data_IAA
# 
_chem_comp.id                                    IAA 
_chem_comp.name                                  
;({[(3E)-2'-OXO-2',7'-DIHYDRO-2,3'-BIINDOL-3(7H)-YLIDENE]AMINO}OXY)ACETIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H13 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-{O-[2'-(2-OXO-(2H3H)INDOLE-3-YLIDENE)-(2'H3'H)INDOLE-3'-YLIDENE]-AMINOOXY}-ACETATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-23 
_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                        335.314 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IAA 
_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        1Z62 
_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 
IAA O4   O4   O 0 1 N N N 30.018 3.629  49.734 3.328  4.649  0.164  O4   IAA 1  
IAA C18  C18  C 0 1 N N N 30.404 2.532  50.107 3.232  3.311  0.118  C18  IAA 2  
IAA O3   O3   O 0 1 N N N 31.703 2.215  49.984 4.233  2.635  0.082  O3   IAA 3  
IAA C17  C17  C 0 1 N N N 29.445 1.543  50.751 1.877  2.652  0.111  C17  IAA 4  
IAA O2   O2   O 0 1 N N N 28.147 2.142  50.808 2.038  1.233  0.059  O2   IAA 5  
IAA N3   N3   N 0 1 N N N 27.296 1.278  51.521 0.737  0.673  0.055  N3   IAA 6  
IAA C10  C10  C 0 1 N N N 26.066 1.652  51.792 0.584  -0.621 0.012  C10  IAA 7  
IAA C9   C9   C 0 1 N N N 25.055 0.949  52.623 -0.683 -1.399 0.006  C9   IAA 8  
IAA C8   C8   C 0 1 N N N 25.182 -0.256 53.247 -1.974 -0.874 0.043  C8   IAA 9  
IAA C7   C7   C 0 1 N N N 24.167 -0.853 54.109 -3.248 -1.599 0.208  C7   IAA 10 
IAA O1   O1   O 0 1 N N N 23.071 -0.362 54.410 -3.379 -2.805 0.342  O1   IAA 11 
IAA N1   N1   N 0 1 N N N 24.641 -2.037 54.529 -4.238 -0.692 0.183  N1   IAA 12 
IAA C1   C1   C 0 1 N N N 25.822 -2.286 54.065 -3.805 0.530  0.026  C1   IAA 13 
IAA C2   C2   C 0 1 N N N 26.677 -3.398 54.244 -4.521 1.863  -0.061 C2   IAA 14 
IAA C3   C3   C 0 1 N N N 27.962 -3.421 53.598 -3.668 3.098  -0.248 C3   IAA 15 
IAA C4   C4   C 0 1 N N N 28.385 -2.350 52.780 -2.338 2.969  -0.328 C4   IAA 16 
IAA C5   C5   C 0 1 N N N 27.539 -1.268 52.614 -1.700 1.720  -0.245 C5   IAA 17 
IAA C6   C6   C 0 1 N N N 26.262 -1.229 53.250 -2.387 0.543  -0.068 C6   IAA 18 
IAA N2   N2   N 0 1 N N N 23.947 1.725  52.703 -0.356 -2.698 -0.050 N2   IAA 19 
IAA C11  C11  C 0 1 N N N 24.105 2.872  51.990 0.934  -2.903 -0.074 C11  IAA 20 
IAA C16  C16  C 0 1 N N N 23.225 3.939  51.818 1.761  -4.172 -0.129 C16  IAA 21 
IAA C15  C15  C 0 1 N N N 23.632 5.032  51.040 3.266  -4.020 -0.143 C15  IAA 22 
IAA C14  C14  C 0 1 N N N 24.915 5.081  50.441 3.799  -2.794 -0.106 C14  IAA 23 
IAA C13  C13  C 0 1 N N N 25.809 4.017  50.608 3.006  -1.633 -0.054 C13  IAA 24 
IAA C12  C12  C 0 1 N N N 25.396 2.903  51.392 1.635  -1.670 -0.039 C12  IAA 25 
IAA HO4  HO4  H 0 1 N N N 30.752 4.123  49.389 4.197  5.072  0.168  HO4  IAA 26 
IAA H171 1H17 H 0 0 N N N 29.789 1.291  51.765 1.337  2.923  1.018  H171 IAA 27 
IAA H172 2H17 H 0 0 N N N 29.404 0.620  50.153 1.315  2.986  -0.760 H172 IAA 28 
IAA H21  1H2  H 0 1 N N N 26.131 -4.228 53.771 -5.224 1.812  -0.893 H21  IAA 29 
IAA H22  2H2  H 0 1 N N N 26.876 -3.461 55.324 -5.101 1.992  0.854  H22  IAA 30 
IAA H3   H3   H 0 1 N N N 28.614 -4.270 53.741 -4.127 4.073  -0.317 H3   IAA 31 
IAA H4   H4   H 0 1 N N N 29.349 -2.375 52.294 -1.736 3.855  -0.462 H4   IAA 32 
