data_IK8
# 
_chem_comp.id                                    IK8 
_chem_comp.name                                  1-(3-AMINO-1,2-BENZISOXAZOL-5-YL)-N-(4-{2-[(DIMETHYLAMINO)METHYL]-1H-IMIDAZOL-1-YL}-2-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-5-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H20 F4 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;1-(3'-AMINOBENZISOXAZOL-5'-YL)-3-TRIFLUOROMETHYL-N-[2-FLUORO-4- [(2'-DIMETHYLAMINOMETHYL)IMIDAZOL-1-YL]PHENYL]-1H-PYRAZOLE-5-CARBOXYAMIDE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-06 
_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                        528.462 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IK8 
_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        1Z6E 
_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 
IK8 F    F    F 0 1 N N N 2.646  27.955 53.186 -4.431 4.570  0.755  F    IK8 1  
IK8 F1   F1   F 0 1 N N N 2.682  26.456 54.672 -5.011 4.083  -1.400 F1   IK8 2  
IK8 F2   F2   F 0 1 N N N 3.512  26.106 52.718 -6.150 3.126  0.333  F2   IK8 3  
IK8 OT1  OT1  O 0 1 Y N N 12.217 27.685 52.443 -3.298 -5.064 -0.726 OT1  IK8 4  
IK8 O1   O1   O 0 1 N N N 8.202  29.360 56.358 -0.436 -0.443 0.157  O1   IK8 5  
IK8 N    N    N 0 1 Y N N 12.139 28.539 51.406 -4.342 -5.361 0.179  N    IK8 6  
IK8 N1   N1   N 0 1 N N N 10.314 29.937 50.483 -5.818 -4.147 1.635  N1   IK8 7  
IK8 N2   N2   N 0 1 Y N N 6.881  27.795 54.352 -3.179 0.419  -0.243 N2   IK8 8  
IK8 N3   N3   N 0 1 Y N N 5.898  27.147 53.657 -4.229 1.156  -0.299 N3   IK8 9  
IK8 N4   N4   N 0 1 N N N 6.245  30.347 56.936 0.298  1.649  0.296  N4   IK8 10 
IK8 C    C    C 0 1 Y N N 11.034 27.559 53.042 -3.098 -3.730 -0.761 C    IK8 11 
IK8 C1   C1   C 0 1 Y N N 10.080 28.400 52.335 -4.018 -3.149 0.127  C1   IK8 12 
IK8 C2   C2   C 0 1 Y N N 10.857 28.998 51.315 -4.794 -4.257 0.705  C2   IK8 13 
IK8 C3   C3   C 0 1 Y N N 10.574 26.793 54.241 -2.217 -2.918 -1.465 C3   IK8 14 
IK8 C4   C4   C 0 1 Y N N 9.170  26.874 54.709 -2.248 -1.553 -1.291 C4   IK8 15 
IK8 C5   C5   C 0 1 Y N N 8.210  27.726 53.954 -3.158 -0.972 -0.411 C5   IK8 16 
IK8 C6   C6   C 0 1 Y N N 8.676  28.502 52.761 -4.039 -1.766 0.302  C6   IK8 17 
IK8 C7   C7   C 0 1 Y N N 4.711  27.485 54.183 -3.928 2.415  -0.104 C7   IK8 18 
IK8 C8   C8   C 0 1 Y N N 4.912  28.378 55.272 -2.550 2.500  0.105  C8   IK8 19 
IK8 C9   C9   C 0 1 Y N N 6.313  28.558 55.352 -2.084 1.198  0.014  C9   IK8 20 
IK8 C10  C10  C 0 1 N N N 3.345  26.995 53.681 -4.897 3.569  -0.104 C10  IK8 21 
IK8 C13  C13  C 0 1 N N N 6.976  29.434 56.241 -0.693 0.746  0.160  C13  IK8 22 
IK8 C14  C14  C 0 1 Y N N 6.799  31.339 57.713 1.610  1.219  0.535  C14  IK8 23 
IK8 C15  C15  C 0 1 Y N N 7.587  31.005 58.889 2.683  2.022  0.165  C15  IK8 24 
IK8 C16  C16  C 0 1 Y N N 8.198  31.980 59.748 3.977  1.599  0.407  C16  IK8 25 
IK8 C17  C17  C 0 1 Y N N 8.010  33.379 59.409 4.203  0.368  1.008  C17  IK8 26 
IK8 C18  C18  C 0 1 Y N N 7.234  33.741 58.207 3.131  -0.432 1.378  C18  IK8 27 
IK8 C19  C19  C 0 1 Y N N 6.611  32.737 57.345 1.838  -0.008 1.142  C19  IK8 28 
