data_KEA # _chem_comp.id KEA _chem_comp.name "2'-azido-2'-deoxycytidine 5'-(dihydrogen phosphate)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H13 N6 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2'-azidocytidine monophosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-28 _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 348.209 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEA _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 6N54 _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 KEA C02 C1 C 0 1 N N S -18.972 -4.885 -35.017 -0.103 -1.997 0.420 C02 KEA 1 KEA C03 C2 C 0 1 N N R -19.631 -4.069 -36.158 -0.942 -1.010 -0.423 C03 KEA 2 KEA C04 C3 C 0 1 N N N -19.205 -4.687 -37.535 -2.226 -0.633 0.320 C04 KEA 3 KEA C11 C4 C 0 1 N N R -21.361 -4.123 -34.589 1.229 -0.376 -0.818 C11 KEA 4 KEA C12 C5 C 0 1 N N R -20.141 -4.898 -33.949 1.358 -1.570 0.153 C12 KEA 5 KEA C17 C6 C 0 1 N N N -23.140 -6.075 -34.201 3.217 0.915 -1.426 C17 KEA 6 KEA C18 C7 C 0 1 N N N -24.405 -6.581 -33.905 4.147 1.855 -1.136 C18 KEA 7 KEA C19 C8 C 0 1 N N N -25.526 -5.676 -33.609 4.082 2.519 0.106 C19 KEA 8 KEA C21 C9 C 0 1 N N N -23.964 -3.833 -33.944 2.202 1.294 0.658 C21 KEA 9 KEA N13 N1 N 0 1 N N N -19.620 -4.295 -32.678 2.106 -2.663 -0.472 N13 KEA 10 KEA N14 N2 N 1 1 N N N -20.516 -4.031 -31.714 2.309 -3.607 0.103 N14 KEA 11 KEA N15 N3 N -1 1 N N N -21.298 -3.798 -30.869 2.513 -4.550 0.679 N15 KEA 12 KEA N16 N4 N 0 1 N N N -22.814 -4.724 -34.243 2.241 0.639 -0.516 N16 KEA 13 KEA N20 N5 N 0 1 N N N -25.267 -4.354 -33.640 3.116 2.214 0.963 N20 KEA 14 KEA N23 N6 N 0 1 N N N -26.834 -6.117 -33.303 5.014 3.479 0.428 N23 KEA 15 KEA O01 O1 O 0 1 N N N -17.816 -4.230 -34.573 -0.320 -3.339 -0.018 O01 KEA 16 KEA O05 O2 O 0 1 N N N -18.178 -3.992 -38.090 -3.006 0.245 -0.494 O05 KEA 17 KEA O07 O3 O 0 1 N N N -17.248 -2.495 -40.007 -5.329 -0.267 0.349 O07 KEA 18 KEA O08 O4 O 0 1 N N N -19.687 -2.108 -39.287 -4.209 1.811 1.242 O08 KEA 19 KEA O09 O5 O 0 1 N N N -17.721 -1.462 -37.792 -5.079 1.682 -1.236 O09 KEA 20 KEA O10 O6 O 0 1 N N N -21.047 -4.153 -35.937 -0.096 0.149 -0.584 O10 KEA 21 KEA O22 O7 O 0 1 N N N -23.754 -2.634 -33.965 1.324 1.031 1.463 O22 KEA 22 KEA P06 P1 P 0 1 N N N -18.267 -2.388 -38.869 -4.426 0.843 -0.026 P06 KEA 23 KEA H1 H1 H 0 1 N N N -18.768 -5.912 -35.355 -0.343 -1.898 1.479 H1 KEA 24 KEA H2 H2 H 0 1 N N N -19.285 -3.026 -36.108 -1.178 -1.446 -1.394 H2 KEA 25 KEA H3 H3 H 0 1 N N N -20.065 -4.664 -38.220 -2.799 -1.535 0.534 H3 KEA 26 KEA H4 H4 H 0 1 N N N -18.889 -5.729 -37.378 -1.971 -0.133 1.254 H4 KEA 27 KEA H5 H5 H 0 1 N N N -21.335 -3.089 -34.214 1.328 -0.714 -1.850 H5 KEA 28 KEA H6 H6 H 0 1 N N N -20.441 -5.941 -33.769 1.839 -1.258 1.080 