data_ACK
# 
_chem_comp.id                                    ACK 
_chem_comp.name                                  "(3AR,4R,6R,6AR)-4-(6-AMINO-9H-PURIN-9-YL)-6-(HYDROXYMETHYL)TETRAHYDROFURO[3,4-D][1,3,2]DIOXAPHOSPHOL-2-OL 2-OXIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-16 
_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                        329.206 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ACK 
_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        2IVS 
_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 
ACK O3P    O3P  O 0 1 N N N 8.120  8.326  -1.931 -2.866 2.385  -1.605 O3P    ACK 1  
ACK P      P    P 0 1 N N R 7.439  7.283  -2.739 -2.685 1.890  -0.222 P      ACK 2  
ACK O1P    O1P  O 0 1 N N N 5.929  7.357  -2.895 -3.243 2.928  0.876  O1P    ACK 3  
ACK O2P    O2P  O 0 1 N N N 7.696  5.765  -2.205 -1.122 1.523  0.066  O2P    ACK 4  
ACK "O5'"  O5*  O 0 1 N N N 8.142  7.069  -4.160 -3.372 0.422  -0.035 "O5'"  ACK 5  
ACK "C5'"  C5*  C 0 1 N N R 8.862  5.828  -4.242 -2.372 -0.478 -0.545 "C5'"  ACK 6  
ACK "C4'"  C4*  C 0 1 N N R 8.579  5.052  -5.528 -2.246 -1.680 0.417  "C4'"  ACK 7  
ACK "O4'"  O4*  O 0 1 N N N 7.771  3.910  -5.169 -0.832 -1.971 0.460  "O4'"  ACK 8  
ACK "C3'"  C3*  C 0 1 N N N 9.884  4.586  -6.196 -3.022 -2.882 -0.124 "C3'"  ACK 9  
ACK "O3'"  O3*  O 0 1 N N N 10.592 3.707  -5.329 -2.927 -3.966 0.803  "O3'"  ACK 10 
ACK "C1'"  C1*  C 0 1 N N R 7.324  4.067  -3.830 -0.178 -0.684 0.493  "C1'"  ACK 11 
ACK N9     N9   N 0 1 Y N N 7.091  2.739  -3.219 1.213  -0.806 0.051  N9     ACK 12 
ACK C8     C8   C 0 1 Y N N 7.904  1.662  -3.279 1.729  -1.804 -0.721 C8     ACK 13 
ACK N7     N7   N 0 1 Y N N 7.340  0.609  -2.645 2.998  -1.599 -0.923 N7     ACK 14 
ACK C5     C5   C 0 1 Y N N 6.161  1.041  -2.170 3.375  -0.457 -0.300 C5     ACK 15 
ACK C6     C6   C 0 1 Y N N 5.105  0.427  -1.384 4.587  0.241  -0.164 C6     ACK 16 
ACK N6     N6   N 0 1 N N N 5.267  -0.865 -0.985 5.744  -0.225 -0.764 N6     ACK 17 
ACK N1     N1   N 0 1 Y N N 4.056  1.207  -1.056 4.595  1.363  0.549  N1     ACK 18 
ACK C2     C2   C 0 1 Y N N 3.942  2.506  -1.433 3.496  1.815  1.125  C2     ACK 19 
ACK N3     N3   N 0 1 Y N N 4.865  3.145  -2.171 2.341  1.192  1.030  N3     ACK 20 
ACK C4     C4   C 0 1 Y N N 5.991  2.448  -2.549 2.235  0.063  0.337  C4     ACK 21 
ACK "C2'"  C2*  C 0 1 N N R 8.364  4.925  -3.120 -0.981 0.194  -0.493 "C2'"  ACK 22 
ACK HO1    HO1  H 0 1 N N N 5.522  7.372  -2.037 -4.194 3.011  0.725  HO1    ACK 23 
ACK "H5'"  H5*  H 0 1 N N N 9.932  6.078  -4.191 -2.616 -0.805 -1.556 "H5'"  ACK 24 
ACK "H4'"  H4*  H 0 1 N N N 8.057  5.697  -6.250 -2.608 -1.411 1.410  "H4'"  ACK 25 
ACK "H3'1" 1H3* H 0 0 N N N 10.512 5.463  -6.410 -4.068 -2.609 -0.257 "H3'1" ACK 26 
ACK "H3'2" 2H3* H 0 0 N N N 9.644  4.058  -7.131 -2.600 -3.186 -1.082 "H3'2" ACK 27 
ACK "H3'"  H3*  H 0 1 N N N 10.750 2.882  -5.773 -3.428 -4.702 0.425  "H3'"  ACK 28 
ACK "H1'"  H1*  H 0 1 N N N 6.354  4.580  -3.756 -0.221 -0.263 1.497  "H1'"  ACK 29 
ACK H8     H8   H 0 1 N N N 8.868  1.644  -3.765 1.167  -2.642 -1.108 H8     ACK 30 
