data_HA3
# 
_chem_comp.id                                    HA3 
_chem_comp.name                                  N-hydroxy-5-[(3-phenyl-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)carbonyl]thiophene-2-carboxamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C18 H16 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-17 
_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                        368.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HA3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VQM 
_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 
HA3 CAA  CAA  C 0 1 Y N N 17.368 -5.084  -9.304  17.368 -5.084  -9.304  CAA  HA3 1  
HA3 CAB  CAB  C 0 1 Y N N 17.023 -5.288  -10.638 17.023 -5.288  -10.638 CAB  HA3 2  
HA3 CAC  CAC  C 0 1 Y N N 17.075 -6.570  -11.194 17.075 -6.570  -11.194 CAC  HA3 3  
HA3 CAD  CAD  C 0 1 Y N N 17.488 -7.646  -10.402 17.488 -7.646  -10.402 CAD  HA3 4  
HA3 CAE  CAE  C 0 1 Y N N 17.838 -7.438  -9.071  17.838 -7.438  -9.071  CAE  HA3 5  
HA3 CAF  CAF  C 0 1 Y N N 17.778 -6.152  -8.500  17.778 -6.152  -8.500  CAF  HA3 6  
HA3 CAG  CAG  C 0 1 Y N N 18.147 -5.907  -7.167  18.147 -5.907  -7.167  CAG  HA3 7  
HA3 CAH  CAH  C 0 1 Y N N 17.787 -4.909  -6.345  17.787 -4.909  -6.345  CAH  HA3 8  
HA3 NAI  NAI  N 0 1 Y N N 18.409 -5.047  -5.161  18.409 -5.047  -5.161  NAI  HA3 9  
HA3 CAJ  CAJ  C 0 1 Y N N 19.199 -6.121  -5.168  19.199 -6.121  -5.168  CAJ  HA3 10 
HA3 CAK  CAK  C 0 1 N N N 20.123 -6.699  -4.048  20.123 -6.699  -4.048  CAK  HA3 11 
HA3 NAL  NAL  N 0 1 Y N N 19.058 -6.703  -6.459  19.058 -6.703  -6.459  NAL  HA3 12 
HA3 CAM  CAM  C 0 1 N N N 19.776 -7.912  -6.862  19.776 -7.912  -6.862  CAM  HA3 13 
HA3 CAN  CAN  C 0 1 N N N 21.004 -8.017  -6.008  21.004 -8.017  -6.008  CAN  HA3 14 
HA3 NAO  NAO  N 0 1 N N N 20.606 -7.987  -4.594  20.606 -7.987  -4.594  NAO  HA3 15 
HA3 CAP  CAP  C 0 1 N N N 20.627 -9.159  -3.970  20.627 -9.159  -3.970  CAP  HA3 16 
HA3 OAQ  OAQ  O 0 1 N N N 21.023 -10.152 -4.600  21.023 -10.152 -4.600  OAQ  HA3 17 
HA3 CAR  CAR  C 0 1 Y N N 20.353 -9.382  -2.522  20.353 -9.382  -2.522  CAR  HA3 18 
HA3 SAS  SAS  S 0 1 Y N N 19.807 -10.842 -1.924  19.807 -10.842 -1.924  SAS  HA3 19 
HA3 CAT  CAT  C 0 1 Y N N 20.699 -8.563  -1.527  20.699 -8.563  -1.527  CAT  HA3 20 
HA3 CAU  CAU  C 0 1 Y N N 20.449 -9.070  -0.300  20.449 -9.070  -0.300  CAU  HA3 21 
HA3 CAV  CAV  C 0 1 Y N N 19.946 -10.307 -0.335  19.946 -10.307 -0.335  CAV  HA3 22 
HA3 CAW  CAW  C 0 1 N N N 19.566 -11.153 0.867   19.566 -11.153 0.867   CAW  HA3 23 
HA3 OAY  OAY  O 0 1 N N N 19.364 -12.358 0.713   19.364 -12.358 0.713   OAY  HA3 24 
HA3 NAX  NAX  N 0 1 N N N 19.502 -10.507 2.041   19.502 -10.507 2.041   NAX  HA3 25 
HA3 OAZ  OAZ  O 0 1 N N N 19.166 -11.205 3.160   19.166 -11.205 3.160   OAZ  HA3 26 
HA3 HAA  HAA  H 0 1 N N N 17.318 -4.089  -8.886  17.318 -4.089  -8.886  HAA  HA3 27 
HA3 HAB  HAB  H 0 1 N N N 16.714 -4.451  -11.246 16.713 -4.451  -11.247 HAB  HA3 28 
HA3 HAC  HAC  H 0 1 N N N 16.799 -6.728  -12.226 16.799 -6.728  -12.226 HAC  HA3 29 
HA3 HAD  HAD  H 0 1 N N N 17.535 -8.639  -10.823 17.535 -8.639  -10.823 HAD  HA3 30 
HA3 HAE  HAE  H 0 1 N N N 18.160 -8.274  -8.468  18.160 -8.274  -8.468  HAE  HA3 31 
HA3 HAH  HAH  H 0 1 N N N 17.101 -4.114  -6.597  17.101 -4.114  -6.597  HAH  HA3 32 
HA3 HAK1 1HAK H 0 0 N N N 20.961 -6.019  -3.834  20.961 -6.019  -3.834  HAK1 HA3 33 
HA3 HAK2 2HAK H 0 0 N N N 19.591 -6.825  -3.094  19.591 -6.825  -3.093  HAK2 HA3 34 
HA3 HAM1 1HAM H 0 0 N N N 19.138 -8.796  -6.717  19.138 -8.796  -6.717  HAM1 HA3 35 
