data_HYQ
# 
_chem_comp.id                                    HYQ 
_chem_comp.name                                  REL-(3AR,4S,7R,7AS)-3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3AALPHA,4ALPHA,7ALPHA,7AALPHA)- 3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-28 
_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                        350.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HYQ 
_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        1XNN 
_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 
HYQ C1   C1   C 0  1 N N S 29.931 0.808  4.339 -2.974 -1.043 0.812  C1   HYQ 1  
HYQ C4   C4   C 0  1 N N N 29.206 2.066  4.692 -1.509 -0.904 1.164  C4   HYQ 2  
HYQ O10  O10  O 0  1 N N N 29.577 2.770  5.627 -1.062 -0.808 2.287  O10  HYQ 3  
HYQ N9   N9   N 0  1 N N N 28.164 2.256  3.853 -0.784 -0.904 0.039  N9   HYQ 4  
HYQ C14  C14  C 0  1 Y N N 27.414 3.394  3.812 0.611  -0.790 0.036  C14  HYQ 5  
HYQ C16  C16  C 0  1 Y N N 28.165 4.614  3.482 1.400  -1.918 0.097  C16  HYQ 6  
HYQ C19  C19  C 0  1 Y N N 27.481 5.880  3.526 2.788  -1.816 0.096  C19  HYQ 7  
HYQ C20  C20  C 0  1 Y N N 26.050 5.911  3.829 3.404  -0.603 0.035  C20  HYQ 8  
HYQ N23  N23  N 1  1 N N N 25.479 7.130  3.778 4.882  -0.521 0.035  N23  HYQ 9  
HYQ O26  O26  O -1 1 N N N 24.571 7.400  2.822 5.442  0.379  0.634  O26  HYQ 10 
HYQ O25  O25  O 0  1 N N N 25.904 8.195  4.533 5.538  -1.352 -0.567 O25  HYQ 11 
HYQ C17  C17  C 0  1 Y N N 25.243 4.733  4.097 2.635  0.572  -0.023 C17  HYQ 12 
HYQ C21  C21  C 0  1 Y N N 23.797 4.785  4.327 3.243  1.837  -0.094 C21  HYQ 13 
HYQ C24  C24  C 0  1 Y N N 23.040 3.544  4.561 2.467  2.954  -0.155 C24  HYQ 14 
HYQ C22  C22  C 0  1 Y N N 23.724 2.241  4.581 1.077  2.863  -0.154 C22  HYQ 15 
HYQ C18  C18  C 0  1 Y N N 25.187 2.164  4.373 0.454  1.654  -0.092 C18  HYQ 16 
HYQ C15  C15  C 0  1 Y N N 25.966 3.380  4.104 1.221  0.480  -0.028 C15  HYQ 17 
HYQ C6   C6   C 0  1 N N N 28.035 1.270  2.951 -1.504 -1.016 -1.085 C6   HYQ 18 
HYQ O13  O13  O 0  1 N N N 27.155 1.116  2.108 -1.053 -1.019 -2.210 O13  HYQ 19 
HYQ C2   C2   C 0  1 N N R 29.170 0.295  3.080 -2.970 -1.121 -0.727 C2   HYQ 20 
HYQ C5   C5   C 0  1 N N N 28.621 -1.135 3.314 -3.721 0.114  -1.279 C5   HYQ 21 
HYQ C12  C12  C 0  1 N N N 27.726 -1.142 4.565 -5.165 0.097  -0.772 C12  HYQ 22 
HYQ C8   C8   C 0  1 N N N 28.473 -0.650 5.797 -5.169 0.150  0.756  C8   HYQ 23 
HYQ C3   C3   C 0  1 N N N 29.918 -0.245 5.472 -3.729 0.206  1.270  C3   HYQ 24 
HYQ C7   C7   C 0  1 N N N 30.556 -1.523 4.909 -3.037 1.453  0.716  C7   HYQ 25 
HYQ C11  C11  C 0  1 N N N 29.801 -2.045 3.686 -3.031 1.396  -0.813 C11  HYQ 26 
HYQ H1   H1   H 0  1 N N N 31.016 0.994  4.162 -3.402 -1.944 1.252  H1   HYQ 27 
HYQ H16  H16  H 0  1 N N N 29.232 4.580  3.204 0.936  -2.892 0.146  H16  HYQ 28 
HYQ H19  H19  H 0  1 N N N 28.043 6.809  3.331 3.387  -2.714 0.144  H19  HYQ 29 
HYQ H21  H21  H 0  1 N N N 23.278 5.758  4.324 4.319  1.923  -0.095 H21  HYQ 30 
HYQ H24  H24  H 0  1 N N N 21.950 3.591  4.723 2.937  3.925  -0.205 H24  HYQ 31 
HYQ H22  H22  H 0  1 N N N 23.140 1.321  4.752 0.485  3.765  -0.204 H22  HYQ 32 
HYQ H18  H18  H 0  1 N N N 25.702 1.190  4.419 -0.625 1.599  -0.093 H18  HYQ 33 
HYQ H2   H2   H 0  1 N N N 29.816 0.237  2.173 -3.413 -2.047 -1.094 H2   HYQ 34 
HYQ H5   H5   H 0  1 N N N 28.074 -1.464 2.400 -3.719 0.076  -2.369 H5   HYQ 35 
HYQ H121 1H12 H 0  0 N N N 27.277 -2.148 4.737 -5.656 -0.818 -1.105 H121 HYQ 36 
