data_CR4
# 
_chem_comp.id                                    CR4 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}BENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H12 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_1144 
_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                        252.271 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CR4 
_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        1O2S 
_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 
CR4 C1     C1     C 0  1 Y N N 44.432 -3.100 26.209 3.340  0.016  0.003  C1     CR4 1  
CR4 C2     C2     C 0  1 Y N N 44.853 -1.757 26.278 3.133  -1.312 0.394  C2     CR4 2  
CR4 C3     C3     C 0  1 Y N N 44.820 -1.055 27.474 1.867  -1.794 0.569  C3     CR4 3  
CR4 C4     C4     C 0  1 Y N N 44.369 -1.707 28.579 0.770  -0.968 0.358  C4     CR4 4  
CR4 C5     C5     C 0  1 Y N N 43.951 -2.988 28.569 0.959  0.371  -0.036 C5     CR4 5  
CR4 C6     C6     C 0  1 Y N N 43.968 -3.726 27.386 2.255  0.860  -0.208 C6     CR4 6  
CR4 C7     C7     C 0  1 N N N 44.489 -3.789 24.988 4.715  0.524  -0.182 C7     CR4 7  
CR4 N1     N1     N 0  1 N N N 44.216 -5.075 24.950 4.914  1.788  -0.554 N1     CR4 8  
CR4 N2     N2     N 1  1 N N N 44.811 -3.134 23.896 5.756  -0.281 0.025  N2     CR4 9  
CR4 N3     N3     N 0  1 Y N N 44.241 -1.306 29.781 -0.593 -1.153 0.447  N3     CR4 10 
CR4 N4     N4     N 0  1 Y N N 43.557 -3.406 29.752 -0.270 0.928  -0.166 N4     CR4 11 
CR4 C8     C8     C 0  1 Y N N 43.771 -2.300 30.457 -1.188 0.036  0.117  C8     CR4 12 
CR4 "C1'"  "C1'"  C 0  1 Y N N 43.575 -2.158 31.827 -2.645 0.277  0.085  "C1'"  CR4 13 
CR4 "C2'"  "C2'"  C 0  1 Y N N 43.379 -3.315 32.602 -3.168 1.484  0.551  "C2'"  CR4 14 
CR4 "C3'"  "C3'"  C 0  1 Y N N 43.184 -3.216 33.969 -4.529 1.704  0.518  "C3'"  CR4 15 
CR4 "C4'"  "C4'"  C 0  1 Y N N 43.185 -1.966 34.571 -5.380 0.730  0.024  "C4'"  CR4 16 
CR4 "C5'"  "C5'"  C 0  1 Y N N 43.380 -0.799 33.816 -4.876 -0.469 -0.440 "C5'"  CR4 17 
CR4 "C6'"  "C6'"  C 0  1 Y N N 43.574 -0.866 32.437 -3.510 -0.703 -0.419 "C6'"  CR4 18 
CR4 "O6'"  "O6'"  O -1 1 N N N 43.732 0.326  31.719 -3.013 -1.881 -0.874 "O6'"  CR4 19 
CR4 HC2    HC2    H 0  1 N N N 45.213 -1.242 25.406 3.981  -1.961 0.560  HC2    CR4 20 
CR4 HC3    HC3    H 0  1 N N N 45.136 -0.027 27.545 1.718  -2.820 0.871  HC3    CR4 21 
CR4 HC6    HC6    H 0  1 N N N 43.634 -4.753 27.385 2.414  1.887  -0.504 HC6    CR4 22 
CR4 HH11   HH11   H 0  0 N N N 44.001 -5.552 25.816 4.157  2.374  -0.705 HH11   CR4 23 
CR4 HH12   HH12   H 0  0 N N N 44.220 -5.643 24.133 5.817  2.121  -0.675 HH12   CR4 24 
CR4 HH21   HH21   H 0  0 N N N 44.996 -2.143 23.947 6.659  0.052  -0.096 HH21   CR4 25 
CR4 HH22   HH22   H 0  0 N N N 44.909 -3.558 23.003 5.611  -1.200 0.300  HH22   CR4 26 
CR4 HN3    HN3    H 0  1 N N N 44.446 -0.432 30.184 -1.047 -1.973 0.698  HN3    CR4 27 
CR4 "HC2'" "HC2'" H 0  0 N N N 43.375 -4.293 32.142 -2.507 2.246  0.937  "HC2'" CR4 28 
CR4 "HC3'" "HC3'" H 0  0 N N N 43.032 -4.106 34.564 -4.932 2.638  0.879  "HC3'" CR4 29 
CR4 "HC4'" "HC4'" H 0  0 N N N 43.038 -1.899 35.640 -6.445 0.909  0.001  "HC4'" CR4 30 
CR4 "HC5'" "HC5'" H 0  0 N N N 43.389 0.158  34.317 -5.546 -1.224 -0.824 "HC5'" CR4 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 
CR4 C1    C2     DOUB Y N 1  
CR4 C1    C6     SING Y N 2  
CR4 C1    C7     SING N N 3  
CR4 C2    C3     SING Y N 4  
CR4 C2    HC2    SING N N 5  
CR4 C3    C4     DOUB Y N 6  
CR4 C3    HC3    SING N N 7  
CR4 C4    C5     SING Y N 8  
CR4 C4    N3     SING Y N 9  
CR4 C5    C6     DOUB Y N 10 
CR4 C5    N4     SING Y N 11 
CR4 C6    HC6    SING N N 12 
CR4 C7    N1     SING N N 13 
CR4 C7    N2     DOUB N N 14 
CR4 N1    HH11   SING N N 15 
CR4 N1    HH12   SING N N 16 
CR4 N2    HH21   SING N N 17 
CR4 N2    HH22   SING N N 18 
CR4 N3    C8     SING Y N 19 
CR4 N3    HN3    SING N N 20 
CR4 N4    C8     DOUB Y N 21 
CR4 C8    "C1'"  SING N N 22 
CR4 "C1'" "C2'"  DOUB Y N 23 
CR4 "C1'" "C6'"  SING Y N 24 
CR4 "C2'" "C3'"  SING Y N 25 
CR4 "C2'" "HC2'" SING N N 26 
CR4 "C3'" "C4'"  DOUB Y N 27 
CR4 "C3'" "HC3'" SING N N 28 
CR4 "C4'" "C5'"  SING Y N 29 
CR4 "C4'" "HC4'" SING N N 30 
CR4 "C5'" "C6'"  DOUB Y N 31 
CR4 "C5'" "HC5'" SING N N 32 
CR4 "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 
CR4 SMILES           ACDLabs              10.04 [O-]c3ccccc3c2nc1cc(ccc1n2)\C(=[NH2+])N                                                                                   
CR4 InChI            InChI                1.02b InChI=1/C14H12N4O/c15-13(16)8-5-6-10-11(7-8)18-14(17-10)9-3-1-2-4-12(9)19/h1-7,19H,(H3,15,16)(H,17,18)/f/h19h,17H,15-16H2 
CR4 InChIKey         InChI                1.02b URJKRCBBKTXOHS-ZUZRHLFACD                                                                                                 
CR4 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3ccccc3[O-]                                                                                 
CR4 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3ccccc3[O-]                                                                                 
CR4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)c2[nH]c3ccc(cc3n2)C(=[NH2+])N)[O-]                                                                             
CR4 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)c2[nH]c3ccc(cc3n2)C(=[NH2+])N)[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 
CR4 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}phenolate         
CR4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]phenolate 
# 
