data_8CS
# 
_chem_comp.id                                    8CS 
_chem_comp.name                                  
;(2R,4AR,5AR,11AR,12AS)-8-AMINO-2-HYDROXY-4A,5A,9,11,11A,12A-HEXAHYDRO[1,3,2]DIOXAPHOSPHININO[4',5':5,6]PYRANO[3,2-G]PTERIDINE-10,12(4H,6H)-DIONE 2-OXIDE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-12 
_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                        345.205 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8CS 
_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        ? 
_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 
8CS "O4'"  "O4'"  O 0 1 N N N -7.694  -0.929 52.287 2.207  1.386  2.233  "O4'"  8CS 1  
8CS "C4'"  "C4'"  C 0 1 N N N -8.444  -0.997 53.283 2.592  0.859  1.200  "C4'"  8CS 2  
8CS C4A    C4A    C 0 1 N N N -8.655  0.151  54.216 1.863  -0.182 0.615  C4A    8CS 3  
8CS "N5'"  "N5'"  N 0 1 N N N -8.074  1.373  54.107 0.665  -0.645 1.200  "N5'"  8CS 4  
8CS "N3'"  "N3'"  N 0 1 N N N -9.090  -2.144 53.523 3.727  1.272  0.596  "N3'"  8CS 5  
8CS "C2'"  "C2'"  C 0 1 N N N -9.916  -2.296 54.571 4.141  0.680  -0.558 "C2'"  8CS 6  
8CS "N2'"  "N2'"  N 0 1 N N N -10.535 -3.482 54.753 5.294  1.119  -1.158 "N2'"  8CS 7  
8CS "N1'"  "N1'"  N 0 1 N N N -10.155 -1.310 55.464 3.463  -0.303 -1.111 "N1'"  8CS 8  
8CS C4B    C4B    C 0 1 N N N -9.571  -0.104 55.345 2.332  -0.756 -0.559 C4B    8CS 9  
8CS "N8'"  "N8'"  N 0 1 N N N -9.835  0.858  56.238 1.628  -1.796 -1.145 "N8'"  8CS 10 
8CS C7     C7     C 0 1 N N R -9.284  2.187  56.099 0.233  -2.031 -0.757 C7     8CS 11 
8CS "C6'"  "C6'"  C 0 1 N N R -7.964  2.182  55.320 0.123  -1.945 0.773  "C6'"  8CS 12 
8CS "C7'"  "C7'"  C 0 1 N N N -7.608  3.623  55.072 -1.347 -1.990 1.142  "C7'"  8CS 13 
8CS O10    O10    O 0 1 N N N -6.503  4.052  55.338 -1.762 -2.741 1.992  O10    8CS 14 
8CS "C8'"  "C8'"  C 0 1 N N S -8.649  4.558  54.527 -2.276 -1.048 0.394  "C8'"  8CS 15 
8CS O3     O3     O 0 1 N N N -8.909  4.299  53.136 -1.929 0.296  0.783  O3     8CS 16 
8CS "O9'"  "O9'"  O 0 1 N N N -10.258 2.980  55.417 -0.607 -1.042 -1.353 "O9'"  8CS 17 
8CS "C9'"  "C9'"  C 0 1 N N R -9.909  4.365  55.369 -1.999 -1.224 -1.101 "C9'"  8CS 18 
8CS C10    C10    C 0 1 N N N -11.072 5.169  54.795 -2.830 -0.268 -1.946 C10    8CS 19 
8CS O1     O1     O 0 1 N N N -11.307 4.790  53.442 -2.486 1.090  -1.617 O1     8CS 20 
8CS P      P      P 0 1 N N R -10.139 5.025  52.376 -2.526 1.550  -0.058 P      8CS 21 
8CS O2     O2     O 0 1 N N N -10.522 4.281  51.117 -1.681 2.748  0.143  O2     8CS 22 
8CS O4     O4     O 0 1 N N N -9.826  6.502  52.378 -4.041 1.853  0.394  O4     8CS 23 
8CS "HN3'" "HN3'" H 0 0 N N N -8.953  -2.915 52.901 4.248  1.992  0.984  "HN3'" 8CS 24 
8CS "H2'1" "1H2'" H 0 0 N N N -11.114 -3.445 55.568 5.803  1.842  -0.761 "H2'1" 8CS 25 
8CS "H2'2" "2H2'" H 0 0 N N N -10.430 -4.280 54.160 5.600  0.705  -1.981 "H2'2" 8CS 26 
8CS H7     H7     H 0 1 N N N -9.059  2.599  57.094 -0.075 -3.022 -1.089 H7     8CS 27 
8CS "H6'"  "H6'"  H 0 1 N N N -7.149  1.707  55.886 0.670  -2.762 1.243  "H6'"  8CS 28 
8CS "H8'"  "H8'"  H 0 1 N N N -8.299  5.599  54.586 -3.318 -1.262 0.632  "H8'"  8CS 29 
8CS "H9'"  "H9'"  H 0 1 N N N -9.702  4.725  56.388 -2.268 -2.242 -1.383 "H9'"  8CS 30 
8CS H101   1H10   H 0 0 N N N -11.977 4.974  55.389 -2.629 -0.447 -3.002 H101   8CS 31 
