data_AGN
# 
_chem_comp.id                                    AGN 
_chem_comp.name                                  
;PHOSPHOAMINOPHOSPHONIC ACID 3'-O-(N-METHYLANTHRANILOYL-2'-DEOXYGUANYLATE ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H24 N7 O13 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                        639.344 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AGN 
_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        1GNP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
AGN PG     PG     P 0 1 N N N 5.012  31.748 21.668 -0.810 0.139  -8.076  PG     AGN 1  
AGN O1G    O1G    O 0 1 N N N 4.368  32.718 20.772 -1.185 -1.290 -8.003  O1G    AGN 2  
AGN O2G    O2G    O 0 1 N N N 4.313  30.479 21.764 -1.559 0.827  -9.324  O2G    AGN 3  
AGN O3G    O3G    O 0 1 N N N 4.788  32.370 23.108 0.782  0.267  -8.269  O3G    AGN 4  
AGN N3B    N3B    N 0 1 N N N 6.643  31.635 21.503 -1.267 0.912  -6.652  N3B    AGN 5  
AGN PB     PB     P 0 1 N N R 7.177  31.819 19.972 -0.448 0.141  -5.400  PB     AGN 6  
AGN O1B    O1B    O 0 1 N N N 7.526  30.515 19.363 -0.829 -1.288 -5.368  O1B    AGN 7  
AGN O2B    O2B    O 0 1 N N N 6.362  32.647 19.052 1.138  0.269  -5.637  O2B    AGN 8  
AGN O3A    O3A    O 0 1 N N N 8.628  32.498 20.131 -0.839 0.832  -3.999  O3A    AGN 9  
AGN PA     PA     P 0 1 N N S 8.979  34.003 19.588 -0.024 0.049  -2.851  PA     AGN 10 
AGN O1A    O1A    O 0 1 N N N 9.166  34.047 18.123 -0.411 -1.379 -2.859  O1A    AGN 11 
AGN O2A    O2A    O 0 1 N N N 8.409  35.144 20.339 1.555  0.179  -3.132  O2A    AGN 12 
AGN "O5'"  O5*    O 0 1 N N N 10.476 33.930 20.134 -0.369 0.691  -1.416  "O5'"  AGN 13 
AGN C5B    C5*    C 0 1 N N N 10.789 33.448 21.434 0.379  -0.041 -0.445  C5B    AGN 14 
AGN C4B    C4*    C 0 1 N N R 12.227 33.717 21.664 0.095  0.520  0.949   C4B    AGN 15 
AGN "O4'"  O4*    O 0 1 N N N 12.974 33.085 20.613 -1.306 0.380  1.272   "O4'"  AGN 16 
AGN C3B    C3*    C 0 1 N N S 12.578 35.229 21.660 0.831  -0.302 2.029   C3B    AGN 17 
AGN "O3'"  O3*    O 0 1 N N N 13.347 35.406 22.859 2.065  0.356  2.418   "O3'"  AGN 18 
AGN C2B    C2*    C 0 1 N N N 13.334 35.352 20.333 -0.158 -0.343 3.214   C2B    AGN 19 
AGN C1B    C1*    C 0 1 N N R 13.981 34.003 20.204 -1.377 0.462  2.713   C1B    AGN 20 
AGN "C'"   "C'"   C 0 1 N N N 13.080 36.636 23.545 3.104  -0.371 2.872   "C'"   AGN 21 
AGN "O1'"  "O1'"  O 0 1 N N N 12.652 37.570 22.880 3.009  -1.580 2.954   "O1'"  AGN 22 
