data_847
# 
_chem_comp.id                                    847 
_chem_comp.name                                  2-(3-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-5-BROMO-4-OXIDOPHENYL)SUCCINATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H13 Br N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_16847 
_chem_comp.pdbx_formal_charge                    -2 
_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                        445.224 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     847 
_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        1O2Y 
_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 
847 C1     C1     C  0  1 Y N N 44.204 -2.907 26.202 5.998  -0.643 0.041  C1     847 1  
847 C2     C2     C  0  1 Y N N 44.767 -1.591 26.292 6.064  0.536  -0.712 C2     847 2  
847 C3     C3     C  0  1 Y N N 44.758 -0.846 27.475 4.924  1.213  -1.038 C3     847 3  
847 C4     C4     C  0  1 Y N N 44.186 -1.439 28.570 3.686  0.738  -0.624 C4     847 4  
847 C5     C5     C  0  1 Y N N 43.644 -2.658 28.551 3.601  -0.446 0.134  C5     847 5  
847 C6     C6     C  0  1 Y N N 43.626 -3.441 27.398 4.768  -1.138 0.460  C6     847 6  
847 C7     C7     C  0  1 N N N 44.229 -3.614 24.981 7.240  -1.367 0.387  C7     847 7  
847 N1     N1     N  0  1 N N N 43.785 -4.848 24.926 7.180  -2.488 1.103  N1     847 8  
847 N2     N2     N  1  1 N N N 44.717 -3.040 23.900 8.419  -0.897 -0.018 N2     847 9  
847 N3     N3     N  0  1 Y N N 44.050 -0.999 29.774 2.391  1.182  -0.788 N3     847 10 
847 N4     N4     N  0  1 Y N N 43.144 -3.023 29.727 2.287  -0.664 0.391  N4     847 11 
847 C8     C8     C  0  1 Y N N 43.440 -1.936 30.444 1.570  0.291  -0.149 C8     847 12 
847 "C1'"  "C1'"  C  0  1 Y N N 43.128 -1.792 31.821 0.098  0.392  -0.079 "C1'"  847 13 
847 "C2'"  "C2'"  C  0  1 Y N N 42.555 -2.828 32.599 -0.690 -0.755 -0.197 "C2'"  847 14 
847 "C3'"  "C3'"  C  0  1 Y N N 42.257 -2.682 33.982 -2.063 -0.655 -0.131 "C3'"  847 15 
847 CVX    "C31'" C  0  1 N N R 41.592 -3.865 34.784 -2.912 -1.894 -0.258 CVX    847 16 
847 CWX    "C32'" C  0  1 N N N 40.090 -3.862 34.278 -3.829 -1.754 -1.446 CWX    847 17 
847 OXX    "O33'" O  0  1 N N N 39.760 -4.755 33.516 -3.765 -2.557 -2.363 OXX    847 18 
847 OYX    "O34'" O  -1 1 N N N 39.324 -2.987 34.632 -4.634 -0.839 -1.491 OYX    847 19 
847 C6X    "C42'" C  0  1 N N N 41.790 -3.771 36.441 -3.747 -2.073 1.012  C6X    847 20 
847 C7X    "C43'" C  0  1 N N N 42.786 -4.803 37.162 -4.503 -3.375 0.936  C7X    847 21 
847 O8X    "O44'" O  0  1 N N N 43.087 -5.865 36.652 -4.379 -4.125 -0.087 O8X    847 22 
847 O9X    "O45'" O  -1 1 N N N 43.260 -4.519 38.254 -5.266 -3.726 1.896  O9X    847 23 
847 "C4'"  "C4'"  C  0  1 Y N N 42.553 -1.451 34.587 -2.666 0.578  0.052  "C4'"  847 24 
847 "C5'"  "C5'"  C  0  1 Y N N 43.124 -0.393 33.871 -1.897 1.720  0.170  "C5'"  847 25 
847 "C6'"  "C6'"  C  0  1 Y N N 43.397 -0.570 32.510 -0.514 1.636  0.111  "C6'"  847 26 
847 "O6'"  "O6'"  O  -1 1 N N N 43.946 0.501  31.850 0.242  2.758  0.227  "O6'"  847 27 
847 "BR5'" "BR5'" BR 0  0 N N N 43.594 1.311  34.746 -2.732 3.399  0.420  "BR5'" 847 28 
847 HC2    HC2    H  0  1 N N N 45.216 -1.147 25.418 7.023  0.912  -1.037 HC2    847 29 
847 HC3    HC3    H  0  1 N N N 45.193 0.143  27.528 4.986  2.122  -1.619 HC3    847 30 
847 HC6    HC6    H  0  1 N N N 43.175 -4.424 27.411 4.716  -2.050 1.037  HC6    847 31 
847 HH11   HH11   H  0  0 N N N 43.439 -5.288 25.769 7.995  -2.963 1.330  HH11   847 32 
