data_802
# 
_chem_comp.id                                    802 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-4-FLUOROBENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H11 F N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_1802 
_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                        270.262 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     802 
_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        1O35 
_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 
802 C1     C1     C 0  1 Y N N 44.302 -2.861 26.663 3.678  0.120  0.017  C1     802 1  
802 C2     C2     C 0  1 Y N N 44.786 -1.524 26.637 3.568  -1.176 0.537  C2     802 2  
802 C3     C3     C 0  1 Y N N 44.788 -0.741 27.796 2.341  -1.740 0.737  C3     802 3  
802 C4     C4     C 0  1 Y N N 44.312 -1.293 28.967 1.187  -1.031 0.426  C4     802 4  
802 C5     C5     C 0  1 Y N N 43.769 -2.526 29.009 1.279  0.273  -0.098 C5     802 5  
802 C6     C6     C 0  1 Y N N 43.758 -3.351 27.863 2.535  0.848  -0.296 C6     802 6  
802 C7     C7     C 0  1 N N N 44.311 -3.616 25.479 5.013  0.718  -0.195 C7     802 7  
802 N1     N1     N 0  1 N N N 44.131 -4.904 25.511 5.120  1.950  -0.689 N1     802 8  
802 N2     N2     N 1  1 N N N 44.553 -3.078 24.305 6.109  0.025  0.109  N2     802 9  
802 N3     N3     N 0  1 Y N N 44.181 -0.783 30.153 -0.159 -1.317 0.511  N3     802 10 
802 N4     N4     N 0  1 Y N N 43.378 -2.840 30.231 0.012  0.712  -0.303 N4     802 11 
802 C8     C8     C 0  1 Y N N 43.625 -1.709 30.887 -0.838 -0.219 0.053  C8     802 12 
802 "C1'"  "C1'"  C 0  1 Y N N 43.344 -1.526 32.239 -2.309 -0.102 -0.027 "C1'"  802 13 
802 "C2'"  "C2'"  C 0  1 Y N N 42.984 -2.594 33.067 -2.937 1.099  0.307  "C2'"  802 14 
802 "C3'"  "C3'"  C 0  1 Y N N 42.692 -2.363 34.407 -4.312 1.201  0.229  "C3'"  802 15 
802 "F3'"  "F3'"  F 0  1 N N N 42.325 -3.391 35.251 -4.919 2.364  0.552  "F3'"  802 16 
802 "C4'"  "C4'"  C 0  1 Y N N 42.742 -1.077 34.914 -5.071 0.115  -0.178 "C4'"  802 17 
802 "C5'"  "C5'"  C 0  1 Y N N 43.070 -0.001 34.086 -4.459 -1.078 -0.510 "C5'"  802 18 
802 "C6'"  "C6'"  C 0  1 Y N N 43.378 -0.231 32.764 -3.080 -1.195 -0.444 "C6'"  802 19 
802 "O6'"  "O6'"  O -1 1 N N N 43.707 0.832  31.957 -2.478 -2.368 -0.770 "O6'"  802 20 
802 HC2    HC2    H 0  1 N N N 45.193 -1.103 25.735 4.461  -1.733 0.781  HC2    802 21 
802 HC3    HC3    H 0  1 N N N 45.192 0.261  27.797 2.267  -2.740 1.138  HC3    802 22 
802 HC6    HC6    H 0  1 N N N 43.355 -4.348 27.921 2.619  1.849  -0.691 HC6    802 23 
802 HH11   HH11   H 0  0 N N N 43.942 -5.360 26.377 4.322  2.455  -0.910 HH11   802 24 
802 HH12   HH12   H 0  0 N N N 44.133 -5.430 24.659 5.996  2.343  -0.828 HH12   802 25 
802 HH21   HH21   H 0  0 N N N 44.711 -2.094 24.213 6.985  0.417  -0.030 HH21   802 26 
802 HH22   HH22   H 0  0 N N N 44.556 -3.651 23.486 6.031  -0.871 0.473  HH22   802 27 
802 HN3    HN3    H 0  1 N N N 44.458 0.111  30.439 -0.552 -2.142 0.836  HN3    802 28 
802 "HC2'" "HC2'" H 0  0 N N N 42.954 -3.601 32.679 -2.348 1.947  0.625  "HC2'" 802 29 
802 "HC4'" "HC4'" H 0  0 N N N 42.503 -0.909 35.955 -6.146 0.202  -0.236 "HC4'" 802 30 
802 "HC5'" "HC5'" H 0  0 N N N 43.116 1.005  34.482 -5.056 -1.921 -0.827 "HC5'" 802 31 
# 
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 
802 C1    C2     DOUB Y N 1  
802 C1    C6     SING Y N 2  
802 C1    C7     SING N N 3  
802 C2    C3     SING Y N 4  
802 C2    HC2    SING N N 5  
802 C3    C4     DOUB Y N 6  
802 C3    HC3    SING N N 7  
802 C4    C5     SING Y N 8  
802 C4    N3     SING Y N 9  
802 C5    C6     DOUB Y N 10 
802 C5    N4     SING Y N 11 
802 C6    HC6    SING N N 12 
802 C7    N1     SING N N 13 
802 C7    N2     DOUB N N 14 
802 N1    HH11   SING N N 15 
802 N1    HH12   SING N N 16 
802 N2    HH21   SING N N 17 
802 N2    HH22   SING N N 18 
802 N3    C8     SING Y N 19 
802 N3    HN3    SING N N 20 
802 N4    C8     DOUB Y N 21 
802 C8    "C1'"  SING N N 22 
802 "C1'" "C2'"  DOUB Y N 23 
802 "C1'" "C6'"  SING Y N 24 
802 "C2'" "C3'"  SING Y N 25 
802 "C2'" "HC2'" SING N N 26 
802 "C3'" "F3'"  SING N N 27 
802 "C3'" "C4'"  DOUB Y N 28 
802 "C4'" "C5'"  SING Y N 29 
802 "C4'" "HC4'" SING N N 30 
802 "C5'" "C6'"  DOUB Y N 31 
802 "C5'" "HC5'" SING N N 32 
802 "C6'" "O6'"  SING N N 33 
# 
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 
802 SMILES           ACDLabs              10.04 Fc3cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c([O-])cc3                                                                                   
802 InChI            InChI                1.02b InChI=1/C14H11FN4O/c15-8-2-4-12(20)9(6-8)14-18-10-3-1-7(13(16)17)5-11(10)19-14/h1-6,20H,(H3,16,17)(H,18,19)/f/h20h,18H,16-17H2 
802 InChIKey         InChI                1.02b JOGOACSSLJEREC-GXRNPJFTCA                                                                                                      
802 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(F)ccc3[O-]                                                                                   
802 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(F)ccc3[O-]                                                                                   
802 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(ccc3[O-])F                                                                                 
802 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(ccc3[O-])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 
802 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-4-fluorophenolate          
802 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-4-fluoro-phenolate 
# 
