data_DA5 # _chem_comp.id DA5 _chem_comp.name "5-BROMO-9-AMINO-N-ETHYL(DIAMINOMETHYL)ACRIDINE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C18 H21 Br N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 5BR20686 _chem_comp.pdbx_formal_charge 2 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 389.290 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DA5 _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 367D _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 DA5 C1 C1 C 0 1 Y N N 17.538 8.009 20.056 -0.999 -3.789 -0.047 C1 DA5 1 DA5 C2 C2 C 0 1 Y N N 17.556 7.979 21.503 0.345 -3.994 -0.053 C2 DA5 2 DA5 C3 C3 C 0 1 Y N N 18.586 7.411 22.114 1.257 -2.948 -0.042 C3 DA5 3 DA5 C4 C4 C 0 1 Y N N 19.657 6.859 21.456 0.840 -1.625 -0.025 C4 DA5 4 DA5 C5 C5 C 0 1 Y N N 21.711 5.903 17.305 -2.825 1.495 0.023 C5 DA5 5 DA5 C6 C6 C 0 1 Y N N 21.845 5.869 15.907 -4.163 1.735 0.029 C6 DA5 6 DA5 C7 C7 C 0 1 Y N N 20.777 6.446 15.135 -5.096 0.699 0.018 C7 DA5 7 DA5 C8 C8 C 0 1 Y N N 19.659 7.014 15.786 -4.712 -0.604 0.001 C8 DA5 8 DA5 C9 C9 C 0 1 Y N N 18.607 7.507 17.982 -2.901 -2.250 -0.024 C9 DA5 9 DA5 N9 N9 N 1 1 N N N 17.597 8.052 17.246 -3.812 -3.311 -0.035 N9 DA5 10 DA5 N10 N10 N 1 1 Y N N 20.663 6.386 19.343 -1.052 -0.100 -0.001 N10 DA5 11 DA5 C11 C11 C 0 1 Y N N 18.542 7.508 19.315 -1.523 -2.482 -0.030 C11 DA5 12 DA5 C12 C12 C 0 1 Y N N 19.674 6.891 20.040 -0.599 -1.344 -0.012 C12 DA5 13 DA5 C13 C13 C 0 1 Y N N 19.603 7.000 17.213 -3.339 -0.923 -0.006 C13 DA5 14 DA5 C14 C14 C 0 1 Y N N 20.636 6.446 17.939 -2.356 0.164 0.006 C14 DA5 15 DA5 BR BR BR 0 0 N N N 23.173 5.136 18.445 -1.600 2.935 0.037 BR DA5 16 DA5 CD1 CD1 C 0 1 N N N 20.713 6.276 22.281 1.821 -0.527 -0.013 CD1 DA5 17 DA5 OD1 OD1 O 0 1 N N N 21.366 5.458 22.275 1.445 0.626 -0.103 OD1 DA5 18 DA5 ND1 ND1 N 0 1 N N N 19.813 6.024 23.538 3.136 -0.800 0.096 ND1 DA5 19 DA5 CD2 CD2 C 0 1 N N N 20.927 5.017 24.034 4.113 0.293 0.108 CD2 DA5 20 DA5 CD3 CD3 C 0 1 N N N 20.327 3.965 24.587 5.523 -0.285 0.241 CD3 DA5 21 DA5 ND2 ND2 N 0 1 N N N 18.885 3.592 24.478 6.502 0.811 0.252 ND2 DA5 22 DA5 CD7 CD7 C 0 1 N N N 18.898 2.128 24.106 7.794 0.218 0.623 CD7 DA5 23 DA5 CD8 CD8 C 0 1 N N N 18.356 3.621 25.914 6.632 1.274 -1.136 CD8 DA5 24 DA5 H1 H1 H 0 1 N N N 16.689 8.449 19.554 -1.670 -4.636 -0.057 H1 DA5 25 DA5 H2 H2 H 0 1 N N N 16.747 8.411 22.073 0.716 -5.008 -0.067 H2 DA5 26 DA5 H3 H3 H 0 1 N N N 18.583 7.381 23.194 2.315 -3.168 -0.048 H3 DA5 27 DA5 H6 H6 H 0 1 N N N 22.710 5.430 15.433 -4.512 2.757 0.042 H6 DA5 28 DA5 H7 H7 H 0 1 N N N 20.830 6.445 14.056 -6.149 0.939 0.024 H7 DA5 29 DA5 H8 H8 H 0 1 N N N 18.857 7.453 15.212 -5.453 -1.389 -0.007 H8 DA5 30 DA5 HN91 1HN9 H 0 0 N N N 16.795 8.185 17.828 -4.029 -3.578 0.914 HN91 DA5 31 DA5 HN92 2HN9 H 0 0 N N N 17.892 8.934 16.877 -4.657 -3.023 -0.505 HN92 DA5 32 DA5 HN93 3HN9 H 0 0 N N N 17.364 7.437 16.493 -3.407 -4.097 -0.521 HN93 DA5 33 DA5 H10 H10 H 0 1 N N N 21.437 5.958 19.810 -0.419 0.635 0.007 H10 DA5 34 DA5 HND1 1HND H 0 0 N N N 18.931 6.352 23.875 3.437 -1.719 0.168 HND1 DA5 35 DA5 HD21 1HD2 H 0 0 N N N 21.541 4.691 23.182 3.909 0.953 0.951 HD21 DA5 