data_NN2
# 
_chem_comp.id                                    NN2 
_chem_comp.name                                  1-(2-CYCLOPROPYLETHYL)-3-(1,1-DIOXIDO-2H-1,2,4-BENZOTHIADIAZIN-3-YL)-6-FLUORO-4-HYDROXYQUINOLIN-2(1H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 F N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-10 
_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                        427.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NN2 
_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        ? 
_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 
NN2 C4   C4   C 0 1 Y N N 9.923  -7.698  -17.123 4.271  -0.392 0.141  C4   NN2 1  
NN2 C5   C5   C 0 1 Y N N 9.238  -8.645  -16.379 3.240  -1.335 0.244  C5   NN2 2  
NN2 C6   C6   C 0 1 Y N N 8.583  -9.716  -16.989 3.577  -2.670 0.490  C6   NN2 3  
NN2 C7   C7   C 0 1 Y N N 8.611  -9.850  -18.368 4.902  -3.036 0.602  C7   NN2 4  
NN2 C8   C8   C 0 1 Y N N 9.288  -8.910  -19.123 5.907  -2.093 0.478  C8   NN2 5  
NN2 C9   C9   C 0 1 Y N N 9.934  -7.834  -18.509 5.586  -0.764 0.248  C9   NN2 6  
NN2 N3   N3   N 0 1 N N N 9.181  -8.570  -15.051 1.940  -0.964 0.125  N3   NN2 7  
NN2 F21  F21  F 0 1 N N N 12.732 -6.122  -7.845  -4.505 4.293  0.699  F21  NN2 8  
NN2 C15  C15  C 0 1 Y N N 11.854 -6.831  -8.560  -3.934 3.115  0.366  C15  NN2 9  
NN2 C20  C20  C 0 1 Y N N 11.700 -6.568  -9.902  -2.562 2.988  0.382  C20  NN2 10 
NN2 C19  C19  C 0 1 Y N N 10.801 -7.322  -10.644 -1.975 1.764  0.041  C19  NN2 11 
NN2 C22  C22  C 0 1 Y N N 10.664 -7.009  -12.074 -0.516 1.612  0.045  C22  NN2 12 
NN2 O23  O23  O 0 1 N N N 11.394 -6.004  -12.598 0.287  2.642  0.387  O23  NN2 13 
NN2 C16  C16  C 0 1 Y N N 11.117 -7.839  -7.973  -4.734 2.035  0.009  C16  NN2 14 
NN2 C17  C17  C 0 1 Y N N 10.210 -8.590  -8.717  -4.169 0.826  -0.333 C17  NN2 15 
NN2 C18  C18  C 0 1 Y N N 10.037 -8.339  -10.076 -2.785 0.676  -0.325 C18  NN2 16 
NN2 N14  N14  N 0 1 Y N N 9.118  -9.101  -10.852 -2.217 -0.535 -0.669 N14  NN2 17 
NN2 C24  C24  C 0 1 N N N 8.301  -10.166 -10.257 -3.089 -1.653 -1.040 C24  NN2 18 
NN2 C25  C25  C 0 1 N N N 7.134  -9.502  -9.534  -3.445 -2.458 0.212  C25  NN2 19 
NN2 C26  C26  C 0 1 N N N 5.781  -9.982  -10.057 -4.356 -3.625 -0.175 C26  NN2 20 
NN2 C30  C30  C 0 1 N N N 5.230  -9.397  -11.352 -4.731 -4.622 0.922  C30  NN2 21 
NN2 C29  C29  C 0 1 N N N 4.660  -8.942  -10.006 -5.775 -3.634 0.397  C29  NN2 22 
NN2 C27  C27  C 0 1 Y N N 8.942  -8.861  -12.234 -0.885 -0.715 -0.672 C27  NN2 23 
NN2 O28  O28  O 0 1 N N N 8.120  -9.549  -12.889 -0.426 -1.801 -0.981 O28  NN2 24 
