data_A5J
# 
_chem_comp.id                                    A5J 
_chem_comp.name                                  "(1R)-1-[6-amino-5-(dihydroxyamino)-2-hydroxypyridin-3-yl]-1,4-anhydro-2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-D-erythro-pentitol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H18 N3 O15 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-07-10 
_chem_comp.pdbx_modified_date                    2018-07-13 
_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                        513.182 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A5J 
_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        5W6K 
_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 
A5J N      N1  N 0 1 N N N 20.034 -16.417 -6.531  4.096  3.079  1.162  N      A5J 1  
A5J C1     C1  C 0 1 Y N N 18.912 -19.817 -7.384  4.495  -0.088 -0.665 C1     A5J 2  
A5J C2     C2  C 0 1 Y N N 18.502 -20.340 -6.094  5.723  0.155  -1.261 C2     A5J 3  
A5J O2     O1  O 0 1 N N N 18.061 -21.420 -5.856  6.277  -0.791 -2.062 O2     A5J 4  
A5J N3     N2  N 0 1 Y N N 18.660 -19.445 -5.024  6.361  1.297  -1.061 N3     A5J 5  
A5J C4     C3  C 0 1 Y N N 19.139 -18.184 -5.087  5.858  2.247  -0.288 C4     A5J 6  
A5J N4     N3  N 0 1 N N N 19.198 -17.513 -3.933  6.564  3.434  -0.105 N4     A5J 7  
A5J C5     C4  C 0 1 Y N N 19.517 -17.719 -6.336  4.627  2.070  0.344  C5     A5J 8  
A5J C6     C5  C 0 1 Y N N 19.385 -18.573 -7.473  3.933  0.882  0.152  C6     A5J 9  
A5J "C1'"  C6  C 0 1 N N R 18.700 -20.828 -8.458  3.775  -1.390 -0.906 "C1'"  A5J 10 
A5J "C2'"  C7  C 0 1 N N N 17.261 -20.763 -8.958  4.239  -2.466 0.108  "C2'"  A5J 11 
A5J "C3'"  C8  C 0 1 N N S 17.429 -19.841 -10.155 3.024  -3.426 0.140  "C3'"  A5J 12 
A5J "O3'"  O2  O 0 1 N N N 16.355 -19.844 -11.082 3.250  -4.547 -0.716 "O3'"  A5J 13 
A5J "C4'"  C9  C 0 1 N N R 18.737 -20.312 -10.703 1.854  -2.571 -0.382 "C4'"  A5J 14 
A5J "O4'"  O3  O 0 1 N N N 19.504 -20.575 -9.568  2.365  -1.249 -0.632 "O4'"  A5J 15 
A5J "C5'"  C10 C 0 1 N N N 19.382 -19.267 -11.584 0.744  -2.511 0.670  "C5'"  A5J 16 
A5J "O5'"  O4  O 0 1 N N N 19.557 -18.081 -10.866 -0.384 -1.816 0.133  "O5'"  A5J 17 
A5J ON1    O5  O 0 1 N N N 20.067 -15.648 -5.594  3.265  4.000  0.387  ON1    A5J 18 
A5J ON2    O6  O 0 1 N N N 20.419 -16.136 -7.626  3.343  2.507  2.279  ON2    A5J 19 
A5J O1A    O7  O 0 1 N N N 19.696 -16.717 -13.052 -1.413 -0.884 2.241  O1A    A5J 20 
A5J O1B    O8  O 0 1 N N N 15.527 -17.427 -11.758 -3.487 1.696  1.045  O1B    A5J 21 
A5J O1G    O9  O 0 1 N N N 15.585 -13.918 -14.714 -7.292 0.529  -0.083 O1G    A5J 22 
A5J O2A    O10 O 0 1 N N N 20.182 -15.601 -11.032 -2.445 -2.977 1.279  O2A    A5J 23 
A5J O2B    O11 O 0 1 N N N 17.048 -17.533 -13.496 -4.827 -0.395 1.498  O2B    A5J 24 
A5J O2G    O12 O 0 1 N N N 17.903 -14.669 -14.526 -6.383 2.684  -1.031 O2G    A5J 25 
A5J O3A    O13 O 0 1 N N N 17.814 -16.390 -11.364 -2.736 -0.642 0.105  O3A    A5J 26 
