data_GAA
# 
_chem_comp.id                                    GAA 
_chem_comp.name                                  METANITROPHENYL-ALPHA-D-GALACTOSIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 N O8" 
_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                        301.249 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GAA 
_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        1EEI 
_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 
GAA C1  C1  C 0  1 N N R 7.450  -3.541 32.523 -1.248 -0.641 0.933  C1  GAA 1  
GAA C2  C2  C 0  1 N N R 6.057  -3.660 33.096 -2.598 -1.282 0.601  C2  GAA 2  
GAA C3  C3  C 0  1 N N S 5.296  -2.339 32.662 -3.014 -0.864 -0.814 C3  GAA 3  
GAA C4  C4  C 0  1 N N R 6.019  -1.182 33.348 -2.978 0.665  -0.904 C4  GAA 4  
GAA C5  C5  C 0  1 N N R 7.449  -1.196 32.860 -1.599 1.158  -0.459 C5  GAA 5  
GAA C6  C6  C 0  1 N N N 8.336  -0.117 33.433 -1.541 2.683  -0.579 C6  GAA 6  
GAA C7  C7  C 0  1 Y N N 8.774  -3.444 30.487 0.924  -0.578 0.394  C7  GAA 7  
GAA C8  C8  C 0  1 Y N N 9.449  -2.242 30.432 2.051  -0.733 -0.399 C8  GAA 8  
GAA C9  C9  C 0  1 Y N N 10.719 -2.216 29.846 3.267  -0.235 0.026  C9  GAA 9  
GAA C10 C10 C 0  1 Y N N 11.254 -3.426 29.331 3.364  0.408  1.246  C10 GAA 10 
GAA C11 C11 C 0  1 Y N N 10.537 -4.634 29.404 2.243  0.558  2.042  C11 GAA 11 
GAA C12 C12 C 0  1 Y N N 9.266  -4.653 29.996 1.023  0.067  1.618  C12 GAA 12 
GAA N1  N1  N 1  1 N N N 11.464 -0.958 29.772 4.469  -0.394 -0.823 N1  GAA 13 
GAA O1  O1  O 0  1 N N N 7.463  -3.431 31.102 -0.275 -1.063 -0.024 O1  GAA 14 
GAA O2  O2  O 0  1 N N N 5.495  -4.869 32.679 -2.481 -2.704 0.667  O2  GAA 15 
GAA O3  O3  O 0  1 N N N 3.894  -2.251 32.939 -4.337 -1.332 -1.083 O3  GAA 16 
GAA O4  O4  O 0  1 N N N 5.949  -1.350 34.756 -3.984 1.218  -0.053 O4  GAA 17 
GAA O5  O5  O 0  1 N N N 8.062  -2.450 33.170 -1.366 0.780  0.896  O5  GAA 18 
GAA O6  O6  O 0  1 N N N 9.643  -0.223 32.833 -0.218 3.134  -0.279 O6  GAA 19 
GAA O7  O7  O -1 1 N N N 12.604 -0.894 29.266 5.543  0.041  -0.446 O7  GAA 20 
GAA O8  O8  O 0  1 N N N 10.989 0.114  30.226 4.385  -0.960 -1.898 O8  GAA 21 
GAA H1  H1  H 0  1 N N N 8.027  -4.475 32.714 -0.935 -0.953 1.930  H1  GAA 22 
GAA H2  H2  H 0  1 N N N 6.010  -3.714 34.208 -3.348 -0.943 1.316  H2  GAA 23 
GAA H3  H3  H 0  1 N N N 5.327  -2.321 31.547 -2.321 -1.291 -1.540 H3  GAA 24 
GAA H4  H4  H 0  1 N N N 5.549  -0.200 33.104 -3.159 0.975  -1.933 H4  GAA 25 
GAA H5  H5  H 0  1 N N N 7.365  -1.013 31.763 -0.833 0.716  -1.096 H5  GAA 26 
GAA H61 1H6 H 0  1 N N N 7.896  0.901  33.318 -2.245 3.129  0.123  H61 GAA 27 
GAA H62 2H6 H 0  1 N N N 8.375  -0.144 34.547 -1.804 2.978  -1.594 H62 GAA 28 
GAA H8  H8  H 0  1 N N N 8.987  -1.329 30.844 1.976  -1.235 -1.353 H8  GAA 29 
GAA H10 H10 H 0  1 N N N 12.252 -3.427 28.862 4.316  0.793  1.579  H10 GAA 30 
