data_HAQ
# 
_chem_comp.id                                    HAQ 
_chem_comp.name                                  "5-AMINO-4-OXO-1,2,4,5,6,7-HEXAHYDRO-AZEPINO[3,2,1-HI]INDOLE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H14 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-14 
_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                        246.262 
_chem_comp.one_letter_code                       X 
_chem_comp.three_letter_code                     HAQ 
_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        1D5X 
_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 
HAQ N    N    N 0 1 N N N 41.758 61.134 19.850 3.353  -0.101 1.651  N    HAQ 1  
HAQ CA   CA   C 0 1 N N S 42.502 61.361 18.604 2.488  0.341  0.550  CA   HAQ 2  
HAQ CB   CB   C 0 1 N N N 44.019 61.373 18.757 2.597  -0.648 -0.578 CB   HAQ 3  
HAQ CG   CG   C 0 1 N N N 44.736 62.368 17.823 2.119  -0.107 -1.890 CG   HAQ 4  
HAQ C    C    C 0 1 N N N 42.021 60.423 17.470 1.110  0.492  1.062  C    HAQ 5  
HAQ O    O    O 0 1 N N N 41.243 59.508 17.696 0.997  0.678  2.255  O    HAQ 6  
HAQ N2   N2   N 0 1 N N N 42.601 60.540 16.283 -0.028 0.449  0.354  N2   HAQ 7  
HAQ CA2  CA2  C 0 1 N N S 42.167 59.722 15.107 -1.320 0.675  1.040  CA2  HAQ 8  
HAQ CB2  CB2  C 0 1 N N N 41.920 60.829 14.088 -2.389 0.523  -0.042 CB2  HAQ 9  
HAQ CG2  CG2  C 0 1 Y N N 42.646 62.007 14.537 -1.605 0.224  -1.301 CG2  HAQ 10 
HAQ CD1  CD1  C 0 1 Y N N 43.152 61.742 15.785 -0.245 0.199  -1.001 CD1  HAQ 11 
HAQ CD2  CD2  C 0 1 Y N N 42.920 63.179 13.844 -2.079 0.000  -2.579 CD2  HAQ 12 
HAQ CE1  CE1  C 0 1 Y N N 44.028 62.647 16.454 0.635  -0.055 -2.053 CE1  HAQ 13 
HAQ CE2  CE2  C 0 1 Y N N 43.757 64.118 14.451 -1.196 -0.254 -3.609 CE2  HAQ 14 
HAQ CZ   CZ   C 0 1 Y N N 44.317 63.841 15.762 0.152  -0.278 -3.335 CZ   HAQ 15 
HAQ C2   C2   C 0 1 N N N 43.168 58.762 14.516 -1.525 -0.352 2.123  C2   HAQ 16 
HAQ O2   O2   O 0 1 N N N 44.354 58.807 14.824 -0.666 -1.171 2.348  O2   HAQ 17 
HAQ OXT  OXT  O 0 1 N Y N 42.698 58.034 13.518 -2.661 -0.356 2.837  OXT  HAQ 18 
HAQ H    1HN  H 0 1 N N N 40.743 61.126 19.747 2.944  -0.946 2.020  H    HAQ 19 
HAQ H2   2HN  H 0 1 N Y N 42.036 61.815 20.556 3.281  0.596  2.376  H2   HAQ 20 
HAQ HA1  1HA  H 0 1 N N N 42.255 62.406 18.303 2.838  1.311  0.199  HA1  HAQ 21 
HAQ HB2  1HB  H 0 1 N N N 44.303 61.558 19.819 3.641  -0.946 -0.682 HB2  HAQ 22 
HAQ HB3  2HB  H 0 1 N N N 44.433 60.346 18.627 2.008  -1.530 -0.328 HB3  HAQ 23 
HAQ HG2  1HG  H 0 1 N N N 44.918 63.328 18.359 2.513  0.902  -2.009 HG2  HAQ 24 
HAQ HG3  2HG  H 0 1 N N N 45.785 62.035 17.647 2.530  -0.727 -2.687 HG3  HAQ 25 
HAQ HA2  1HA2 H 0 1 N N N 41.327 59.048 15.398 -1.352 1.680  1.463  HA2  HAQ 26 
HAQ HB23 1HB2 H 0 0 N N N 42.181 60.527 13.046 -2.951 1.450  -0.155 HB23 HAQ 27 
