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        ?
##