AGN "C1'"  "C1'"  C 0 1 Y N N 13.329 36.796 24.934 4.355  0.297  3.267   "C1'"  AGN 23 
AGN "C2'"  "C2'"  C 0 1 Y N N 14.173 37.747 25.401 5.477  -0.463 3.635   "C2'"  AGN 24 
AGN "N2'"  "N2'"  N 0 1 N N N 14.910 38.546 24.527 5.415  -1.849 3.623   "N2'"  AGN 25 
AGN "CM'"  "CM'"  C 0 1 N N N 15.342 39.917 24.783 6.622  -2.639 3.880   "CM'"  AGN 26 
AGN "C3'"  "C3'"  C 0 1 Y N N 14.204 37.995 26.735 6.652  0.180  4.005   "C3'"  AGN 27 
AGN "C4'"  "C4'"  C 0 1 Y N N 13.435 37.346 27.626 6.711  1.558  4.017   "C4'"  AGN 28 
AGN "C5'"  "C5'"  C 0 1 Y N N 12.605 36.427 27.163 5.604  2.312  3.660   "C5'"  AGN 29 
AGN "C6'"  "C6'"  C 0 1 Y N N 12.534 36.178 25.825 4.430  1.692  3.290   "C6'"  AGN 30 
AGN N9     N9     N 0 1 Y N N 14.280 33.640 18.809 -2.621 -0.138 3.200   N9     AGN 31 
AGN C8     C8     C 0 1 Y N N 13.370 33.234 17.898 -3.353 -1.101 2.568   C8     AGN 32 
AGN N7     N7     N 0 1 Y N N 13.817 32.554 16.889 -4.397 -1.402 3.285   N7     AGN 33 
AGN C5     C5     C 0 1 Y N N 15.194 32.535 17.158 -4.397 -0.653 4.415   C5     AGN 34 
AGN C6     C6     C 0 1 Y N N 16.238 31.958 16.423 -5.259 -0.554 5.531   C6     AGN 35 
AGN O6     O6     O 0 1 N N N 16.203 31.412 15.322 -6.260 -1.246 5.611   O6     AGN 36 
AGN N1     N1     N 0 1 Y N N 17.414 32.162 17.046 -4.947 0.325  6.508   N1     AGN 37 
AGN C2     C2     C 0 1 Y N N 17.632 32.859 18.197 -3.825 1.093  6.409   C2     AGN 38 
AGN N2     N2     N 0 1 N N N 18.900 33.048 18.550 -3.533 1.978  7.416   N2     AGN 39 
AGN N3     N3     N 0 1 Y N N 16.659 33.388 18.913 -3.016 1.011  5.377   N3     AGN 40 
AGN C4     C4     C 0 1 Y N N 15.469 33.197 18.328 -3.258 0.159  4.374   C4     AGN 41 
AGN HOG2   2HOG   H 0 0 N N N 4.729  29.851 22.343 -1.270 0.355  -10.118 HOG2   AGN 42 
AGN HOG3   3HOG   H 0 0 N N N 5.204  31.742 23.687 0.984  1.211  -8.312  HOG3   AGN 43 
AGN HNB3   3HNB   H 0 0 N N N 6.980  30.756 21.895 -2.248 0.718  -6.520  HNB3   AGN 44 
AGN HOB2   2HOB   H 0 0 N N N 6.672  32.754 18.160 1.343  1.214  -5.651  HOB2   AGN 45 
AGN HOA2   2HOA   H 0 0 N N N 8.612  36.016 20.024 1.765  1.122  -3.118  HOA2   AGN 46 
AGN "H5'2" 2H5*   H 0 0 N N N 10.132 33.873 22.228 0.088  -1.091 -0.479  "H5'2" AGN 47 
AGN "H5'1" 1H5*   H 0 0 N N N 10.515 32.377 21.580 1.443  0.047  -0.663  "H5'1" AGN 48 
AGN H4B    H4*    H 0 1 N N N 12.481 33.317 22.673 0.394  1.567  1.003   H4B    AGN 49 
AGN H3B    H3*    H 0 1 N N N 11.773 36.000 21.688 1.036  -1.310 1.667   H3B    AGN 50 
AGN "H2'1" 1H2*   H 0 0 N N N 12.707 35.657 19.462 -0.445 -1.370 3.437   "H2'1" AGN 51 
