data_696
# 
_chem_comp.id                                    696 
_chem_comp.name                                  "3-{5-[AMINO(IMINIO)METHYL]-1H-INDOL-2-YL}-1,1'-BIPHENYL-2-OLATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H17 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_8696 
_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                        327.379 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     696 
_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        1O2G 
_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 
696 C1    C1     C 0  1 Y N N 11.510 -11.647 22.577 -4.966 0.399  -0.026 C1    696 1  
696 C2    C2     C 0  1 Y N N 11.996 -10.358 22.189 -4.504 1.454  0.773  C2    696 2  
696 C3    C3     C 0  1 Y N N 12.859 -10.206 21.108 -3.186 1.544  1.113  C3    696 3  
696 C4    C4     C 0  1 Y N N 13.238 -11.341 20.405 -2.279 0.585  0.668  C4    696 4  
696 C5    C5     C 0  1 Y N N 12.768 -12.575 20.786 -2.731 -0.482 -0.136 C5    696 5  
696 C6    C6     C 0  1 Y N N 11.906 -12.754 21.826 -4.080 -0.573 -0.477 C6    696 6  
696 C7    C7     C 0  1 N N N 10.697 -11.762 23.705 -6.397 0.317  -0.384 C7    696 7  
696 N1    N1     N 0  1 N N N 9.991  -12.858 23.902 -6.837 -0.685 -1.144 N1    696 8  
696 N2    N2     N 1  1 N N N 10.596 -10.746 24.532 -7.248 1.245  0.052  N2    696 9  
696 N3    N3     N 0  1 Y N N 13.986 -11.473 19.366 -0.925 0.420  0.846  N3    696 10 
696 CN4   CN4    C 0  1 Y N N 13.151 -13.600 19.820 -1.555 -1.300 -0.430 CN4   696 11 
696 C8    C8     C 0  1 Y N N 13.976 -12.763 19.007 -0.500 -0.710 0.185  C8    696 12 
696 "C1'" "C1'"  C 0  1 Y N N 14.849 -13.309 18.082 0.892  -1.205 0.152  "C1'" 696 13 
696 "C2'" "C2'"  C 0  1 Y N N 14.817 -14.704 17.836 1.152  -2.573 0.243  "C2'" 696 14 
696 "C3'" "C3'"  C 0  1 Y N N 15.650 -15.264 16.883 2.452  -3.036 0.212  "C3'" 696 15 
696 "C4'" "C4'"  C 0  1 Y N N 16.544 -14.463 16.191 3.506  -2.151 0.090  "C4'" 696 16 
696 "C5'" "C5'"  C 0  1 Y N N 16.646 -13.083 16.451 3.266  -0.782 -0.003 "C5'" 696 17 
696 "C6'" "C6'"  C 0  1 Y N N 15.782 -12.517 17.416 1.954  -0.304 0.022  "C6'" 696 18 
696 "O6'" "O6'"  O -1 1 N N N 15.785 -11.163 17.666 1.711  1.029  -0.068 "O6'" 696 19 
696 C1B   "C1''" C 0  1 Y N N 17.636 -12.360 15.735 4.400  0.165  -0.133 C1B   696 20 
696 C2B   "C2''" C 0  1 Y N N 17.341 -11.205 15.003 5.479  0.089  0.746  C2B   696 21 
696 C3B   "C3''" C 0  1 Y N N 18.340 -10.546 14.272 6.532  0.972  0.620  C3B   696 22 
696 C4B   "C4''" C 0  1 Y N N 19.655 -11.037 14.259 6.517  1.932  -0.376 C4B   696 23 
696 C5B   "C5''" C 0  1 Y N N 19.965 -12.178 14.997 5.449  2.013  -1.250 C5B   696 24 
696 C6B   "C6''" C 0  1 Y N N 18.968 -12.834 15.726 4.393  1.131  -1.137 C6B   696 25 
696 H2    H2     H 0  1 N N N 11.684 -9.477  22.751 -5.198 2.203  1.123  H2    696 26 
696 H3    H3     H 0  1 N N N 13.227 -9.221  20.820 -2.844 2.362  1.729  H3    696 27 
696 H6    H6     H 0  1 N N N 11.531 -13.748 22.067 -4.432 -1.390 -1.089 H6    696 28 
696 HH11  HH11   H 0  0 N N N 9.391  -12.941 24.735 -7.777 -0.739 -1.379 HH11  696 29 
696 HH12  HH12   H 0  0 N N N 10.039 -13.630 23.222 -6.218 -1.361 -1.461 HH12  696 30 
696 HH21  HH21   H 0  0 N N N 9.998  -10.819 25.367 -6.927 1.975  0.605  HH21  696 31 
696 HH22  HH22   H 0  0 N N N 11.114 -9.875  24.344 -8.186 1.193  -0.186 HH22  696 32 
696 HN3   HN3    H 0  1 N N N 14.502 -10.717 18.892 -0.355 1.012  1.361  HN3   696 33 
696 HN4   HN4    H 0  1 N N N 12.892 -14.656 19.743 -1.531 -2.201 -1.025 HN4   696 34 
