data_334
# 
_chem_comp.id                                    334 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-6-BROMO-4-METHYLBENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H13 Br N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_9334 
_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                        345.194 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     334 
_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        1O3J 
_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 
334 C1     C1     C  0  1 Y N N 44.198 -3.084 26.099 -4.941 -0.218 -0.057 C1     334 1  
334 C2     C2     C  0  1 Y N N 44.630 -1.746 26.174 -4.629 -1.372 0.673  C2     334 2  
334 C3     C3     C  0  1 Y N N 44.589 -1.042 27.369 -3.336 -1.647 1.013  C3     334 3  
334 C4     C4     C  0  1 Y N N 44.115 -1.684 28.481 -2.315 -0.782 0.636  C4     334 4  
334 C5     C5     C  0  1 Y N N 43.679 -2.955 28.474 -2.611 0.383  -0.098 C5     334 5  
334 C6     C6     C  0  1 Y N N 43.705 -3.702 27.284 -3.934 0.660  -0.443 C6     334 6  
334 C7     C7     C  0  1 N N N 44.269 -3.764 24.858 -6.346 0.067  -0.419 C7     334 7  
334 N1     N1     N  0  1 N N N 43.892 -5.021 24.768 -7.312 -0.773 -0.051 N1     334 8  
334 N2     N2     N  1  1 N N N 44.716 -3.128 23.796 -6.645 1.164  -1.113 N2     334 9  
334 N3     N3     N  0  1 Y N N 43.977 -1.276 29.682 -0.949 -0.782 0.823  N3     334 10 
334 N4     N4     N  0  1 Y N N 43.269 -3.348 29.667 -1.438 1.028  -0.316 N4     334 11 
334 C8     C8     C  0  1 Y N N 43.479 -2.248 30.387 -0.456 0.344  0.219  C8     334 12 
334 "C1'"  "C1'"  C  0  1 Y N N 43.255 -2.095 31.779 0.969  0.734  0.182  "C1'"  334 13 
334 "C2'"  "C2'"  C  0  1 Y N N 42.914 -3.190 32.588 1.336  2.070  0.350  "C2'"  334 14 
334 "C3'"  "C3'"  C  0  1 Y N N 42.699 -3.016 33.966 2.667  2.428  0.310  "C3'"  334 15 
334 "CV'"  "C31'" C  0  1 N N N 42.324 -4.195 34.877 3.061  3.872  0.486  "CV'"  334 16 
334 "C4'"  "C4'"  C  0  1 Y N N 42.826 -1.758 34.546 3.643  1.467  0.114  "C4'"  334 17 
334 "C5'"  "C5'"  C  0  1 Y N N 43.169 -0.652 33.762 3.293  0.139  -0.049 "C5'"  334 18 
334 "C6'"  "C6'"  C  0  1 Y N N 43.376 -0.822 32.386 1.959  -0.237 -0.016 "C6'"  334 19 
334 "O6'"  "O6'"  O  -1 1 N N N 43.672 0.299  31.629 1.614  -1.540 -0.175 "O6'"  334 20 
334 "BR5'" "BR5'" BR 0  0 N N N 43.427 1.116  34.572 4.636  -1.165 -0.317 "BR5'" 334 21 
334 HC2    HC2    H  0  1 N N N 45.007 -1.239 25.306 -5.417 -2.049 0.968  HC2    334 22 
334 HC3    HC3    H  0  1 N N N 44.916 -0.017 27.429 -3.105 -2.539 1.576  HC3    334 23 
334 HC6    HC6    H  0  1 N N N 43.354 -4.724 27.279 -4.174 1.550  -1.006 HC6    334 24 
334 HH11   HH11   H  0  0 N N N 43.578 -5.492 25.603 -7.094 -1.572 0.454  HH11   334 25 
334 HH12   HH12   H  0  0 N N N 43.906 -5.578 23.939 -8.234 -0.586 -0.289 HH12   334 26 
334 HH21   HH21   H  0  0 N N N 45.006 -2.164 23.869 -7.567 1.351  -1.351 HH21   334 27 
334 HH22   HH22   H  0  0 N N N 44.814 -3.556 22.903 -5.942 1.776  -1.381 HH22   334 28 
334 HN3    HN3    H  0  1 N N N 44.193 -0.395 30.049 -0.433 -1.455 1.294  HN3    334 29 