AGN "H2'2" 2H2*   H 0 0 N N N 14.035 36.216 20.270 0.278  0.131  4.093   "H2'2" AGN 52 
AGN "H1'"  H1*    H 0 1 N N N 14.931 33.996 20.787 -1.305 1.500  3.037   "H1'"  AGN 53 
AGN "HN2'" "'HN2" H 0 0 N N N 14.393 38.564 23.647 4.572  -2.296 3.445   "HN2'" AGN 54 
AGN "HM'1" "1HM'" H 0 0 N N N 15.931 40.555 24.084 6.379  -3.701 3.829   "HM'1" AGN 55 
AGN "HM'2" "2HM'" H 0 0 N N N 14.424 40.494 25.041 7.377  -2.403 3.130   "HM'2" AGN 56 
AGN "HM'3" "3HM'" H 0 0 N N N 15.906 39.896 25.744 7.008  -2.401 4.871   "HM'3" AGN 57 
AGN "H3'"  "H3'"  H 0 1 N N N 14.892 38.767 27.116 7.519  -0.399 4.285   "H3'"  AGN 58 
AGN "H4'"  "H4'"  H 0 1 N N N 13.483 37.561 28.706 7.626  2.053  4.306   "H4'"  AGN 59 
AGN "H5'"  "H5'"  H 0 1 N N N 11.979 35.874 27.884 5.661  3.390  3.672   "H5'"  AGN 60 
AGN "H6'"  "H6'"  H 0 1 N N N 11.801 35.444 25.447 3.571  2.285  3.013   "H6'"  AGN 61 
AGN H8     H8     H 0 1 N N N 12.291 33.451 17.975 -3.104 -1.547 1.617   H8     AGN 62 
AGN HN1    HN1    H 0 1 N N N 18.228 31.742 16.597 -5.523 0.410  7.283   HN1    AGN 63 
AGN HN21   1HN2   H 0 0 N N N 19.063 33.569 19.411 -2.738 2.532  7.360   HN21   AGN 64 
AGN HN22   2HN2   H 0 0 N N N 19.406 33.488 17.782 -4.121 2.051  8.184   HN22   AGN 65 
# 
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 
AGN PG    O1G    DOUB N N 1  
AGN PG    O2G    SING N N 2  
AGN PG    O3G    SING N N 3  
AGN PG    N3B    SING N N 4  
AGN O2G   HOG2   SING N N 5  
AGN O3G   HOG3   SING N N 6  
AGN N3B   PB     SING N N 7  
AGN N3B   HNB3   SING N N 8  
AGN PB    O1B    DOUB N N 9  
AGN PB    O2B    SING N N 10 
AGN PB    O3A    SING N N 11 
AGN O2B   HOB2   SING N N 12 
AGN O3A   PA     SING N N 13 
AGN PA    O1A    DOUB N N 14 
AGN PA    O2A    SING N N 15 
AGN PA    "O5'"  SING N N 16 
AGN O2A   HOA2   SING N N 17 
AGN "O5'" C5B    SING N N 18 
AGN C5B   C4B    SING N N 19 
AGN C5B   "H5'2" SING N N 20 
AGN C5B   "H5'1" SING N N 21 
AGN C4B   "O4'"  SING N N 22 
AGN C4B   C3B    SING N N 23 
AGN C4B   H4B    SING N N 24 
AGN "O4'" C1B    SING N N 25 
AGN C3B   "O3'"  SING N N 26 
AGN C3B   C2B    SING N N 27 
AGN C3B   H3B    SING N N 28 
AGN "O3'" "C'"   SING N N 29 
AGN C2B   C1B    SING N N 30 
AGN C2B   "H2'1" SING N N 31 
AGN C2B   "H2'2" SING N N 32 
AGN C1B   N9     SING N N 33 
AGN C1B   "H1'"  SING N N 34 
AGN "C'"  "O1'"  DOUB N N 35 
AGN "C'"  "C1'"  SING N N 36 
AGN "C1'" "C2'"  DOUB Y N 37 
AGN "C1'" "C6'"  SING Y N 38 
AGN "C2'" "N2'"  SING N N 39 
