data_FAG
# 
_chem_comp.id                                    FAG 
_chem_comp.name                                  
;[1',2'-DIDEOXY[2-AMINO-5-([9-HYDROXY-AFLATOXINB2-8-YL]-FORMYL-AMINO)-6-OXO-1,6-IHYDRO-PYRIMIDIN-4-YLAMINO]-RIBOFURANOSE]-5-MONOPHOSPHATE GROUP
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C27 H28 N5 O15 P" 
_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                    2009-01-07 
_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                        693.509 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     FAG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1HM1 
_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 
FAG C3A    C3A  C 0 1 N N N 1.990   3.386  0.495  9.374  4.011  -0.783 C3A    FAG 1  
FAG C3     C3   C 0 1 N N N 2.858   3.456  -0.705 10.857 3.985  -0.613 C3     FAG 2  
FAG C2A    C2A  C 0 1 N N N 4.284   3.252  -0.119 11.185 5.330  0.032  C2A    FAG 3  
FAG C1     C1   C 0 1 N N N 4.081   3.069  1.411  9.838  5.983  0.169  C1     FAG 4  
FAG O1     O1   O 0 1 N N N 4.959   2.882  2.207  9.646  7.090  0.650  O1     FAG 5  
FAG P      P    P 0 1 N N N -8.665  4.503  0.733  7.026  2.254  3.364  P      FAG 6  
FAG O1P    O1P  O 0 1 N N N -10.070 4.493  0.268  6.524  3.358  4.248  O1P    FAG 7  
FAG O2P    O2P  O 0 1 N N N -8.355  4.300  2.167  6.180  2.017  2.006  O2P    FAG 8  
FAG "O5'"  O5*  O 0 1 N N N -7.843  3.428  -0.117 7.064  0.789  4.053  "O5'"  FAG 9  
FAG "C5'"  C5*  C 0 1 N N N -7.411  3.795  -1.422 7.526  -0.308 3.282  "C5'"  FAG 10 
FAG "C4'"  C4*  C 0 1 N N R -7.200  2.608  -2.319 6.827  -1.574 3.760  "C4'"  FAG 11 
FAG "O4'"  O4*  O 0 1 N N N -5.820  2.201  -2.252 5.414  -1.414 3.527  "O4'"  FAG 12 
FAG "C1'"  C1*  C 0 1 N N R -5.736  1.005  -1.458 5.012  -2.269 2.448  "C1'"  FAG 13 
FAG N9     N9   N 0 1 N N N -4.700  1.125  -0.439 4.225  -1.517 1.515  N9     FAG 14 
FAG C4     C4   C 0 1 N N N -3.388  1.409  -0.722 3.671  -2.139 0.416  C4     FAG 15 
FAG N3     N3   N 0 1 N N N -2.947  1.695  -1.978 3.894  -3.498 0.241  N3     FAG 16 
FAG C2     C2   C 0 1 N N N -1.643  1.472  -2.137 3.382  -4.109 -0.788 C2     FAG 17 
FAG N2     N2   N 0 1 N N N -1.070  1.651  -3.326 3.567  -5.448 -1.014 N2     FAG 18 
FAG N1     N1   N 0 1 N N N -0.827  1.025  -1.135 2.614  -3.444 -1.725 N1     FAG 19 
FAG C6     C6   C 0 1 N N N -1.227  0.762  0.158  2.330  -2.099 -1.650 C6     FAG 20 
FAG O6     O6   O 0 1 N N N -0.406  0.378  0.984  1.651  -1.493 -2.473 O6     FAG 21 
FAG C5     C5   C 0 1 N N N -2.617  0.986  0.353  2.927  -1.426 -0.465 C5     FAG 22 
FAG N7     N7   N 0 1 N N N -3.052  0.875  1.675  2.672  -0.074 -0.343 N7     FAG 23 
FAG C8     C8   C 0 1 N N N -3.698  -0.333 1.840  2.004  0.396  0.791  C8     FAG 24 
FAG O8     O8   O 0 1 N N N -3.123  -1.366 1.639  1.708  1.560  1.039  O8     FAG 25 
