data_785
# 
_chem_comp.id                                    785 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-4-(TRIFLUOROMETHOXY)BENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H11 F3 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_9785 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-14 
_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                        336.269 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     785 
_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        1O3N 
_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 
785 C1     C1     C 0  1 Y N N 44.396 -3.068 26.053 5.002  0.421  0.046  C1     785 1  
785 C2     C2     C 0  1 Y N N 44.825 -1.734 26.168 5.066  -0.859 0.608  C2     785 2  
785 C3     C3     C 0  1 Y N N 44.744 -1.053 27.375 3.927  -1.585 0.808  C3     785 3  
785 C4     C4     C 0  1 Y N N 44.238 -1.718 28.452 2.691  -1.058 0.454  C4     785 4  
785 C5     C5     C 0  1 Y N N 43.811 -2.988 28.401 2.608  0.229  -0.112 C5     785 5  
785 C6     C6     C 0  1 Y N N 43.872 -3.712 27.202 3.774  0.969  -0.309 C6     785 6  
785 C7     C7     C 0  1 N N N 44.506 -3.734 24.813 6.243  1.196  -0.165 C7     785 7  
785 N1     N1     N 0  1 N N N 44.223 -5.017 24.716 6.185  2.415  -0.700 N1     785 8  
785 N2     N2     N 1  1 N N N 44.896 -3.068 23.757 7.420  0.676  0.180  N2     785 9  
785 N3     N3     N 0  1 Y N N 44.066 -1.335 29.656 1.397  -1.530 0.527  N3     785 10 
785 N4     N4     N 0  1 Y N N 43.368 -3.416 29.564 1.296  0.477  -0.353 N4     785 11 
785 C8     C8     C 0  1 Y N N 43.558 -2.328 30.315 0.579  -0.555 0.021  C8     785 12 
785 "C1'"  "C1'"  C 0  1 Y N N 43.267 -2.212 31.700 -0.891 -0.651 -0.087 "C1'"  785 13 
785 "C2'"  "C2'"  C 0  1 Y N N 42.840 -3.339 32.444 -1.689 0.459  0.195  "C2'"  785 14 
785 "C3'"  "C3'"  C 0  1 Y N N 42.541 -3.231 33.825 -3.065 0.362  0.091  "C3'"  785 15 
785 "O3'"  "O3'"  O 0  1 N N N 42.086 -4.193 34.446 -3.844 1.443  0.366  "O3'"  785 16 
785 C3X    "CF3'" C 0  1 N N N 42.833 -5.024 35.348 -5.200 1.035  0.172  C3X    785 17 
785 "FV'"  "F31'" F 0  1 N N N 41.952 -5.912 35.925 -5.496 -0.023 1.037  "FV'"  785 18 
785 "FW'"  "F32'" F 0  1 N N N 43.749 -5.789 34.652 -6.053 2.110  0.441  "FW'"  785 19 
785 "FX'"  "F33'" F 0  1 N N N 43.385 -4.286 36.384 -5.377 0.618  -1.152 "FX'"  785 20 
785 "C4'"  "C4'"  C 0  1 Y N N 42.689 -1.995 34.451 -3.654 -0.836 -0.293 "C4'"  785 21 
785 "C5'"  "C5'"  C 0  1 Y N N 43.112 -0.876 33.726 -2.870 -1.939 -0.573 "C5'"  785 22 
785 "C6'"  "C6'"  C 0  1 Y N N 43.398 -0.957 32.355 -1.490 -1.854 -0.478 "C6'"  785 23 
785 "O6'"  "O6'"  O -1 1 N N N 43.760 0.223  31.691 -0.721 -2.939 -0.755 "O6'"  785 24 
785 HC2    HC2    H 0  1 N N N 45.231 -1.206 25.323 6.023  -1.276 0.886  HC2    785 25 
785 HC3    HC3    H 0  1 N N N 45.070 -0.030 27.471 3.987  -2.573 1.242  HC3    785 26 
785 HC6    HC6    H 0  1 N N N 43.525 -4.735 27.168 3.723  1.959  -0.738 HC6    785 27 
785 HH11   HH11   H 0  0 N N N 43.955 -5.520 25.551 5.328  2.794  -0.951 HH11   785 28 
785 HH12   HH12   H 0  0 N N N 44.276 -5.558 23.882 6.999  2.923  -0.838 HH12   785 29 
