data_6AZ
# 
_chem_comp.id                                    6AZ 
_chem_comp.name                                  
;6-azidouridine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H12 N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         6-AZIDO-UMP 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-02-16 
_chem_comp.pdbx_modified_date                    2009-03-20 
_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                        365.193 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6AZ 
_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        2ZZ6 
_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 
6AZ O3P    O3P    O 0  1 N N N 24.527 -17.212 7.698  -5.719 0.106  0.030  O3P    6AZ 1  
6AZ P      P      P 0  1 N N N 24.409 -16.297 8.898  -4.685 -0.835 0.519  P      6AZ 2  
6AZ O1P    O1P    O 0  1 N N N 25.712 -15.508 9.122  -5.106 -1.386 1.972  O1P    6AZ 3  
6AZ O2P    O2P    O 0  1 N N N 23.240 -15.320 8.753  -4.556 -2.069 -0.506 O2P    6AZ 4  
6AZ "O5'"  "O5'"  O 0  1 N N N 24.084 -17.192 10.162 -3.271 -0.072 0.623  "O5'"  6AZ 5  
6AZ "C5'"  "C5'"  C 0  1 N N N 25.137 -17.654 11.023 -2.678 0.620  -0.478 "C5'"  6AZ 6  
6AZ "C4'"  "C4'"  C 0  1 N N R 24.414 -18.277 12.219 -1.344 1.228  -0.038 "C4'"  6AZ 7  
6AZ "C3'"  "C3'"  C 0  1 N N S 23.725 -17.331 13.167 -0.744 2.086  -1.174 "C3'"  6AZ 8  
6AZ "O3'"  "O3'"  O 0  1 N N N 22.635 -17.988 13.809 -1.031 3.470  -0.962 "O3'"  6AZ 9  
6AZ "C2'"  "C2'"  C 0  1 N N R 24.835 -16.969 14.171 0.776  1.827  -1.077 "C2'"  6AZ 10 
6AZ "O2'"  "O2'"  O 0  1 N N N 24.321 -16.452 15.355 1.474  3.043  -0.802 "O2'"  6AZ 11 
6AZ "O4'"  "O4'"  O 0  1 N N N 25.373 -18.965 13.084 -0.369 0.188  0.193  "O4'"  6AZ 12 
6AZ "C1'"  "C1'"  C 0  1 N N R 25.521 -18.267 14.363 0.914  0.844  0.106  "C1'"  6AZ 13 
6AZ N1     N1     N 0  1 N N N 26.982 -18.314 14.721 1.970  -0.135 -0.165 N1     6AZ 14 
6AZ C6     C6     C 0  1 N N N 27.447 -18.991 15.916 3.113  -0.154 0.622  C6     6AZ 15 
6AZ C5     C5     C 0  1 N N N 28.777 -19.208 16.081 4.115  -1.109 0.338  C5     6AZ 16 
6AZ C4     C4     C 0  1 N N N 29.721 -18.806 15.109 3.904  -2.007 -0.741 C4     6AZ 17 
6AZ O4     O4     O 0  1 N N N 30.928 -19.011 15.124 4.744  -2.844 -1.016 O4     6AZ 18 
6AZ N3     N3     N 0  1 N N N 29.205 -18.102 13.994 2.768  -1.926 -1.459 N3     6AZ 19 
6AZ C2     C2     C 0  1 N N N 27.906 -17.816 13.755 1.824  -1.014 -1.172 C2     6AZ 20 
6AZ O2     O2     O 0  1 N N N 27.532 -17.207 12.800 0.811  -0.981 -1.844 O2     6AZ 21 
6AZ N7     N7     N 0  1 N N N 26.478 -19.093 16.944 3.261  0.699  1.610  N7     6AZ 22 
6AZ "H5'"  "H5'"  H 0  1 N N N 25.770 -18.395 10.513 -2.506 -0.079 -1.296 "H5'"  6AZ 23 
6AZ "H5'A" "H5'A" H 0  0 N N N 25.813 -16.840 11.325 -3.347 1.413  -0.812 "H5'A" 6AZ 24 
6AZ "H4'"  "H4'"  H 0  1 N N N 23.662 -18.911 11.727 -1.480 1.830  0.860  "H4'"  6AZ 25 
6AZ "H3'"  "H3'"  H 0  1 N N N 23.296 -16.445 12.676 -1.128 1.761  -2.142 "H3'"  6AZ 26 
6AZ "HO3'" "HO3'" H 0  0 N N N 22.847 -18.134 14.723 -0.678 4.054  -1.647 "HO3'" 6AZ 27 
6AZ "H2'"  "H2'"  H 0  1 N N N 25.509 -16.174 13.817 1.146  1.375  -1.997 "H2'"  6AZ 28 
6AZ "HO2'" "HO2'" H 0  0 N N N 24.204 -17.155 15.983 1.371  3.720  -1.486 "HO2'" 6AZ 29 
6AZ "H1'"  "H1'"  H 0  1 N N N 25.046 -18.698 15.257 1.127  1.386  1.027  "H1'"  6AZ 30 