NN2 C1   C1   C 0 1 Y N N 9.665  -7.743  -12.875 0.020  0.373  -0.308 C1   NN2 25 
NN2 C2   C2   C 0 1 N N N 9.681  -7.552  -14.319 1.476  0.166  -0.315 C2   NN2 26 
NN2 N11  N11  N 0 1 N N N 10.481 -6.597  -14.829 2.282  1.184  -0.796 N11  NN2 27 
NN2 S10  S10  S 0 1 N N N 10.657 -6.452  -16.415 3.810  1.296  -0.120 S10  NN2 28 
NN2 O13  O13  O 0 1 N N N 9.964  -5.255  -16.787 3.639  1.868  1.169  O13  NN2 29 
NN2 O12  O12  O 0 1 N N N 12.033 -6.382  -16.806 4.663  1.790  -1.143 O12  NN2 30 
NN2 H6   H6   H 0 1 N N N 8.055  -10.440 -16.387 2.801  -3.414 0.593  H6   NN2 31 
NN2 H7   H7   H 0 1 N N N 8.110  -10.678 -18.847 5.157  -4.069 0.787  H7   NN2 32 
NN2 H8   H8   H 0 1 N N N 9.318  -9.009  -20.198 6.941  -2.392 0.562  H8   NN2 33 
NN2 H9   H9   H 0 1 N N N 10.446 -7.101  -19.115 6.368  -0.025 0.154  H9   NN2 34 
NN2 H20  H20  H 0 1 N N N 12.273 -5.783  -10.373 -1.943 3.829  0.660  H20  NN2 35 
NN2 HO23 HO23 H 0 0 N N N 11.566 -5.354  -11.927 1.197  2.320  0.325  HO23 NN2 36 
NN2 H16  H16  H 0 1 N N N 11.245 -8.049  -6.921  -5.808 2.145  0.000  H16  NN2 37 
NN2 H17  H17  H 0 1 N N N 9.638  -9.371  -8.238  -4.800 -0.006 -0.609 H17  NN2 38 
NN2 H241 1H24 H 0 0 N N N 8.900  -10.764 -9.554  -4.000 -1.267 -1.495 H241 NN2 39 
NN2 H242 2H24 H 0 0 N N N 7.926  -10.838 -11.043 -2.572 -2.297 -1.751 H242 NN2 40 
NN2 H251 1H25 H 0 0 N N N 7.200  -8.418  -9.709  -2.534 -2.844 0.667  H251 NN2 41 
NN2 H252 2H25 H 0 0 N N N 7.202  -9.745  -8.463  -3.963 -1.814 0.923  H252 NN2 42 
NN2 H26  H26  H 0 1 N N N 5.937  -11.012 -9.703  -4.217 -4.015 -1.184 H26  NN2 43 
NN2 H301 1H30 H 0 0 N N N 4.818  -9.800  -12.289 -4.840 -5.668 0.636  H301 NN2 44 
NN2 H302 2H30 H 0 0 N N N 5.726  -8.828  -12.152 -4.330 -4.447 1.920  H302 NN2 45 
NN2 H291 1H29 H 0 0 N N N 4.493  -7.980  -9.500  -6.059 -2.809 1.050  H291 NN2 46 
NN2 H292 2H29 H 0 0 N N N 3.640  -8.998  -9.597  -6.570 -4.030 -0.234 H292 NN2 47 
NN2 HN11 HN11 H 0 0 N N N 10.968 -5.975  -14.215 1.979  1.800  -1.482 HN11 NN2 48 
# 
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 
NN2 C4  C5   SING Y N 1  
NN2 C4  C9   DOUB Y N 2  
NN2 C4  S10  SING N N 3  
NN2 C5  C6   DOUB Y N 4  
NN2 C5  N3   SING N N 5  
NN2 C6  C7   SING Y N 6  
NN2 C6  H6   SING N N 7  
NN2 C7  C8   DOUB Y N 8  
NN2 C7  H7   SING N N 9  
NN2 C8  C9   SING Y N 10 
NN2 C8  H8   SING N N 11 
NN2 C9  H9   SING N N 12 
NN2 N3  C2   DOUB N N 13 
NN2 F21 C15  SING N N 14 
NN2 C15 C20  DOUB Y N 15 
NN2 C15 C16  SING Y N 16 
NN2 C20 C19  SING Y N 17 
NN2 C20 H20  SING N N 18 
NN2 C19 C22  SING Y N 19 
NN2 C19 C18  DOUB Y N 20 
NN2 C22 O23  SING N N 21 
NN2 C22 C1   DOUB Y N 22 