334 "HC2'" "HC2'" H  0  0 N N N 42.814 -4.174 32.151 0.578  2.823  0.504  "HC2'" 334 30 
334 "H32'" "H32'" H  0  0 N N N 41.440 -3.943 35.447 3.091  4.362  -0.487 "H32'" 334 31 
334 "H33'" "H33'" H  0  0 N N N 42.128 -5.080 34.289 2.330  4.373  1.122  "H33'" 334 32 
334 "H34'" "H34'" H  0  0 N N N 43.141 -4.386 35.555 4.045  3.926  0.951  "H34'" 334 33 
334 "HC4'" "HC4'" H  0  0 N N N 42.648 -1.645 35.606 4.684  1.755  0.088  "HC4'" 334 34 
# 
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 
334 C1    C2     DOUB Y N 1  
334 C1    C6     SING Y N 2  
334 C1    C7     SING N N 3  
334 C2    C3     SING Y N 4  
334 C2    HC2    SING N N 5  
334 C3    C4     DOUB Y N 6  
334 C3    HC3    SING N N 7  
334 C4    C5     SING Y N 8  
334 C4    N3     SING Y N 9  
334 C5    C6     DOUB Y N 10 
334 C5    N4     SING Y N 11 
334 C6    HC6    SING N N 12 
334 C7    N1     SING N N 13 
334 C7    N2     DOUB N N 14 
334 N1    HH11   SING N N 15 
334 N1    HH12   SING N N 16 
334 N2    HH21   SING N N 17 
334 N2    HH22   SING N N 18 
334 N3    C8     SING Y N 19 
334 N3    HN3    SING N N 20 
334 N4    C8     DOUB Y N 21 
334 C8    "C1'"  SING N N 22 
334 "C1'" "C2'"  DOUB Y N 23 
334 "C1'" "C6'"  SING Y N 24 
334 "C2'" "C3'"  SING Y N 25 
334 "C2'" "HC2'" SING N N 26 
334 "C3'" "CV'"  SING N N 27 
334 "C3'" "C4'"  DOUB Y N 28 
334 "CV'" "H32'" SING N N 29 
334 "CV'" "H33'" SING N N 30 
334 "CV'" "H34'" SING N N 31 
334 "C4'" "C5'"  SING Y N 32 
334 "C4'" "HC4'" SING N N 33 
334 "C5'" "C6'"  DOUB Y N 34 
334 "C5'" "BR5'" SING N N 35 
334 "C6'" "O6'"  SING N N 36 
# 
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 
334 SMILES           ACDLabs              10.04 Brc3cc(cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c3[O-])C                                                                                         
334 InChI            InChI                1.02b InChI=1/C15H13BrN4O/c1-7-4-9(13(21)10(16)5-7)15-19-11-3-2-8(14(17)18)6-12(11)20-15/h2-6,21H,1H3,(H3,17,18)(H,19,20)/f/h21h,19H,17-18H2 
334 InChIKey         InChI                1.02b XKCHOMIJYLHXLI-PRSVRUOVCT                                                                                                              
334 SMILES_CANONICAL CACTVS               3.341 Cc1cc(Br)c([O-])c(c1)c2[nH]c3ccc(cc3n2)C(N)=[NH2+]                                                                                     
334 SMILES           CACTVS               3.341 Cc1cc(Br)c([O-])c(c1)c2[nH]c3ccc(cc3n2)C(N)=[NH2+]                                                                                     
334 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(c(c(c1)Br)[O-])c2[nH]c3ccc(cc3n2)C(=[NH2+])N                                                                                     
334 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(c(c(c1)Br)[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 
334 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-6-bromo-4-methylphenolate          
334 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-6-bromo-4-methyl-phenolate 
# 