A5J O3B    O14 O 0 1 N N N 16.098 -15.217 -12.708 -4.887 0.529  -0.850 O3B    A5J 27 
A5J O3G    O15 O 0 1 N N N 17.183 -12.887 -13.233 -6.874 0.611  -2.570 O3G    A5J 28 
A5J PA     P1  P 0 1 N N N 19.333 -16.698 -11.598 -1.737 -1.565 0.967  PA     A5J 29 
A5J PB     P2  P 0 1 N N N 16.665 -16.639 -12.370 -4.002 0.282  0.472  PB     A5J 30 
A5J PG     P3  P 0 1 N N N 16.690 -14.206 -13.774 -6.379 1.076  -1.111 PG     A5J 31 
A5J H21    H1  H 0 1 N N N 17.882 -21.492 -4.926  6.029  -0.714 -2.993 H21    A5J 32 
A5J H41    H2  H 0 1 N N N 18.860 -18.093 -3.192  7.420  3.561  -0.543 H41    A5J 33 
A5J H42    H3  H 0 1 N N N 20.145 -17.253 -3.747  6.199  4.132  0.460  H42    A5J 34 
A5J H61    H4  H 0 1 N N N 19.679 -18.197 -8.442  2.977  0.717  0.628  H61    A5J 35 
A5J "H1'1" H5  H 0 0 N N N 18.893 -21.834 -8.057  3.935  -1.732 -1.929 "H1'1" A5J 36 
A5J "H2'1" H6  H 0 0 N N N 16.587 -20.331 -8.203  5.131  -2.980 -0.250 "H2'1" A5J 37 
A5J "H2'2" H7  H 0 0 N N N 16.889 -21.754 -9.257  4.414  -2.026 1.090  "H2'2" A5J 38 
A5J "H3'1" H8  H 0 0 N N N 17.569 -18.819 -9.773  2.829  -3.759 1.160  "H3'1" A5J 39 
A5J "H3'2" H9  H 0 0 N N N 15.566 -19.532 -10.654 4.012  -5.087 -0.465 "H3'2" A5J 40 
A5J "H4'1" H10 H 0 0 N N N 18.578 -21.229 -11.289 1.467  -2.998 -1.308 "H4'1" A5J 41 
A5J "H5'1" H11 H 0 0 N N N 18.737 -19.075 -12.454 0.449  -3.523 0.945  "H5'1" A5J 42 
A5J "H5'2" H12 H 0 0 N N N 20.361 -19.633 -11.927 1.108  -1.986 1.553  "H5'2" A5J 43 
A5J HN11   H13 H 0 0 N N N 19.714 -16.074 -4.822  2.877  4.715  0.910  HN11   A5J 44 
A5J HN21   H14 H 0 0 N N N 20.740 -15.242 -7.630  2.958  3.166  2.872  HN21   A5J 45 
A5J H1     H15 H 0 1 N N N 15.395 -18.228 -12.251 -2.939 2.195  0.424  H1     A5J 46 
A5J H2     H16 H 0 1 N N N 20.710 -15.219 -11.724 -2.686 -3.479 0.488  H2     A5J 47 
A5J H3     H17 H 0 1 N N N 17.713 -14.683 -15.457 -5.805 3.112  -1.678 H3     A5J 48 
A5J H4     H18 H 0 1 N N N 16.678 -12.179 -13.615 -7.767 0.905  -2.796 H4     A5J 49 
# 
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 
A5J O1G   PG     DOUB N N 1  
A5J O2G   PG     SING N N 2  
A5J PG    O3G    SING N N 3  
A5J PG    O3B    SING N N 4  
A5J O2B   PB     DOUB N N 5  
A5J O1A   PA     DOUB N N 6  
A5J O3B   PB     SING N N 7  
A5J PB    O1B    SING N N 8  
A5J PB    O3A    SING N N 9  
A5J PA    O3A    SING N N 10 
A5J PA    O2A    SING N N 11 
A5J PA    "O5'"  SING N N 12 
A5J "C5'" "O5'"  SING N N 13 
A5J "C5'" "C4'"  SING N N 14 
A5J "O3'" "C3'"  SING N N 15 
A5J "C4'" "C3'"  SING N N 16 
A5J "C4'" "O4'"  SING N N 17 
A5J "C3'" "C2'"  SING N N 18 
A5J "O4'" "C1'"  SING N N 19 
A5J "C2'" "C1'"  SING N N 20 
A5J "C1'" C1     SING N N 21 
A5J ON2   N      SING N N 22 
A5J C6    C1     DOUB Y N 23 
A5J C6    C5     SING Y N 24 
A5J C1    C2     SING Y N 25 
A5J N     C5     SING N N 26 
A5J N     ON1    SING N N 27 
A5J C5    C4     DOUB Y N 28 
A5J C2    O2     SING N N 29 
A5J C2    N3     DOUB Y N 30 
A5J C4    N3     SING Y N 31 