IK8 N5   N5   N 0 1 Y N N 8.467  34.342 60.339 5.517  -0.064 1.248  N5   IK8 29 
IK8 C21  C21  C 0 1 Y N N 9.712  34.904 60.364 6.014  -0.541 2.434  C21  IK8 30 
IK8 C22  C22  C 0 1 Y N N 9.759  35.816 61.425 7.310  -0.838 2.222  C22  IK8 31 
IK8 N6   N6   N 0 1 Y N N 8.537  35.801 62.045 7.600  -0.558 0.942  N6   IK8 32 
IK8 C25  C25  C 0 1 Y N N 7.765  34.894 61.383 6.533  -0.096 0.348  C25  IK8 33 
IK8 F3   F3   F 0 1 N N N 7.773  29.718 59.168 2.462  3.217  -0.425 F3   IK8 34 
IK8 C11  C11  C 0 1 N N N 6.306  34.581 61.777 6.445  0.334  -1.093 C11  IK8 35 
IK8 N7   N7   N 0 1 N N N 6.139  34.182 63.210 6.062  -0.814 -1.925 N7   IK8 36 
IK8 C20  C20  C 0 1 N N N 6.533  35.104 64.301 5.758  -0.285 -3.261 C20  IK8 37 
IK8 C23  C23  C 0 1 N N N 6.333  32.774 63.573 7.259  -1.653 -2.065 C23  IK8 38 
IK8 HN11 1HN1 H 0 0 N N N 10.833 30.436 49.790 -6.270 -4.944 1.955  HN11 IK8 39 
IK8 HN12 2HN1 H 0 0 N N N 9.336  30.066 50.650 -6.081 -3.274 1.966  HN12 IK8 40 
IK8 HN4  HN4  H 0 1 N N N 5.248  30.294 56.879 0.104  2.597  0.229  HN4  IK8 41 
IK8 H3   H3   H 0 1 N N N 11.277 26.170 54.775 -1.508 -3.359 -2.150 H3   IK8 42 
IK8 H4   H4   H 0 1 N N N 8.849  26.325 55.582 -1.561 -0.927 -1.841 H4   IK8 43 
IK8 H6   H6   H 0 1 N N N 7.987  29.131 52.218 -4.741 -1.317 0.989  H6   IK8 44 
IK8 H8   H8   H 0 1 N N N 4.157  28.823 55.903 -1.970 3.391  0.296  H8   IK8 45 
IK8 H16  H16  H 0 1 N N N 8.775  31.684 60.612 4.812  2.221  0.120  H16  IK8 46 
IK8 H18  H18  H 0 1 N N N 7.122  34.785 57.955 3.308  -1.387 1.850  H18  IK8 47 
IK8 H19  H19  H 0 1 N N N 6.037  33.019 56.475 1.005  -0.632 1.429  H19  IK8 48 
IK8 H21  H21  H 0 1 N N N 10.520 34.683 59.683 5.471  -0.653 3.361  H21  IK8 49 
IK8 H22  H22  H 0 1 N N N 10.607 36.423 61.705 7.997  -1.234 2.955  H22  IK8 50 
IK8 H111 1H11 H 0 0 N N N 5.983  33.726 61.164 7.415  0.711  -1.419 H111 IK8 51 
IK8 H112 2H11 H 0 0 N N N 5.704  35.485 61.603 5.698  1.121  -1.193 H112 IK8 52 
IK8 H201 1H20 H 0 0 N N N 5.764  35.882 64.419 5.467  -1.104 -3.919 H201 IK8 53 
IK8 H202 2H20 H 0 0 N N N 7.496  35.574 64.054 4.941  0.433  -3.191 H202 IK8 54 
IK8 H203 3H20 H 0 0 N N N 6.631  34.541 65.241 6.642  0.208  -3.666 H203 IK8 55 
IK8 H231 1H23 H 0 0 N N N 5.491  32.437 64.195 7.526  -2.071 -1.094 H231 IK8 56 
IK8 H232 2H23 H 0 0 N N N 7.272  32.667 64.136 7.056  -2.463 -2.766 H232 IK8 57 
IK8 H233 3H23 H 0 0 N N N 6.382  32.163 62.660 8.085  -1.048 -2.439 H233 IK8 58 
# 
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 
IK8 F   C10  SING N N 1  
IK8 F1  C10  SING N N 2  
IK8 F2  C10  SING N N 3  
IK8 OT1 N    SING Y N 4  
IK8 OT1 C    SING Y N 5  
IK8 O1  C13  DOUB N N 6  
IK8 N   C2   DOUB Y N 7  
IK8 N1  C2   SING N N 8  
IK8 N1  HN11 SING N N 9  
IK8 N1  HN12 SING N N 10 
IK8 N2  N3   SING Y N 11 
IK8 N2  C5   SING N N 12 
IK8 N2  C9   SING Y N 13 
IK8 N3  C7   DOUB Y N 14 
IK8 N4  C13  SING N N 15 
IK8 N4  C14  SING N N 16 
IK8 N4  HN4  SING N N 17 
IK8 C   C1   SING Y N 18 
IK8 C   C3   DOUB Y N 19 
IK8 C1  C2   SING Y N 20 
IK8 C1  C6   DOUB Y N 21 
IK8 C3  C4   SING Y N 22 
IK8 C3  H3   SING N N 23 
IK8 C4  C5   DOUB Y N 24 
IK8 C4  H4   SING N N 25 
IK8 C5  C6   SING Y N 26 
IK8 C6  H6   SING N N 27 
