data_ANP
# 
_chem_comp.id                                    ANP 
_chem_comp.name                                  "PHOSPHOAMINOPHOSPHONIC ACID-ADENYLATE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N6 O12 P3" 
_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                        506.196 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ANP 
_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        1CDK 
_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 
ANP PG     PG   P 0 1 N N N 19.856 1.322  30.600 1.234  -0.215 -6.949 PG     ANP 1  
ANP O1G    O1G  O 0 1 N N N 19.624 -0.185 30.604 1.771  1.152  -6.769 O1G    ANP 2  
ANP O2G    O2G  O 0 1 N N N 21.237 1.803  30.942 2.156  -1.020 -7.994 O2G    ANP 3  
ANP O3G    O3G  O 0 1 N N N 19.335 1.937  29.376 -0.270 -0.130 -7.515 O3G    ANP 4  
ANP PB     PB   P 0 1 N N R 17.748 1.033  32.587 0.253  -0.119 -4.435 PB     ANP 5  
ANP O1B    O1B  O 0 1 N N N 16.520 1.253  31.821 0.805  1.246  -4.293 O1B    ANP 6  
ANP O2B    O2B  O 0 1 N N N 18.183 -0.335 32.911 -1.235 -0.036 -5.043 O2B    ANP 7  
ANP N3B    N3B  N 0 1 N N N 18.994 1.872  31.872 1.232  -1.016 -5.469 N3B    ANP 8  
ANP PA     PA   P 0 1 N N S 18.662 2.063  35.108 -0.744 0.075  -2.058 PA     ANP 9  
ANP O1A    O1A  O 0 1 N N N 18.607 0.981  36.114 -0.177 1.438  -1.953 O1A    ANP 10 
ANP O2A    O2A  O 0 1 N N N 19.979 2.473  34.514 -2.216 0.155  -2.706 O2A    ANP 11 
ANP O3A    O3A  O 0 1 N N N 17.542 1.802  33.963 0.204  -0.830 -2.991 O3A    ANP 12 
ANP "O5'"  O5*  O 0 1 N N N 18.007 3.349  35.810 -0.839 -0.581 -0.591 "O5'"  ANP 13 
ANP "C5'"  C5*  C 0 1 N N N 17.758 4.536  35.042 -1.690 0.264  0.185  "C5'"  ANP 14 
ANP "C4'"  C4*  C 0 1 N N R 18.280 5.752  35.777 -1.823 -0.305 1.598  "C4'"  ANP 15 
ANP "O4'"  O4*  O 0 1 N N N 17.664 5.878  37.083 -0.533 -0.350 2.246  "O4'"  ANP 16 
ANP "C3'"  C3*  C 0 1 N N S 19.774 5.675  36.026 -2.676 0.632  2.481  "C3'"  ANP 17 
ANP "O3'"  O3*  O 0 1 N N N 20.547 6.109  34.897 -4.024 0.164  2.552  "O3'"  ANP 18 
ANP "C2'"  C2*  C 0 1 N N R 19.959 6.561  37.230 -2.001 0.557  3.871  "C2'"  ANP 19 
ANP "O2'"  O2*  O 0 1 N N N 20.066 7.931  36.805 -2.913 0.042  4.843  "O2'"  ANP 20 
ANP "C1'"  C1*  C 0 1 N N R 18.654 6.387  38.006 -0.819 -0.414 3.660  "C1'"  ANP 21 
ANP N9     N9   N 0 1 Y N N 18.844 5.464  39.101 0.344  0.021  4.436  N9     ANP 22 
ANP C8     C8   C 0 1 Y N N 18.891 4.090  39.068 1.312  0.886  4.022  C8     ANP 23 
ANP N7     N7   N 0 1 Y N N 19.060 3.550  40.242 2.195  1.050  4.964  N7     ANP 24 
ANP C5     C5   C 0 1 Y N N 19.108 4.636  41.110 1.847  0.307  6.042  C5     ANP 25 
ANP C6     C6   C 0 1 Y N N 19.198 4.724  42.505 2.408  0.084  7.311  C6     ANP 26 
ANP N6     N6   N 0 1 N N N 19.258 3.640  43.295 3.581  0.716  7.687  N6     ANP 27 
ANP N1     N1   N 0 1 Y N N 19.225 5.971  43.054 1.783  -0.741 8.143  N1     ANP 28 
ANP C2     C2   C 0 1 Y N N 19.148 7.038  42.259 0.664  -1.348 7.793  C2     ANP 29 
ANP N3     N3   N 0 1 Y N N 18.998 7.081  40.944 0.106  -1.174 6.613  N3     ANP 30 
ANP C4     C4   C 0 1 Y N N 19.001 5.813  40.424 0.659  -0.366 5.714  C4     ANP 31 
ANP HOG2   2HOG H 0 0 N N N 21.381 2.741  30.939 2.130  -0.529 -8.826 HOG2   ANP 32 
ANP HOG3   3HOG H 0 0 N N N 19.479 2.875  29.373 -0.581 -1.039 -7.618 HOG3   ANP 33 
ANP HOB2   2HOB H 0 0 N N N 18.979 -0.477 33.408 -1.557 -0.944 -5.119 HOB2   ANP 34 
ANP HNB1   1HNB H 0 0 N N N 18.626 2.787  31.610 2.171  -0.955 -5.105 HNB1   ANP 35 
ANP HOA2   2HOA H 0 0 N N N 20.014 3.168  33.867 -2.549 -0.751 -2.756 HOA2   ANP 36 
ANP "H5'1" 1H5* H 0 0 N N N 18.176 4.460  34.011 -2.674 0.315  -0.280 "H5'1" ANP 37 
