data_AZZ # _chem_comp.id AZZ _chem_comp.name "3'-azido-3'-deoxythymidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C10 H13 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Azidothymidine; Zidovudine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 267.241 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AZZ _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 3B9L _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 AZZ "O5'" "O5'" O 0 1 N N N 35.524 2.484 18.430 2.898 3.324 0.013 "O5'" AZZ 1 AZZ "C5'" "C5'" C 0 1 N N N 35.628 2.473 17.017 2.924 1.994 -0.508 "C5'" AZZ 2 AZZ "C4'" "C4'" C 0 1 N N S 34.662 1.459 16.443 2.232 1.048 0.475 "C4'" AZZ 3 AZZ "O4'" "O4'" O 0 1 N N N 33.310 1.849 16.765 0.823 1.350 0.565 "O4'" AZZ 4 AZZ "C3'" "C3'" C 0 1 N N S 34.770 1.446 14.915 2.257 -0.407 -0.059 "C3'" AZZ 5 AZZ "N3'" "N3'" N 0 1 N N N 35.796 0.495 14.451 3.499 -1.083 0.322 "N3'" AZZ 6 AZZ "N4'" "N4'" N 1 1 N N N 36.020 0.377 13.345 3.715 -2.119 -0.057 "N4'" AZZ 7 AZZ "N5'" "N5'" N -1 1 N N N 36.254 0.269 12.246 3.930 -3.155 -0.436 "N5'" AZZ 8 AZZ "C2'" "C2'" C 0 1 N N N 33.328 1.114 14.453 1.041 -1.038 0.663 "C2'" AZZ 9 AZZ "C1'" "C1'" C 0 1 N N R 32.438 1.417 15.698 0.172 0.169 1.065 "C1'" AZZ 10 AZZ N1 N1 N 0 1 N N N 31.435 2.521 15.454 -1.160 0.045 0.469 N1 AZZ 11 AZZ C2 C2 C 0 1 N N N 30.669 2.985 16.510 -1.297 0.073 -0.870 C2 AZZ 12 AZZ O2 O2 O 0 1 N N N 30.798 2.505 17.630 -0.311 0.201 -1.570 O2 AZZ 13 AZZ N3 N3 N 0 1 N N N 29.755 3.991 16.316 -2.509 -0.039 -1.444 N3 AZZ 14 AZZ C4 C4 C 0 1 N N N 29.574 4.562 15.080 -3.612 -0.182 -0.681 C4 AZZ 15 AZZ O4 O4 O 0 1 N N N 28.752 5.459 14.937 -4.709 -0.284 -1.200 O4 AZZ 16 AZZ C5 C5 C 0 1 N N N 30.357 4.100 13.963 -3.482 -0.213 0.728 C5 AZZ 17 AZZ C5A C5A C 0 1 N N N 30.188 4.706 12.589 -4.699 -0.372 1.603 C5A AZZ 18 AZZ C6 C6 C 0 1 N N N 31.268 3.092 14.171 -2.254 -0.104 1.278 C6 AZZ 19 AZZ "HO5'" "HO5'" H 0 0 N N N 36.131 3.121 18.788 3.320 3.979 -0.560 "HO5'" AZZ 20 AZZ "H5'" "H5'" H 0 1 N N N 35.386 3.472 16.625 2.403 1.968 -1.465 "H5'" AZZ 21 AZZ "H5'A" "H5'A" H 0 0 N N N 36.655 2.204 16.728 3.958 1.679 -0.649 "H5'A" AZZ 22 AZZ "H4'" "H4'" H 0 1 N N N 34.888 0.458 16.840 2.701 1.107 1.457 "H4'" AZZ 23 AZZ "H3'" "H3'" H 0 1 N N N 35.024 2.459 14.569 2.121 -0.427 -1.140 "H3'" AZZ 24 AZZ "H2'" "H2'" H 0 1 N N N 33.036 1.749 13.603 0.493 -1.694 -0.014 "H2'" AZZ 25 AZZ "H2'A" "H2'A" H 0 0 N N N 33.246 0.055 14.165 1.365 -1.586 1.548 "H2'A" AZZ 26 AZZ "H1'" "H1'" H 0 1 N N N 31.907 0.498 15.986 0.091 0.223 2.151 "H1'" AZZ 27 AZZ HN3 HN3 H 0 1 N N N 29.210 4.314 17.090 -2.589 -0.017 -2.410 HN3 AZZ 28 AZZ H5A H5A H 0 1 N N N 30.875 4.215 11.884 -5.589 -0.447 0.979 H5A AZZ 29 AZZ H5AA H5AA H 0 0 N N N 29.151 4.563 12.250 -4.599 -1.276 2.204 H5AA AZZ 30 AZZ H5AB H5AB H 0 0 N N N 30.415 5.781 12.632 -4.789 0.493 2.260 H5AB AZZ 31 AZZ H6 H6 H 0 1 N N N 31.863 2.732 13.345 -2.135 -0.130 2.351 H6 AZZ 32 # # 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 AZZ "O5'" "C5'" SING N N 1 AZZ "C5'" "C4'" SING N N 2 AZZ "C4'" "O4'" SING N N 3 AZZ "C4'" "C3'" SING N N 4 AZZ "O4'" "C1'" SING N N 5 AZZ "C3'" "N3'" SING N N 6 AZZ "C3'" "C2'" SING N N 7 AZZ "N3'" "N4'" DOUB N N 8 AZZ "N4'" "N5'" DOUB N N 9 AZZ "C2'" "C1'" SING N N 10 AZZ "C1'" N1 SING N N 11 AZZ N1 C2 SING N N 12 AZZ N1 C6 SING N N 13 AZZ C2 O2 DOUB N N 14 AZZ C2 N3 SING N N 15 AZZ N3 C4 SING N N 16 AZZ C4 O4 DOUB N N 17 AZZ C4 C5 SING N N 18 AZZ C5 C5A SING N N 19 AZZ C5 C6 DOUB N N 20 AZZ "O5'" "HO5'" SING N N 21 AZZ "C5'" "H5'" SING N N 22 AZZ "C5'" "H5'A" SING N N 23 AZZ "C4'" "H4'" SING N N 24 AZZ "C3'" "H3'" SING N N 25 AZZ "C2'" "H2'" SING N N 26 AZZ "C2'" "H2'A" SING N N 27 AZZ "C1'" "H1'" SING N N 28 AZZ N3 HN3 SING N N 29 AZZ C5A H5A SING N N 30 AZZ C5A H5AA SING N N 31 AZZ C5A H5AB SING N N 32 AZZ C6 H6 SING N N 33 # # 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 AZZ SMILES ACDLabs 12.01 "O=C1NC(=O)N(C=C1C)C2OC(C(\N=[N+]=[N-])C2)CO" AZZ InChI InChI 1.03 "InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1" AZZ InChIKey InChI 1.03 HBOMLICNUCNMMY-XLPZGREQSA-N AZZ SMILES_CANONICAL CACTVS 3.370 "CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)C(=O)NC1=O" AZZ SMILES CACTVS 3.370 "CC1=CN([CH]2C[CH](N=[N+]=[N-])[CH](CO)O2)C(=O)NC1=O" AZZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-]" AZZ SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)N=[N+]=[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 AZZ "SYSTEMATIC NAME" ACDLabs 12.01 "3'-azido-3'-deoxythymidine" AZZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AZZ "Create component" 2007-11-14 PDBJ AZZ "Modify descriptor" 2011-06-04 RCSB AZZ "Modify synonyms" 2012-07-12 RCSB AZZ "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 AZZ Azidothymidine ? ? 2 AZZ Zidovudine ? ? ##