data_SQ
# 
_chem_comp.id                                    SQ 
_chem_comp.name                                  3-ETHYLAMINO-4-METHYLAMINO-CYCLOBUTANE-1,2-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C7 H12 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "SQUARIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-13 
_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                        156.182 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SQ 
_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        1MD2 
_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 
SQ O1  O1  O 0 1 N N N -16.075 12.984 -8.472  2.668  0.532  0.144  O1  SQ 1  
SQ O2  O2  O 0 1 N N N -15.580 14.630 -5.593  1.091  -1.262 -2.067 O2  SQ 2  
SQ N1  N1  N 0 1 N N N -17.841 15.397 -9.478  -0.391 -0.295 1.295  N1  SQ 3  
SQ N2  N2  N 0 1 N N N -17.348 17.025 -6.640  -1.661 -0.126 -1.170 N2  SQ 4  
SQ C1  C1  C 0 1 N N R -17.197 15.180 -8.375  0.154  0.701  0.366  C1  SQ 5  
SQ C2  C2  C 0 1 N N N -16.362 14.026 -7.917  1.521  0.340  -0.182 C2  SQ 6  
SQ C3  C3  C 0 1 N N N -16.150 14.783 -6.663  0.824  -0.362 -1.308 C3  SQ 7  
SQ C4  C4  C 0 1 N N S -16.975 15.848 -7.171  -0.362 0.552  -1.075 C4  SQ 8  
SQ C5  C5  C 0 1 N N N -17.687 17.474 -5.358  -2.336 0.417  -2.356 C5  SQ 9  
SQ C6  C6  C 0 1 N N N -17.873 14.452 -10.586 -0.397 0.325  2.626  C6  SQ 10 
SQ C7  C7  C 0 1 N N N -16.569 14.438 -11.364 -0.958 -0.664 3.649  C7  SQ 11 
SQ H1  H1  H 0 1 N N N -17.513 16.288 -9.849  0.273  -1.053 1.332  H1  SQ 12 
SQ H3  H3  H 0 1 N N N -18.153 17.294 -7.205  -1.468 -1.096 -1.365 H3  SQ 13 
SQ H2  H2  H 0 1 N N N -17.801 15.522 -9.247  0.092  1.719  0.750  H2  SQ 14 
SQ H4  H4  H 0 1 N N N -17.368 16.837 -6.838  -0.323 1.476  -1.653 H4  SQ 15 
SQ H10 H10 H 0 1 N N N -17.996 18.450 -4.917  -3.311 -0.058 -2.469 H10 SQ 16 
SQ H11 H11 H 0 1 N N N -18.504 16.781 -5.049  -2.468 1.492  -2.238 H11 SQ 17 
SQ H12 H12 H 0 1 N N N -16.806 17.179 -4.740  -1.731 0.220  -3.240 H12 SQ 18 
SQ H5  H5  H 0 1 N N N -18.145 13.428 -10.236 -1.020 1.220  2.607  H5  SQ 19 
SQ H6  H6  H 0 1 N N N -18.741 14.646 -11.257 0.620  0.598  2.904  H6  SQ 20 
SQ H7  H7  H 0 1 N N N -16.593 13.714 -12.212 -0.962 -0.203 4.636  H7  SQ 21 
SQ H8  H8  H 0 1 N N N -16.296 15.461 -11.713 -1.976 -0.936 3.371  H8  SQ 22 
SQ H9  H9  H 0 1 N N N -15.700 14.243 -10.692 -0.335 -1.558 3.668  H9  SQ 23 
# 
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 
SQ O1 C2  DOUB N N 1  
SQ O2 C3  DOUB N N 2  
SQ N1 C1  SING N N 3  
SQ N1 C6  SING N N 4  
SQ N1 H1  SING N N 5  
SQ N2 C4  SING N N 6  
SQ N2 C5  SING N N 7  
SQ N2 H3  SING N N 8  
SQ C1 C2  SING N N 9  
SQ C1 C4  SING N N 10 
SQ C1 H2  SING N N 11 
SQ C2 C3  SING N N 12 
SQ C3 C4  SING N N 13 
SQ C4 H4  SING N N 14 
SQ C5 H10 SING N N 15 
SQ C5 H11 SING N N 16 
SQ C5 H12 SING N N 17 
SQ C6 C7  SING N N 18 
SQ C6 H5  SING N N 19 
SQ C6 H6  SING N N 20 
SQ C7 H7  SING N N 21 
SQ C7 H8  SING N N 22 
SQ C7 H9  SING N N 23 
# 
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 
SQ SMILES           ACDLabs              10.04 O=C1C(=O)C(NCC)C1NC                                              
SQ InChI            InChI                1.02b InChI=1/C7H12N2O2/c1-3-9-5-4(8-2)6(10)7(5)11/h4-5,8-9H,3H2,1-2H3 
SQ InChIKey         InChI                1.02b FYAIPBIOBLLUAM-UHFFFAOYAB                                        
SQ SMILES_CANONICAL CACTVS               3.341 CCN[C@@H]1[C@H](NC)C(=O)C1=O                                     
SQ SMILES           CACTVS               3.341 CCN[CH]1[CH](NC)C(=O)C1=O                                        
SQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC1C(C(=O)C1=O)NC                                              
SQ SMILES           "OpenEye OEToolkits" 1.5.0 CCNC1C(C(=O)C1=O)NC                                              
# 
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 
SQ "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4S)-3-(ethylamino)-4-(methylamino)cyclobutane-1,2-dione 
SQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-ethylamino-4-methylamino-cyclobutane-1,2-dione            
# 
