data_656
# 
_chem_comp.id                                    656 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-6-ISOBUTOXYBENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_10656 
_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                        324.377 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     656 
_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        1O2J 
_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 
656 C1     C1     C 0  1 Y N N 44.461 -3.087 26.246 4.929  -0.413 0.027  C1     656 1  
656 C2     C2     C 0  1 Y N N 44.840 -1.726 26.288 5.060  0.815  0.689  C2     656 2  
656 C3     C3     C 0  1 Y N N 44.803 -0.997 27.477 3.967  1.602  0.910  C3     656 3  
656 C4     C4     C 0  1 Y N N 44.390 -1.643 28.603 2.711  1.191  0.478  C4     656 4  
656 C5     C5     C 0  1 Y N N 44.023 -2.929 28.619 2.561  -0.040 -0.188 C5     656 5  
656 C6     C6     C 0  1 Y N N 44.047 -3.695 27.448 3.681  -0.841 -0.412 C6     656 6  
656 C7     C7     C 0  1 N N N 44.506 -3.793 25.018 6.121  -1.255 -0.205 C7     656 7  
656 N1     N1     N 0  1 N N N 44.294 -5.092 24.975 7.318  -0.846 0.214  N1     656 8  
656 N2     N2     N 1  1 N N N 44.751 -3.116 23.913 5.999  -2.423 -0.834 N2     656 9  
656 N3     N3     N 0  1 Y N N 44.263 -1.231 29.809 1.451  1.746  0.549  N3     656 10 
656 N4     N4     N 0  1 Y N N 43.665 -3.336 29.822 1.244  -0.178 -0.482 N4     656 11 
656 C8     C8     C 0  1 Y N N 43.839 -2.226 30.516 0.587  0.872  -0.055 C8     656 12 
656 "C1'"  "C1'"  C 0  1 Y N N 43.617 -2.105 31.890 -0.869 1.080  -0.199 "C1'"  656 13 
656 "C2'"  "C2'"  C 0  1 Y N N 43.283 -3.226 32.644 -1.370 2.345  -0.513 "C2'"  656 14 
656 "C3'"  "C3'"  C 0  1 Y N N 43.074 -3.119 34.015 -2.729 2.535  -0.646 "C3'"  656 15 
656 "C4'"  "C4'"  C 0  1 Y N N 43.199 -1.898 34.638 -3.603 1.476  -0.471 "C4'"  656 16 
656 "C5'"  "C5'"  C 0  1 Y N N 43.534 -0.769 33.901 -3.120 0.215  -0.160 "C5'"  656 17 
656 "C6'"  "C6'"  C 0  1 Y N N 43.739 -0.867 32.536 -1.753 0.010  -0.017 "C6'"  656 18 
656 "O6'"  "O6'"  O -1 1 N N N 44.050 0.287  31.836 -1.276 -1.225 0.288  "O6'"  656 19 
656 "O5'"  "O5'"  O 0  1 N N N 43.698 0.470  34.490 -3.985 -0.821 0.010  "O5'"  656 20 
656 C10    C10    C 0  1 N N N 43.550 0.779  35.862 -5.300 -0.300 -0.194 C10    656 21 
656 C20    C20    C 0  1 N N N 44.061 2.233  36.055 -6.326 -1.421 -0.015 C20    656 22 
656 C30    C30    C 0  1 N N N 42.871 3.085  36.427 -6.303 -1.907 1.435  C30    656 23 
656 C40    C40    C 0  1 N N N 45.020 2.275  37.268 -7.721 -0.893 -0.355 C40    656 24 
656 HC2    HC2    H 0  1 N N N 45.170 -1.215 25.399 6.033  1.140  1.027  HC2    656 25 
656 HC3    HC3    H 0  1 N N N 45.090 0.043  27.514 4.078  2.547  1.420  HC3    656 26 
656 HC6    HC6    H 0  1 N N N 43.748 -4.733 27.473 3.580  -1.787 -0.923 HC6    656 27 
656 HH11   HH11   H 0  0 N N N 44.105 -5.581 25.839 7.407  0.004  0.672  HH11   656 28 
656 HH12   HH12   H 0  0 N N N 44.286 -5.652 24.153 8.100  -1.399 0.062  HH12   656 29 
656 HH21   HH21   H 0  0 N N N 44.867 -2.113 23.947 6.782  -2.976 -0.987 HH21   656 30 
656 HH22   HH22   H 0  0 N N N 44.849 -3.543 23.019 5.128  -2.720 -1.140 HH22   656 31 
656 HN3    HN3    H 0  1 N N N 44.433 -0.334 30.197 1.219  2.598  0.952  HN3    656 32 
656 "HC2'" "HC2'" H 0  0 N N N 43.183 -4.188 32.161 -0.692 3.174  -0.651 "HC2'" 656 33 
656 "HC3'" "HC3'" H 0  0 N N N 42.813 -3.995 34.592 -3.113 3.515  -0.889 "HC3'" 656 34 
656 "HC4'" "HC4'" H 0  0 N N N 43.035 -1.828 35.703 -4.666 1.633  -0.577 "HC4'" 656 35 
656 H10A   H10A   H 0  0 N N N 42.507 0.671  36.118 -5.377 0.107  -1.202 H10A   656 36 
656 H10B   H10B   H 0  0 N N N 44.134 0.072  36.434 -5.494 0.489  0.533  H10B   656 37 