FAG "C2'"  C2*  C 0 1 N N N -7.107  0.797  -0.860 6.276  -2.840 1.827  "C2'"  FAG 26 
FAG "C3'"  C3*  C 0 1 N N S -8.033  1.467  -1.820 7.249  -2.813 2.983  "C3'"  FAG 27 
FAG "O3'"  O3*  O 0 1 N N N -8.467  0.618  -2.906 7.070  -3.975 3.789  "O3'"  FAG 28 
FAG C8A    C8A  C 0 1 N N R -3.559  1.763  2.596  3.098  0.818  -1.383 C8A    FAG 29 
FAG C9     C9   C 0 1 N N R -2.647  2.490  3.641  4.143  1.807  -0.901 C9     FAG 30 
FAG O9     O9   O 0 1 N N N -3.330  2.913  4.803  3.543  2.982  -0.385 O9     FAG 31 
FAG C9A    C9A  C 0 1 N N R -2.447  3.661  2.636  4.917  2.110  -2.167 C9A    FAG 32 
FAG C9B    C9B  C 0 1 Y N N -1.406  3.631  1.619  6.385  2.156  -1.995 C9B    FAG 33 
FAG O7     O7   O 0 1 N N N -4.299  3.006  2.547  3.707  0.056  -2.429 O7     FAG 34 
FAG C6A    C6A  C 0 1 N N S -3.627  3.939  2.024  4.786  0.821  -2.987 C6A    FAG 35 
FAG O6A    O6A  O 0 1 N N N -3.422  3.975  0.660  6.033  0.085  -2.950 O6A    FAG 36 
FAG C5M    C5M  C 0 1 Y N N -2.055  3.859  0.498  6.947  0.978  -2.455 C5M    FAG 37 
FAG C5B    C5B  C 0 1 Y N N -1.476  3.895  -0.679 8.308  0.740  -2.384 C5B    FAG 38 
FAG C4B    C4B  C 0 1 Y N N -0.085  3.760  -0.724 9.127  1.734  -1.837 C4B    FAG 39 
FAG O4     O4   O 0 1 N N N 0.605   3.846  -1.886 10.464 1.465  -1.795 O4     FAG 40 
FAG CM     CM   C 0 1 N N N 0.003   4.273  -3.100 10.958 0.824  -0.621 CM     FAG 41 
FAG C4A    C4A  C 0 1 Y N N 0.628   3.530  0.476  8.578  2.940  -1.366 C4A    FAG 42 
FAG CAA    AC10 C 0 1 Y N N -0.061  3.462  1.674  7.194  3.136  -1.451 CAA    FAG 43 
FAG O10    O10  O 0 1 N N N 0.598   3.246  2.858  6.587  4.322  -0.986 O10    FAG 44 
FAG C11    C11  C 0 1 N N N 2.003   3.088  2.898  7.329  5.359  -0.421 C11    FAG 45 
FAG O11    O11  O 0 1 N N N 2.508   2.900  3.970  6.810  6.390  -0.013 O11    FAG 46 
FAG CBA    AC11 C 0 1 N N N 2.676   3.174  1.634  8.769  5.120  -0.354 CBA    FAG 47 
FAG H31    1H3  H 0 1 N N N 2.740   4.424  -1.203 11.172 3.160  0.035  H31    FAG 48 
FAG H32    2H3  H 0 1 N N N 2.613   2.649  -1.392 11.371 3.883  -1.575 H32    FAG 49 
FAG H2A1   1H2A H 0 0 N N N 4.928   4.136  -0.299 11.831 5.935  -0.610 H2A1   FAG 50 
FAG H2A2   2H2A H 0 0 N N N 4.740   2.350  -0.547 11.642 5.201  1.018  H2A2   FAG 51 
FAG HOP2   2HOP H 0 0 N N N -7.453  4.306  2.465  5.963  2.790  1.442  HOP2   FAG 52 
FAG "H5'1" 1H5* H 0 0 N N N -6.478  4.344  -1.331 7.299  -0.123 2.229  "H5'1" FAG 53 
FAG "H5'2" 2H5* H 0 0 N N N -8.172  4.418  -1.866 8.607  -0.401 3.409  "H5'2" FAG 54 
FAG "H4'"  H4*  H 0 1 N N N -7.466  2.855  -3.345 6.980  -1.690 4.837  "H4'"  FAG 55 
FAG "H1'"  H1*  H 0 1 N N N -5.488  0.168  -2.109 4.400  -3.069 2.878  "H1'"  FAG 56 
FAG HN9    HN9  H 0 1 N N N -4.992  1.168  0.525  4.044  -0.552 1.603  HN9    FAG 57 
FAG HN21   1HN2 H 0 0 N N N -1.623  1.957  -4.113 3.846  -6.021 -0.251 HN21   FAG 58 