IK8 C7  C8   SING Y N 28 
IK8 C7  C10  SING N N 29 
IK8 C8  C9   DOUB Y N 30 
IK8 C8  H8   SING N N 31 
IK8 C9  C13  SING N N 32 
IK8 C14 C15  DOUB Y N 33 
IK8 C14 C19  SING Y N 34 
IK8 C15 C16  SING Y N 35 
IK8 C15 F3   SING N N 36 
IK8 C16 C17  DOUB Y N 37 
IK8 C16 H16  SING N N 38 
IK8 C17 C18  SING Y N 39 
IK8 C17 N5   SING N N 40 
IK8 C18 C19  DOUB Y N 41 
IK8 C18 H18  SING N N 42 
IK8 C19 H19  SING N N 43 
IK8 N5  C21  SING Y N 44 
IK8 N5  C25  SING Y N 45 
IK8 C21 C22  DOUB Y N 46 
IK8 C21 H21  SING N N 47 
IK8 C22 N6   SING Y N 48 
IK8 C22 H22  SING N N 49 
IK8 N6  C25  DOUB Y N 50 
IK8 C25 C11  SING N N 51 
IK8 C11 N7   SING N N 52 
IK8 C11 H111 SING N N 53 
IK8 C11 H112 SING N N 54 
IK8 N7  C20  SING N N 55 
IK8 N7  C23  SING N N 56 
IK8 C20 H201 SING N N 57 
IK8 C20 H202 SING N N 58 
IK8 C20 H203 SING N N 59 
IK8 C23 H231 SING N N 60 
IK8 C23 H232 SING N N 61 
IK8 C23 H233 SING N N 62 
# 
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 
IK8 SMILES           ACDLabs              10.04 Fc2cc(n1ccnc1CN(C)C)ccc2NC(=O)c5cc(nn5c4cc3c(onc3N)cc4)C(F)(F)F                                                                                                                                 
IK8 InChI            InChI                1.02b InChI=1/C24H20F4N8O2/c1-34(2)12-21-30-7-8-35(21)13-3-5-17(16(25)10-13)31-23(37)18-11-20(24(26,27)28)32-36(18)14-4-6-19-15(9-14)22(29)33-38-19/h3-11H,12H2,1-2H3,(H2,29,33)(H,31,37)/f/h31H,29H2 
IK8 InChIKey         InChI                1.02b OFJRNBWSFXEHSA-DYDYTOMVCJ                                                                                                                                                                       
IK8 SMILES_CANONICAL CACTVS               3.341 CN(C)Cc1nccn1c2ccc(NC(=O)c3cc(nn3c4ccc5onc(N)c5c4)C(F)(F)F)c(F)c2                                                                                                                               
IK8 SMILES           CACTVS               3.341 CN(C)Cc1nccn1c2ccc(NC(=O)c3cc(nn3c4ccc5onc(N)c5c4)C(F)(F)F)c(F)c2                                                                                                                               
IK8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)Cc1nccn1c2ccc(c(c2)F)NC(=O)c3cc(nn3c4ccc5c(c4)c(no5)N)C(F)(F)F                                                                                                                             
IK8 SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)Cc1nccn1c2ccc(c(c2)F)NC(=O)c3cc(nn3c4ccc5c(c4)c(no5)N)C(F)(F)F                                                                                                                             
# 
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 
IK8 "SYSTEMATIC NAME" ACDLabs              10.04 1-(3-amino-1,2-benzisoxazol-5-yl)-N-(4-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-2-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide 
IK8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(3-amino-1,2-benzoxazol-5-yl)-N-[4-[2-(dimethylaminomethyl)imidazol-1-yl]-2-fluoro-phenyl]-5-(trifluoromethyl)pyrazole-3-carboxamide            
# 
