aromatic_flag" 2011-06-04 RCSB Z8B "Modify descriptor" 2011-06-04 RCSB #