ANP "H5'2" 2H5* H 0 0 N N N 16.680 4.641  34.774 -1.260 1.264  0.236  "H5'2" ANP 38 
ANP "H4'"  H4*  H 0 1 N N N 18.036 6.620  35.121 -2.265 -1.301 1.565  "H4'"  ANP 39 
ANP "H3'"  H3*  H 0 1 N N N 20.132 4.632  36.193 -2.646 1.651  2.095  "H3'"  ANP 40 
ANP "HO3'" *HO3 H 0 0 N N N 21.482 6.060  35.053 -4.507 0.786  3.114  "HO3'" ANP 41 
ANP "H2'"  H2*  H 0 1 N N N 20.869 6.308  37.822 -1.637 1.539  4.172  "H2'"  ANP 42 
ANP "HO2'" *HO2 H 0 0 N N N 20.182 8.489  37.564 -3.655 0.661  4.885  "HO2'" ANP 43 
ANP "H1'"  H1*  H 0 1 N N N 18.320 7.359  38.436 -1.105 -1.427 3.943  "H1'"  ANP 44 
ANP H8     H8   H 0 1 N N N 18.799 3.465  38.163 1.342  1.365  3.054  H8     ANP 45 
ANP HN61   1HN6 H 0 0 N N N 19.323 3.704  44.310 3.956  0.557  8.568  HN61   ANP 46 
ANP HN62   2HN6 H 0 0 N N N 20.037 3.066  42.972 4.030  1.313  7.069  HN62   ANP 47 
ANP H2     H2   H 0 1 N N N 19.218 8.019  42.757 0.189  -2.011 8.500  H2     ANP 48 
# 
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 
ANP PG    O1G    DOUB N N 1  
ANP PG    O2G    SING N N 2  
ANP PG    O3G    SING N N 3  
ANP PG    N3B    SING N N 4  
ANP O2G   HOG2   SING N N 5  
ANP O3G   HOG3   SING N N 6  
ANP PB    O1B    DOUB N N 7  
ANP PB    O2B    SING N N 8  
ANP PB    N3B    SING N N 9  
ANP PB    O3A    SING N N 10 
ANP O2B   HOB2   SING N N 11 
ANP N3B   HNB1   SING N N 12 
ANP PA    O1A    DOUB N N 13 
ANP PA    O2A    SING N N 14 
ANP PA    O3A    SING N N 15 
ANP PA    "O5'"  SING N N 16 
ANP O2A   HOA2   SING N N 17 
ANP "O5'" "C5'"  SING N N 18 
ANP "C5'" "C4'"  SING N N 19 
ANP "C5'" "H5'1" SING N N 20 
ANP "C5'" "H5'2" SING N N 21 
ANP "C4'" "O4'"  SING N N 22 
ANP "C4'" "C3'"  SING N N 23 
ANP "C4'" "H4'"  SING N N 24 
ANP "O4'" "C1'"  SING N N 25 
ANP "C3'" "O3'"  SING N N 26 
ANP "C3'" "C2'"  SING N N 27 
ANP "C3'" "H3'"  SING N N 28 
ANP "O3'" "HO3'" SING N N 29 
ANP "C2'" "O2'"  SING N N 30 
ANP "C2'" "C1'"  SING N N 31 
ANP "C2'" "H2'"  SING N N 32 
ANP "O2'" "HO2'" SING N N 33 
ANP "C1'" N9     SING N N 34 
ANP "C1'" "H1'"  SING N N 35 
ANP N9    C8     SING Y N 36 
ANP N9    C4     SING Y N 37 
ANP C8    N7     DOUB Y N 38 
ANP C8    H8     SING N N 39 
ANP N7    C5     SING Y N 40 
ANP C5    C6     SING Y N 41 
ANP C5    C4     DOUB Y N 42 
ANP C6    N6     SING N N 43 
ANP C6    N1     DOUB Y N 44 
ANP N6    HN61   SING N N 45 
ANP N6    HN62   SING N N 46 
ANP N1    C2     SING Y N 47 
ANP C2    N3     DOUB Y N 48 
ANP C2    H2     SING N N 49 
ANP N3    C4     SING Y 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 
ANP SMILES           ACDLabs              10.04 O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
ANP InChI            InChI                1.02b 
InChI=1/C10H17N6O12P3/c11-8-5-9(13-2-12-8)16(3-14-5)10-7(18)6(17)4(27-10)1-26-31(24,25)28-30(22,23)15-29(19,20)21/h2-4,6-7,10,17-18H,1H2,(H,24,25)(H2,11,12,13)(H4,15,19,20,21,22,23)/t4-,6-,7-,10-/m1/s1/f/h15,19-20,22,24H,11H2 
ANP InChIKey         InChI                1.02b PVKSNHVPLWYQGJ-CGUXDCBWDF 
ANP SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)N[P](O)(O)=O)[C@@H](O)[C@H]3O 
ANP SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[CH](O)[CH]3O 
ANP 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)(NP(=O)(O)O)O)O)O)N 
ANP SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)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 
ANP "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(R)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]adenosine"                                                         
ANP "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]amino]phosphonic acid" 
# 
