data_ICU
# 
_chem_comp.id                                    ICU 
_chem_comp.name                                  METHYL(2-ACETOXY-2-(2-CARBOXY-4-AMINO-PHENYL))ACETATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H13 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        267.235 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ICU 
_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        1JIM 
_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 
ICU C1   C1   C 0 1 N N N -7.659  23.422 36.493 -1.442 1.276  1.221  C1   ICU 1  
ICU O1   O1   O 0 1 N N N -6.810  24.155 35.976 -1.840 1.344  0.075  O1   ICU 2  
ICU OXT  OXT  O 0 1 N Y N -7.637  23.395 37.865 -2.116 1.900  2.206  OXT  ICU 3  
ICU C2   C2   C 0 1 Y N N -8.487  22.546 35.759 -0.220 0.508  1.534  C2   ICU 4  
ICU C3   C3   C 0 1 Y N N -8.149  22.254 34.476 0.173  0.328  2.861  C3   ICU 5  
ICU C4   C4   C 0 1 Y N N -8.865  21.285 33.761 1.322  -0.392 3.146  C4   ICU 6  
ICU N1   N1   N 0 1 N N N -8.551  21.028 32.479 1.723  -0.570 4.473  N1   ICU 7  
ICU C5   C5   C 0 1 Y N N -9.961  20.644 34.320 2.074  -0.939 2.113  C5   ICU 8  
ICU C6   C6   C 0 1 Y N N -10.357 20.967 35.564 1.682  -0.765 0.799  C6   ICU 9  
ICU C7   C7   C 0 1 Y N N -9.633  21.902 36.324 0.539  -0.049 0.504  C7   ICU 10 
ICU C8   C8   C 0 1 N N R -10.279 22.365 37.637 0.116  0.136  -0.929 C8   ICU 11 
ICU O2   O2   O 0 1 N N N -10.891 23.693 37.441 1.280  0.050  -1.793 O2   ICU 12 
ICU C9   C9   C 0 1 N N N -10.785 24.641 38.392 1.313  0.736  -2.946 C9   ICU 13 
ICU O3   O3   O 0 1 N N N -10.166 24.492 39.458 0.374  1.425  -3.265 O3   ICU 14 
ICU C10  C10  C 0 1 N N N -11.658 25.854 38.243 2.521  0.646  -3.842 C10  ICU 15 
ICU C11  C11  C 0 1 N N N -11.363 21.383 38.109 -0.868 -0.940 -1.306 C11  ICU 16 
ICU O4   O4   O 0 1 N N N -12.552 21.746 38.066 -0.615 -1.701 -2.209 O4   ICU 17 
ICU O5   O5   O 0 1 N N N -11.010 20.202 38.694 -2.027 -1.052 -0.637 O5   ICU 18 
ICU C12  C12  C 0 1 N N N -12.091 19.320 39.146 -2.976 -2.090 -1.000 C12  ICU 19 
ICU HXT  HXT  H 0 1 N N N -8.290  22.831 38.262 -2.917 2.403  2.001  HXT  ICU 20 
ICU H3   H3   H 0 1 N N N -7.303  22.796 34.020 -0.412 0.753  3.662  H3   ICU 21 
ICU HN11 1HN1 H 0 0 N N N -9.072  20.322 31.958 2.528  -1.075 4.673  HN11 ICU 22 
ICU HN12 2HN1 H 0 0 N N N -7.558  20.797 32.429 1.198  -0.189 5.194  HN12 ICU 23 
ICU H5   H5   H 0 1 N N N -10.522 19.870 33.770 2.969  -1.500 2.338  H5   ICU 24 
ICU H6   H6   H 0 1 N N N -11.262 20.472 35.955 2.270  -1.192 0.001  H6   ICU 25 
ICU H8   H8   H 0 1 N N N -9.481  22.411 38.414 -0.351 1.113  -1.046 H8   ICU 26 
ICU H101 1H10 H 0 0 N N N -11.570 26.638 39.030 2.366  1.267  -4.725 H101 ICU 27 
ICU H102 2H10 H 0 0 N N N -11.491 26.312 37.240 3.401  0.997  -3.302 H102 ICU 28 
ICU H103 3H10 H 0 0 N N N -12.723 25.537 38.149 2.671  -0.388 -4.147 H103 ICU 29 
ICU H121 1H12 H 0 0 N N N -11.802 18.354 39.624 -3.850 -2.025 -0.352 H121 ICU 30 
ICU H122 2H12 H 0 0 N N N -12.764 19.884 39.832 -3.283 -1.955 -2.037 H122 ICU 31 
ICU H123 3H12 H 0 0 N N N -12.781 19.117 38.294 -2.509 -3.067 -0.883 H123 ICU 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 
ICU C1  O1   DOUB N N 1  
ICU C1  OXT  SING N N 2  
ICU C1  C2   SING N N 3  
ICU OXT HXT  SING N N 4  
ICU C2  C3   DOUB Y N 5  
ICU C2  C7   SING Y N 6  
ICU C3  C4   SING Y N 7  
ICU C3  H3   SING N N 8  
ICU C4  N1   SING N N 9  
ICU C4  C5   DOUB Y N 10 
ICU N1  HN11 SING N N 11 
ICU N1  HN12 SING N N 12 
ICU C5  C6   SING Y N 13 
ICU C5  H5   SING N N 14 
ICU C6  C7   DOUB Y N 15 
ICU C6  H6   SING N N 16 
ICU C7  C8   SING N N 17 
ICU C8  O2   SING N N 18 
ICU C8  C11  SING N N 19 
ICU C8  H8   SING N N 20 
ICU O2  C9   SING N N 21 
ICU C9  O3   DOUB N N 22 
ICU C9  C10  SING N N 23 
ICU C10 H101 SING N N 24 
ICU C10 H102 SING N N 25 
ICU C10 H103 SING N N 26 
ICU C11 O4   DOUB N N 27 
ICU C11 O5   SING N N 28 
ICU O5  C12  SING N N 29 
ICU C12 H121 SING N N 30 
ICU C12 H122 SING N N 31 
ICU C12 H123 SING N N 32 
# 
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 
ICU SMILES           ACDLabs              10.04 O=C(OC)C(OC(=O)C)c1c(cc(N)cc1)C(=O)O                                                                                 
ICU InChI            InChI                1.02b InChI=1/C12H13NO6/c1-6(14)19-10(12(17)18-2)8-4-3-7(13)5-9(8)11(15)16/h3-5,10H,13H2,1-2H3,(H,15,16)/t10-/m1/s1/f/h15H 
ICU InChIKey         InChI                1.02b DWYLZBJDRMVVPU-AVDRGBJVDY                                                                                            
ICU SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H](OC(C)=O)c1ccc(N)cc1C(O)=O                                                                               
ICU SMILES           CACTVS               3.341 COC(=O)[CH](OC(C)=O)c1ccc(N)cc1C(O)=O                                                                                
ICU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)O[C@H](c1ccc(cc1C(=O)O)N)C(=O)OC                                                                               
ICU SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)OC(c1ccc(cc1C(=O)O)N)C(=O)OC                                                                                   
# 
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 
ICU "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid" 
ICU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(1R)-1-acetyloxy-2-methoxy-2-oxo-ethyl]-5-amino-benzoic acid" 
# 