NN2 O23 HO23 SING N N 23 
NN2 C16 C17  DOUB Y N 24 
NN2 C16 H16  SING N N 25 
NN2 C17 C18  SING Y N 26 
NN2 C17 H17  SING N N 27 
NN2 C18 N14  SING Y N 28 
NN2 N14 C24  SING N N 29 
NN2 N14 C27  SING Y N 30 
NN2 C24 C25  SING N N 31 
NN2 C24 H241 SING N N 32 
NN2 C24 H242 SING N N 33 
NN2 C25 C26  SING N N 34 
NN2 C25 H251 SING N N 35 
NN2 C25 H252 SING N N 36 
NN2 C26 C30  SING N N 37 
NN2 C26 C29  SING N N 38 
NN2 C26 H26  SING N N 39 
NN2 C30 C29  SING N N 40 
NN2 C30 H301 SING N N 41 
NN2 C30 H302 SING N N 42 
NN2 C29 H291 SING N N 43 
NN2 C29 H292 SING N N 44 
NN2 C27 O28  DOUB N N 45 
NN2 C27 C1   SING Y N 46 
NN2 C1  C2   SING N N 47 
NN2 C2  N11  SING N N 48 
NN2 N11 S10  SING N N 49 
NN2 N11 HN11 SING N N 50 
NN2 S10 O13  DOUB N N 51 
NN2 S10 O12  DOUB N N 52 
# 
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 
NN2 SMILES           ACDLabs              10.04 Fc3cc4C(O)=C(C2=Nc1c(cccc1)S(=O)(=O)N2)C(=O)N(c4cc3)CCC5CC5                                                                                                          
NN2 InChI            InChI                1.02b InChI=1/C21H18FN3O4S/c22-13-7-8-16-14(11-13)19(26)18(21(27)25(16)10-9-12-5-6-12)20-23-15-3-1-2-4-17(15)30(28,29)24-20/h1-4,7-8,11-12,26H,5-6,9-10H2,(H,23,24)/f/h24H 
NN2 InChIKey         InChI                1.02b QEMCDXCXSVPAAB-LQFNOIFHCY                                                                                                                                            
NN2 SMILES_CANONICAL CACTVS               3.341 OC1=C(C(=O)N(CCC2CC2)c3ccc(F)cc13)C4=Nc5ccccc5[S](=O)(=O)N4                                                                                                          
NN2 SMILES           CACTVS               3.341 OC1=C(C(=O)N(CCC2CC2)c3ccc(F)cc13)C4=Nc5ccccc5[S](=O)(=O)N4                                                                                                          
NN2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)N=C(NS2(=O)=O)C3=C(c4cc(ccc4N(C3=O)CCC5CC5)F)O                                                                                                            
NN2 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)N=C(NS2(=O)=O)C3=C(c4cc(ccc4N(C3=O)CCC5CC5)F)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 
NN2 "SYSTEMATIC NAME" ACDLabs              10.04 1-(2-cyclopropylethyl)-3-(1,1-dioxido-2H-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxyquinolin-2(1H)-one 
NN2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(2-cyclopropylethyl)-3-(1,1-dioxo-2H-benzo[e][1,2,4]thiadiazin-3-yl)-6-fluoro-4-hydroxy-quinolin-2-one  
# 
