data_AT4
# 
_chem_comp.id                                    AT4 
_chem_comp.name                                  "5'-O-[(R)-HYDROXY(THIOPHOSPHONOOXY)PHOSPHORYL]ADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N5 O9 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;ADENOSINE 5'-O-(2-THIODIPHOSPHATE)
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        443.267 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AT4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
AT4 "O5'"  O5*  O 0 1 N N N 36.995 -50.729 25.885 -2.013 2.885  2.340  "O5'"  AT4 1  
AT4 "C5'"  C5*  C 0 1 N N N 36.974 -52.028 26.483 -0.881 2.428  1.621  "C5'"  AT4 2  
AT4 "C4'"  C4*  C 0 1 N N R 35.616 -52.713 26.317 -0.199 1.333  2.429  "C4'"  AT4 3  
AT4 "O4'"  O4*  O 0 1 N N N 34.632 -51.898 26.983 -1.128 0.236  2.584  "O4'"  AT4 4  
AT4 "C3'"  C3*  C 0 1 N N S 35.205 -52.744 24.844 1.032  0.761  1.734  "C3'"  AT4 5  
AT4 "O3'"  O3*  O 0 1 N N N 34.219 -53.752 24.609 1.918  0.238  2.725  "O3'"  AT4 6  
AT4 "C2'"  C2*  C 0 1 N N R 34.563 -51.367 24.703 0.447  -0.380 0.926  "C2'"  AT4 7  
AT4 "C1'"  C1*  C 0 1 N N R 33.731 -51.388 25.984 -0.616 -0.910 1.877  "C1'"  AT4 8  
AT4 N1     N1   N 0 1 Y N N 29.538 -48.649 27.199 -2.532 -5.444 0.316  N1     AT4 9  
AT4 C2     C2   C 0 1 Y N N 29.633 -49.933 26.899 -1.384 -5.125 0.960  C2     AT4 10 
AT4 N3     N3   N 0 1 Y N N 30.790 -50.495 26.598 -0.937 -3.909 1.343  N3     AT4 11 
AT4 C4     C4   C 0 1 Y N N 31.916 -49.770 26.590 -1.815 -2.957 0.996  C4     AT4 12 
AT4 C5     C5   C 0 1 Y N N 31.857 -48.418 26.899 -3.023 -3.129 0.339  C5     AT4 13 
AT4 C6     C6   C 0 1 Y N N 30.623 -47.863 27.208 -3.373 -4.431 -0.004 C6     AT4 14 
AT4 N6     N6   N 0 1 N N N 30.517 -46.571 27.510 -4.580 -4.698 -0.672 N6     AT4 15 
AT4 N7     N7   N 0 1 Y N N 33.096 -47.939 26.824 -3.651 -1.923 0.154  N7     AT4 16 
AT4 C8     C8   C 0 1 Y N N 33.902 -48.942 26.485 -2.841 -1.034 0.689  C8     AT4 17 
AT4 N9     N9   N 0 1 Y N N 33.191 -50.057 26.342 -1.713 -1.611 1.213  N9     AT4 18 
AT4 "O2'"  O2*  O 0 1 N N N 33.691 -51.314 23.570 1.399  -1.370 0.596  "O2'"  AT4 19 
AT4 PA     PA   P 0 1 N N R 38.352 -49.863 25.906 -2.943 4.058  1.724  PA     AT4 20 
AT4 O2A    O2A  O 0 1 N N N 38.147 -48.703 24.808 -4.113 4.459  2.575  O2A    AT4 21 
AT4 O1A    O1A  O 0 1 N N N 38.675 -49.337 27.250 -1.916 5.264  1.393  O1A    AT4 22 
AT4 O3A    O3A  O 0 1 N N N 39.489 -50.839 25.315 -3.338 3.483  0.265  O3A    AT4 23 
AT4 PB     PB   P 0 1 N N R 40.911 -50.275 24.810 -4.142 4.155  -0.971 PB     AT4 24 
AT4 O1B    O1B  O 0 1 N N N 40.993 -48.842 25.170 -5.546 4.564  -0.613 O1B    AT4 25 
AT4 O2B    O2B  O 0 1 N N N 41.963 -51.186 25.315 -3.205 5.432  -1.324 O2B    AT4 26 
AT4 S3B    S3B  S 0 1 N N N 40.793 -50.448 22.887 -4.134 2.828  -2.594 S3B    AT4 27 
AT4 "H5'1" 1H5* H 0 0 N N N 37.743 -52.650 26.001 -1.204 2.036  0.655  "H5'1" AT4 28 
AT4 "H5'2" 2H5* H 0 0 N N N 37.168 -51.911 27.559 -0.195 3.262  1.465  "H5'2" AT4 29 
AT4 "H4'"  H4*  H 0 1 N N N 35.682 -53.734 26.720 0.033  1.713  3.429  "H4'"  AT4 30 
AT4 "H3'"  H3*  H 0 1 N N N 36.032 -52.958 24.150 1.592  1.484  1.136  "H3'"  AT4 31 
AT4 "HO3'" HO3* H 0 0 N N N 34.000 -53.772 23.685 1.488  0.385  3.581  "HO3'" AT4 32 
AT4 "H2'"  H2*  H 0 1 N N N 35.262 -50.528 24.570 -0.005 0.000  0.002  "H2'"  AT4 33 
AT4 "H1'"  H1*  H 0 1 N N N 32.831 -52.011 25.875 -0.213 -1.625 2.603  "H1'"  AT4 34 
AT4 H2     H2   H 0 1 N N N 28.739 -50.540 26.900 -0.735 -5.961 1.201  H2     AT4 35 
AT4 HN61   1HN6 H 0 0 N N N 30.490 -46.462 28.504 -5.208 -3.943 -0.874 HN61   AT4 36 
AT4 HN62   2HN6 H 0 0 N N N 31.304 -46.077 27.141 -4.843 -5.648 -0.854 HN62   AT4 37 
