data_678
# 
_chem_comp.id                                    678 
_chem_comp.name                                  (3-{5-[AMINO(IMINIO)METHYL]-1H-INDOL-2-YL}-5-BROMO-4-OXIDOPHENYL)ACETATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H13 Br N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_9678 
_chem_comp.pdbx_formal_charge                    -1 
_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                        387.207 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     678 
_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        1O3L 
_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 
678 C1     C1     C  0  1 Y N N 43.970 -2.965 26.086 5.396  0.084  -0.028 C1     678 1  
678 C2     C2     C  0  1 Y N N 44.255 -1.580 26.191 5.215  1.350  -0.601 C2     678 2  
678 C3     C3     C  0  1 Y N N 44.133 -0.869 27.386 3.963  1.868  -0.764 C3     678 3  
678 C4     C4     C  0  1 Y N N 43.713 -1.570 28.478 2.845  1.142  -0.360 C4     678 4  
678 C5     C5     C  0  1 Y N N 43.408 -2.866 28.457 3.014  -0.133 0.218  C5     678 5  
678 C6     C6     C  0  1 Y N N 43.526 -3.606 27.278 4.294  -0.661 0.378  C6     678 6  
678 C7     C7     C  0  1 N N N 44.115 -3.663 24.848 6.759  -0.462 0.141  C7     678 7  
678 N1     N1     N  0  1 N N N 43.823 -4.944 24.743 6.932  -1.665 0.686  N1     678 8  
678 N2     N2     N  1  1 N N N 44.554 -3.050 23.768 7.815  0.249  -0.252 N2     678 9  
678 N3     N3     N  0  1 Y N N 43.501 -1.133 29.707 1.495  1.401  -0.397 N3     678 10 
678 CN4    CN4    C  0  1 Y N N 43.026 -3.175 29.704 1.670  -0.623 0.527  CN4    678 11 
678 C8     C8     C  0  1 Y N N 43.074 -2.079 30.538 0.800  0.340  0.136  C8     678 12 
678 "C1'"  "C1'"  C  0  1 Y N N 42.917 -1.929 31.948 -0.671 0.262  0.263  "C1'"  678 13 
678 "C2'"  "C2'"  C  0  1 Y N N 42.646 -3.042 32.797 -1.402 1.388  0.644  "C2'"  678 14 
678 "C3'"  "C3'"  C  0  1 Y N N 42.485 -2.933 34.197 -2.775 1.309  0.760  "C3'"  678 15 
678 "CV'"  "C31'" C  0  1 N N N 42.181 -4.233 35.015 -3.564 2.525  1.172  "CV'"  678 16 
678 "CW'"  "C32'" C  0  1 N N N 42.093 -4.074 36.524 -3.964 3.303  -0.055 "CW'"  678 17 
678 "OX'"  "O33'" O  0  1 N N N 41.063 -3.606 36.958 -3.639 2.907  -1.162 "OX'"  678 18 
678 "OY'"  "O34'" O  -1 1 N N N 43.032 -4.479 37.192 -4.613 4.330  0.058  "OY'"  678 19 
678 "C4'"  "C4'"  C  0  1 Y N N 42.596 -1.683 34.779 -3.430 0.118  0.500  "C4'"  678 20 
678 "C5'"  "C5'"  C  0  1 Y N N 42.860 -0.610 33.964 -2.716 -1.004 0.123  "C5'"  678 21 
678 "C6'"  "C6'"  C  0  1 Y N N 43.014 -0.713 32.582 -1.337 -0.940 -0.005 "C6'"  678 22 
678 "O6'"  "O6'"  O  -1 1 N N N 43.253 0.422  31.850 -0.634 -2.041 -0.376 "O6'"  678 23 
678 "BR5'" "BR5'" BR 0  0 N N N 43.026 1.147  34.725 -3.622 -2.626 -0.230 "BR5'" 678 24 
678 HC2    HC2    H  0  1 N N N 44.599 -1.048 25.321 6.075  1.921  -0.917 HC2    678 25 
678 HC3    HC3    H  0  1 N N N 44.358 0.185  27.440 3.839  2.845  -1.207 HC3    678 26 
678 HC6    HC6    H  0  1 N N N 43.279 -4.660 27.278 4.429  -1.640 0.815  HC6    678 27 
678 HH11   HH11   H  0  0 N N N 43.487 -5.438 25.542 7.826  -2.023 0.797  HH11   678 28 
678 HH12   HH12   H  0  0 N N N 43.918 -5.418 23.870 6.163  -2.183 0.972  HH12   678 29 
678 HH21   HH21   H  0  0 N N N 44.785 -2.077 23.765 7.689  1.125  -0.649 HH21   678 30 
678 HH22   HH22   H  0  0 N N N 44.635 -3.579 22.924 8.709  -0.107 -0.138 HH22   678 31 
678 HN3    HN3    H  0  1 N N N 43.646 -0.210 29.977 1.093  2.212  -0.747 HN3    678 32 