6AZ H5     H5     H 0  1 N N N 29.122 -19.700 16.978 5.019  -1.155 0.928  H5     6AZ 31 
6AZ HN3    HN3    H 0  1 N N N 29.868 -17.785 13.316 2.627  -2.540 -2.196 HN3    6AZ 32 
6AZ N8     N8     N 1  1 N N N 26.157 -20.291 16.944 4.192  0.673  2.240  N8     6AZ 33 
6AZ N9     N9     N -1 1 N N N 25.836 -21.489 16.944 5.122  0.648  2.870  N9     6AZ 34 
6AZ H11    H11    H 0  1 N N N 26.132 -15.345 8.286  -5.950 -1.857 1.985  H11    6AZ 35 
6AZ H12    H12    H 0  1 N N N 22.888 -15.118 9.612  -3.895 -2.727 -0.248 H12    6AZ 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 
6AZ O3P   P      DOUB N N 1  
6AZ P     O1P    SING N N 2  
6AZ P     O2P    SING N N 3  
6AZ P     "O5'"  SING N N 4  
6AZ "O5'" "C5'"  SING N N 5  
6AZ "C5'" "C4'"  SING N N 6  
6AZ "C5'" "H5'"  SING N N 7  
6AZ "C5'" "H5'A" SING N N 8  
6AZ "C4'" "C3'"  SING N N 9  
6AZ "C4'" "O4'"  SING N N 10 
6AZ "C4'" "H4'"  SING N N 11 
6AZ "C3'" "O3'"  SING N N 12 
6AZ "C3'" "C2'"  SING N N 13 
6AZ "C3'" "H3'"  SING N N 14 
6AZ "O3'" "HO3'" SING N N 15 
6AZ "C2'" "O2'"  SING N N 16 
6AZ "C2'" "C1'"  SING N N 17 
6AZ "C2'" "H2'"  SING N N 18 
6AZ "O2'" "HO2'" SING N N 19 
6AZ "O4'" "C1'"  SING N N 20 
6AZ "C1'" N1     SING N N 21 
6AZ "C1'" "H1'"  SING N N 22 
6AZ N1    C6     SING N N 23 
6AZ N1    C2     SING N N 24 
6AZ C6    C5     DOUB N N 25 
6AZ C6    N7     SING N N 26 
6AZ C5    C4     SING N N 27 
6AZ C5    H5     SING N N 28 
6AZ C4    O4     DOUB N N 29 
6AZ C4    N3     SING N N 30 
6AZ N3    C2     SING N N 31 
6AZ N3    HN3    SING N N 32 
6AZ C2    O2     DOUB N N 33 
6AZ N7    N8     DOUB N N 34 
6AZ N8    N9     DOUB N N 35 
6AZ O1P   H11    SING N N 36 
6AZ O2P   H12    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 
6AZ SMILES           ACDLabs              10.04 [N-]=[N+]=N\C=1N(C(=O)NC(=O)C=1)C2OC(C(O)C2O)COP(=O)(O)O                                                                                                             
6AZ InChI            InChI                1.02b InChI=1/C9H12N5O9P/c10-13-12-4-1-5(15)11-9(18)14(4)8-7(17)6(16)3(23-8)2-22-24(19,20)21/h1,3,6-8,16-17H,2H2,(H,11,15,18)(H2,19,20,21)/t3-,6-,7-,8-/m1/s1/f/h11,19-20H 
6AZ InChIKey         InChI                1.02b GBBWDDPNGBRVEX-MSZSEFPQDF                                                                                                                                            
6AZ SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C(=O)NC(=O)C=C2N=[N+]=[N-]                                                                                            
6AZ SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C(=O)NC(=O)C=C2N=[N+]=[N-]                                                                                                   
6AZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=C(N(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N=[N+]=[N-]                                                                                           
6AZ SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(N(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(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 
6AZ "SYSTEMATIC NAME" ACDLabs              10.04 
;6-azidouridine 5'-(dihydrogen phosphate)
;
6AZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-azido-2,4-dioxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