8CS H102   2H10   H 0 0 N N N -10.823 6.240  54.832 -3.889 -0.432 -1.745 H102   8CS 32 
8CS HO4    HO4    H 0 1 N N N -9.760  6.811  53.274 -4.450 2.593  -0.075 HO4    8CS 33 
8CS "HN5'" "HN5'" H 0 0 N N N -7.143  1.223  53.774 0.208  -0.117 1.873  "HN5'" 8CS 34 
8CS "HN8'" "HN8'" H 0 0 N N N -10.828 0.975  56.224 2.054  -2.363 -1.806 "HN8'" 8CS 35 
# 
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 
8CS "O4'" "C4'"  DOUB N N 1  
8CS "C4'" "N3'"  SING N N 2  
8CS "C4'" C4A    SING N N 3  
8CS C4A   "N5'"  SING N N 4  
8CS C4A   C4B    DOUB N N 5  
8CS "N5'" "C6'"  SING N N 6  
8CS "N5'" "HN5'" SING N N 7  
8CS "N3'" "C2'"  SING N N 8  
8CS "N3'" "HN3'" SING N N 9  
8CS "C2'" "N2'"  SING N N 10 
8CS "C2'" "N1'"  DOUB N N 11 
8CS "N2'" "H2'1" SING N N 12 
8CS "N2'" "H2'2" SING N N 13 
8CS "N1'" C4B    SING N N 14 
8CS C4B   "N8'"  SING N N 15 
8CS "N8'" C7     SING N N 16 
8CS "N8'" "HN8'" SING N N 17 
8CS C7    "C6'"  SING N N 18 
8CS C7    "O9'"  SING N N 19 
8CS C7    H7     SING N N 20 
8CS "C6'" "C7'"  SING N N 21 
8CS "C6'" "H6'"  SING N N 22 
8CS "C7'" "C8'"  SING N N 23 
8CS "C7'" O10    DOUB N N 24 
8CS "C8'" O3     SING N N 25 
8CS "C8'" "C9'"  SING N N 26 
8CS "C8'" "H8'"  SING N N 27 
8CS O3    P      SING N N 28 
8CS "O9'" "C9'"  SING N N 29 
8CS "C9'" C10    SING N N 30 
8CS "C9'" "H9'"  SING N N 31 
8CS C10   O1     SING N N 32 
8CS C10   H101   SING N N 33 
8CS C10   H102   SING N N 34 
8CS O1    P      SING N N 35 
8CS P     O2     DOUB N N 36 
8CS P     O4     SING N N 37 
8CS O4    HO4    SING N N 38 
# 
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 
8CS SMILES           ACDLabs              10.04 O=C2C4OP(=O)(O)OCC4OC3NC=1N=C(N)NC(=O)C=1NC23                                                                                                                                
8CS InChI            InChI                1.02b InChI=1/C10H12N5O7P/c11-10-14-7-4(8(17)15-10)12-3-5(16)6-2(21-9(3)13-7)1-20-23(18,19)22-6/h2-3,6,9,12H,1H2,(H,18,19)(H4,11,13,14,15,17)/t2-,3+,6+,9-/m1/s1/f/h13,15,18H,11H2 
8CS InChIKey         InChI                1.02b PWFXLXMPGSLEOZ-YATOKMMRDW                                                                                                                                                    
8CS SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N[C@@H]3[C@H](N2)O[C@@H]4CO[P@](O)(=O)O[C@@H]4C3=O)C(=O)N1                                                                                                         
8CS SMILES           CACTVS               3.341 NC1=NC2=C(N[CH]3[CH](N2)O[CH]4CO[P](O)(=O)O[CH]4C3=O)C(=O)N1                                                                                                                 
8CS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]2[C@@H](C(=O)[C@H]3[C@@H](O2)NC4=C(N3)C(=O)NC(=N4)N)O[P@@](=O)(O1)O                                                                                                  
8CS SMILES           "OpenEye OEToolkits" 1.5.0 C1C2C(C(=O)C3C(O2)NC4=C(N3)C(=O)NC(=N4)N)OP(=O)(O1)O                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           8CS 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;(2R,4aR,5aR,11aR,12aS)-8-amino-2-hydroxy-4a,5a,9,11,11a,12a-hexahydro[1,3,2]dioxaphosphinino[4',5':5,6]pyrano[3,2-g]pteridine-10,12(4H,6H)-dione 2-oxide
;
# 
