data_BAH
# 
_chem_comp.id                                    BAH 
_chem_comp.name                                  "BIS(5-AMIDINO-2-BENZIMIDAZOLYL)METHANE KETONE HYDRATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 N8 O2" 
_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                        366.377 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BAH 
_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        1C1W 
_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 
BAH C1     C1     C 0 1 Y N N 12.181 -11.746 22.937 5.252  0.854  -0.022 C1     BAH 1  
BAH C2     C2     C 0 1 Y N N 12.704 -10.572 22.342 4.404  1.969  -0.049 C2     BAH 2  
BAH C3     C3     C 0 1 Y N N 13.765 -10.616 21.413 3.051  1.810  -0.045 C3     BAH 3  
BAH C4     C4     C 0 1 Y N N 14.268 -11.868 21.114 2.496  0.525  -0.014 C4     BAH 4  
BAH C5     C5     C 0 1 Y N N 13.772 -12.975 21.678 3.342  -0.599 0.013  C5     BAH 5  
BAH C6     C6     C 0 1 Y N N 12.747 -12.968 22.576 4.716  -0.432 0.004  C6     BAH 6  
BAH C7     C7     C 0 1 N N N 11.155 -11.745 23.861 6.717  1.042  -0.027 C7     BAH 7  
BAH C8     C8     C 0 1 Y N N 15.303 -13.554 20.387 1.231  -1.241 0.029  C8     BAH 8  
BAH C9     C9     C 0 1 N N N 16.285 -14.517 19.617 0.001  -2.111 0.051  C9     BAH 9  
BAH N1     N1     N 0 1 N N N 10.406 -12.810 23.914 7.525  -0.017 -0.001 N1     BAH 10 
BAH N2     N2     N 1 1 N N N 10.968 -10.714 24.657 7.231  2.271  -0.057 N2     BAH 11 
BAH N3     N3     N 0 1 Y N N 15.228 -12.242 20.307 1.223  0.061  -0.003 N3     BAH 12 
BAH N4     N4     N 0 1 Y N N 14.416 -14.010 21.224 2.509  -1.701 0.040  N4     BAH 13 
BAH "C1'"  "C1'"  C 0 1 Y N N 16.543 -12.759 13.980 -5.252 0.852  -0.019 "C1'"  BAH 14 
BAH "C2'"  "C2'"  C 0 1 Y N N 17.211 -11.688 14.634 -4.405 1.967  -0.047 "C2'"  BAH 15 
BAH "C3'"  "C3'"  C 0 1 Y N N 17.427 -11.676 16.000 -3.052 1.808  -0.044 "C3'"  BAH 16 
BAH "C4'"  "C4'"  C 0 1 Y N N 16.966 -12.752 16.687 -2.497 0.524  -0.013 "C4'"  BAH 17 
BAH "C5'"  "C5'"  C 0 1 Y N N 16.325 -13.796 16.131 -3.342 -0.601 0.016  "C5'"  BAH 18 
BAH "C6'"  "C6'"  C 0 1 Y N N 16.090 -13.848 14.775 -4.716 -0.434 0.012  "C6'"  BAH 19 
BAH "C7'"  "C7'"  C 0 1 N N N 16.338 -12.713 12.607 -6.718 1.039  -0.023 "C7'"  BAH 20 
BAH "C8'"  "C8'"  C 0 1 Y N N 16.457 -14.043 18.199 -1.230 -1.242 0.030  "C8'"  BAH 21 
BAH "N1'"  "N1'"  N 0 1 N N N 16.097 -13.837 11.974 -7.252 2.129  0.528  "N1'"  BAH 22 
BAH "N2'"  "N2'"  N 1 1 N N N 16.373 -11.544 12.000 -7.506 0.119  -0.577 "N2'"  BAH 23 
BAH "N3'"  "N3'"  N 0 1 Y N N 17.041 -12.930 17.959 -1.223 0.060  0.004  "N3'"  BAH 24 
BAH "N4'"  "N4'"  N 0 1 Y N N 16.015 -14.605 17.115 -2.508 -1.702 0.042  "N4'"  BAH 25 
BAH O91    O91    O 0 1 N N N 15.705 -15.805 19.456 0.000  -2.965 -1.095 O91    BAH 26 
BAH O92    O92    O 0 1 N N N 17.566 -14.543 20.228 0.001  -2.907 1.238  O92    BAH 27 
BAH HC2    HC2    H 0 1 N N N 12.271 -9.593  22.610 4.827  2.963  -0.073 HC2    BAH 28 
BAH HC3    HC3    H 0 1 N N N 14.183 -9.711  20.941 2.406  2.676  -0.066 HC3    BAH 29 
BAH HC6    HC6    H 0 1 N N N 12.386 -13.921 22.997 5.368  -1.292 0.019  HC6    BAH 30 
BAH HN11   1HN1   H 0 0 N N N 9.648  -12.809 24.596 7.151  -0.912 0.021  HN11   BAH 31 
BAH HN12   2HN1   H 0 0 N N N 10.992 -13.631 24.057 8.487  0.106  -0.004 HN12   BAH 32 
BAH HN21   1HN2   H 0 0 N N N 11.554 -9.880  24.615 8.194  2.394  -0.060 HN21   BAH 33 
BAH HN22   2HN2   H 0 0 N N N 10.210 -10.713 25.339 6.644  3.042  -0.080 HN22   BAH 34 
BAH HN4    HN4    H 0 1 N N N 14.257 -14.985 21.474 2.786  -2.631 0.063  HN4    BAH 35 
BAH "HC2'" "'HC2" H 0 0 N N N 17.579 -10.825 14.053 -4.828 2.960  -0.071 "HC2'" BAH 36 
BAH "HC3'" "'HC3" H 0 0 N N N 17.941 -10.848 16.516 -2.407 2.674  -0.066 "HC3'" BAH 37 
BAH "HC6'" "'HC6" H 0 0 N N N 15.565 -14.718 14.347 -5.368 -1.294 0.034  "HC6'" BAH 38 
BAH "H1'1" "1H1'" H 0 0 N N N 15.946 -13.803 10.965 -6.678 2.799  0.932  "H1'1" BAH 39 
BAH "H1'2" "2H1'" H 0 0 N N N 15.302 -14.301 12.413 -8.214 2.252  0.525  "H1'2" BAH 40 