HA3 HAM2 2HAM H 0 0 N N N 20.050 -7.860  -7.926  20.050 -7.860  -7.926  HAM2 HA3 36 
HA3 HAN1 1HAN H 0 0 N N N 21.526 -8.961  -6.225  21.526 -8.961  -6.225  HAN1 HA3 37 
HA3 HAN2 2HAN H 0 0 N N N 21.679 -7.175  -6.222  21.679 -7.175  -6.222  HAN2 HA3 38 
HA3 HAT  HAT  H 0 1 N N N 21.137 -7.589  -1.687  21.137 -7.589  -1.687  HAT  HA3 39 
HA3 HAU  HAU  H 0 1 N N N 20.637 -8.530  0.616   20.637 -8.530  0.616   HAU  HA3 40 
HA3 HAX  HAX  H 0 1 N N N 19.698 -9.528  2.093   19.698 -9.528  2.093   HAX  HA3 41 
HA3 HAZ  HAZ  H 0 1 N N N 19.088 -12.127 2.947   19.088 -12.127 2.947   HAZ  HA3 42 
# 
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 
HA3 CAA CAB  SING Y N 1  
HA3 CAA CAF  DOUB Y N 2  
HA3 CAB CAC  DOUB N N 3  
HA3 CAC CAD  SING Y N 4  
HA3 CAD CAE  DOUB N N 5  
HA3 CAE CAF  SING Y N 6  
HA3 CAF CAG  SING N N 7  
HA3 CAG CAH  DOUB Y N 8  
HA3 CAG NAL  SING N N 9  
HA3 CAH NAI  SING Y N 10 
HA3 NAI CAJ  DOUB N N 11 
HA3 CAJ CAK  SING N N 12 
HA3 CAJ NAL  SING Y N 13 
HA3 CAK NAO  SING Y N 14 
HA3 NAL CAM  SING Y N 15 
HA3 CAM CAN  SING N N 16 
HA3 CAN NAO  SING Y N 17 
HA3 NAO CAP  SING N N 18 
HA3 CAP OAQ  DOUB Y N 19 
HA3 CAP CAR  SING N N 20 
HA3 CAR SAS  SING N N 21 
HA3 CAR CAT  DOUB N N 22 
HA3 SAS CAV  SING N N 23 
HA3 CAT CAU  SING N N 24 
HA3 CAU CAV  DOUB N N 25 
HA3 CAV CAW  SING N N 26 
HA3 CAW OAY  DOUB N N 27 
HA3 CAW NAX  SING N N 28 
HA3 NAX OAZ  SING N N 29 
HA3 CAA HAA  SING N N 30 
HA3 CAB HAB  SING N N 31 
HA3 CAC HAC  SING N N 32 
HA3 CAD HAD  SING Y N 33 
HA3 CAE HAE  SING Y N 34 
HA3 CAH HAH  SING Y N 35 
HA3 CAK HAK1 SING Y N 36 
HA3 CAK HAK2 SING N N 37 
HA3 CAM HAM1 SING Y N 38 
HA3 CAM HAM2 SING N N 39 
HA3 CAN HAN1 SING N N 40 
HA3 CAN HAN2 SING N N 41 
HA3 CAT HAT  SING N N 42 
HA3 CAU HAU  SING N N 43 
HA3 NAX HAX  SING N N 44 
HA3 OAZ HAZ  SING N N 45 
# 
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 
HA3 SMILES           ACDLabs              10.04 O=C(c1sc(C(=O)NO)cc1)N4Cc3ncc(c2ccccc2)n3CC4                                                                                                
HA3 InChI            InChI                1.02b InChI=1/C18H16N4O3S/c23-17(20-25)14-6-7-15(26-14)18(24)21-8-9-22-13(10-19-16(22)11-21)12-4-2-1-3-5-12/h1-7,10,25H,8-9,11H2,(H,20,23)/f/h20H 
HA3 InChIKey         InChI                1.02b SMSIXMLQOONOQQ-UYBDAZJACQ                                                                                                                   
HA3 SMILES_CANONICAL CACTVS               3.341 ONC(=O)c1sc(cc1)C(=O)N2CCn3c(C2)ncc3c4ccccc4                                                                                                
HA3 SMILES           CACTVS               3.341 ONC(=O)c1sc(cc1)C(=O)N2CCn3c(C2)ncc3c4ccccc4                                                                                                
HA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cnc3n2CCN(C3)C(=O)c4ccc(s4)C(=O)NO                                                                                              
HA3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cnc3n2CCN(C3)C(=O)c4ccc(s4)C(=O)NO                                                                                              
# 
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 
HA3 "SYSTEMATIC NAME" ACDLabs              10.04 N-hydroxy-5-[(3-phenyl-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)carbonyl]thiophene-2-carboxamide 
HA3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-hydroxy-5-[(3-phenyl-6,8-dihydro-5H-imidazo[2,1-c]pyrazin-7-yl)carbonyl]thiophene-2-carboxamide 
# 
