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 peptide-like _chem_comp.pdbx_type HETAIN _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 2023-11-03 _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 ? _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 Corina _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 Y Y N 41.758 61.134 19.850 1.645 3.356 -0.097 N HAQ 1 HAQ CA CA C 0 1 N N S Y N N 42.502 61.361 18.604 0.546 2.488 0.346 CA HAQ 2 HAQ CB CB C 0 1 N N N N N N 44.019 61.373 18.757 -0.584 2.598 -0.643 CB HAQ 3 HAQ CG CG C 0 1 N N N N N N 44.736 62.368 17.823 -1.895 2.116 -0.102 CG HAQ 4 HAQ C2 C C 0 1 N N N Y N N 42.021 60.423 17.470 1.062 1.111 0.496 C HAQ 5 HAQ O2 O O 0 1 N N N N N N 41.243 59.508 17.696 2.255 0.999 0.683 O HAQ 6 HAQ N2 N2 N 0 1 N N N Y N N 42.601 60.540 16.283 0.356 -0.030 0.448 N2 HAQ 7 HAQ CA2 CA2 C 0 1 N N S Y N N 42.167 59.722 15.107 1.044 -1.321 0.674 CA2 HAQ 8 HAQ CB2 CB2 C 0 1 N N N N N N 41.920 60.829 14.088 -0.038 -2.391 0.524 CB2 HAQ 9 HAQ CG2 CG2 C 0 1 Y N N N N N 42.646 62.007 14.537 -1.298 -1.609 0.225 CG2 HAQ 10 HAQ CD1 CD1 C 0 1 Y N N N N N 43.152 61.742 15.785 -1.001 -0.249 0.199 CD1 HAQ 11 HAQ CD2 CD2 C 0 1 Y N N N N N 42.920 63.179 13.844 -2.576 -2.085 -0.000 CD2 HAQ 12 HAQ CE1 CE1 C 0 1 Y N N N N N 44.028 62.647 16.454 -2.054 0.631 -0.053 CE1 HAQ 13 HAQ CE2 CE2 C 0 1 Y N N N N N 43.757 64.118 14.451 -3.607 -1.204 -0.255 CE2 HAQ 14 HAQ CZ CZ C 0 1 Y N N N N N 44.317 63.841 15.762 -3.335 0.146 -0.277 CZ HAQ 15 HAQ C C2 C 0 1 N N N Y N Y 43.168 58.762 14.516 2.124 -1.523 -0.357 C2 HAQ 16 HAQ O O2 O 0 1 N N N Y N Y 44.354 58.807 14.824 2.316 -0.683 -1.205 O2 HAQ 17 HAQ OXT OXT O 0 1 N Y N Y N Y 42.698 58.034 13.518 2.874 -2.637 -0.335 OXT HAQ 18 HAQ H H H 0 1 N N N Y Y N 40.776 61.142 19.659 2.424 3.309 0.543 H HAQ 19 HAQ H2 H2 H 0 1 N Y N Y Y N 42.016 60.248 20.235 1.934 3.125 -1.036 H2 HAQ 20 HAQ HA HA1 H 0 1 N N N Y N N 42.258 62.392 18.308 0.196 2.836 1.317 HA1 HAQ 21 HAQ HB2 HB2 H 0 1 N N N N N N 44.253 61.652 19.795 -0.690 3.641 -0.938 HB2 HAQ 22 HAQ HB3 HB3 H 0 1 N N N N N N 44.391 60.364 18.528 -0.334 2.011 -1.527 HB3 HAQ 23 HAQ HG2 HG2 H 0 1 N N N N N N 44.810 63.327 18.357 -2.014 2.507 0.909 HG2 HAQ 24 HAQ HG3 HG3 H 0 1 N N N N N N 45.731 61.954 17.601 -2.693 2.526 -0.720 HG3 HAQ 25 HAQ HA2 HA2 H 0 1 N N N Y N N 41.339 59.057 15.394 1.468 -1.352 1.677 HA2 HAQ 26 HAQ HB23 HB23 H 0 0 N N N N N N 42.280 60.518 13.096 0.200 -3.060 -0.303 HB23 HAQ 27 HAQ HB22 HB22 H 0 0 N N N N N N 40.844 61.050 14.022 -0.149 -2.953 1.451 HB22 HAQ 28 HAQ HD2 HD2 H 0 1 N N N N N N 42.499 63.359 12.866 -2.768 -3.148 0.023 HD2 HAQ 29 HAQ HE2 HE2 H 0 1 N N N N N N 43.987 65.046 13.948 -4.608 -1.566 -0.434 HE2 HAQ 30 HAQ HZ HZ H 0 1 N N N N N N 44.972 64.568 16.219 -4.137 0.842 -0.474 HZ HAQ 31 HAQ HXT HXT H 0 1 N Y N Y N Y 43.414 57.571 13.099 3.554 -2.722 -1.016 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 C2 SING N N 5 HAQ CA HA 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 C2 O2 DOUB N N 13 HAQ C2 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 C 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 C O DOUB N N 32 HAQ C 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 12.01 "O=C(O)C2N3c1c(cccc1C2)CCC(N)C3=O" HAQ SMILES_CANONICAL CACTVS 3.370 "N[C@H]1CCc2cccc3C[C@H](N(C1=O)c23)C(O)=O" HAQ SMILES CACTVS 3.370 "N[CH]1CCc2cccc3C[CH](N(C1=O)c23)C(O)=O" HAQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c3c(c1)C[C@H](N3C(=O)[C@H](CC2)N)C(=O)O" HAQ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c3c(c1)CC(N3C(=O)C(CC2)N)C(=O)O" HAQ InChI InChI 1.03 "InChI=1S/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" HAQ InChIKey InChI 1.03 KCYCGNHQFGTGSS-UWVGGRQHSA-N # _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 12.01 _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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HAQ "Create component" 1999-10-14 RCSB HAQ "Modify descriptor" 2011-06-04 RCSB HAQ "Modify backbone" 2023-11-03 PDBE #