IAA H5   H5   H 0 1 N N N 27.850 -0.440 51.994 -0.623 1.684  -0.317 H5   IAA 33 
IAA H161 1H16 H 0 0 N N N 23.102 4.356  52.829 1.471  -4.720 -1.026 H161 IAA 34 
IAA H162 2H16 H 0 0 N N N 22.327 3.528  51.333 1.494  -4.784 0.733  H162 IAA 35 
IAA H15  H15  H 0 1 N N N 22.951 5.857  50.894 3.902  -4.891 -0.183 H15  IAA 36 
IAA H14  H14  H 0 1 N N N 25.204 5.941  49.855 4.874  -2.692 -0.116 H14  IAA 37 
IAA H13  H13  H 0 1 N N N 26.788 4.041  50.153 3.498  -0.672 -0.026 H13  IAA 38 
# 
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 
IAA O4  C18  SING N N 1  
IAA O4  HO4  SING N N 2  
IAA C18 O3   DOUB N N 3  
IAA C18 C17  SING N N 4  
IAA C17 O2   SING N N 5  
IAA C17 H171 SING N N 6  
IAA C17 H172 SING N N 7  
IAA O2  N3   SING N N 8  
IAA N3  C10  DOUB N E 9  
IAA C10 C9   SING N N 10 
IAA C10 C12  SING N N 11 
IAA C9  C8   DOUB N Z 12 
IAA C9  N2   SING N N 13 
IAA C8  C7   SING N N 14 
IAA C8  C6   SING N N 15 
IAA C7  O1   DOUB N N 16 
IAA C7  N1   SING N N 17 
IAA N1  C1   DOUB N N 18 
IAA C1  C2   SING N N 19 
IAA C1  C6   SING N N 20 
IAA C2  C3   SING N N 21 
IAA C2  H21  SING N N 22 
IAA C2  H22  SING N N 23 
IAA C3  C4   DOUB N N 24 
IAA C3  H3   SING N N 25 
IAA C4  C5   SING N N 26 
IAA C4  H4   SING N N 27 
IAA C5  C6   DOUB N N 28 
IAA C5  H5   SING N N 29 
IAA N2  C11  DOUB N N 30 
IAA C11 C16  SING N N 31 
IAA C11 C12  SING N N 32 
IAA C16 C15  SING N N 33 
IAA C16 H161 SING N N 34 
IAA C16 H162 SING N N 35 
IAA C15 C14  DOUB N N 36 
IAA C15 H15  SING N N 37 
IAA C14 C13  SING N N 38 
IAA C14 H14  SING N N 39 
IAA C13 C12  DOUB N N 40 
IAA C13 H13  SING N N 41 
# 
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 
IAA SMILES           ACDLabs              10.04 O=C(O)CO\N=C3/C4=CC=CCC4=N/C3=C1/C2=CC=CCC2=NC1=O                                                                                             
IAA InChI            InChI                1.02b InChI=1/C18H13N3O4/c22-14(23)9-25-21-16-11-6-2-4-8-13(11)19-17(16)15-10-5-1-3-7-12(10)20-18(15)24/h1-6H,7-9H2,(H,22,23)/b17-15-,21-16+/f/h22H 
IAA InChIKey         InChI                1.02b BFQRPTKOSYMPOL-PFJFTCGFDD                                                                                                                     
IAA SMILES_CANONICAL CACTVS               3.341 OC(=O)CO\N=C\1C2=CC=CCC2=NC\1=C3\C(=O)N=C4CC=CC=C34                                                                                           
IAA SMILES           CACTVS               3.341 OC(=O)CON=C1C2=CC=CCC2=NC1=C3C(=O)N=C4CC=CC=C34                                                                                               
IAA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1C=CC=C\2C1=N/C(=C\3/C4=CC=CCC4=NC3=O)/C2=N/OCC(=O)O                                                                                         
IAA SMILES           "OpenEye OEToolkits" 1.5.0 C1C=CC=C2C1=NC(=C3C4=CC=CCC4=NC3=O)C2=NOCC(=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 
IAA "SYSTEMATIC NAME" ACDLabs              10.04 
;({[(2Z,3E)-2'-oxo-2',7'-dihydro-2,3'-biindol-3(7H)-ylidene]amino}oxy)acetic acid
;
IAA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2Z)-2-(2-oxo-7H-indol-3-ylidene)-7H-indol-3-ylidene]amino]oxyethanoic acid"  
# 
