data_DAP # _chem_comp.id DAP _chem_comp.name "6-AMIDINE-2-(4-AMIDINO-PHENYL)INDOLE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H15 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 277.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DAP _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 432D _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 DAP N1 N1 N 0 1 Y N N 2.077 18.138 17.588 0.764 0.198 -0.655 N1 DAP 1 DAP C2 C2 C 0 1 Y N N 0.811 17.858 18.037 -0.252 -0.057 0.235 C2 DAP 2 DAP C3 C3 C 0 1 Y N N -0.057 18.855 17.610 -1.386 -0.351 -0.450 C3 DAP 3 DAP C4 C4 C 0 1 Y N N 0.453 20.926 16.067 -1.852 -0.465 -2.992 C4 DAP 4 DAP C5 C5 C 0 1 Y N N 1.492 21.512 15.374 -1.277 -0.322 -4.218 C5 DAP 5 DAP C6 C6 C 0 1 Y N N 2.797 21.011 15.414 0.076 0.020 -4.332 C6 DAP 6 DAP C7 C7 C 0 1 Y N N 3.133 19.877 16.159 0.849 0.217 -3.192 C7 DAP 7 DAP C8 C8 C 0 1 Y N N 2.041 19.284 16.819 0.273 0.073 -1.938 C8 DAP 8 DAP C9 C9 C 0 1 Y N N 0.729 19.758 16.797 -1.089 -0.271 -1.833 C9 DAP 9 DAP C10 C10 C 0 1 N N N 3.874 21.681 14.666 0.686 0.173 -5.670 C10 DAP 10 DAP N2 N2 N 0 1 N N N 3.771 22.943 14.328 1.945 0.491 -5.780 N2 DAP 11 DAP N3 N3 N 0 1 N N N 4.957 21.009 14.360 -0.076 -0.021 -6.802 N3 DAP 12 DAP "C1'" C1* C 0 1 Y N N 0.603 16.796 19.058 -0.128 -0.024 1.707 "C1'" DAP 13 DAP "C2'" C2* C 0 1 Y N N -0.644 16.247 19.296 -1.157 0.512 2.483 "C2'" DAP 14 DAP "C3'" C3* C 0 1 Y N N -0.834 15.254 20.253 -1.041 0.542 3.854 "C3'" DAP 15 DAP "C4'" C4* C 0 1 Y N N 0.272 14.833 20.975 0.104 0.035 4.469 "C4'" DAP 16 DAP "C5'" C5* C 0 1 Y N N 1.504 15.360 20.749 1.136 -0.496 3.693 "C5'" DAP 17 DAP "C6'" C6* C 0 1 Y N N 1.709 16.342 19.786 1.019 -0.531 2.322 "C6'" DAP 18 DAP C11 C11 C 0 1 N N N 0.081 13.776 21.988 0.228 0.067 5.943 C11 DAP 19 DAP N4 N4 N 0 1 N N N 1.022 13.568 22.885 -0.731 0.569 6.667 N4 DAP 20 DAP N5 N5 N 0 1 N N N -1.041 13.090 21.974 1.360 -0.432 6.550 N5 DAP 21 DAP HN1 HN1 H 0 1 N N N 2.909 17.584 17.792 1.677 0.429 -0.420 HN1 DAP 22 DAP H3 H3 H 0 1 N N N -1.129 18.916 17.860 -2.344 -0.599 -0.019 H3 DAP 23 DAP H4 H4 H 0 1 N N N -0.555 21.372 16.038 -2.896 -0.728 -2.913 H4 DAP 24 DAP H5 H5 H 0 1 N N N 1.272 22.408 14.769 -1.869 -0.472 -5.109 H5 DAP 25 DAP H7 H7 H 0 1 N N N 4.162 19.486 16.220 1.892 0.481 -3.283 H7 DAP 26 DAP HN2 HN2 H 0 1 N N N 4.581 23.503 14.591 2.345 0.592 -6.658 HN2 DAP 27 DAP HN31 1HN3 H 0 0 N N N 5.703 21.473 13.841 0.324 0.079 -7.680 HN31 DAP 28 DAP HN32 2HN3 H 0 0 N N N 4.685 20.164 13.856 -1.013 -0.258 -6.721 HN32 DAP 29 DAP "H2'" H2* H 0 1 N N N -1.505 16.608 18.710 -2.044 0.904 2.007 "H2'" DAP 30 DAP "H3'" H3* H 0 1 N N N -1.829 14.814 20.433 -1.837 0.958 4.454 "H3'" DAP 31 DAP "H5'" H5* H 0 1 N N N 2.347 14.986 21.354 2.023 -0.887 4.169 "H5'" DAP 32 DAP "H6'" H6* H 0 1 N N N 2.718 16.748 19.605 1.815 -0.947 1.723 "H6'" DAP 33 DAP HN4 HN4 H 0 1 N N N 1.247 12.856 22.190 -1.528 0.921 6.240 HN4 DAP 34 DAP HN51 1HN5 H 0 0 N N N -1.173 12.359 22.673 1.441 -0.411 7.517 HN51 DAP 35 DAP HN52 2HN5 H 0 0 N N N -1.172 12.687 21.046 2.073 -0.809 6.012 HN52 DAP 36 # 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 DAP N1 C2 SING Y N 1 DAP N1 C8 SING Y N 2 DAP N1 HN1 SING N N 3 DAP C2 C3 DOUB Y N 4 DAP C2 "C1'" SING Y N 5 DAP C3 C9 SING Y N 6 DAP C3 H3 SING N N 7 DAP C4 C5 DOUB Y N 8 DAP C4 C9 SING Y N 9 DAP C4 H4 SING N N 10 DAP C5 C6 SING Y N 11 DAP C5 H5 SING N N 12 DAP C6 C7 DOUB Y N 13 DAP C6 C10 SING N N 14 DAP C7 C8 SING Y N 15 DAP C7 H7 SING N N 16 DAP C8 C9 DOUB Y N 17 DAP C10 N2 DOUB N N 18 DAP C10 N3 SING N N 19 DAP N2 HN2 SING N N 20 DAP N3 HN31 SING N N 21 DAP N3 HN32 SING N N 22 DAP "C1'" "C2'" DOUB Y N 23 DAP "C1'" "C6'" SING Y N 24 DAP "C2'" "C3'" SING Y N 25 DAP "C2'" "H2'" SING N N 26 DAP "C3'" "C4'" DOUB Y N 27 DAP "C3'" "H3'" SING N N 28 DAP "C4'" "C5'" SING Y N 29 DAP "C4'" C11 SING N N 30 DAP "C5'" "C6'" DOUB Y N 31 DAP "C5'" "H5'" SING N N 32 DAP "C6'" "H6'" SING N N 33 DAP C11 N4 DOUB N N 34 DAP C11 N5 SING N N 35 DAP N4 HN4 SING N N 36 DAP N5 HN51 SING N N 37 DAP N5 HN52 SING N N 38 # 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 DAP SMILES ACDLabs 10.04 "[N@H]=C(N)c3ccc(c2cc1ccc(cc1n2)C(=[N@H])N)cc3" DAP SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(cc1)c2[nH]c3cc(ccc3c2)C(N)=N" DAP SMILES CACTVS 3.341 "NC(=N)c1ccc(cc1)c2[nH]c3cc(ccc3c2)C(N)=N" DAP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc3ccc(cc3[nH]2)C(=N)N)C(=N)N" DAP SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc3ccc(cc3[nH]2)C(=N)N)C(=N)N" DAP InChI InChI 1.03 "InChI=1S/C16H15N5/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13/h1-8,21H,(H3,17,18)(H3,19,20)" DAP InChIKey InChI 1.03 FWBHETKCLVMNFS-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 DAP "SYSTEMATIC NAME" ACDLabs 10.04 "2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide" DAP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DAP "Create component" 1999-07-08 RCSB DAP "Modify aromatic_flag" 2011-06-04 RCSB DAP "Modify descriptor" 2011-06-04 RCSB #