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 2021-03-01 _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 Y 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 Y 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 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" 696 InChI InChI 1.03 "InChI=1S/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)" 696 InChIKey InChI 1.03 GAVRMVQHHVMXFD-UHFFFAOYSA-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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 696 "Create component" 2003-03-14 RCSB 696 "Modify aromatic_flag" 2011-06-04 RCSB 696 "Modify descriptor" 2011-06-04 RCSB 696 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 696 _pdbx_chem_comp_synonyms.name CRA_8696 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##