847 HH12   HH12   H  0  0 N N N 43.776 -5.426 24.112 6.321  -2.830 1.398  HH12   847 33 
847 HH21   HH21   H  0  0 N N N 45.062 -2.093 23.946 8.463  -0.081 -0.540 HH21   847 34 
847 HH22   HH22   H  0  0 N N N 44.794 -3.500 23.018 9.234  -1.370 0.212  HH22   847 35 
847 HN3    HN3    H  0  1 N N N 44.306 -0.124 30.142 2.113  1.978  -1.268 HN3    847 36 
847 "HC2'" "HC2'" H  0  0 N N N 42.348 -3.778 32.114 -0.224 -1.718 -0.340 "HC2'" 847 37 
847 H31B   H31B   H  0  0 N N N 42.034 -4.795 34.460 -2.269 -2.763 -0.396 H31B   847 38 
847 H42A   H42A   H  0  0 N N N 42.154 -2.794 36.709 -3.089 -2.085 1.880  H42A   847 39 
847 H42B   H42B   H  0  0 N N N 40.821 -3.858 36.911 -4.453 -1.248 1.102  H42B   847 40 
847 "HC4'" "HC4'" H  0  0 N N N 42.324 -1.287 35.625 -3.743 0.647  0.103  "HC4'" 847 41 
# 
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 
847 C1    C2     DOUB Y N 1  
847 C1    C6     SING Y N 2  
847 C1    C7     SING N N 3  
847 C2    C3     SING Y N 4  
847 C2    HC2    SING N N 5  
847 C3    C4     DOUB Y N 6  
847 C3    HC3    SING N N 7  
847 C4    C5     SING Y N 8  
847 C4    N3     SING Y N 9  
847 C5    C6     DOUB Y N 10 
847 C5    N4     SING Y N 11 
847 C6    HC6    SING N N 12 
847 C7    N1     SING N N 13 
847 C7    N2     DOUB N N 14 
847 N1    HH11   SING N N 15 
847 N1    HH12   SING N N 16 
847 N2    HH21   SING N N 17 
847 N2    HH22   SING N N 18 
847 N3    C8     SING Y N 19 
847 N3    HN3    SING N N 20 
847 N4    C8     DOUB Y N 21 
847 C8    "C1'"  SING N N 22 
847 "C1'" "C2'"  DOUB Y N 23 
847 "C1'" "C6'"  SING Y N 24 
847 "C2'" "C3'"  SING Y N 25 
847 "C2'" "HC2'" SING N N 26 
847 "C3'" CVX    SING N N 27 
847 "C3'" "C4'"  DOUB Y N 28 
847 CVX   CWX    SING N N 29 
847 CVX   C6X    SING N N 30 
847 CVX   H31B   SING N N 31 
847 CWX   OXX    DOUB N N 32 
847 CWX   OYX    SING N N 33 
847 C6X   C7X    SING N N 34 
847 C6X   H42A   SING N N 35 
847 C6X   H42B   SING N N 36 
847 C7X   O8X    DOUB N N 37 
847 C7X   O9X    SING N N 38 
847 "C4'" "C5'"  SING Y N 39 
847 "C4'" "HC4'" SING N N 40 
847 "C5'" "C6'"  DOUB Y N 41 
847 "C5'" "BR5'" SING N N 42 
847 "C6'" "O6'"  SING N N 43 
# 
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 
847 SMILES           ACDLabs              10.04 [O-]C(=O)CC(C([O-])=O)c3cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c([O-])c(Br)c3 
847 InChI            InChI                1.02b 
InChI=1/C18H15BrN4O5/c19-11-4-8(9(18(27)28)6-14(24)25)3-10(15(11)26)17-22-12-2-1-7(16(20)21)5-13(12)23-17/h1-5,9,26H,6H2,(H3,20,21)(H,22,23)(H,24,25)(H,27,28)/p-2/t9-/m1/s1/fC18H13BrN4O5/h26h,22H,20-21H2/q-2 
847 InChIKey         InChI                1.02b SJMNJNRKVVVGRB-AMOIEAJTDU 
847 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(cc(Br)c3[O-])[C@@H](CC([O-])=O)C([O-])=O 
847 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(cc(Br)c3[O-])[CH](CC([O-])=O)C([O-])=O 
847 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(cc(c3[O-])Br)[C@@H](CC(=O)[O-])C(=O)[O-] 
847 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(cc(c3[O-])Br)C(CC(=O)[O-])C(=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 
847 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-(3-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-5-bromo-4-oxidophenyl)butanedioate          
847 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[3-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-5-bromo-4-oxido-phenyl]butanedioate 
# 