FAG HN22   2HN2 H 0 0 N N N -0.082  1.475  -3.438 3.415  -5.797 -1.932 HN22   FAG 59 
FAG H1     H1   H 0 1 N N N 0.148   0.867  -1.333 2.241  -3.973 -2.507 H1     FAG 60 
FAG H8     H8   H 0 1 N N N -4.729  -0.320 2.170  1.742  -0.408 1.499  H8     FAG 61 
FAG "H2'1" 1H2* H 0 0 N N N -7.161  1.271  0.113  6.638  -2.189 1.022  "H2'1" FAG 62 
FAG "H2'2" 2H2* H 0 0 N N N -7.345  -0.239 -0.783 6.106  -3.838 1.411  "H2'2" FAG 63 
FAG "H3'"  H3*  H 0 1 N N N -8.889  1.869  -1.284 8.295  -2.793 2.666  "H3'"  FAG 64 
FAG "HO3'" *HO3 H 0 0 N N N -8.995  -0.105 -2.589 6.113  -4.147 3.839  "HO3'" FAG 65 
FAG H8A    H8A  H 0 1 N N N -4.269  1.264  3.204  2.204  1.314  -1.776 H8A    FAG 66 
FAG H9     H9   H 0 1 N N N -1.711  1.950  3.822  4.778  1.375  -0.118 H9     FAG 67 
FAG HO9    HO9  H 0 1 N N N -2.774  3.540  5.271  2.840  2.691  0.215  HO9    FAG 68 
FAG H9A    H9A  H 0 1 N N N -2.201  4.511  3.243  4.532  2.979  -2.712 H9A    FAG 69 
FAG H6A    H6A  H 0 1 N N N -3.976  4.877  2.374  4.553  1.032  -4.037 H6A    FAG 70 
FAG H5B    H5B  H 0 1 N N N -2.094  4.078  -1.524 8.738  -0.190 -2.739 H5B    FAG 71 
FAG HM1    1HM  H 0 1 N N N 0.557   3.858  -3.945 11.057 -0.248 -0.805 HM1    FAG 72 
FAG HM2    2HM  H 0 1 N N N 0.025   5.360  -3.158 10.269 1.001  0.209  HM2    FAG 73 
FAG HM3    3HM  H 0 1 N N N -1.029  3.930  -3.145 11.937 1.241  -0.374 HM3    FAG 74 
FAG O3P    O3P  O 0 1 N Y N ?       ?      ?      8.541  2.441  2.831  O3P    FAG 75 
FAG HOP3   3HOP H 0 0 N N N ?       ?      ?      8.806  3.304  2.447  HOP3   FAG 76 
# 
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 
FAG C3A   C3     SING N N 1  
FAG C3A   C4A    SING N N 2  
FAG C3A   CBA    DOUB N N 3  
FAG C3    C2A    SING N N 4  
FAG C3    H31    SING N N 5  
FAG C3    H32    SING N N 6  
FAG C2A   C1     SING N N 7  
FAG C2A   H2A1   SING N N 8  
FAG C2A   H2A2   SING N N 9  
FAG C1    O1     DOUB N N 10 
FAG C1    CBA    SING N N 11 
FAG P     O1P    DOUB N N 12 
FAG P     O2P    SING N N 13 
FAG P     "O5'"  SING N N 14 
FAG O2P   HOP2   SING N N 15 
FAG "O5'" "C5'"  SING N N 16 
FAG "C5'" "C4'"  SING N N 17 
FAG "C5'" "H5'1" SING N N 18 
FAG "C5'" "H5'2" SING N N 19 
FAG "C4'" "O4'"  SING N N 20 
FAG "C4'" "C3'"  SING N N 21 
FAG "C4'" "H4'"  SING N N 22 
FAG "O4'" "C1'"  SING N N 23 
FAG "C1'" N9     SING N N 24 
FAG "C1'" "C2'"  SING N N 25 
FAG "C1'" "H1'"  SING N N 26 
FAG N9    C4     SING N N 27 
FAG N9    HN9    SING N N 28 
FAG C4    N3     SING N N 29 
FAG C4    C5     DOUB N N 30 
FAG N3    C2     DOUB N N 31 
FAG C2    N2     SING N N 32 
FAG C2    N1     SING N N 33 
FAG N2    HN21   SING N N 34 
FAG N2    HN22   SING N N 35 
FAG N1    C6     SING N N 36 
FAG N1    H1     SING N N 37 
FAG C6    O6     DOUB N N 38 
FAG C6    C5     SING N N 39 
FAG C5    N7     SING N N 40 
FAG N7    C8     SING N N 41 
FAG N7    C8A    SING N N 42 
FAG C8    O8     DOUB N N 43 