BAH "H2'1" "1H2'" H 0 0 N N N 16.560 -10.670 12.492 -8.468 0.241  -0.580 "H2'1" BAH 41 
BAH "H2'2" "2H2'" H 0 0 N N N 16.222 -11.510 10.991 -7.117 -0.675 -0.978 "H2'2" BAH 42 
BAH "HN4'" "'HN4" H 0 0 N N N 15.525 -15.497 17.049 -2.784 -2.632 0.066  "HN4'" BAH 43 
BAH H91    H91    H 0 1 N N N 16.296 -16.385 18.991 0.000  -2.390 -1.872 H91    BAH 44 
BAH H92    H92    H 0 1 N N N 18.157 -15.123 19.763 0.002  -2.294 1.986  H92    BAH 45 
# 
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 
BAH C1    C2     SING Y N 1  
BAH C1    C6     DOUB Y N 2  
BAH C1    C7     SING N N 3  
BAH C2    C3     DOUB Y N 4  
BAH C2    HC2    SING N N 5  
BAH C3    C4     SING Y N 6  
BAH C3    HC3    SING N N 7  
BAH C4    C5     DOUB Y N 8  
BAH C4    N3     SING Y N 9  
BAH C5    C6     SING Y N 10 
BAH C5    N4     SING Y N 11 
BAH C6    HC6    SING N N 12 
BAH C7    N1     SING N N 13 
BAH C7    N2     DOUB N N 14 
BAH C8    C9     SING N N 15 
BAH C8    N3     DOUB Y N 16 
BAH C8    N4     SING Y N 17 
BAH C9    "C8'"  SING N N 18 
BAH C9    O91    SING N N 19 
BAH C9    O92    SING N N 20 
BAH N1    HN11   SING N N 21 
BAH N1    HN12   SING N N 22 
BAH N2    HN21   SING N N 23 
BAH N2    HN22   SING N N 24 
BAH N4    HN4    SING N N 25 
BAH "C1'" "C2'"  SING Y N 26 
BAH "C1'" "C6'"  DOUB Y N 27 
BAH "C1'" "C7'"  SING N N 28 
BAH "C2'" "C3'"  DOUB Y N 29 
BAH "C2'" "HC2'" SING N N 30 
BAH "C3'" "C4'"  SING Y N 31 
BAH "C3'" "HC3'" SING N N 32 
BAH "C4'" "C5'"  DOUB Y N 33 
BAH "C4'" "N3'"  SING Y N 34 
BAH "C5'" "C6'"  SING Y N 35 
BAH "C5'" "N4'"  SING Y N 36 
BAH "C6'" "HC6'" SING N N 37 
BAH "C7'" "N1'"  SING N N 38 
BAH "C7'" "N2'"  DOUB N N 39 
BAH "C8'" "N3'"  DOUB Y N 40 
BAH "C8'" "N4'"  SING Y N 41 
BAH "N1'" "H1'1" SING N N 42 
BAH "N1'" "H1'2" SING N N 43 
BAH "N2'" "H2'1" SING N N 44 
BAH "N2'" "H2'2" SING N N 45 
BAH "N4'" "HN4'" SING N N 46 
BAH O91   H91    SING N N 47 
BAH O92   H92    SING N N 48 
# 
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 
BAH SMILES           ACDLabs              10.04 n1c4ccc(C(=[NH2+])\N)cc4nc1C(O)(O)c3nc2ccc(cc2n3)\C(=[NH2+])N                                                                                                                                
BAH InChI            InChI                1.02b InChI=1/C17H16N8O2/c18-13(19)7-1-3-9-11(5-7)24-15(22-9)17(26,27)16-23-10-4-2-8(14(20)21)6-12(10)25-16/h1-6,26-27H,(H3,18,19)(H3,20,21)(H,22,24)(H,23,25)/p+2/fC17H18N8O2/h24-25H,18-21H2/q+2 
BAH InChIKey         InChI                1.02b ZLAHDRAQCSQPOC-KTQPSSCLCW                                                                                                                                                                    
BAH SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2nc([nH]c2c1)C(O)(O)c3[nH]c4cc(ccc4n3)C(N)=[NH2+]                                                                                                                            
BAH SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2nc([nH]c2c1)C(O)(O)c3[nH]c4cc(ccc4n3)C(N)=[NH2+]                                                                                                                            
BAH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)[nH]c(n2)C(c3[nH]c4cc(ccc4n3)C(=[NH2+])N)(O)O                                                                                                                          
BAH SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)[nH]c(n2)C(c3[nH]c4cc(ccc4n3)C(=[NH2+])N)(O)O                                                                                                                          
# 
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 
BAH "SYSTEMATIC NAME" ACDLabs              10.04 [(dihydroxymethanediyl)bis(1H-benzimidazole-2,6-diyl)]bis(aminomethaniminium)                                                
BAH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[2-[[6-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-dihydroxy-methyl]-3H-benzimidazol-5-yl]methylidene]azanium 
# 
