data_6A1 # _chem_comp.id 6A1 _chem_comp.name "hydroxy(2-{[(5S)-6-hydroxy-8-methoxy-4,5-dihydro-3H-imidazo[4,5,1-de]acridin-5-yl]amino}ethyl)dimethylammonium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-08-19 _chem_comp.pdbx_modified_date 2011-09-16 _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 357.427 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6A1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3TEM _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 6A1 CAA CAA C 0 1 N N N -19.399 -18.281 13.024 5.488 -3.156 0.268 CAA 6A1 1 6A1 OAP OAP O 0 1 N N N -20.609 -18.353 13.703 4.216 -2.968 -0.357 OAP 6A1 2 6A1 CAQ CAQ C 0 1 Y N N -21.350 -17.224 13.680 3.588 -1.783 -0.134 CAQ 6A1 3 6A1 CAK CAK C 0 1 Y N N -22.514 -17.180 14.477 2.356 -1.539 -0.710 CAK 6A1 4 6A1 CAF CAF C 0 1 Y N N -20.929 -16.157 12.890 4.186 -0.825 0.677 CAF 6A1 5 6A1 CAI CAI C 0 1 Y N N -21.672 -14.985 12.849 3.559 0.381 0.912 CAI 6A1 6 6A1 CAV CAV C 0 1 Y N N -22.851 -14.945 13.639 2.323 0.646 0.338 CAV 6A1 7 6A1 CAU CAU C 0 1 Y N N -23.269 -16.001 14.442 1.710 -0.321 -0.480 CAU 6A1 8 6A1 CAS CAS C 0 1 Y N N -24.492 -15.930 15.273 0.397 -0.057 -1.102 CAS 6A1 9 6A1 OAD OAD O 0 1 N N N -24.857 -16.991 16.025 -0.201 -0.985 -1.893 OAD 6A1 10 6A1 CAW CAW C 0 1 Y N N -25.236 -14.655 15.188 -0.192 1.131 -0.862 CAW 6A1 11 6A1 CAX CAX C 0 1 Y N N -24.742 -13.679 14.369 0.473 2.061 -0.026 CAX 6A1 12 6A1 NAY NAY N 0 1 Y N N -23.616 -13.771 13.613 1.682 1.856 0.567 NAY 6A1 13 6A1 CAJ CAJ C 0 1 Y N N -23.389 -12.579 12.893 1.941 2.989 1.269 CAJ 6A1 14 6A1 NAN NAN N 0 1 Y N N -24.451 -11.690 13.231 0.941 3.838 1.126 NAN 6A1 15 6A1 CAT CAT C 0 1 Y N N -25.295 -12.393 14.159 0.019 3.319 0.342 CAT 6A1 16 6A1 CAH CAH C 0 1 N N N -26.504 -12.057 14.851 -1.320 3.790 -0.168 CAH 6A1 17 6A1 CAG CAG C 0 1 N N N -26.961 -13.006 15.841 -2.182 2.555 -0.465 CAG 6A1 18 6A1 CAR CAR C 0 1 N N S -26.481 -14.343 15.916 -1.521 1.574 -1.413 CAR 6A1 19 6A1 NAO NAO N 0 1 N N N -27.011 -15.276 16.924 -2.388 0.403 -1.597 NAO 6A1 20 6A1 CAL CAL C 0 1 N N N -28.284 -14.997 17.553 -2.717 -0.217 -0.307 CAL 6A1 21 6A1 CAM CAM C 0 1 N N N -29.532 -15.489 16.843 -3.619 -1.431 -0.539 CAM 6A1 22 6A1 NAZ NAZ N 1 1 N N N -30.353 -16.444 17.516 -3.947 -2.051 0.752 