HAQ HB22 2HB2 H 0 0 N N N 40.836 61.026 13.914 -3.058 -0.303 0.195  HB22 HAQ 28 
HAQ HD2  1HD2 H 0 1 N N N 42.487 63.358 12.845 -3.141 0.024  -2.773 HD2  HAQ 29 
HAQ HE2  1HE2 H 0 1 N N N 43.970 65.054 13.908 -1.557 -0.430 -4.612 HE2  HAQ 30 
HAQ HZ   1HZ  H 0 1 N N N 44.988 64.566 16.251 0.849  -0.475 -4.136 HZ   HAQ 31 
HAQ HXT  HXT  H 0 1 N Y N 43.328 57.429 13.145 -2.793 -1.016 3.532  HXT  HAQ 32 
# 
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 
HAQ N   CA   SING N N 1  
HAQ N   H    SING N N 2  
HAQ N   H2   SING N N 3  
HAQ CA  CB   SING N N 4  
HAQ CA  C    SING N N 5  
HAQ CA  HA1  SING N N 6  
HAQ CB  CG   SING N N 7  
HAQ CB  HB2  SING N N 8  
HAQ CB  HB3  SING N N 9  
HAQ CG  CE1  SING N N 10 
HAQ CG  HG2  SING N N 11 
HAQ CG  HG3  SING N N 12 
HAQ C   O    DOUB N N 13 
HAQ C   N2   SING N N 14 
HAQ N2  CA2  SING N N 15 
HAQ N2  CD1  SING N N 16 
HAQ CA2 CB2  SING N N 17 
HAQ CA2 C2   SING N N 18 
HAQ CA2 HA2  SING N N 19 
HAQ CB2 CG2  SING N N 20 
HAQ CB2 HB23 SING N N 21 
HAQ CB2 HB22 SING N N 22 
HAQ CG2 CD1  DOUB Y N 23 
HAQ CG2 CD2  SING Y N 24 
HAQ CD1 CE1  SING Y N 25 
HAQ CD2 CE2  DOUB Y N 26 
HAQ CD2 HD2  SING N N 27 
HAQ CE1 CZ   DOUB Y N 28 
HAQ CE2 CZ   SING Y N 29 
HAQ CE2 HE2  SING N N 30 
HAQ CZ  HZ   SING N N 31 
HAQ C2  O2   DOUB N N 32 
HAQ C2  OXT  SING N N 33 
HAQ OXT HXT  SING N N 34 
# 
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 
HAQ SMILES           ACDLabs              10.04 "O=C(O)C3N2c1c(cccc1CCC(C2=O)N)C3"                                                                                          
HAQ InChI            InChI                1.02b "InChI=1/C13H14N2O3/c14-9-5-4-7-2-1-3-8-6-10(13(17)18)15(11(7)8)12(9)16/h1-3,9-10H,4-6,14H2,(H,17,18)/t9-,10-/m0/s1/f/h17H" 
HAQ InChIKey         InChI                1.02b KCYCGNHQFGTGSS-QLERCLOTDK                                                                                                   
HAQ SMILES_CANONICAL CACTVS               3.341 "N[C@H]1CCc2cccc3C[C@H](N(C1=O)c23)C(O)=O"                                                                                  
HAQ SMILES           CACTVS               3.341 "N[CH]1CCc2cccc3C[CH](N(C1=O)c23)C(O)=O"                                                                                    
HAQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c3c(c1)C[C@H](N3C(=O)[C@H](CC2)N)C(=O)O"                                                                              
HAQ SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc2c3c(c1)CC(N3C(=O)C(CC2)N)C(=O)O"                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           HAQ 
_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        "(2S,5S)-5-amino-4-oxo-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-2-carboxylic acid" 
# 