FAG C8    H8     SING N N 44 
FAG "C2'" "C3'"  SING N N 45 
FAG "C2'" "H2'1" SING N N 46 
FAG "C2'" "H2'2" SING N N 47 
FAG "C3'" "O3'"  SING N N 48 
FAG "C3'" "H3'"  SING N N 49 
FAG "O3'" "HO3'" SING N N 50 
FAG C8A   C9     SING N N 51 
FAG C8A   O7     SING N N 52 
FAG C8A   H8A    SING N N 53 
FAG C9    O9     SING N N 54 
FAG C9    C9A    SING N N 55 
FAG C9    H9     SING N N 56 
FAG O9    HO9    SING N N 57 
FAG C9A   C9B    SING N N 58 
FAG C9A   C6A    SING N N 59 
FAG C9A   H9A    SING N N 60 
FAG C9B   C5M    DOUB N N 61 
FAG C9B   CAA    SING Y N 62 
FAG O7    C6A    SING Y N 63 
FAG C6A   O6A    SING N N 64 
FAG C6A   H6A    SING N N 65 
FAG O6A   C5M    SING N N 66 
FAG C5M   C5B    SING N N 67 
FAG C5B   C4B    DOUB Y N 68 
FAG C5B   H5B    SING Y N 69 
FAG C4B   O4     SING N N 70 
FAG C4B   C4A    SING N N 71 
FAG O4    CM     SING Y N 72 
FAG CM    HM1    SING N N 73 
FAG CM    HM2    SING N N 74 
FAG CM    HM3    SING N N 75 
FAG C4A   CAA    DOUB N N 76 
FAG CAA   O10    SING Y N 77 
FAG O10   C11    SING N N 78 
FAG C11   O11    DOUB N N 79 
FAG C11   CBA    SING N N 80 
FAG P     O3P    SING N N 81 
FAG O3P   HOP3   SING N N 82 
# 
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 
FAG SMILES           ACDLabs              10.04 "O=P(O)(O)OCC7OC(NC=1N=C(N)NC(=O)C=1N(C=O)C5OC6Oc4cc(OC)c3c(OC(=O)C=2C(=O)CCC=23)c4C6C5O)CC7O" 
FAG InChI            InChI                1.02b 
;InChI=1/C27H28N5O15P/c1-42-11-5-12-17(21-16(11)8-2-3-9(34)15(8)25(38)46-21)18-20(36)24(47-26(18)45-12)32(7-33)19-22(30-27(28)31-23(19)37)29-14-4-10(35)13(44-14)6-43-48(39,40)41/h5,7,10,13-14,18,20,24,26,35-36H,2-4,6H2,1H3,(H2,39,40,41)(H4,28,29,30,31,37)/t10-,13+,14+,18+,20+,24+,26-/m0/s1/f/h29,31,39-40H,28H2
;
FAG InChIKey         InChI                1.02b ATYDIVLPRYGUHN-GXDHMYSFDW 
FAG SMILES_CANONICAL CACTVS               3.341 "COc1cc2O[C@H]3O[C@H]([C@H](O)[C@H]3c2c4OC(=O)C5=C(CCC5=O)c14)N(C=O)C6=C(N[C@H]7C[C@H](O)[C@@H](CO[P](O)(O)=O)O7)N=C(N)NC6=O" 
FAG SMILES           CACTVS               3.341 "COc1cc2O[CH]3O[CH]([CH](O)[CH]3c2c4OC(=O)C5=C(CCC5=O)c14)N(C=O)C6=C(N[CH]7C[CH](O)[CH](CO[P](O)(O)=O)O7)N=C(N)NC6=O" 
FAG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)[C@@H]5[C@H]([C@@H](O[C@@H]5O2)N(C=O)C6=C(N=C(NC6=O)N)N[C@H]7C[C@@H]([C@H](O7)COP(=O)(O)O)O)O" 
FAG SMILES           "OpenEye OEToolkits" 1.5.0 "COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)C5C(C(OC5O2)N(C=O)C6=C(N=C(NC6=O)N)NC7CC(C(O7)COP(=O)(O)O)O)O" 
# 
_pdbx_chem_comp_identifier.comp_id           FAG 
_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        
"N-(2-amino-5-{formyl[(6aS,8R,9R,9aR)-9-hydroxy-4-methoxy-1,11-dioxo-1,2,3,6a,8,9,9a,11-octahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromen-8-yl]amino}-6-oxo-1,6-dihydropyrimidin-4-yl)-2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosylamine" 
# 