785 HH21   HH21   H 0  0 N N N 45.128 -2.086 23.841 8.234  1.184  0.041  HH21   785 30 
785 HH22   HH22   H 0  0 N N N 45.024 -3.478 22.862 7.462  -0.210 0.573  HH22   785 31 
785 HN3    HN3    H 0  1 N N N 44.267 -0.464 30.057 1.118  -2.392 0.873  HN3    785 32 
785 "HC2'" "HC2'" H 0  0 N N N 42.741 -4.301 31.957 -1.233 1.391  0.493  "HC2'" 785 33 
785 "HC4'" "HC4'" H 0  0 N N N 42.477 -1.898 35.508 -4.728 -0.906 -0.372 "HC4'" 785 34 
785 "HC5'" "HC5'" H 0  0 N N N 43.217 0.074  34.236 -3.334 -2.867 -0.871 "HC5'" 785 35 
# 
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 
785 C1    C2     DOUB Y N 1  
785 C1    C6     SING Y N 2  
785 C1    C7     SING N N 3  
785 C2    C3     SING Y N 4  
785 C2    HC2    SING N N 5  
785 C3    C4     DOUB Y N 6  
785 C3    HC3    SING N N 7  
785 C4    C5     SING Y N 8  
785 C4    N3     SING Y N 9  
785 C5    C6     DOUB Y N 10 
785 C5    N4     SING Y N 11 
785 C6    HC6    SING N N 12 
785 C7    N1     SING N N 13 
785 C7    N2     DOUB N N 14 
785 N1    HH11   SING N N 15 
785 N1    HH12   SING N N 16 
785 N2    HH21   SING N N 17 
785 N2    HH22   SING N N 18 
785 N3    C8     SING Y N 19 
785 N3    HN3    SING N N 20 
785 N4    C8     DOUB Y N 21 
785 C8    "C1'"  SING N N 22 
785 "C1'" "C2'"  DOUB Y N 23 
785 "C1'" "C6'"  SING Y N 24 
785 "C2'" "C3'"  SING Y N 25 
785 "C2'" "HC2'" SING N N 26 
785 "C3'" "O3'"  SING N N 27 
785 "C3'" "C4'"  DOUB Y N 28 
785 "O3'" C3X    SING N N 29 
785 C3X   "FV'"  SING N N 30 
785 C3X   "FW'"  SING N N 31 
785 C3X   "FX'"  SING N N 32 
785 "C4'" "C5'"  SING Y N 33 
785 "C4'" "HC4'" SING N N 34 
785 "C5'" "C6'"  DOUB Y N 35 
785 "C5'" "HC5'" SING N N 36 
785 "C6'" "O6'"  SING N N 37 
# 
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 
785 SMILES           ACDLabs              10.04 FC(F)(F)Oc3cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c([O-])cc3                                                                                         
785 InChI            InChI                1.02b InChI=1/C15H11F3N4O2/c16-15(17,18)24-8-2-4-12(23)9(6-8)14-21-10-3-1-7(13(19)20)5-11(10)22-14/h1-6,23H,(H3,19,20)(H,21,22)/f/h23h,21H,19-20H2 
785 InChIKey         InChI                1.02b PJUALJXOBAXGBO-GEDCAPSNCW                                                                                                                    
785 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(OC(F)(F)F)ccc3[O-]                                                                                         
785 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(OC(F)(F)F)ccc3[O-]                                                                                         
785 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(ccc3[O-])OC(F)(F)F                                                                                       
785 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(ccc3[O-])OC(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 
785 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-4-(trifluoromethoxy)phenolate         
785 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-4-(trifluoromethoxy)phenolate 
# 
