data_3A3
# 
_chem_comp.id                                    3A3 
_chem_comp.name                                  
;2,2'-{[9-(HYDROXYIMINO)-9H-FLUORENE-2,7-DIYL]BIS(OXY)}DIACETIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H13 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        343.288 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3A3 
_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        2CGU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
3A3 O24  O24  O 0 1 N N N -3.368 -1.954 21.920 -7.876 -1.703 0.001  O24  3A3 1  
3A3 C11  C11  C 0 1 N N N -3.378 -3.191 21.622 -7.028 -0.662 0.001  C11  3A3 2  
3A3 O14  O14  O 0 1 N N N -4.411 -3.900 21.415 -7.458 0.467  0.001  O14  3A3 3  
3A3 C19  C19  C 0 1 N N N -2.006 -3.876 21.489 -5.541 -0.902 0.000  C19  3A3 4  
3A3 O17  O17  O 0 1 N N N -1.030 -2.842 21.086 -4.856 0.353  0.000  O17  3A3 5  
3A3 C15  C15  C 0 1 Y N N 0.024  -3.349 20.363 -3.526 0.074  0.000  C15  3A3 6  
3A3 C10  C10  C 0 1 Y N N 1.281  -2.717 20.404 -2.603 1.109  0.000  C10  3A3 7  
3A3 C22  C22  C 0 1 Y N N -0.165 -4.507 19.581 -3.095 -1.246 -0.001 C22  3A3 8  
3A3 C8   C8   C 0 1 Y N N 0.869  -5.054 18.841 -1.746 -1.541 -0.001 C8   3A3 9  
3A3 C4   C4   C 0 1 Y N N 2.108  -4.451 18.904 -0.807 -0.512 -0.001 C4   3A3 10 
3A3 C3   C3   C 0 1 Y N N 2.318  -3.291 19.670 -1.242 0.823  0.000  C3   3A3 11 
3A3 C1   C1   C 0 1 N N N 3.644  -2.934 19.474 -0.041 1.691  0.000  C1   3A3 12 
3A3 N6   N6   N 0 1 N N N 4.235  -1.837 19.977 -0.026 2.993  0.001  N6   3A3 13 
3A3 O23  O23  O 0 1 N N N 5.557  -1.571 19.683 1.209  3.686  0.001  O23  3A3 14 
3A3 C2   C2   C 0 1 Y N N 4.243  -3.846 18.605 1.141  0.796  -0.006 C2   3A3 15 
3A3 C9   C9   C 0 1 Y N N 5.515  -3.925 18.064 2.507  1.050  -0.001 C9   3A3 16 
3A3 C5   C5   C 0 1 Y N N 3.280  -4.788 18.254 0.675  -0.529 -0.001 C5   3A3 17 
3A3 C7   C7   C 0 1 Y N N 3.578  -5.839 17.375 1.590  -1.579 0.000  C7   3A3 18 
3A3 C21  C21  C 0 1 Y N N 4.872  -5.933 16.848 2.945  -1.316 0.001  C21  3A3 19 
3A3 C16  C16  C 0 1 Y N N 5.830  -4.962 17.192 3.406  -0.006 0.000  C16  3A3 20 
3A3 O18  O18  O 0 1 N N N 7.102  -4.972 16.700 4.743  0.242  0.000  O18  3A3 21 
3A3 C20  C20  C 0 1 N N N 7.367  -5.979 15.807 5.398  -1.028 0.001  C20  3A3 22 
3A3 C12  C12  C 0 1 N N N 8.782  -6.044 15.176 6.891  -0.823 0.000  C12  3A3 23 
3A3 O25  O25  O 0 1 N N N 9.630  -5.136 15.511 7.714  -1.883 0.001  O25  3A3 24 
3A3 O13  O13  O 0 1 N N N 8.970  -7.013 14.374 7.347  0.296  0.000  O13  3A3 25 
3A3 H24  H24  H 0 1 N N N -4.260 -1.632 21.966 -8.831 -1.549 0.001  H24  3A3 26 
3A3 H191 1H19 H 0 0 N N N -2.047 -4.681 20.741 -5.264 -1.467 -0.890 H191 3A3 27 
3A3 H192 2H19 H 0 0 N N N -1.710 -4.321 22.450 -5.263 -1.467 0.890  H192 3A3 28 
3A3 H10  H10  H 0 1 N N N 1.437  -1.819 20.984 -2.940 2.135  0.001  H10  3A3 29 
3A3 H22  H22  H 0 1 N N N -1.137 -4.977 19.559 -3.819 -2.047 -0.001 H22  3A3 30 
3A3 H8   H8   H 0 1 N N N 0.710  -5.930 18.230 -1.419 -2.570 -0.001 H8   3A3 31 
3A3 H23  H23  H 0 1 N N N 5.666  -1.510 18.741 0.999  4.630  0.002  H23  3A3 32 