A5J C4    N4     SING N N 32 
A5J O2    H21    SING N N 33 
A5J N4    H41    SING N N 34 
A5J N4    H42    SING N N 35 
A5J C6    H61    SING N N 36 
A5J "C1'" "H1'1" SING N N 37 
A5J "C2'" "H2'1" SING N N 38 
A5J "C2'" "H2'2" SING N N 39 
A5J "C3'" "H3'1" SING N N 40 
A5J "O3'" "H3'2" SING N N 41 
A5J "C4'" "H4'1" SING N N 42 
A5J "C5'" "H5'1" SING N N 43 
A5J "C5'" "H5'2" SING N N 44 
A5J ON1   HN11   SING N N 45 
A5J ON2   HN21   SING N N 46 
A5J O1B   H1     SING N N 47 
A5J O2A   H2     SING N N 48 
A5J O2G   H3     SING N N 49 
A5J O3G   H4     SING N N 50 
# 
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 
A5J SMILES           ACDLabs              12.01 "N(c1c(nc(c(c1)C2CC(O)C(O2)COP(=O)(O)OP(O)(=O)OP(=O)(O)O)O)N)(O)O"                                                                                                                                    
A5J InChI            InChI                1.03  "InChI=1S/C10H18N3O15P3/c11-9-5(13(16)17)1-4(10(15)12-9)7-2-6(14)8(26-7)3-25-30(21,22)28-31(23,24)27-29(18,19)20/h1,6-8,14,16-17H,2-3H2,(H,21,22)(H,23,24)(H3,11,12,15)(H2,18,19,20)/t6-,7+,8+/m0/s1" 
A5J InChIKey         InChI                1.03  KAFFDRNDCIZAAZ-XLPZGREQSA-N                                                                                                                                                                           
A5J SMILES_CANONICAL CACTVS               3.385 "Nc1nc(O)c(cc1N(O)O)[C@H]2C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2"                                                                                                                     
A5J SMILES           CACTVS               3.385 "Nc1nc(O)c(cc1N(O)O)[CH]2C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2"                                                                                                                         
A5J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(c(nc(c1N(O)O)N)O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O"                                                                                                                         
A5J SMILES           "OpenEye OEToolkits" 2.0.6 "c1c(c(nc(c1N(O)O)N)O)C2CC(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O"                                                                                                                                      
# 
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 
A5J "SYSTEMATIC NAME" ACDLabs              12.01 "(1R)-1-[6-amino-5-(dihydroxyamino)-2-hydroxypyridin-3-yl]-1,4-anhydro-2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-D-erythro-pentitol" 
A5J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},5~{R})-5-[6-azanyl-5-[bis(oxidanyl)amino]-2-oxidanyl-pyridin-3-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen 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 
A5J "Create component" 2017-07-10 RCSB 
A5J "Initial release"  2018-07-18 RCSB 
# 