696 "H2'" "H2'"  H 0  1 N N N 14.133 -15.338 18.399 0.334  -3.271 0.339  "H2'" 696 35 
696 "H3'" "H3'"  H 0  1 N N N 15.602 -16.333 16.677 2.646  -4.096 0.283  "H3'" 696 36 
696 "H4'" "H4'"  H 0  1 N N N 17.182 -14.910 15.429 4.520  -2.522 0.066  "H4'" 696 37 
696 H2B   "H2''" H 0  1 N N N 16.323 -10.813 15.000 5.492  -0.660 1.524  H2B   696 38 
696 H3B   "H3''" H 0  1 N N N 18.093 -9.645  13.709 7.369  0.914  1.300  H3B   696 39 
696 H4B   "H4''" H 0  1 N N N 20.425 -10.531 13.677 7.343  2.622  -0.470 H4B   696 40 
696 H5B   "H5''" H 0  1 N N N 20.986 -12.559 15.006 5.442  2.765  -2.025 H5B   696 41 
696 H6B   "H6''" H 0  1 N N N 19.222 -13.726 16.297 3.559  1.195  -1.821 H6B   696 42 
# 
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 
696 C1    C2    DOUB Y N 1  
696 C1    C6    SING Y N 2  
696 C1    C7    SING N N 3  
696 C2    C3    SING Y N 4  
696 C2    H2    SING N N 5  
696 C3    C4    DOUB Y N 6  
696 C3    H3    SING N N 7  
696 C4    C5    SING Y N 8  
696 C4    N3    SING Y N 9  
696 C5    C6    DOUB Y N 10 
696 C5    CN4   SING Y N 11 
696 C6    H6    SING N N 12 
696 C7    N1    SING N N 13 
696 C7    N2    DOUB N N 14 
696 N1    HH11  SING N N 15 
696 N1    HH12  SING N N 16 
696 N2    HH21  SING N N 17 
696 N2    HH22  SING N N 18 
696 N3    C8    SING Y N 19 
696 N3    HN3   SING N N 20 
696 CN4   C8    DOUB Y N 21 
696 CN4   HN4   SING N N 22 
696 C8    "C1'" SING N N 23 
696 "C1'" "C2'" DOUB Y N 24 
696 "C1'" "C6'" SING Y N 25 
696 "C2'" "C3'" SING Y N 26 
696 "C2'" "H2'" SING N N 27 
696 "C3'" "C4'" DOUB Y N 28 
696 "C3'" "H3'" SING N N 29 
696 "C4'" "C5'" SING Y N 30 
696 "C4'" "H4'" SING N N 31 
696 "C5'" "C6'" DOUB Y N 32 
696 "C5'" C1B   SING N N 33 
696 "C6'" "O6'" SING N N 34 
696 C1B   C2B   DOUB Y N 35 
696 C1B   C6B   SING Y N 36 
696 C2B   C3B   SING Y N 37 
696 C2B   H2B   SING N N 38 
696 C3B   C4B   DOUB Y N 39 
696 C3B   H3B   SING N N 40 
696 C4B   C5B   SING Y N 41 
696 C4B   H4B   SING N N 42 
696 C5B   C6B   DOUB Y N 43 
696 C5B   H5B   SING N N 44 
696 C6B   H6B   SING N N 45 
# 
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 
696 SMILES           ACDLabs              10.04 [O-]c4c(c1ccccc1)cccc4c3cc2cc(ccc2n3)\C(=[NH2+])N                                                                                       
696 InChI            InChI                1.02b InChI=1/C21H17N3O/c22-21(23)14-9-10-18-15(11-14)12-19(24-18)17-8-4-7-16(20(17)25)13-5-2-1-3-6-13/h1-12,24-25H,(H3,22,23)/f/h25h,22-23H2 
696 InChIKey         InChI                1.02b GAVRMVQHHVMXFD-KCXCKTAECA                                                                                                               
696 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cccc(c3[O-])c4ccccc4                                                                                     
696 SMILES           CACTVS               3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cccc(c3[O-])c4ccccc4                                                                                     
696 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cccc(c2[O-])c3cc4cc(ccc4[nH]3)C(=[NH2+])N                                                                                   
696 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cccc(c2[O-])c3cc4cc(ccc4[nH]3)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 
696 "SYSTEMATIC NAME" ACDLabs              10.04 3-{5-[amino(iminio)methyl]-1H-indol-2-yl}biphenyl-2-olate            
696 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-1H-indol-2-yl]-6-phenyl-phenolate 
# 
