data_GIG
# 
_chem_comp.id                                    GIG 
_chem_comp.name                                  "METHYL (5-{4-[({[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]AMINO}CARBONYL)AMINO]PHENOXY}-1H-BENZIMIDAZOL-2-YL)CARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H17 F4 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-10 
_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                        503.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GIG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
GIG C5   C5   C 0 1 Y N N 3.818  42.163 16.266 12.822 -1.765 1.511  C5   GIG 1  
GIG C6   C6   C 0 1 Y N N 3.352  40.961 15.789 11.591 -1.406 0.962  C6   GIG 2  
GIG C7   C7   C 0 1 Y N N 2.231  40.928 14.925 11.560 -0.678 -0.216 C7   GIG 3  
GIG C8   C8   C 0 1 Y N N 1.638  42.149 14.557 12.726 -0.299 -0.860 C8   GIG 4  
GIG C10  C10  C 0 1 Y N N 3.209  43.368 15.918 14.005 -1.391 0.874  C10  GIG 5  
GIG N12  N12  N 0 1 N N N 1.715  39.744 14.392 10.310 -0.314 -0.770 N12  GIG 6  
GIG C13  C13  C 0 1 N N N 1.840  38.479 14.962 9.028  -0.598 -0.272 C13  GIG 7  
GIG C17  C17  C 0 1 Y N N 0.375  35.335 13.562 5.846  0.506  -1.967 C17  GIG 8  
GIG C20  C20  C 0 1 Y N N 1.324  34.265 15.959 4.687  -0.809 0.203  C20  GIG 9  
GIG C21  C21  C 0 1 Y N N 1.531  35.609 15.687 6.076  -0.759 0.079  C21  GIG 10 
GIG C24  C24  C 0 1 Y N N 0.977  30.249 16.539 2.462  1.096  1.332  C24  GIG 11 
GIG C36  C36  C 0 1 N N N 2.592  24.159 20.788 -0.183 3.462  8.922  C36  GIG 12 
GIG O35  O35  O 0 1 N N N 3.386  24.930 19.864 0.623  3.557  7.742  O35  GIG 13 
GIG C33  C33  C 0 1 N N N 2.794  26.005 19.306 0.400  2.605  6.783  C33  GIG 14 
GIG O34  O34  O 0 1 N N N 1.534  26.001 19.207 -0.431 1.712  6.896  O34  GIG 15 
GIG N32  N32  N 0 1 N N N 3.661  26.658 18.500 1.254  2.816  5.684  N32  GIG 16 
GIG C27  C27  C 0 1 Y N N 3.290  27.803 17.770 1.362  2.105  4.517  C27  GIG 17 
GIG N28  N28  N 0 1 Y N N 4.114  28.506 16.983 0.568  1.014  4.296  N28  GIG 18 
GIG C29  C29  C 0 1 Y N N 3.330  29.507 16.453 0.890  0.504  3.064  C29  GIG 19 
GIG C30  C30  C 0 1 Y N N 3.697  30.551 15.573 0.403  -0.586 2.343  C30  GIG 20 
GIG C31  C31  C 0 1 Y N N 2.693  31.417 15.185 0.977  -0.818 1.089  C31  GIG 21 
GIG C23  C23  C 0 1 Y N N 1.371  31.266 15.669 1.988  0.007  0.591  C23  GIG 22 
GIG O22  O22  O 0 1 N N N 0.372  32.128 15.297 2.524  -0.251 -0.637 O22  GIG 23 
GIG C19  C19  C 0 1 Y N N 0.609  33.474 15.040 3.901  -0.200 -0.759 C19  GIG 24 
GIG C16  C16  C 0 1 Y N N 1.059  36.161 14.471 6.655  -0.101 -1.007 C16  GIG 25 
GIG N15  N15  N 0 1 N N N 1.272  37.507 14.135 8.044  -0.050 -1.130 N15  GIG 26 
GIG O14  O14  O 0 1 N N N 2.754  38.214 15.796 8.789  -1.226 0.754  O14  GIG 27 
GIG C9   C9   C 0 1 Y N N 2.111  43.372 15.065 13.957 -0.658 -0.312 C9   GIG 28 