AGN "C2'" "C3'"  SING Y N 40 
AGN "N2'" "CM'"  SING N N 41 
AGN "N2'" "HN2'" SING N N 42 
AGN "CM'" "HM'1" SING N N 43 
AGN "CM'" "HM'2" SING N N 44 
AGN "CM'" "HM'3" SING N N 45 
AGN "C3'" "C4'"  DOUB Y N 46 
AGN "C3'" "H3'"  SING N N 47 
AGN "C4'" "C5'"  SING Y N 48 
AGN "C4'" "H4'"  SING N N 49 
AGN "C5'" "C6'"  DOUB Y N 50 
AGN "C5'" "H5'"  SING N N 51 
AGN "C6'" "H6'"  SING N N 52 
AGN N9    C8     SING Y N 53 
AGN N9    C4     SING Y N 54 
AGN C8    N7     DOUB Y N 55 
AGN C8    H8     SING N N 56 
AGN N7    C5     SING Y N 57 
AGN C5    C6     SING Y N 58 
AGN C5    C4     DOUB Y N 59 
AGN C6    O6     DOUB N N 60 
AGN C6    N1     SING Y N 61 
AGN N1    C2     SING Y N 62 
AGN N1    HN1    SING N N 63 
AGN C2    N2     SING N N 64 
AGN C2    N3     DOUB Y N 65 
AGN N2    HN21   SING N N 66 
AGN N2    HN22   SING N N 67 
AGN N3    C4     SING Y N 68 
# 
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 
AGN SMILES           ACDLabs              10.04 O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC4OC(n2cnc1c2N=C(N)NC1=O)CC4OC(=O)c3ccccc3NC 
AGN InChI            InChI                1.02b 
;InChI=1/C18H24N7O13P3/c1-20-10-5-3-2-4-9(10)17(27)37-11-6-13(25-8-21-14-15(25)22-18(19)23-16(14)26)36-12(11)7-35-41(33,34)38-40(31,32)24-39(28,29)30/h2-5,8,11-13,20H,6-7H2,1H3,(H,33,34)(H3,19,22,23,26)(H4,24,28,29,30,31,32)/t11-,12+,13+/m0/s1/f/h23-24,28-29,31,33H,19H2
;
AGN InChIKey         InChI                1.02b KKDONOVTNFZJLO-URLVQRNLDF 
AGN SMILES_CANONICAL CACTVS               3.341 CNc1ccccc1C(=O)O[C@H]2C[C@@H](O[C@@H]2CO[P@@](O)(=O)O[P@@](O)(=O)N[P](O)(O)=O)n3cnc4C(=O)NC(=Nc34)N 
AGN SMILES           CACTVS               3.341 CNc1ccccc1C(=O)O[CH]2C[CH](O[CH]2CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)n3cnc4C(=O)NC(=Nc34)N 
AGN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNc1ccccc1C(=O)O[C@H]2C[C@@H](O[C@@H]2CO[P@](=O)(O)O[P@@](=O)(NP(=O)(O)O)O)n3cnc4c3N=C(NC4=O)N 
AGN SMILES           "OpenEye OEToolkits" 1.5.0 CNc1ccccc1C(=O)OC2CC(OC2COP(=O)(O)OP(=O)(NP(=O)(O)O)O)n3cnc4c3N=C(NC4=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 
AGN "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(S)-hydroxy{[(R)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-3'-O-{[2-(methylamino)phenyl]carbonyl}guanosine"                                     
AGN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-(2-methylaminophenyl)carbonyloxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]phosphonic acid" 
# 
