data_HNA
# 
_chem_comp.id                                    HNA 
_chem_comp.name                                  1,8-DI-HYDROXY-4-NITRO-ANTHRAQUINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H7 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-12 
_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                        285.208 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HNA 
_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        1M2P 
_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 
HNA C1   C1   C 0  1 Y N N 23.953 7.355 15.073 -1.009 2.432  0.098  C1   HNA 1  
HNA C2   C2   C 0  1 Y N N 23.941 6.667 16.336 -0.309 1.233  -0.054 C2   HNA 2  
HNA C3   C3   C 0  1 Y N N 23.201 7.223 17.446 -1.012 0.012  -0.062 C3   HNA 3  
HNA C4   C4   C 0  1 Y N N 22.442 8.402 17.244 -2.394 0.011  0.084  C4   HNA 4  
HNA C5   C5   C 0  1 Y N N 22.471 9.056 15.984 -3.076 1.209  0.236  C5   HNA 5  
HNA C6   C6   C 0  1 Y N N 23.206 8.536 14.899 -2.394 2.408  0.243  C6   HNA 6  
HNA C13  C13  C 0  1 N N N 23.211 6.455 18.754 -0.271 -1.257 -0.225 C13  HNA 7  
HNA C14  C14  C 0  1 Y N N 24.008 5.218 18.911 1.200  -1.258 -0.072 C14  HNA 8  
HNA C15  C15  C 0  1 Y N N 24.763 4.681 17.817 1.899  -0.035 -0.058 C15  HNA 9  
HNA C16  C16  C 0  1 N N N 24.759 5.402 16.514 1.158  1.233  -0.208 C16  HNA 10 
HNA C22  C22  C 0  1 Y N N 25.517 3.470 18.011 3.288  -0.035 0.083  C22  HNA 11 
HNA C23  C23  C 0  1 Y N N 25.495 2.820 19.272 3.967  -1.244 0.217  C23  HNA 12 
HNA C24  C24  C 0  1 Y N N 24.738 3.353 20.342 3.275  -2.437 0.206  C24  HNA 13 
HNA C25  C25  C 0  1 Y N N 23.998 4.544 20.163 1.896  -2.452 0.062  C25  HNA 14 
HNA O16  O16  O 0  1 N N N 25.407 4.948 15.568 1.751  2.267  -0.452 O16  HNA 15 
HNA O13  O13  O 0  1 N N N 22.598 6.846 19.745 -0.864 -2.287 -0.481 O13  HNA 16 
HNA O1   O1   O 0  1 N N N 24.658 6.873 13.988 -0.343 3.614  0.105  O1   HNA 17 
HNA O22  O22  O 0  1 N N N 26.279 2.903 16.992 3.972  1.136  0.095  O22  HNA 18 
HNA N4   N4   N 1  1 N N N 21.642 9.073 18.225 -3.139 -1.268 0.078  N4   HNA 19 
HNA O4B  O4B  O -1 1 N N N 22.251 9.683 19.178 -4.139 -1.387 -0.606 O4B  HNA 20 
HNA O4A  O4A  O 0  1 N N N 20.383 9.081 18.231 -2.750 -2.202 0.757  O4A  HNA 21 
HNA HC5  HC5  H 0  1 N N N 21.907 9.994 15.844 -4.150 1.203  0.350  HC5  HNA 22 
HNA HC6  HC6  H 0  1 N N N 23.197 9.049 13.922 -2.937 3.334  0.361  HC6  HNA 23 
HNA HC23 HC23 H 0  0 N N N 26.072 1.892 19.422 5.041  -1.247 0.330  HC23 HNA 24 
HNA HC24 HC24 H 0  0 N N N 24.725 2.839 21.318 3.813  -3.368 0.310  HC24 HNA 25 
HNA HC25 HC25 H 0  0 N N N 23.410 4.949 21.004 1.364  -3.392 0.055  HC25 HNA 26 
HNA HO1  HO1  H 0  1 N N N 24.666 7.327 13.154 -0.109 3.797  1.025  HO1  HNA 27 
HNA HO22 HO22 H 0  0 N N N 26.777 2.104 17.120 4.210  1.330  -0.822 HO22 HNA 28 
# 
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 
HNA C1  C2   DOUB Y N 1  
HNA C1  C6   SING Y N 2  
HNA C1  O1   SING N N 3  
HNA C2  C3   SING Y N 4  
HNA C2  C16  SING N N 5  
HNA C3  C4   DOUB Y N 6  
HNA C3  C13  SING N N 7  
HNA C4  C5   SING Y N 8  
HNA C4  N4   SING N N 9  
HNA C5  C6   DOUB Y N 10 
HNA C5  HC5  SING N N 11 
HNA C6  HC6  SING N N 12 
HNA C13 C14  SING N N 13 
HNA C13 O13  DOUB N N 14 
HNA C14 C15  DOUB Y N 15 
HNA C14 C25  SING Y N 16 
HNA C15 C16  SING N N 17 
HNA C15 C22  SING Y N 18 
HNA C16 O16  DOUB N N 19 
HNA C22 C23  DOUB Y N 20 
HNA C22 O22  SING N N 21 
HNA C23 C24  SING Y N 22 
HNA C23 HC23 SING N N 23 
HNA C24 C25  DOUB Y N 24 
HNA C24 HC24 SING N N 25 
HNA C25 HC25 SING N N 26 
HNA O1  HO1  SING N N 27 
HNA O22 HO22 SING N N 28 
HNA N4  O4B  SING N N 29 
HNA N4  O4A  DOUB N N 30 
# 
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 
HNA SMILES           ACDLabs              10.04 [O-][N+](=O)c3ccc(O)c2C(=O)c1c(cccc1O)C(=O)c23                                             
HNA InChI            InChI                1.02b InChI=1/C14H7NO6/c16-8-3-1-2-6-10(8)14(19)12-9(17)5-4-7(15(20)21)11(12)13(6)18/h1-5,16-17H 
HNA InChIKey         InChI                1.02b RIYCICFDXLNQPV-UHFFFAOYAJ                                                                  
HNA SMILES_CANONICAL CACTVS               3.341 Oc1cccc2C(=O)c3c(ccc(O)c3C(=O)c12)[N+]([O-])=O                                             
HNA SMILES           CACTVS               3.341 Oc1cccc2C(=O)c3c(ccc(O)c3C(=O)c12)[N+]([O-])=O                                             
HNA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)O)C(=O)c3c(ccc(c3C2=O)[N+](=O)[O-])O                                           
HNA SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)O)C(=O)c3c(ccc(c3C2=O)[N+](=O)[O-])O                                           
# 
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 
HNA "SYSTEMATIC NAME" ACDLabs              10.04 4,5-dihydroxy-1-nitroanthracene-9,10-dione  
HNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4,5-dihydroxy-1-nitro-anthracene-9,10-dione 
# 
