data_4AN
# 
_chem_comp.id                                    4AN 
_chem_comp.name                                  6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H8 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-AMINO-1,8-NAPHTHALIMIDE 
_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                        212.204 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4AN 
_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        2PAX 
_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 
4AN C1A  C1A  C 0 1 N N N 41.424 23.880 19.322 1.529  0.000  -1.674 C1A  4AN 1  
4AN O1A  O1A  O 0 1 N N N 41.065 24.226 18.208 2.688  0.000  -2.043 O1A  4AN 2  
4AN C1   C1   C 0 1 Y N N 40.428 23.182 20.256 1.221  0.000  -0.240 C1   4AN 3  
4AN C2   C2   C 0 1 Y N N 39.096 22.930 19.854 2.221  0.000  0.728  C2   4AN 4  
4AN C3   C3   C 0 1 Y N N 38.205 22.288 20.732 1.893  -0.000 2.071  C3   4AN 5  
4AN C4   C4   C 0 1 Y N N 38.618 21.888 22.013 0.570  0.000  2.491  C4   4AN 6  
4AN N4   N4   N 0 1 N N N 37.660 21.242 22.847 0.270  0.000  3.840  N4   4AN 7  
4AN C5   C5   C 0 1 Y N N 40.424 21.785 23.712 -1.822 0.001  1.901  C5   4AN 8  
4AN C6   C6   C 0 1 Y N N 41.751 22.051 24.093 -2.800 0.000  0.932  C6   4AN 9  
4AN C7   C7   C 0 1 Y N N 42.634 22.675 23.210 -2.479 0.000  -0.417 C7   4AN 10 
4AN C8   C8   C 0 1 Y N N 42.191 23.051 21.935 -1.150 0.000  -0.819 C8   4AN 11 
4AN C8A  C8A  C 0 1 N N N 43.141 23.725 20.956 -0.762 0.000  -2.236 C8A  4AN 12 
4AN O8A  O8A  O 0 1 N N N 44.310 23.923 21.286 -1.620 -0.000 -3.099 O8A  4AN 13 
4AN N9   N9   N 0 1 N N N 42.694 24.092 19.738 0.538  0.000  -2.585 N9   4AN 14 
4AN C9   C9   C 0 1 Y N N 40.852 22.791 21.550 -0.134 0.000  0.163  C9   4AN 15 
4AN C10  C10  C 0 1 Y N N 39.954 22.147 22.440 -0.469 -0.005 1.531  C10  4AN 16 
4AN H2   H2   H 0 1 N N N 38.750 23.235 18.851 3.258  0.000  0.429  H2   4AN 17 
4AN H3   H3   H 0 1 N N N 37.167 22.095 20.411 2.682  -0.000 2.808  H3   4AN 18 
4AN HN41 1HN4 H 0 0 N N N 37.960 20.951 23.777 0.985  0.000  4.496  HN41 4AN 19 
4AN HN42 2HN4 H 0 0 N N N 37.272 20.438 22.352 -0.655 0.004  4.131  HN42 4AN 20 
4AN H5   H5   H 0 1 N N N 39.742 21.285 24.420 -2.096 0.002  2.946  H5   4AN 21 
4AN H6   H6   H 0 1 N N N 42.104 21.766 25.098 -3.838 0.001  1.229  H6   4AN 22 
4AN H7   H7   H 0 1 N N N 43.675 22.869 23.517 -3.266 -0.000 -1.158 H7   4AN 23 
4AN HN9  HN9  H 0 1 N N N 43.346 24.551 19.102 0.769  0.000  -3.527 HN9  4AN 24 
# 
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 
4AN C1A O1A  DOUB N N 1  
4AN C1A C1   SING N N 2  
4AN C1A N9   SING N N 3  
4AN C1  C2   DOUB Y N 4  
4AN C1  C9   SING Y N 5  
4AN C2  C3   SING Y N 6  
4AN C2  H2   SING N N 7  
4AN C3  C4   DOUB Y N 8  
4AN C3  H3   SING N N 9  
4AN C4  N4   SING N N 10 
4AN C4  C10  SING Y N 11 
4AN N4  HN41 SING N N 12 
4AN N4  HN42 SING N N 13 
4AN C5  C6   DOUB Y N 14 
4AN C5  C10  SING Y N 15 
4AN C5  H5   SING N N 16 
4AN C6  C7   SING Y N 17 
4AN C6  H6   SING N N 18 
4AN C7  C8   DOUB Y N 19 
4AN C7  H7   SING N N 20 
4AN C8  C8A  SING N N 21 
4AN C8  C9   SING Y N 22 
4AN C8A O8A  DOUB N N 23 
4AN C8A N9   SING N N 24 
4AN N9  HN9  SING N N 25 
4AN C9  C10  DOUB Y N 26 
# 
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 
4AN SMILES           ACDLabs              10.04 O=C2c1c3c(c(cc1)N)cccc3C(=O)N2                                                                  
4AN InChI            InChI                1.02b InChI=1/C12H8N2O2/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(15)14-12(8)16/h1-5H,13H2,(H,14,15,16)/f/h14H 
4AN InChIKey         InChI                1.02b SSMIFVHARFVINF-YHMJCDSICE                                                                       
4AN SMILES_CANONICAL CACTVS               3.341 Nc1ccc2C(=O)NC(=O)c3cccc1c23                                                                    
4AN SMILES           CACTVS               3.341 Nc1ccc2C(=O)NC(=O)c3cccc1c23                                                                    
4AN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(ccc3c2c(c1)C(=O)NC3=O)N                                                                  
4AN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(ccc3c2c(c1)C(=O)NC3=O)N                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           4AN 
_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        6-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione 
# 