HYQ H122 2H12 H 0  0 N N N 26.790 -0.559 4.398 -5.699 0.961  -1.168 H122 HYQ 37 
HYQ H81  1H8  H 0  1 N N N 28.439 -1.404 6.618 -5.661 -0.739 1.150  H81  HYQ 38 
HYQ H82  2H8  H 0  1 N N N 27.923 0.181  6.298 -5.707 1.039  1.087  H82  HYQ 39 
HYQ H3   H3   H 0  1 N N N 30.438 0.173  6.365 -3.733 0.249  2.359  H3   HYQ 40 
HYQ H71  1H7  H 0  1 N N N 30.650 -2.309 5.694 -3.574 2.343  1.045  H71  HYQ 41 
HYQ H72  2H7  H 0  1 N N N 31.637 -1.371 4.684 -2.011 1.492  1.082  H72  HYQ 42 
HYQ H111 1H11 H 0  0 N N N 30.486 -2.196 2.820 -2.002 1.406  -1.172 H111 HYQ 43 
HYQ H112 2H11 H 0  0 N N N 29.470 -3.100 3.833 -3.563 2.261  -1.210 H112 HYQ 44 
# 
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 
HYQ C1  C4   SING N N 1  
HYQ C1  C2   SING N N 2  
HYQ C1  C3   SING N N 3  
HYQ C1  H1   SING N N 4  
HYQ C4  O10  DOUB N N 5  
HYQ C4  N9   SING N N 6  
HYQ N9  C14  SING N N 7  
HYQ N9  C6   SING N N 8  
HYQ C14 C16  DOUB Y N 9  
HYQ C14 C15  SING Y N 10 
HYQ C16 C19  SING Y N 11 
HYQ C16 H16  SING N N 12 
HYQ C19 C20  DOUB Y N 13 
HYQ C19 H19  SING N N 14 
HYQ C20 N23  SING N N 15 
HYQ C20 C17  SING Y N 16 
HYQ N23 O26  SING N N 17 
HYQ N23 O25  DOUB N N 18 
HYQ C17 C21  DOUB Y N 19 
HYQ C17 C15  SING Y N 20 
HYQ C21 C24  SING Y N 21 
HYQ C21 H21  SING N N 22 
HYQ C24 C22  DOUB Y N 23 
HYQ C24 H24  SING N N 24 
HYQ C22 C18  SING Y N 25 
HYQ C22 H22  SING N N 26 
HYQ C18 C15  DOUB Y N 27 
HYQ C18 H18  SING N N 28 
HYQ C6  O13  DOUB N N 29 
HYQ C6  C2   SING N N 30 
HYQ C2  C5   SING N N 31 
HYQ C2  H2   SING N N 32 
HYQ C5  C12  SING N N 33 
HYQ C5  C11  SING N N 34 
HYQ C5  H5   SING N N 35 
HYQ C12 C8   SING N N 36 
HYQ C12 H121 SING N N 37 
HYQ C12 H122 SING N N 38 
HYQ C8  C3   SING N N 39 
HYQ C8  H81  SING N N 40 
HYQ C8  H82  SING N N 41 
HYQ C3  C7   SING N N 42 
HYQ C3  H3   SING N N 43 
HYQ C7  C11  SING N N 44 
HYQ C7  H71  SING N N 45 
HYQ C7  H72  SING N N 46 
HYQ C11 H111 SING N N 47 
HYQ C11 H112 SING N N 48 
# 
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 
HYQ SMILES           ACDLabs              10.04 [O-][N+](=O)c2c1c(cccc1)c(cc2)N4C(=O)C5C3CCC(CC3)C5C4=O                                                                                         
HYQ InChI            InChI                1.02b InChI=1/C20H18N2O4/c23-19-17-11-5-6-12(8-7-11)18(17)20(24)21(19)15-9-10-16(22(25)26)14-4-2-1-3-13(14)15/h1-4,9-12,17-18H,5-8H2/t11-,12+,17-,18+ 
HYQ InChIKey         InChI                1.02b DEJXHCDDTLTVNB-FRVJLOGJBA                                                                                                                       
HYQ SMILES_CANONICAL CACTVS               3.341 [O-][N+](=O)c1ccc(N2C(=O)[C@H]3C4CCC(CC4)[C@H]3C2=O)c5ccccc15                                                                                   
HYQ SMILES           CACTVS               3.341 [O-][N+](=O)c1ccc(N2C(=O)[CH]3C4CCC(CC4)[CH]3C2=O)c5ccccc15                                                                                     
HYQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(ccc2[N+](=O)[O-])N3C(=O)[C@H]4C5CCC([C@H]4C3=O)CC5                                                                                 
HYQ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(ccc2[N+](=O)[O-])N3C(=O)C4C5CCC(C4C3=O)CC5                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           HYQ 
_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        (3aR,4R,7S,7aS)-2-(4-nitronaphthalen-1-yl)hexahydro-1H-4,7-ethanoisoindole-1,3(2H)-dione 
# 
