data_BAK
# 
_chem_comp.id                                    BAK 
_chem_comp.name                                  "BIS(5-AMIDINO-2-BENZIMIDAZOLYL)METHANE KETONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     1999-07-28 
_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                        348.362 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BAK 
_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        1C2I 
_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 
BAK C1     C1     C 0 1 Y N N 45.259 19.640 52.760 5.473  0.598  -0.019 C1     BAK 1  
BAK C2     C2     C 0 1 Y N N 44.651 19.247 51.518 4.727  1.784  -0.056 C2     BAK 2  
BAK C3     C3     C 0 1 Y N N 44.277 20.181 50.536 3.366  1.748  -0.055 C3     BAK 3  
BAK C4     C4     C 0 1 Y N N 44.530 21.512 50.840 2.696  0.515  -0.016 C4     BAK 4  
BAK C5     C5     C 0 1 Y N N 45.098 21.925 51.998 3.442  -0.682 0.021  C5     BAK 5  
BAK C6     C6     C 0 1 Y N N 45.475 21.031 52.978 4.828  -0.635 0.014  C6     BAK 6  
BAK C7     C7     C 0 1 N N N 45.641 18.698 53.749 6.950  0.656  -0.021 C7     BAK 7  
BAK C8     C8     C 0 1 Y N N 44.737 23.608 50.802 1.280  -1.130 0.036  C8     BAK 8  
BAK C9     C9     C 0 1 N N N 44.752 24.956 50.285 0.000  -1.869 0.059  C9     BAK 9  
BAK N1     N1     N 1 1 N N N 46.394 19.084 54.739 7.661  -0.470 0.014  N1     BAK 10 
BAK N2     N2     N 0 1 N N N 45.255 17.447 53.689 7.570  1.834  -0.058 N2     BAK 11 
BAK N3     N3     N 0 1 Y N N 44.321 22.579 50.135 1.397  0.175  -0.005 N3     BAK 12 
BAK N4     N4     N 0 1 Y N N 45.218 23.242 51.967 2.522  -1.706 0.054  N4     BAK 13 
BAK "C1'"  "C1'"  C 0 1 Y N N 43.479 27.365 45.015 -5.473 0.597  -0.018 "C1'"  BAK 14 
BAK "C2'"  "C2'"  C 0 1 Y N N 43.267 25.983 44.709 -4.727 1.783  -0.056 "C2'"  BAK 15 
BAK "C3'"  "C3'"  C 0 1 Y N N 43.446 24.978 45.672 -3.367 1.747  -0.056 "C3'"  BAK 16 
BAK "C4'"  "C4'"  C 0 1 Y N N 43.840 25.388 46.934 -2.696 0.515  -0.017 "C4'"  BAK 17 
BAK "C5'"  "C5'"  C 0 1 Y N N 44.052 26.657 47.271 -3.442 -0.683 0.021  "C5'"  BAK 18 
BAK "C6'"  "C6'"  C 0 1 Y N N 43.883 27.690 46.355 -4.827 -0.635 0.020  "C6'"  BAK 19 
BAK "C7'"  "C7'"  C 0 1 N N N 43.302 28.357 44.039 -6.951 0.655  -0.020 "C7'"  BAK 20 
BAK "C8'"  "C8'"  C 0 1 Y N N 44.423 25.438 48.959 -1.280 -1.131 0.036  "C8'"  BAK 21 
BAK "N1'"  "N1'"  N 1 1 N N N 43.543 29.620 44.314 -7.576 1.697  0.525  "N1'"  BAK 22 
BAK "N2'"  "N2'"  N 0 1 N N N 42.898 28.011 42.847 -7.655 -0.334 -0.565 "N2'"  BAK 23 
BAK "N3'"  "N3'"  N 0 1 Y N N 44.072 24.675 47.991 -1.397 0.175  0.000  "N3'"  BAK 24 
BAK "N4'"  "N4'"  N 0 1 Y N N 44.411 26.672 48.537 -2.522 -1.706 0.054  "N4'"  BAK 25 
BAK O9     O9     O 0 1 N N N 45.103 25.811 51.079 0.000  -3.084 0.098  O9     BAK 26 
BAK H2     H2     H 0 1 N N N 44.473 18.202 51.324 5.237  2.736  -0.086 H2     BAK 27 
BAK H3     H3     H 0 1 N N N 43.816 19.881 49.608 2.802  2.668  -0.083 H3     BAK 28 
BAK H6     H6     H 0 1 N N N 45.922 21.392 53.891 5.403  -1.548 0.037  H6     BAK 29 
BAK HH11   1HH1   H 0 0 N N N 46.749 20.013 54.775 7.210  -1.328 0.041  HH11   BAK 30 
BAK HH12   2HH1   H 0 0 N N N 46.619 18.498 55.511 8.631  -0.431 0.013  HH12   BAK 31 
BAK HH21   1HH2   H 0 0 N N N 44.706 17.123 52.902 8.540  1.873  -0.060 HH21   BAK 32 
BAK HH22   2HH2   H 0 0 N N N 45.526 16.777 54.370 7.053  2.654  -0.088 HH22   BAK 33 
BAK HN4    HN4    H 0 1 N N N 45.601 23.849 52.691 2.717  -2.656 0.083  HN4    BAK 34 
BAK "H2'"  "H2'"  H 0 1 N N N 42.960 25.688 43.718 -5.237 2.735  -0.087 "H2'"  BAK 35 
BAK "H3'"  "H3'"  H 0 1 N N N 43.285 23.937 45.437 -2.802 2.668  -0.087 "H3'"  BAK 36 
BAK "H6'"  "H6'"  H 0 1 N N N 44.063 28.713 46.652 -5.402 -1.549 0.049  "H6'"  BAK 37 
BAK "H1'1" "1H1'" H 0 0 N N N 43.835 29.884 45.232 -7.063 2.418  0.922  "H1'1" BAK 38 