NAZ 6A1 23 6A1 CAB CAB C 0 1 N N N -31.100 -17.162 16.493 -4.713 -3.283 0.522 CAB 6A1 24 6A1 CAC CAC C 0 1 N N N -29.471 -17.202 18.427 -2.707 -2.372 1.470 CAC 6A1 25 6A1 OAE OAE O 0 1 N N N -31.237 -15.841 18.263 -4.747 -1.121 1.550 OAE 6A1 26 6A1 H1 H1 H 0 1 N N N -18.876 -19.245 13.103 5.375 -3.084 1.349 H1 6A1 27 6A1 H2 H2 H 0 1 N N N -19.586 -18.051 11.965 5.878 -4.140 0.008 H2 6A1 28 6A1 H3 H3 H 0 1 N N N -18.777 -17.489 13.467 6.180 -2.388 -0.078 H3 6A1 29 6A1 H4 H4 H 0 1 N N N -22.810 -18.020 15.088 1.893 -2.288 -1.336 H4 6A1 30 6A1 H5 H5 H 0 1 N N N -20.023 -16.242 12.308 5.147 -1.026 1.127 H5 6A1 31 6A1 H6 H6 H 0 1 N N N -21.368 -14.143 12.245 4.030 1.120 1.544 H6 6A1 32 6A1 H7 H7 H 0 1 N N N -25.657 -16.786 16.495 0.309 -1.800 -1.997 H7 6A1 33 6A1 H8 H8 H 0 1 N N N -22.570 -12.379 12.218 2.828 3.165 1.861 H8 6A1 34 6A1 H9 H9 H 0 1 N N N -26.328 -11.103 15.370 -1.806 4.404 0.590 H9 6A1 35 6A1 H10 H10 H 0 1 N N N -27.298 -11.966 14.095 -1.183 4.370 -1.080 H10 6A1 36 6A1 H11 H11 H 0 1 N N N -26.707 -12.554 16.811 -2.381 2.031 0.470 H11 6A1 37 6A1 H12 H12 H 0 1 N N N -28.044 -13.098 15.672 -3.129 2.882 -0.892 H12 6A1 38 6A1 H13 H13 H 0 1 N N N -27.204 -14.811 15.231 -1.369 2.064 -2.375 H13 6A1 39 6A1 H14 H14 H 0 1 N N N -27.114 -16.158 16.463 -3.226 0.649 -2.104 H14 6A1 40 6A1 H16 H16 H 0 1 N N N -28.266 -15.479 18.542 -1.799 -0.536 0.187 H16 6A1 41 6A1 H17 H17 H 0 1 N N N -28.370 -13.903 17.632 -3.235 0.506 0.322 H17 6A1 42 6A1 H18 H18 H 0 1 N N N -29.198 -15.962 15.907 -4.537 -1.112 -1.033 H18 6A1 43 6A1 H19 H19 H 0 1 N N N -30.160 -14.605 16.658 -3.100 -2.154 -1.168 H19 6A1 44 6A1 H20 H20 H 0 1 N N N -31.749 -17.911 16.970 -4.117 -3.976 -0.072 H20 6A1 45 6A1 H21 H21 H 0 1 N N N -31.718 -16.452 15.924 -4.957 -3.743 1.480 H21 6A1 46 6A1 H22 H22 H 0 1 N N N -30.398 -17.665 15.812 -5.633 -3.045 -0.011 H22 6A1 47 6A1 H23 H23 H 0 1 N N N -30.063 -17.954 18.970 -2.138 -1.457 1.641 H23 6A1 48 6A1 H24 H24 H 0 1 N N N -28.686 -17.705 17.843 -2.950 -2.832 2.428 H24 6A1 49 6A1 H25 H25 H 0 1 N N N -29.007 -16.511 19.146 -2.111 -3.065 0.876 H25 6A1 50 6A1 H26 H26 H 0 1 N N N -31.775 -16.489 18.703 -5.000 -1.465 2.418 H26 6A1 51 # 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 6A1 CAA OAP SING N N 1 6A1 CAQ OAP SING N N 2 6A1 CAQ CAK SING Y N 3 6A1 CAF CAQ DOUB Y N 4 6A1 CAI CAF SING Y N 5 6A1 CAI CAV DOUB Y N 6 6A1 CAV CAU SING Y N 7 6A1 CAU CAK DOUB Y N 8 6A1 CAU CAS SING Y N 9 6A1 CAS OAD SING N N 10 6A1 CAW CAS DOUB Y N 11 6A1 CAW CAR SING N N 12 6A1 CAX CAW SING Y N 13 6A1 NAY CAV SING Y N 14 6A1 NAY CAX SING Y N 15 6A1 CAJ NAN DOUB Y N 16 6A1 CAJ NAY SING Y N 17 6A1 NAN CAT SING Y N 18 6A1 CAT CAX DOUB Y N 19 6A1 CAT CAH SING N N 20 6A1 CAH CAG SING N N 21 6A1 CAG CAR SING N N 22 6A1 CAR NAO SING N N 23 6A1 NAO CAL SING N N 24 6A1 CAM NAZ SING N N 25 6A1 CAM CAL SING N N 26 6A1 NAZ OAE SING N N 27 6A1 NAZ CAC SING N N 28 6A1 CAB NAZ SING N N 29 6A1 CAA H1 SING N N 30 6A1 CAA H2 SING N N 31 6A1 CAA H3 SING N N 32 6A1 CAK H4 SING N N 33 6A1 CAF H5 SING N N 34 6A1 CAI H6 SING N N 35 6A1 OAD H7 SING N N 36 6A1 CAJ H8 SING N N 37 6A1 CAH H9 SING N N 38 6A1 CAH H10 SING N N 39 6A1 CAG H11 SING N N 40 6A1 CAG H12 SING N N 41 6A1 CAR H13 SING N N 42 6A1 NAO H14 SING N N 43 6A1 CAL H16 SING N N 44 6A1 CAL H17 SING N N 45 6A1 CAM H18 SING N N 46 6A1 CAM H19 SING N N 47 6A1 CAB H20 SING N N 48 6A1 CAB H21 SING N N 49 6A1 CAB H22 SING N N 50 6A1 CAC H23 SING N N 51 6A1 CAC H24 SING N N 52 6A1 CAC H25 SING N N 53 6A1 OAE H26 SING N N 54 # 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 6A1 SMILES ACDLabs 12.01 "n2c4c3c(c(O)c1cc(OC)ccc1n3c2)C(NCC[N+](O)(C)C)CC4" 6A1 InChI InChI 1.03 "InChI=1S/C19H24N4O3/c1-23(2,25)9-8-20-14-5-6-15-18-17(14)19(24)13-10-12(26-3)4-7-16(13)22(18)11-21-15/h4,7,10-11,14,20,25H,5-6,8-9H2,1-3H3/p+1/t14-/m0/s1" 6A1 InChIKey InChI 1.03 VTPADFJSUDVABF-AWEZNQCLSA-O 6A1 SMILES_CANONICAL CACTVS 3.370 "COc1ccc2n3cnc4CC[C@H](NCC[N+](C)(C)O)c(c(O)c2c1)c34" 6A1 SMILES CACTVS 3.370 "COc1ccc2n3cnc4CC[CH](NCC[N+](C)(C)O)c(c(O)c2c1)c34" 6A1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[N+](C)(CCNC1CCc2c3c1c(c4cc(ccc4n3cn2)OC)O)O" 6A1 SMILES "OpenEye OEToolkits" 1.7.2 "C[N+](C)(CCNC1CCc2c3c1c(c4cc(ccc4n3cn2)OC)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 6A1 "SYSTEMATIC NAME" ACDLabs 12.01 "hydroxy(2-{[(5S)-6-hydroxy-8-methoxy-4,5-dihydro-3H-imidazo[4,5,1-de]acridin-5-yl]amino}ethyl)dimethylammonium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6A1 "Create component" 2011-08-19 RCSB #