data_AFN
# 
_chem_comp.id                                    AFN 
_chem_comp.name                                  "8,9-DIHYDRO-9-HYDROXY-AFLATOXIN B1" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-03 
_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                        330.289 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AFN 
_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        1N1N 
_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 
AFN C8A  C8A  C 0 1 N N N -55.044 9.716  -58.038 -0.685 -1.069 -4.295 C8A  AFN 1  
AFN C9   C9   C 0 1 N N R -55.521 10.870 -57.138 -1.446 -0.696 -3.004 C9   AFN 2  
AFN O9   O9   O 0 1 N N N -56.212 11.832 -57.895 -2.836 -0.512 -3.278 O9   AFN 3  
AFN C9A  C9A  C 0 1 N N R -54.244 11.485 -56.601 -0.795 0.648  -2.543 C9A  AFN 4  
AFN C9B  C9B  C 0 1 Y N N -53.621 10.731 -55.479 0.055  0.411  -1.312 C9B  AFN 5  
AFN O7   O7   O 0 1 N N N -53.920 10.317 -58.672 -0.176 0.184  -4.799 O7   AFN 6  
AFN C6A  C6A  C 0 1 N N R -53.272 11.212 -57.766 0.284  0.905  -3.636 C6A  AFN 7  
AFN O6A  O6A  O 0 1 N N N -52.120 10.583 -57.203 1.435  0.230  -3.104 O6A  AFN 8  
AFN C5A  C5A  C 0 1 Y N N -52.440 10.241 -55.915 1.357  0.190  -1.747 C5A  AFN 9  
AFN C5B  C5B  C 0 1 Y N N -51.739 9.324  -55.132 2.371  -0.034 -0.811 C5B  AFN 10 
AFN C4B  C4B  C 0 1 Y N N -52.294 8.906  -53.916 2.086  -0.062 0.537  C4B  AFN 11 
AFN O4   O4   O 0 1 N N N -51.615 8.010  -53.186 3.078  -0.267 1.439  O4   AFN 12 
AFN CM   CM   C 0 1 N N N -50.421 8.413  -52.551 4.288  -0.418 0.695  CM   AFN 13 
AFN C4A  C4A  C 0 1 Y N N -53.550 9.420  -53.474 0.763  0.117  0.973  C4A  AFN 14 
AFN C10  C10  C 0 1 Y N N -54.178 10.365 -54.273 -0.261 0.386  0.031  C10  AFN 15 
AFN O10  O10  O 0 1 Y N N -55.400 10.879 -53.908 -1.529 0.638  0.438  O10  AFN 16 
AFN C11  C11  C 0 1 Y N N -56.064 10.500 -52.728 -1.978 0.151  1.626  C11  AFN 17 
AFN O11  O11  O 0 1 N N N -57.144 11.039 -52.501 -3.138 -0.173 1.803  O11  AFN 18 
AFN C12  C12  C 0 1 Y N N -55.403 9.516  -51.932 -0.956 0.046  2.687  C12  AFN 19 
AFN C3A  C3A  C 0 1 Y N N -54.192 8.998  -52.318 0.398  0.019  2.328  C3A  AFN 20 
AFN C3   C3   C 0 1 N N N -53.742 7.929  -51.363 1.240  -0.102 3.557  C3   AFN 21 
AFN C2A  C2A  C 0 1 N N N -54.819 7.906  -50.288 0.258  -0.139 4.743  C2A  AFN 22 
AFN C1   C1   C 0 1 N N N -55.879 8.927  -50.721 -1.118 -0.039 4.121  C1   AFN 23 
AFN O1   O1   O 0 1 N N N -56.914 9.109  -50.083 -2.173 -0.032 4.721  O1   AFN 24 
AFN H8A2 2H8A H 0 0 N N N -54.841 8.751  -57.515 0.135  -1.749 -4.069 H8A2 AFN 25 
AFN H8A  H8A  H 0 1 N N N -55.834 9.457  -58.743 -1.365 -1.521 -5.019 H8A  AFN 26 
AFN H9   H9   H 0 1 N N N -56.153 10.539 -56.336 -1.306 -1.465 -2.244 H9   AFN 27 
AFN HO9  HO9  H 0 1 N N N -56.601 11.390 -58.647 -3.170 -1.356 -3.609 HO9  AFN 28 
AFN H9A  H9A  H 0 1 N N N -54.352 12.540 -56.360 -1.516 1.459  -2.432 H9A  AFN 29 
AFN H6A  H6A  H 0 1 N N N -52.993 12.129 -58.286 0.459  1.963  -3.830 H6A  AFN 30 
AFN H5B  H5B  H 0 1 N N N -50.818 8.898  -55.479 3.386  -0.187 -1.147 H5B  AFN 31 
AFN HM1  1HM  H 0 1 N N N -49.983 7.567  -52.025 5.118  -0.586 1.381  HM1  AFN 32 
AFN HM2  2HM  H 0 1 N N N -50.646 9.209  -51.843 4.196  -1.269 0.020  HM2  AFN 33 
AFN HM3  3HM  H 0 1 N N N -49.713 8.784  -53.293 4.473  0.486  0.115  HM3  AFN 34 
AFN H31  1H3  H 0 1 N N N -52.779 8.176  -50.917 1.903  0.759  3.645  H31  AFN 35 
AFN H32  2H3  H 0 1 N N N -53.698 6.962  -51.868 1.823  -1.022 3.523  H32  AFN 36 
AFN H2A1 1H2A H 0 0 N N N -54.378 8.191  -49.335 0.436  0.706  5.407  H2A1 AFN 37 
AFN H2A2 2H2A H 0 0 N N N -55.265 6.915  -50.208 0.360  -1.077 5.288  H2A2 AFN 38 
# 
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 
AFN C8A C9   SING N N 1  
AFN C8A O7   SING N N 2  
AFN C8A H8A2 SING N N 3  
AFN C8A H8A  SING N N 4  
AFN C9  O9   SING N N 5  
AFN C9  C9A  SING N N 6  
AFN C9  H9   SING N N 7  
AFN O9  HO9  SING N N 8  
AFN C9A C9B  SING N N 9  
AFN C9A C6A  SING N N 10 
AFN C9A H9A  SING N N 11 
AFN C9B C5A  DOUB Y N 12 
AFN C9B C10  SING Y N 13 
AFN O7  C6A  SING N N 14 
AFN C6A O6A  SING N N 15 
AFN C6A H6A  SING N N 16 
AFN O6A C5A  SING N N 17 
AFN C5A C5B  SING Y N 18 
AFN C5B C4B  DOUB Y N 19 
AFN C5B H5B  SING N N 20 
AFN C4B O4   SING N N 21 
AFN C4B C4A  SING Y N 22 
AFN O4  CM   SING N N 23 
AFN CM  HM1  SING N N 24 
AFN CM  HM2  SING N N 25 
AFN CM  HM3  SING N N 26 
AFN C4A C10  DOUB Y N 27 
AFN C4A C3A  SING Y N 28 
AFN C10 O10  SING Y N 29 
AFN O10 C11  SING Y N 30 
AFN C11 O11  DOUB N N 31 
AFN C11 C12  SING Y N 32 
AFN C12 C3A  DOUB Y N 33 
AFN C12 C1   SING N N 34 
AFN C3A C3   SING N N 35 
AFN C3  C2A  SING N N 36 
AFN C3  H31  SING N N 37 
AFN C3  H32  SING N N 38 
AFN C2A C1   SING N N 39 
AFN C2A H2A1 SING N N 40 
AFN C2A H2A2 SING N N 41 
AFN C1  O1   DOUB N N 42 
# 
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 
AFN SMILES           ACDLabs              10.04 O=C5C=4C(=O)Oc3c1c(OC2OCC(O)C12)cc(OC)c3C=4CC5                                                                                             
AFN InChI            InChI                1.02b InChI=1/C17H14O7/c1-21-9-4-10-14(13-8(19)5-22-17(13)23-10)15-12(9)6-2-3-7(18)11(6)16(20)24-15/h4,8,13,17,19H,2-3,5H2,1H3/t8-,13-,17+/m0/s1 
AFN InChIKey         InChI                1.02b GACWFTLPANAFAK-GVLSTKRJBT                                                                                                                  
AFN SMILES_CANONICAL CACTVS               3.341 COc1cc2O[C@H]3OC[C@H](O)[C@H]3c2c4OC(=O)C5=C(CCC5=O)c14                                                                                    
AFN SMILES           CACTVS               3.341 COc1cc2O[CH]3OC[CH](O)[CH]3c2c4OC(=O)C5=C(CCC5=O)c14                                                                                       
AFN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)[C@@H]5[C@H](CO[C@@H]5O2)O                                                                              
AFN SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)C5C(COC5O2)O                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           AFN 
_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        "(6aR,9R,9aR)-9-hydroxy-4-methoxy-2,3,6a,8,9,9a-hexahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione" 
# 