678 HCN4   HCN4   H  0  0 N N N 42.723 -4.148 30.031 1.420  -1.571 0.980  HCN4   678 33 
678 "HC2'" "HC2'" H  0  0 N N N 42.548 -4.031 32.378 -0.895 2.319  0.847  "HC2'" 678 34 
678 H31B   H31B   H  0  0 N N N 41.260 -4.650 34.673 -2.951 3.155  1.817  H31B   678 35 
678 H31A   H31A   H  0  0 N N N 42.916 -4.981 34.771 -4.457 2.213  1.712  H31A   678 36 
678 "HC4'" "HC4'" H  0  0 N N N 42.490 -1.518 35.845 -4.505 0.065  0.594  "HC4'" 678 37 
# 
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 
678 C1    C2     DOUB Y N 1  
678 C1    C6     SING Y N 2  
678 C1    C7     SING N N 3  
678 C2    C3     SING Y N 4  
678 C2    HC2    SING N N 5  
678 C3    C4     DOUB Y N 6  
678 C3    HC3    SING N N 7  
678 C4    C5     SING Y N 8  
678 C4    N3     SING Y N 9  
678 C5    C6     DOUB Y N 10 
678 C5    CN4    SING Y N 11 
678 C6    HC6    SING N N 12 
678 C7    N1     SING N N 13 
678 C7    N2     DOUB N N 14 
678 N1    HH11   SING N N 15 
678 N1    HH12   SING N N 16 
678 N2    HH21   SING N N 17 
678 N2    HH22   SING N N 18 
678 N3    C8     SING Y N 19 
678 N3    HN3    SING N N 20 
678 CN4   C8     DOUB Y N 21 
678 CN4   HCN4   SING N N 22 
678 C8    "C1'"  SING N N 23 
678 "C1'" "C2'"  DOUB Y N 24 
678 "C1'" "C6'"  SING Y N 25 
678 "C2'" "C3'"  SING Y N 26 
678 "C2'" "HC2'" SING N N 27 
678 "C3'" "CV'"  SING N N 28 
678 "C3'" "C4'"  DOUB Y N 29 
678 "CV'" "CW'"  SING N N 30 
678 "CV'" H31B   SING N N 31 
678 "CV'" H31A   SING N N 32 
678 "CW'" "OX'"  DOUB N N 33 
678 "CW'" "OY'"  SING N N 34 
678 "C4'" "C5'"  SING Y N 35 
678 "C4'" "HC4'" SING N N 36 
678 "C5'" "C6'"  DOUB Y N 37 
678 "C5'" "BR5'" SING N N 38 
678 "C6'" "O6'"  SING N N 39 
# 
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 
678 SMILES           ACDLabs              10.04 [O-]C(=O)Cc3cc(c2cc1cc(ccc1n2)\C(=[NH2+])N)c([O-])c(Br)c3                                                                                                                
678 InChI            InChI                1.02b InChI=1/C17H14BrN3O3/c18-12-4-8(5-15(22)23)3-11(16(12)24)14-7-10-6-9(17(19)20)1-2-13(10)21-14/h1-4,6-7,21,24H,5H2,(H3,19,20)(H,22,23)/p-1/fC17H13BrN3O3/h24h,19-20H2/q-1 
678 InChIKey         InChI                1.02b VIZNZQTZRMTYPZ-ALGRJOPCCR                                                                                                                                                
678 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cc(CC([O-])=O)cc(Br)c3[O-]                                                                                                                
678 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cc(CC([O-])=O)cc(Br)c3[O-]                                                                                                                
678 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)cc([nH]2)c3cc(cc(c3[O-])Br)CC(=O)[O-]                                                                                                              
678 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C(=[NH2+])N)cc([nH]2)c3cc(cc(c3[O-])Br)CC(=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 
678 "SYSTEMATIC NAME" ACDLabs              10.04 (3-{5-[amino(iminio)methyl]-1H-indol-2-yl}-5-bromo-4-oxidophenyl)acetate              
678 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-[5-(amino-azaniumylidene-methyl)-1H-indol-2-yl]-5-bromo-4-oxido-phenyl]ethanoate 
# 