GAA H11 H11 H 0  1 N N N 10.970 -5.563 28.998 2.321  1.060  2.995  H11 GAA 31 
GAA H12 H12 H 0  1 N N N 8.676  -5.582 30.072 0.148  0.185  2.240  H12 GAA 32 
GAA HO2 HO2 H 0  1 N N N 4.619  -4.943 33.039 -2.212 -2.921 1.571  HO2 GAA 33 
GAA HO3 HO3 H 0  1 N N N 3.437  -1.459 32.678 -4.314 -2.296 -1.003 HO3 GAA 34 
GAA HO4 HO4 H 0  1 N N N 6.398  -0.630 35.182 -4.833 0.876  -0.366 HO4 GAA 35 
GAA HO6 HO6 H 0  1 N N N 10.201 0.456  33.193 -0.225 4.097  -0.365 HO6 GAA 36 
# 
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 
GAA C1  C2  SING N N 1  
GAA C1  O1  SING N N 2  
GAA C1  O5  SING N N 3  
GAA C1  H1  SING N N 4  
GAA C2  C3  SING N N 5  
GAA C2  O2  SING N N 6  
GAA C2  H2  SING N N 7  
GAA C3  C4  SING N N 8  
GAA C3  O3  SING N N 9  
GAA C3  H3  SING N N 10 
GAA C4  C5  SING N N 11 
GAA C4  O4  SING N N 12 
GAA C4  H4  SING N N 13 
GAA C5  C6  SING N N 14 
GAA C5  O5  SING N N 15 
GAA C5  H5  SING N N 16 
GAA C6  O6  SING N N 17 
GAA C6  H61 SING N N 18 
GAA C6  H62 SING N N 19 
GAA C7  C8  DOUB Y N 20 
GAA C7  C12 SING Y N 21 
GAA C7  O1  SING N N 22 
GAA C8  C9  SING Y N 23 
GAA C8  H8  SING N N 24 
GAA C9  C10 DOUB Y N 25 
GAA C9  N1  SING N N 26 
GAA C10 C11 SING Y N 27 
GAA C10 H10 SING N N 28 
GAA C11 C12 DOUB Y N 29 
GAA C11 H11 SING N N 30 
GAA C12 H12 SING N N 31 
GAA N1  O7  SING N N 32 
GAA N1  O8  DOUB N N 33 
GAA O2  HO2 SING N N 34 
GAA O3  HO3 SING N N 35 
GAA O4  HO4 SING N N 36 
GAA O6  HO6 SING N N 37 
# 
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 
GAA SMILES           ACDLabs              10.04 [O-][N+](=O)c2cc(OC1OC(C(O)C(O)C1O)CO)ccc2                                                                                 
GAA InChI            InChI                1.02b InChI=1/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-2-6(4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12+/m1/s1 
GAA InChIKey         InChI                1.02b VCCMGHVCRFMITI-IIRVCBMXBO                                                                                                  
GAA SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](Oc2cccc(c2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O                                                            
GAA SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2cccc(c2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                  
GAA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)[N+](=O)[O-]                                                       
GAA SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)OC2C(C(C(C(O2)CO)O)O)O)[N+](=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 
GAA "SYSTEMATIC NAME" ACDLabs              10.04 "3-nitrophenyl alpha-D-galactopyranoside"                              
GAA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(3-nitrophenoxy)oxane-3,4,5-triol 
# 