AT4 H8     H8   H 0 1 N N N 34.970 -48.863 26.347 -3.013 0.033  0.727  H8     AT4 38 
AT4 "HO2'" HO2* H 0 0 N N N 32.788 -51.302 23.865 2.249  -0.917 0.452  "HO2'" AT4 39 
AT4 HO1A   HO1A H 0 0 N N N 38.744 -50.058 27.865 -2.277 6.128  1.102  HO1A   AT4 40 
AT4 HO2B   HO2B H 0 0 N N N 42.576 -51.381 24.616 -3.549 6.114  -1.939 HO2B   AT4 41 
AT4 HS3B   HS3B H 0 0 N N N 40.767 -49.266 22.346 -5.445 2.869  -2.876 HS3B   AT4 42 
# 
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 
AT4 "O5'" PA     SING N N 1  
AT4 "O5'" "C5'"  SING N N 2  
AT4 "C5'" "C4'"  SING N N 3  
AT4 "C5'" "H5'1" SING N N 4  
AT4 "C5'" "H5'2" SING N N 5  
AT4 "C4'" "C3'"  SING N N 6  
AT4 "C4'" "O4'"  SING N N 7  
AT4 "C4'" "H4'"  SING N N 8  
AT4 "O4'" "C1'"  SING N N 9  
AT4 "C3'" "O3'"  SING N N 10 
AT4 "C3'" "C2'"  SING N N 11 
AT4 "C3'" "H3'"  SING N N 12 
AT4 "O3'" "HO3'" SING N N 13 
AT4 "C2'" "O2'"  SING N N 14 
AT4 "C2'" "C1'"  SING N N 15 
AT4 "C2'" "H2'"  SING N N 16 
AT4 "C1'" N9     SING N N 17 
AT4 "C1'" "H1'"  SING N N 18 
AT4 N1    C2     DOUB Y N 19 
AT4 N1    C6     SING Y N 20 
AT4 C2    N3     SING Y N 21 
AT4 C2    H2     SING N N 22 
AT4 N3    C4     DOUB Y N 23 
AT4 C4    N9     SING Y N 24 
AT4 C4    C5     SING Y N 25 
AT4 C5    N7     SING Y N 26 
AT4 C5    C6     DOUB Y N 27 
AT4 C6    N6     SING N N 28 
AT4 N6    HN61   SING N N 29 
AT4 N6    HN62   SING N N 30 
AT4 N7    C8     DOUB Y N 31 
AT4 C8    N9     SING Y N 32 
AT4 C8    H8     SING N N 33 
AT4 "O2'" "HO2'" SING N N 34 
AT4 PA    O2A    DOUB N N 35 
AT4 PA    O3A    SING N N 36 
AT4 PA    O1A    SING N N 37 
AT4 O1A   HO1A   SING N N 38 
AT4 O3A   PB     SING N N 39 
AT4 PB    S3B    SING N N 40 
AT4 PB    O1B    DOUB N N 41 
AT4 PB    O2B    SING N N 42 
AT4 O2B   HO2B   SING N N 43 
AT4 S3B   HS3B   SING N N 44 
# 
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 
AT4 SMILES           ACDLabs              10.04 O=P(O)(S)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O                                                                                                                                                      
AT4 InChI            InChI                1.02b InChI=1/C10H15N5O9P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(23-10)1-22-25(18,19)24-26(20,21)27/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H2,20,21,27)/t4-,6-,7-,10-/m1/s1/f/h18,20,27H,11H2 
AT4 InChIKey         InChI                1.02b HCIKUKNAJRJFOW-CJMSHAANDV                                                                                                                                                                              
AT4 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@@](O)(S)=O)[C@@H](O)[C@H]3O                                                                                                                             
AT4 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(S)=O)[CH](O)[CH]3O                                                                                                                                      
AT4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)S)O)O)N                                                                                                                      
AT4 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)S)O)O)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 
AT4 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-hydroxy(thiophosphonooxy)phosphoryl]adenosine"                                                                 
AT4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-sulfanyl-phosphinic acid" 
# 