3A3 H9   H9   H 0 1 N N N 6.259  -3.185 18.318 2.868  2.068  -0.001 H9   3A3 33 
3A3 H7   H7   H 0 1 N N N 2.823  -6.564 17.109 1.239  -2.601 0.001  H7   3A3 34 
3A3 H21  H21  H 0 1 N N N 5.132  -6.744 16.183 3.651  -2.133 0.002  H21  3A3 35 
3A3 H201 1H20 H 0 0 N N N 6.693  -5.784 14.960 5.108  -1.586 0.891  H201 3A3 36 
3A3 H202 2H20 H 0 0 N N N 7.218  -6.926 16.346 5.108  -1.587 -0.889 H202 3A3 37 
3A3 H25  H25  H 0 1 N N N 10.453 -5.289 15.062 8.672  -1.751 0.001  H25  3A3 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 
3A3 O24 C11  SING N N 1  
3A3 O24 H24  SING N N 2  
3A3 C11 O14  DOUB N N 3  
3A3 C11 C19  SING N N 4  
3A3 C19 O17  SING N N 5  
3A3 C19 H191 SING N N 6  
3A3 C19 H192 SING N N 7  
3A3 O17 C15  SING N N 8  
3A3 C15 C10  DOUB Y N 9  
3A3 C15 C22  SING Y N 10 
3A3 C10 C3   SING Y N 11 
3A3 C10 H10  SING N N 12 
3A3 C22 C8   DOUB Y N 13 
3A3 C22 H22  SING N N 14 
3A3 C8  C4   SING Y N 15 
3A3 C8  H8   SING N N 16 
3A3 C4  C3   DOUB Y N 17 
3A3 C4  C5   SING N N 18 
3A3 C3  C1   SING N N 19 
3A3 C1  N6   DOUB N N 20 
3A3 C1  C2   SING N N 21 
3A3 N6  O23  SING N N 22 
3A3 O23 H23  SING N N 23 
3A3 C2  C9   DOUB Y N 24 
3A3 C2  C5   SING Y N 25 
3A3 C9  C16  SING Y N 26 
3A3 C9  H9   SING N N 27 
3A3 C5  C7   DOUB Y N 28 
3A3 C7  C21  SING Y N 29 
3A3 C7  H7   SING N N 30 
3A3 C21 C16  DOUB Y N 31 
3A3 C21 H21  SING N N 32 
3A3 C16 O18  SING N N 33 
3A3 O18 C20  SING N N 34 
3A3 C20 C12  SING N N 35 
3A3 C20 H201 SING N N 36 
3A3 C20 H202 SING N N 37 
3A3 C12 O25  SING N N 38 
3A3 C12 O13  DOUB N N 39 
3A3 O25 H25  SING N N 40 
# 
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 
3A3 SMILES           ACDLabs              10.04 O=C(O)COc3ccc2c1ccc(OCC(=O)O)cc1/C(=N\O)c2c3                                                                                             
3A3 InChI            InChI                1.02b InChI=1/C17H13NO7/c19-15(20)7-24-9-1-3-11-12-4-2-10(25-8-16(21)22)6-14(12)17(18-23)13(11)5-9/h1-6,23H,7-8H2,(H,19,20)(H,21,22)/f/h19,21H 
3A3 InChIKey         InChI                1.02b VOKATEXROYSXDW-PXPUHDKACQ                                                                                                                
3A3 SMILES_CANONICAL CACTVS               3.341 O/N=C1/c2cc(OCC(O)=O)ccc2c3ccc(OCC(O)=O)cc13                                                                                             
3A3 SMILES           CACTVS               3.341 ON=C1c2cc(OCC(O)=O)ccc2c3ccc(OCC(O)=O)cc13                                                                                               
3A3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc-2c(cc1OCC(=O)O)C(=NO)c3c2ccc(c3)OCC(=O)O                                                                                            
3A3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc-2c(cc1OCC(=O)O)C(=NO)c3c2ccc(c3)OCC(=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 
3A3 "SYSTEMATIC NAME" ACDLabs              10.04 
;2,2'-{[9-(hydroxyimino)-9H-fluorene-2,7-diyl]bis(oxy)}diacetic acid
;
3A3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[7-(carboxymethyloxy)-9-hydroxyimino-fluoren-2-yl]oxyethanoic acid" 
# 