ACK H6N1   1H6N H 0 0 N N N 6.117  -0.949 -0.466 6.573  0.268  -0.666 H6N1   ACK 31 
ACK H6N2   2H6N H 0 0 N N N 5.307  -1.460 -1.788 5.726  -1.047 -1.279 H6N2   ACK 32 
ACK H2     H2   H 0 1 N N N 3.064  3.054  -1.124 3.548  2.731  1.696  H2     ACK 33 
ACK "H2'"  H2*  H 0 1 N N N 9.139  4.341  -2.603 -0.499 0.227  -1.470 "H2'"  ACK 34 
# 
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 
ACK O3P   P      DOUB N N 1  
ACK P     O1P    SING N N 2  
ACK P     O2P    SING N N 3  
ACK P     "O5'"  SING N N 4  
ACK O1P   HO1    SING N N 5  
ACK O2P   "C2'"  SING N N 6  
ACK "O5'" "C5'"  SING N N 7  
ACK "C5'" "C4'"  SING N N 8  
ACK "C5'" "C2'"  SING N N 9  
ACK "C5'" "H5'"  SING N N 10 
ACK "C4'" "O4'"  SING N N 11 
ACK "C4'" "C3'"  SING N N 12 
ACK "C4'" "H4'"  SING N N 13 
ACK "O4'" "C1'"  SING N N 14 
ACK "C3'" "O3'"  SING N N 15 
ACK "C3'" "H3'1" SING N N 16 
ACK "C3'" "H3'2" SING N N 17 
ACK "O3'" "H3'"  SING N N 18 
ACK "C1'" N9     SING N N 19 
ACK "C1'" "C2'"  SING N N 20 
ACK "C1'" "H1'"  SING N N 21 
ACK N9    C8     SING Y N 22 
ACK N9    C4     SING Y N 23 
ACK C8    N7     DOUB Y N 24 
ACK C8    H8     SING N N 25 
ACK N7    C5     SING Y N 26 
ACK C5    C6     DOUB Y N 27 
ACK C5    C4     SING Y N 28 
ACK C6    N6     SING N N 29 
ACK C6    N1     SING Y N 30 
ACK N6    H6N1   SING N N 31 
ACK N6    H6N2   SING N N 32 
ACK N1    C2     DOUB Y N 33 
ACK C2    N3     SING Y N 34 
ACK C2    H2     SING N N 35 
ACK N3    C4     DOUB Y N 36 
ACK "C2'" "H2'"  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 
ACK SMILES           ACDLabs              10.04 O=P1(OC2C(OC(C2O1)CO)n3c4ncnc(N)c4nc3)O                                                                                                                           
ACK InChI            InChI                1.02b InChI=1/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1/f/h17H,11H2 
ACK InChIKey         InChI                1.02b KMYWVDDIPVNLME-BJEHYBLCDA                                                                                                                                         
ACK SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4O[P@](O)(=O)O[C@@H]34                                                                                                      
ACK SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH]4O[P](O)(=O)O[CH]34                                                                                                             
ACK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)O[P@](=O)(O4)O)N                                                                                                 
ACK SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C4C(C(O3)CO)OP(=O)(O4)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 
ACK "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-ol 2-oxide" 
ACK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(1R,2R,4R,5R,7R)-4-(6-aminopurin-9-yl)-7-hydroxy-7-oxo-3,6,8-trioxa-7$l^{5}-phosphabicyclo[3.3.0]octan-2-yl]methanol  
# 