BAK "H1'2" "2H1'" H 0 0 N N N 43.440 30.375 43.654 -8.546 1.735  0.524  "H1'2" BAK 39 
BAK "H2'1" "1H2'" H 0 0 N N N 42.597 27.062 42.691 -8.625 -0.296 -0.566 "H2'1" BAK 40 
BAK "H2'2" "2H2'" H 0 0 N N N 42.648 28.680 42.153 -7.200 -1.093 -0.962 "H2'2" BAK 41 
BAK "HN4'" "'HN4" H 0 0 N N N 44.639 27.495 49.093 -2.716 -2.656 0.084  "HN4'" BAK 42 
# 
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 
BAK C1    C2     SING Y N 1  
BAK C1    C6     DOUB Y N 2  
BAK C1    C7     SING N N 3  
BAK C2    C3     DOUB Y N 4  
BAK C2    H2     SING N N 5  
BAK C3    C4     SING Y N 6  
BAK C3    H3     SING N N 7  
BAK C4    C5     DOUB Y N 8  
BAK C4    N3     SING Y N 9  
BAK C5    C6     SING Y N 10 
BAK C5    N4     SING Y N 11 
BAK C6    H6     SING N N 12 
BAK C7    N1     DOUB N N 13 
BAK C7    N2     SING N N 14 
BAK C8    C9     SING N N 15 
BAK C8    N3     DOUB Y N 16 
BAK C8    N4     SING Y N 17 
BAK C9    "C8'"  SING N N 18 
BAK C9    O9     DOUB N N 19 
BAK N1    HH11   SING N N 20 
BAK N1    HH12   SING N N 21 
BAK N2    HH21   SING N N 22 
BAK N2    HH22   SING N N 23 
BAK N4    HN4    SING N N 24 
BAK "C1'" "C2'"  SING Y N 25 
BAK "C1'" "C6'"  DOUB Y N 26 
BAK "C1'" "C7'"  SING N N 27 
BAK "C2'" "C3'"  DOUB Y N 28 
BAK "C2'" "H2'"  SING N N 29 
BAK "C3'" "C4'"  SING Y N 30 
BAK "C3'" "H3'"  SING N N 31 
BAK "C4'" "C5'"  DOUB Y N 32 
BAK "C4'" "N3'"  SING Y N 33 
BAK "C5'" "C6'"  SING Y N 34 
BAK "C5'" "N4'"  SING Y N 35 
BAK "C6'" "H6'"  SING N N 36 
BAK "C7'" "N1'"  DOUB N N 37 
BAK "C7'" "N2'"  SING N N 38 
BAK "C8'" "N3'"  DOUB Y N 39 
BAK "C8'" "N4'"  SING Y N 40 
BAK "N1'" "H1'1" SING N N 41 
BAK "N1'" "H1'2" SING N N 42 
BAK "N2'" "H2'1" SING N N 43 
BAK "N2'" "H2'2" SING N N 44 
BAK "N4'" "HN4'" SING N N 45 
# 
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 
BAK SMILES           ACDLabs              10.04 O=C(c2nc1ccc(cc1n2)\C(=[NH2+])N)c3nc4ccc(C(=[NH2+])\N)cc4n3                                                                                                                       
BAK InChI            InChI                1.02b InChI=1/C17H14N8O/c18-14(19)7-1-3-9-11(5-7)24-16(22-9)13(26)17-23-10-4-2-8(15(20)21)6-12(10)25-17/h1-6H,(H3,18,19)(H3,20,21)(H,22,24)(H,23,25)/p+2/fC17H16N8O/h24-25H,18-21H2/q+2 
BAK InChIKey         InChI                1.02b VVVXDHROXQUONB-CPBRIJESCD                                                                                                                                                         
BAK SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2nc([nH]c2c1)C(=O)c3[nH]c4cc(ccc4n3)C(N)=[NH2+]                                                                                                                   
BAK SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2nc([nH]c2c1)C(=O)c3[nH]c4cc(ccc4n3)C(N)=[NH2+]                                                                                                                   
BAK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)[nH]c(n2)C(=O)c3[nH]c4cc(ccc4n3)C(=[NH2+])N                                                                                                                 
BAK SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)[nH]c(n2)C(=O)c3[nH]c4cc(ccc4n3)C(=[NH2+])N                                                                                                                 
# 
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 
BAK "SYSTEMATIC NAME" ACDLabs              10.04 [carbonylbis(1H-benzimidazole-2,6-diyl)]bis(aminomethaniminium)                                                     
BAK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[2-[[6-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]carbonyl]-3H-benzimidazol-5-yl]methylidene]azanium 
# 