36 DA5 HD22 2HD2 H 0 0 N N N 21.580 5.509 24.770 4.037 0.857 -0.822 HD22 DA5 37 DA5 HD31 1HD3 H 0 0 N N N 20.858 3.101 24.160 5.726 -0.945 -0.602 HD31 DA5 38 DA5 HD32 2HD3 H 0 0 N N N 20.366 4.261 25.646 5.598 -0.849 1.170 HD32 DA5 39 DA5 HD71 1HD7 H 0 0 N N N 18.901 2.027 23.011 8.557 0.996 0.645 HD71 DA5 40 DA5 HD72 2HD7 H 0 0 N N N 19.799 1.653 24.520 7.714 -0.240 1.608 HD72 DA5 41 DA5 HD73 3HD7 H 0 0 N N N 18.003 1.638 24.516 8.069 -0.540 -0.110 HD73 DA5 42 DA5 HD81 1HD8 H 0 0 N N N 19.202 3.628 26.617 5.694 1.724 -1.458 HD81 DA5 43 DA5 HD82 2HD8 H 0 0 N N N 17.749 4.526 26.063 7.430 2.014 -1.198 HD82 DA5 44 DA5 HD83 3HD8 H 0 0 N N N 17.737 2.730 26.094 6.871 0.428 -1.780 HD83 DA5 45 # # 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 DA5 C1 C2 DOUB Y N 1 DA5 C1 C11 SING Y N 2 DA5 C1 H1 SING N N 3 DA5 C2 C3 SING Y N 4 DA5 C2 H2 SING N N 5 DA5 C3 C4 DOUB Y N 6 DA5 C3 H3 SING N N 7 DA5 C4 C12 SING Y N 8 DA5 C4 CD1 SING N N 9 DA5 C5 C6 DOUB Y N 10 DA5 C5 C14 SING Y N 11 DA5 C5 BR SING N N 12 DA5 C6 C7 SING Y N 13 DA5 C6 H6 SING N N 14 DA5 C7 C8 DOUB Y N 15 DA5 C7 H7 SING N N 16 DA5 C8 C13 SING Y N 17 DA5 C8 H8 SING N N 18 DA5 C9 N9 SING N N 19 DA5 C9 C11 DOUB Y N 20 DA5 C9 C13 SING Y N 21 DA5 N9 HN91 SING N N 22 DA5 N9 HN92 SING N N 23 DA5 N9 HN93 SING N N 24 DA5 N10 C12 DOUB Y N 25 DA5 N10 C14 SING Y N 26 DA5 N10 H10 SING N N 27 DA5 C11 C12 SING Y N 28 DA5 C13 C14 DOUB Y N 29 DA5 CD1 OD1 DOUB N N 30 DA5 CD1 ND1 SING N N 31 DA5 ND1 CD2 SING N N 32 DA5 ND1 HND1 SING N N 33 DA5 CD2 CD3 SING N N 34 DA5 CD2 HD21 SING N N 35 DA5 CD2 HD22 SING N N 36 DA5 CD3 ND2 SING N N 37 DA5 CD3 HD31 SING N N 38 DA5 CD3 HD32 SING N N 39 DA5 ND2 CD7 SING N N 40 DA5 ND2 CD8 SING N N 41 DA5 CD7 HD71 SING N N 42 DA5 CD7 HD72 SING N N 43 DA5 CD7 HD73 SING N N 44 DA5 CD8 HD81 SING N N 45 DA5 CD8 HD82 SING N N 46 DA5 CD8 HD83 SING N N 47 # # 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 DA5 SMILES ACDLabs 10.04 "O=C(NCCN(C)C)c1c3c(ccc1)c(c2cccc(Br)c2[nH+]3)[NH3+]" DA5 SMILES_CANONICAL CACTVS 3.341 "CN(C)CCNC(=O)c1cccc2c([NH3+])c3cccc(Br)c3[nH+]c12" DA5 SMILES CACTVS 3.341 "CN(C)CCNC(=O)c1cccc2c([NH3+])c3cccc(Br)c3[nH+]c12" DA5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)CCNC(=O)c1cccc2c1[nH+]c3c(c2[NH3+])cccc3Br" DA5 SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)CCNC(=O)c1cccc2c1[nH+]c3c(c2[NH3+])cccc3Br" DA5 InChI InChI 1.03 "InChI=1S/C18H19BrN4O/c1-23(2)10-9-21-18(24)13-7-3-5-11-15(20)12-6-4-8-14(19)17(12)22-16(11)13/h3-8H,9-10H2,1-2H3,(H2,20,22)(H,21,24)/p+2" DA5 InChIKey InChI 1.03 NROQPXQSDDINMC-UHFFFAOYSA-P # # 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 DA5 "SYSTEMATIC NAME" ACDLabs 10.04 "9-ammonio-4-bromo-5-{[2-(dimethylamino)ethyl]carbamoyl}acridinium" DA5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-bromo-5-(2-dimethylaminoethylcarbamoyl)acridin-10-ium-9-yl]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DA5 "Create component" 1999-07-08 RCSB DA5 "Modify descriptor" 2011-06-04 RCSB DA5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DA5 _pdbx_chem_comp_synonyms.name 5BR20686 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##