GIG F11  F11  F 0 1 N N N 0.591  42.131 13.732 12.692 0.406  -2.000 F11  GIG 29 
GIG C2   C2   C 0 1 N N N 5.001  42.156 17.226 12.873 -2.549 2.779  C2   GIG 30 
GIG F3   F3   F 0 1 N N N 5.180  43.328 17.887 14.143 -2.829 3.198  F3   GIG 31 
GIG F4   F4   F 0 1 N N N 4.857  41.293 18.253 12.280 -1.919 3.835  F4   GIG 32 
GIG F1   F1   F 0 1 N N N 6.194  41.790 16.714 12.248 -3.758 2.675  F1   GIG 33 
GIG C18  C18  C 0 1 Y N N 0.151  33.994 13.836 4.458  0.456  -1.842 C18  GIG 34 
GIG C25  C25  C 0 1 Y N N 1.979  29.376 16.933 1.896  1.344  2.595  C25  GIG 35 
GIG N26  N26  N 0 1 Y N N 1.962  28.275 17.770 2.176  2.332  3.511  N26  GIG 36 
GIG H6   H6   H 0 1 N N N 3.841  40.041 16.074 10.669 -1.699 1.460  H6   GIG 37 
GIG H10  H10  H 0 1 N N N 3.590  44.299 16.311 14.969 -1.666 1.294  H10  GIG 38 
GIG HN12 HN12 H 0 0 N N N 1.214  39.810 13.529 10.352 0.220  -1.635 HN12 GIG 39 
GIG H17  H17  H 0 1 N N N 0.017  35.753 12.633 6.287  1.022  -2.817 H17  GIG 40 
GIG H20  H20  H 0 1 N N N 1.708  33.829 16.869 4.242  -1.322 1.052  H20  GIG 41 
GIG H21  H21  H 0 1 N N N 2.050  36.233 16.400 6.696  -1.234 0.833  H21  GIG 42 
GIG H24  H24  H 0 1 N N N -0.042 30.149 16.883 3.248  1.735  0.942  H24  GIG 43 
GIG H361 1H36 H 0 0 N N N 3.176  23.963 21.699 -1.172 3.882  8.723  H361 GIG 44 
GIG H362 2H36 H 0 0 N N N 1.684  24.722 21.049 0.299  4.007  9.738  H362 GIG 45 
GIG H363 3H36 H 0 0 N N N 2.310  23.204 20.321 -0.285 2.410  9.199  H363 GIG 46 
GIG HN32 HN32 H 0 0 N N N 4.597  26.316 18.420 1.894  3.627  5.769  HN32 GIG 47 
GIG HN28 HN28 H 0 0 N N N 5.086  28.341 16.816 -0.133 0.650  4.928  HN28 GIG 48 
GIG H30  H30  H 0 1 N N N 4.712  30.666 15.222 -0.382 -1.225 2.732  H30  GIG 49 
GIG H31  H31  H 0 1 N N N 2.920  32.222 14.502 0.625  -1.659 0.495  H31  GIG 50 
GIG HN15 HN15 H 0 0 N N N 0.991  37.797 13.220 8.399  0.450  -1.952 HN15 GIG 51 
GIG H9   H9   H 0 1 N N N 1.629  44.300 14.797 14.878 -0.366 -0.807 H9   GIG 52 
GIG H18  H18  H 0 1 N N N -0.369 33.367 13.127 3.833  0.931  -2.594 H18  GIG 53 
# 
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 
GIG C5  C6   DOUB Y N 1  
GIG C5  C10  SING Y N 2  
GIG C5  C2   SING N N 3  
GIG C6  C7   SING Y N 4  
GIG C6  H6   SING N N 5  
GIG C7  N12  SING N N 6  
GIG C7  C8   DOUB Y N 7  
GIG C8  F11  SING N N 8  
GIG C8  C9   SING Y N 9  
GIG C10 C9   DOUB Y N 10 
GIG C10 H10  SING N N 11 
GIG N12 C13  SING N N 12 
GIG N12 HN12 SING N N 13 
GIG C13 N15  SING N N 14 
GIG C13 O14  DOUB N N 15 
GIG C17 C18  DOUB Y N 16 
GIG C17 C16  SING Y N 17 
GIG C17 H17  SING N N 18 
GIG C20 C19  DOUB Y N 19 
GIG C20 C21  SING Y N 20 
GIG C20 H20  SING N N 21 
GIG C21 C16  DOUB Y N 22 
GIG C21 H21  SING N N 23 
GIG C24 C23  DOUB Y N 24 
GIG C24 C25  SING Y N 25 
