data_ATG
# 
_chem_comp.id                                    ATG 
_chem_comp.name                                  "PHOSPHOTHIOPHOSPHORIC ACID-ADENYLATE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O12 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        523.247 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ATG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1BIF 
_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 
ATG PG     PG   P 0 1 N N R 56.636 55.440 55.352 1.339  -0.207 -6.590 PG     ATG 1  
ATG O1G    O1G  O 0 1 N N N 58.061 55.042 55.384 1.878  1.157  -6.402 O1G    ATG 2  
ATG O2G    O2G  O 0 1 N N N 55.728 54.405 54.766 2.274  -1.017 -7.620 O2G    ATG 3  
ATG S3G    S3G  S 0 1 N N N 56.282 56.994 54.525 -0.629 -0.088 -7.367 S3G    ATG 4  
ATG PB     PB   P 0 1 N N S 54.982 55.076 57.658 0.362  -0.113 -4.198 PB     ATG 5  
ATG O1B    O1B  O 0 1 N N N 54.339 56.352 58.064 0.917  1.250  -4.047 O1B    ATG 6  
ATG O2B    O2B  O 0 1 N N N 54.227 54.225 56.710 -1.115 -0.024 -4.829 O2B    ATG 7  
ATG O3B    O3B  O 0 1 N N N 56.328 55.495 56.952 1.311  -0.973 -5.174 O3B    ATG 8  
ATG PA     PA   P 0 1 N N S 54.787 52.673 59.295 -0.670 0.082  -1.837 PA     ATG 9  
ATG O1A    O1A  O 0 1 N N N 53.374 52.273 59.130 -0.099 1.443  -1.722 O1A    ATG 10 
ATG O2A    O2A  O 0 1 N N N 55.886 52.011 58.553 -2.131 0.168  -2.507 O2A    ATG 11 
ATG O3A    O3A  O 0 1 N N N 55.039 54.317 59.013 0.289  -0.825 -2.756 O3A    ATG 12 
ATG "O5'"  O5*  O 0 1 N N N 55.020 52.695 60.868 -0.789 -0.574 -0.372 "O5'"  ATG 13 
ATG "C5'"  C5*  C 0 1 N N N 54.657 51.604 61.673 -1.648 0.273  0.392  "C5'"  ATG 14 
ATG "C4'"  C4*  C 0 1 N N R 55.054 52.000 63.100 -1.805 -0.298 1.803  "C4'"  ATG 15 
ATG "O4'"  O4*  O 0 1 N N N 54.318 53.121 63.482 -0.524 -0.347 2.470  "O4'"  ATG 16 
ATG "C3'"  C3*  C 0 1 N N S 54.867 50.924 64.173 -2.668 0.642  2.673  "C3'"  ATG 17 
ATG "O3'"  O3*  O 0 1 N N N 55.842 51.126 65.176 -4.018 0.178  2.724  "O3'"  ATG 18 
ATG "C2'"  C2*  C 0 1 N N R 53.533 51.382 64.793 -2.014 0.563  4.073  "C2'"  ATG 19 
ATG "O2'"  O2*  O 0 1 N N N 53.294 50.906 66.137 -2.943 0.051  5.031  "O2'"  ATG 20 
ATG "C1'"  C1*  C 0 1 N N R 53.699 52.915 64.701 -0.832 -0.411 3.879  "C1'"  ATG 21 
ATG N9     N9   N 0 1 Y N N 52.369 53.545 64.622 0.320  0.019  4.674  N9     ATG 22 
ATG C8     C8   C 0 1 Y N N 51.121 53.015 64.352 1.297  0.882  4.274  C8     ATG 23 
ATG N7     N7   N 0 1 Y N N 50.067 53.802 64.441 2.166  1.042  5.229  N7     ATG 24 
ATG C5     C5   C 0 1 Y N N 50.682 54.985 64.781 1.800  0.299  6.301  C5     ATG 25 
ATG C6     C6   C 0 1 Y N N 50.181 56.268 65.082 2.341  0.074  7.579  C6     ATG 26 
ATG N6     N6   N 0 1 N N N 48.762 56.564 64.951 3.510  0.701  7.973  N6     ATG 27 
ATG N1     N1   N 0 1 Y N N 51.049 57.230 65.496 1.701  -0.750 8.401  N1     ATG 28 
ATG C2     C2   C 0 1 Y N N 52.399 57.010 65.449 0.585  -1.353 8.033  C2     ATG 29 
ATG N3     N3   N 0 1 Y N N 53.022 55.849 65.144 0.045  -1.177 6.845  N3     ATG 30 
ATG C4     C4   C 0 1 Y N N 52.106 54.866 64.816 0.614  -0.370 5.956  C4     ATG 31 
ATG HOG2   2HOG H 0 0 N N N 54.813 54.660 54.745 2.263  -0.526 -8.453 HOG2   ATG 32 
ATG HSG3   3HSG H 0 0 N N N 55.367 57.249 54.504 -0.923 -1.398 -7.460 HSG3   ATG 33 
ATG HOB2   2HOB H 0 0 N N N 54.638 53.408 56.450 -1.439 -0.932 -4.910 HOB2   ATG 34 
ATG HOA2   2HOA H 0 0 N N N 56.794 52.268 58.659 -2.466 -0.737 -2.563 HOA2   ATG 35 
ATG "H5'1" 1H5* H 0 0 N N N 53.587 51.307 61.570 -2.626 0.327  -0.087 "H5'1" ATG 36 
ATG "H5'2" 2H5* H 0 0 N N N 55.094 50.634 61.338 -1.216 1.271  0.450  "H5'2" ATG 37 