656 H20    H20    H 0  1 N N N 44.542 2.619  35.168 -6.078 -2.249 -0.680 H20    656 38 
656 H30A   H30A   H 0  0 N N N 43.164 4.116  36.558 -6.550 -1.079 2.100  H30A   656 39 
656 H30B   H30B   H 0  0 N N N 42.117 3.016  35.659 -7.034 -2.706 1.562  H30B   656 40 
656 H30C   H30C   H 0  0 N N N 42.450 2.722  37.357 -5.309 -2.283 1.677  H30C   656 41 
656 H40A   H40A   H 0  0 N N N 45.973 1.840  37.003 -7.968 -0.066 0.310  H40A   656 42 
656 H40B   H40B   H 0  0 N N N 45.180 3.290  37.604 -7.737 -0.547 -1.388 H40B   656 43 
656 H40C   H40C   H 0  0 N N N 44.612 1.709  38.093 -8.452 -1.692 -0.228 H40C   656 44 
# 
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 
656 C1    C2     DOUB Y N 1  
656 C1    C6     SING Y N 2  
656 C1    C7     SING N N 3  
656 C2    C3     SING Y N 4  
656 C2    HC2    SING N N 5  
656 C3    C4     DOUB Y N 6  
656 C3    HC3    SING N N 7  
656 C4    C5     SING Y N 8  
656 C4    N3     SING Y N 9  
656 C5    C6     DOUB Y N 10 
656 C5    N4     SING Y N 11 
656 C6    HC6    SING N N 12 
656 C7    N1     SING N N 13 
656 C7    N2     DOUB N N 14 
656 N1    HH11   SING N N 15 
656 N1    HH12   SING N N 16 
656 N2    HH21   SING N N 17 
656 N2    HH22   SING N N 18 
656 N3    C8     SING Y N 19 
656 N3    HN3    SING N N 20 
656 N4    C8     DOUB Y N 21 
656 C8    "C1'"  SING N N 22 
656 "C1'" "C2'"  DOUB Y N 23 
656 "C1'" "C6'"  SING Y N 24 
656 "C2'" "C3'"  SING Y N 25 
656 "C2'" "HC2'" SING N N 26 
656 "C3'" "C4'"  DOUB Y N 27 
656 "C3'" "HC3'" SING N N 28 
656 "C4'" "C5'"  SING Y N 29 
656 "C4'" "HC4'" SING N N 30 
656 "C5'" "C6'"  DOUB Y N 31 
656 "C5'" "O5'"  SING N N 32 
656 "C6'" "O6'"  SING N N 33 
656 "O5'" C10    SING N N 34 
656 C10   C20    SING N N 35 
656 C10   H10A   SING N N 36 
656 C10   H10B   SING N N 37 
656 C20   C30    SING N N 38 
656 C20   C40    SING N N 39 
656 C20   H20    SING N N 40 
656 C30   H30A   SING N N 41 
656 C30   H30B   SING N N 42 
656 C30   H30C   SING N N 43 
656 C40   H40A   SING N N 44 
656 C40   H40B   SING N N 45 
656 C40   H40C   SING N N 46 
# 
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 
656 SMILES           ACDLabs              10.04 [O-]c3c(OCC(C)C)cccc3c2nc1cc(ccc1n2)\C(=[NH2+])N                                                                                                         
656 InChI            InChI                1.02b InChI=1/C18H20N4O2/c1-10(2)9-24-15-5-3-4-12(16(15)23)18-21-13-7-6-11(17(19)20)8-14(13)22-18/h3-8,10,23H,9H2,1-2H3,(H3,19,20)(H,21,22)/f/h23h,21H,19-20H2 
656 InChIKey         InChI                1.02b HSHVHNIOQTZSOQ-GEDCAPSNCT                                                                                                                                
656 SMILES_CANONICAL CACTVS               3.341 CC(C)COc1cccc(c1[O-])c2[nH]c3ccc(cc3n2)C(N)=[NH2+]                                                                                                       
656 SMILES           CACTVS               3.341 CC(C)COc1cccc(c1[O-])c2[nH]c3ccc(cc3n2)C(N)=[NH2+]                                                                                                       
656 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)COc1cccc(c1[O-])c2[nH]c3ccc(cc3n2)C(=[NH2+])N                                                                                                       
656 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)COc1cccc(c1[O-])c2[nH]c3ccc(cc3n2)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 
656 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-6-(2-methylpropoxy)phenolate         
656 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-6-(2-methylpropoxy)phenolate 
# 