GIG C24 H24  SING N N 26 
GIG C36 O35  SING N N 27 
GIG C36 H361 SING N N 28 
GIG C36 H362 SING N N 29 
GIG C36 H363 SING N N 30 
GIG O35 C33  SING N N 31 
GIG C33 N32  SING N N 32 
GIG C33 O34  DOUB N N 33 
GIG N32 C27  SING N N 34 
GIG N32 HN32 SING N N 35 
GIG C27 N28  SING Y N 36 
GIG C27 N26  DOUB Y N 37 
GIG N28 C29  SING Y N 38 
GIG N28 HN28 SING N N 39 
GIG C29 C30  SING Y N 40 
GIG C29 C25  DOUB Y N 41 
GIG C30 C31  DOUB Y N 42 
GIG C30 H30  SING N N 43 
GIG C31 C23  SING Y N 44 
GIG C31 H31  SING N N 45 
GIG C23 O22  SING N N 46 
GIG O22 C19  SING N N 47 
GIG C19 C18  SING Y N 48 
GIG C16 N15  SING N N 49 
GIG N15 HN15 SING N N 50 
GIG C9  H9   SING N N 51 
GIG C2  F1   SING N N 52 
GIG C2  F3   SING N N 53 
GIG C2  F4   SING N N 54 
GIG C18 H18  SING N N 55 
GIG C25 N26  SING Y N 56 
# 
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 
GIG SMILES           ACDLabs              10.04 FC(F)(F)c1cc(c(F)cc1)NC(=O)Nc4ccc(Oc3ccc2c(nc(n2)NC(=O)OC)c3)cc4                                                                                                                              
GIG InChI            InChI                1.02b InChI=1/C23H17F4N5O4/c1-35-22(34)32-20-29-17-9-7-15(11-19(17)30-20)36-14-5-3-13(4-6-14)28-21(33)31-18-10-12(23(25,26)27)2-8-16(18)24/h2-11H,1H3,(H2,28,31,33)(H2,29,30,32,34)/f/h28-29,31-32H 
GIG InChIKey         InChI                1.02b KADQEUOYNAPXRD-NWKNXZKDCU                                                                                                                                                                     
GIG SMILES_CANONICAL CACTVS               3.341 COC(=O)Nc1[nH]c2ccc(Oc3ccc(NC(=O)Nc4cc(ccc4F)C(F)(F)F)cc3)cc2n1                                                                                                                               
GIG SMILES           CACTVS               3.341 COC(=O)Nc1[nH]c2ccc(Oc3ccc(NC(=O)Nc4cc(ccc4F)C(F)(F)F)cc3)cc2n1                                                                                                                               
GIG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)Nc1[nH]c2ccc(cc2n1)Oc3ccc(cc3)NC(=O)Nc4cc(ccc4F)C(F)(F)F                                                                                                                               
GIG SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)Nc1[nH]c2ccc(cc2n1)Oc3ccc(cc3)NC(=O)Nc4cc(ccc4F)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 
GIG "SYSTEMATIC NAME" ACDLabs              10.04 "methyl {5-[4-({[2-fluoro-5-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1H-benzimidazol-2-yl}carbamate" 
GIG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-[5-[4-[[2-fluoro-5-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-1H-benzimidazol-2-yl]carbamate" 
# 