ATG "H4'"  H4*  H 0 1 N N N 56.151 52.189 63.046 -2.249 -1.292 1.762  "H4'"  ATG 38 
ATG "H3'"  H3*  H 0 1 N N N 54.916 49.875 63.795 -2.629 1.661  2.289  "H3'"  ATG 39 
ATG "HO3'" *HO3 H 0 0 N N N 55.726 50.458 65.841 -4.507 0.801  3.279  "HO3'" ATG 40 
ATG "H2'"  H2*  H 0 1 N N N 52.634 50.975 64.273 -1.652 1.544  4.381  "H2'"  ATG 41 
ATG "HO2'" *HO2 H 0 0 N N N 52.471 51.188 66.519 -3.683 0.672  5.062  "HO2'" ATG 42 
ATG "H1'"  H1*  H 0 1 N N N 54.258 53.328 65.572 -1.126 -1.424 4.157  "H1'"  ATG 43 
ATG H8     H8   H 0 1 N N N 50.965 51.961 64.064 1.343  1.361  3.307  H8     ATG 44 
ATG HN61   1HN6 H 0 0 N N N 48.399 57.492 65.168 3.871  0.540  8.859  HN61   ATG 45 
ATG HN62   2HN6 H 0 0 N N N 48.242 55.882 65.504 3.970  1.298  7.363  HN62   ATG 46 
ATG H2     H2   H 0 1 N N N 53.058 57.863 65.682 0.097  -2.016 8.732  H2     ATG 47 
# 
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 
ATG PG    O1G    DOUB N N 1  
ATG PG    O2G    SING N N 2  
ATG PG    S3G    SING N N 3  
ATG PG    O3B    SING N N 4  
ATG O2G   HOG2   SING N N 5  
ATG S3G   HSG3   SING N N 6  
ATG PB    O1B    DOUB N N 7  
ATG PB    O2B    SING N N 8  
ATG PB    O3B    SING N N 9  
ATG PB    O3A    SING N N 10 
ATG O2B   HOB2   SING N N 11 
ATG PA    O1A    DOUB N N 12 
ATG PA    O2A    SING N N 13 
ATG PA    O3A    SING N N 14 
ATG PA    "O5'"  SING N N 15 
ATG O2A   HOA2   SING N N 16 
ATG "O5'" "C5'"  SING N N 17 
ATG "C5'" "C4'"  SING N N 18 
ATG "C5'" "H5'1" SING N N 19 
ATG "C5'" "H5'2" SING N N 20 
ATG "C4'" "O4'"  SING N N 21 
ATG "C4'" "C3'"  SING N N 22 
ATG "C4'" "H4'"  SING N N 23 
ATG "O4'" "C1'"  SING N N 24 
ATG "C3'" "O3'"  SING N N 25 
ATG "C3'" "C2'"  SING N N 26 
ATG "C3'" "H3'"  SING N N 27 
ATG "O3'" "HO3'" SING N N 28 
ATG "C2'" "O2'"  SING N N 29 
ATG "C2'" "C1'"  SING N N 30 
ATG "C2'" "H2'"  SING N N 31 
ATG "O2'" "HO2'" SING N N 32 
ATG "C1'" N9     SING N N 33 
ATG "C1'" "H1'"  SING N N 34 
ATG N9    C8     SING Y N 35 
ATG N9    C4     SING Y N 36 
ATG C8    N7     DOUB Y N 37 
ATG C8    H8     SING N N 38 
ATG N7    C5     SING Y N 39 
ATG C5    C6     SING Y N 40 
ATG C5    C4     DOUB Y N 41 
ATG C6    N6     SING N N 42 
ATG C6    N1     DOUB Y N 43 
ATG N6    HN61   SING N N 44 
ATG N6    HN62   SING N N 45 
ATG N1    C2     SING Y N 46 
ATG C2    N3     DOUB Y N 47 
ATG C2    H2     SING N N 48 
ATG N3    C4     SING Y N 49 
# 
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 
ATG SMILES           ACDLabs              10.04 O=P(O)(S)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
ATG InChI            InChI                1.02b 
InChI=1/C10H16N5O12P3S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(25-10)1-24-28(18,19)26-29(20,21)27-30(22,23)31/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H,20,21)(H2,11,12,13)(H2,22,23,31)/t4-,6-,7-,10-/m1/s1/f/h18,20,22,31H,11H2 
ATG InChIKey         InChI                1.02b NLTUCYMLOPLUHL-UUTPWICHDZ 
ATG SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P@@](O)(S)=O)[C@@H](O)[C@H]3O 
ATG SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(S)=O)[CH](O)[CH]3O 
ATG 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)O[P@@](=O)(O)S)O)O)N 
ATG SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=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 
ATG "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(S)-hydroxy(thiophosphonooxy)phosphoryl]oxy}phosphoryl]adenosine"                                                             
ATG "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-hydroxy-phosphoryl]oxy-sulfanyl-phosphinic acid" 
# 