H6 KEA 29 KEA H7 H7 H 0 1 N N N -22.355 -6.785 -34.414 3.246 0.392 -2.371 H7 KEA 30 KEA H8 H8 H 0 1 N N N -24.564 -7.649 -33.893 4.927 2.092 -1.844 H8 KEA 31 KEA H10 H10 H 0 1 N N N -27.555 -5.450 -33.113 5.719 3.700 -0.201 H10 KEA 32 KEA H11 H11 H 0 1 N N N -27.038 -7.096 -33.277 4.966 3.934 1.283 H11 KEA 33 KEA H12 H12 H 0 1 N N N -17.415 -4.733 -33.874 0.226 -3.995 0.437 H12 KEA 34 KEA H13 H13 H 0 1 N N N -19.731 -2.038 -40.233 -3.626 2.562 1.068 H13 KEA 35 KEA H14 H14 H 0 1 N N N -16.864 -1.145 -38.051 -5.938 2.072 -1.024 H14 KEA 36 # # 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 KEA O07 P06 DOUB N N 1 KEA O08 P06 SING N N 2 KEA P06 O05 SING N N 3 KEA P06 O09 SING N N 4 KEA O05 C04 SING N N 5 KEA C04 C03 SING N N 6 KEA C03 O10 SING N N 7 KEA C03 C02 SING N N 8 KEA O10 C11 SING N N 9 KEA C02 O01 SING N N 10 KEA C02 C12 SING N N 11 KEA C11 N16 SING N N 12 KEA C11 C12 SING N N 13 KEA N16 C17 SING N N 14 KEA N16 C21 SING N N 15 KEA C17 C18 DOUB N N 16 KEA O22 C21 DOUB N N 17 KEA C12 N13 SING N N 18 KEA C21 N20 SING N N 19 KEA C18 C19 SING N N 20 KEA N20 C19 DOUB N N 21 KEA C19 N23 SING N N 22 KEA N13 N14 DOUB N N 23 KEA N14 N15 DOUB N N 24 KEA C02 H1 SING N N 25 KEA C03 H2 SING N N 26 KEA C04 H3 SING N N 27 KEA C04 H4 SING N N 28 KEA C11 H5 SING N N 29 KEA C12 H6 SING N N 30 KEA C17 H7 SING N N 31 KEA C18 H8 SING N N 32 KEA N23 H10 SING N N 33 KEA N23 H11 SING N N 34 KEA O01 H12 SING N N 35 KEA O08 H13 SING N N 36 KEA O09 H14 SING N N 37 # # 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 KEA SMILES ACDLabs 12.01 "C2(O)C(C(N1C=CC(N)=NC1=O)OC2COP(=O)(O)O)N=[N+]=[N-]" KEA InChI InChI 1.03 "InChI=1S/C9H13N6O7P/c10-5-1-2-15(9(17)12-5)8-6(13-14-11)7(16)4(22-8)3-21-23(18,19)20/h1-2,4,6-8,16H,3H2,(H2,10,12,17)(H2,18,19,20)/t4-,6-,7-,8-/m1/s1" KEA InChIKey InChI 1.03 GXKFYGVDGIPSIP-XVFCMESISA-N KEA SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2N=[N+]=[N-]" KEA SMILES CACTVS 3.385 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2N=[N+]=[N-]" KEA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)N=[N+]=[N-]" KEA SMILES "OpenEye OEToolkits" 2.0.7 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)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 KEA "SYSTEMATIC NAME" ACDLabs 12.01 "2'-azido-2'-deoxycytidine 5'-(dihydrogen phosphate)" KEA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-4-azido-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KEA "Create component" 2018-11-28 RCSB KEA "Other modification" 2019-01-22 RCSB KEA "Initial release" 2019-11-27 RCSB KEA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KEA _pdbx_chem_comp_synonyms.name "2'-azidocytidine monophosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##