data_8F1 # _chem_comp.id 8F1 _chem_comp.name "3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[2-(methylamino)ethyl]benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-02 _chem_comp.pdbx_modified_date 2017-04-28 _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 346.426 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8F1 _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 5UNX _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 8F1 N28 N1 N 0 1 N N N 3.831 6.514 23.490 4.508 -4.162 -1.603 N28 8F1 1 8F1 C27 C1 C 0 1 N N N 4.481 5.873 24.203 4.145 -3.211 -1.099 C27 8F1 2 8F1 C23 C2 C 0 1 Y N N 5.220 5.134 24.955 3.687 -2.012 -0.463 C23 8F1 3 8F1 C24 C3 C 0 1 Y N N 4.767 4.652 26.186 4.607 -1.076 0.013 C24 8F1 4 8F1 C25 C4 C 0 1 Y N N 5.598 3.866 26.982 4.162 0.078 0.625 C25 8F1 5 8F1 C31 C5 C 0 1 N N N 5.108 3.340 28.315 5.157 1.088 1.138 C31 8F1 6 8F1 C32 C6 C 0 1 N N N 4.912 1.828 28.250 5.472 2.099 0.034 C32 8F1 7 8F1 N33 N2 N 0 1 N N N 5.670 1.191 29.341 6.442 3.083 0.533 N33 8F1 8 8F1 C34 C7 C 0 1 N N N 5.258 -0.217 29.500 6.769 4.072 -0.502 C34 8F1 9 8F1 C22 C8 C 0 1 Y N N 6.508 4.834 24.532 2.319 -1.773 -0.321 C22 8F1 10 8F1 C21 C9 C 0 1 Y N N 7.343 4.055 25.329 1.884 -0.611 0.294 C21 8F1 11 8F1 C26 C10 C 0 1 Y N N 6.890 3.566 26.555 2.807 0.311 0.769 C26 8F1 12 8F1 O13 O1 O 0 1 N N N 8.595 3.792 24.859 0.553 -0.374 0.434 O13 8F1 13 8F1 C12 C11 C 0 1 N N N 9.661 3.293 25.656 -0.340 -1.366 -0.077 C12 8F1 14 8F1 C08 C12 C 0 1 Y N N 10.778 2.950 24.701 -1.763 -0.934 0.166 C08 8F1 15 8F1 C09 C13 C 0 1 Y N N 11.605 1.852 24.934 -2.407 -0.190 -0.775 C09 8F1 16 8F1 C07 C14 C 0 1 Y N N 10.959 3.742 23.556 -2.400 -1.306 1.347 C07 8F1 17 8F1 C06 C15 C 0 1 Y N N 11.967 3.447 22.640 -3.688 -0.936 1.592 C06 8F1 18 8F1 C05 C16 C 0 1 Y N N 12.799 2.351 22.869 -4.382 -0.169 0.645 C05 8F1 19 8F1 C04 C17 C 0 1 Y N N 13.816 2.036 21.967 -5.716 0.233 0.864 C04 8F1 20 8F1 C11 C18 C 0 1 N N N 14.022 2.861 20.725 -6.440 -0.148 2.129 C11 8F1 21 8F1 C03 C19 C 0 1 Y N N 14.634 0.939 22.221 -6.332 0.976 -0.097 C03 8F1 22 8F1 C02 C20 C 0 1 Y N N 14.416 0.178 23.387 -5.638 1.321 -1.266 C02 8F1 23 8F1 N02 N3 N 0 1 N N N 15.185 -0.900 23.678 -6.279 2.078 -2.235 N02 8F1 24 8F1 N01 N4 N 0 1 Y N N 13.428 0.507 24.246 -4.393 0.942 -1.465 N01 8F1 25 8F1 C10 C21 C 0 1 Y N N 12.620 1.565 24.020 -3.734 0.216 -0.554 C10 8F1 26 8F1 H1 H1 H 0 1 N N N 3.768 4.890 26.522 5.666 -1.255 -0.097 H1 8F1 27 8F1 H2 H2 H 0 1 N N N 5.849 3.576 29.093 4.735 1.608 1.997 H2 8F1 28 8F1 H3 H3 H 0 1 N N N 4.150 3.819 28.564 6.072 0.577 1.435 H3 8F1 29 8F1 H4 H4 H 0 1 N N N 3.843 1.591 28.358 5.894 1.578 -0.826 H4 8F1 30 8F1 H5 H5 H 0 1 N N N 5.275 1.452 27.282 4.556 2.609 -0.264 H5 8F1 31 8F1 H6 H6 H 0 1 N N N 6.646 1.227 29.128 6.101 3.534 1.369 H6 8F1 32 8F1 H8 H8 H 0 1 N N N 5.832 -0.678 30.317 7.199 3.565 -1.366 H8 8F1 33 8F1 H9 H9 H 0 1 N N N 4.185 -0.260 29.737 5.862 4.596 -0.804 H9 8F1 34 8F1 H10 H10 H 0 1 N N N 5.450 -0.763 28.564 7.488 4.788 -0.106 H10 8F1 35 8F1 H11 H11 H 0 1 N N N 6.863 5.206 23.582 1.603 -2.491 -0.691 H11 8F1 36 8F1 H12 H12 H 0 1 N N N 7.537 2.958 27.170 2.464 1.216 1.249 H12 8F1 37 8F1 H13 H13 H 0 1 N N N 9.339 2.395 26.204 -0.174 -1.486 -1.148 H13 8F1 38 8F1 H14 H14 H 0 1 N N N 9.993 4.060 26.371 -0.156 -2.315 0.427 H14 8F1 39 8F1 H15 H15 H 0 1 N N N 11.462 1.233 25.808 -1.901 0.087 -1.688 H15 8F1 40 8F1 H16 H16 H 0 1 N N N 10.311 4.588 23.383 -1.866 -1.897 2.077 H16 8F1 41 8F1 H17 H17 H 0 1 N N N 12.103 4.061 21.762 -4.173 -1.235 2.510 H17 8F1 42 8F1 H18 H18 H 0 1 N N N 13.417 2.448 19.905 -6.949 -1.101 1.983 H18 8F1 43 8F1 H19 H19 H 0 1 N N N 13.715 3.899 20.920 -5.723 -0.241 2.945 H19 8F1 44 8F1 H20 H20 H 0 1 N N N 15.085 2.839 20.443 -7.173 0.621 2.375 H20 8F1 45 8F1 H21 H21 H 0 1 N N N 15.425 0.675 21.534 -7.353 1.300 0.041 H21 8F1 46 8F1 H22 H22 H 0 1 N N N 14.878 -1.306 24.539 -7.196 2.363 -2.100 H22 8F1 47 8F1 H23 H23 H 0 1 N N N 15.105 -1.574 22.944 -5.810 2.323 -3.048 H23 8F1 48 # 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 8F1 C11 C04 SING N N 1 8F1 C04 C03 DOUB Y N 2 8F1 C04 C05 SING Y N 3 8F1 C03 C02 SING Y N 4 8F1 C06 C05 DOUB Y N 5 8F1 C06 C07 SING Y N 6 8F1 C05 C10 SING Y N 7 8F1 C02 N02 SING N N 8 8F1 C02 N01 DOUB Y N 9 8F1 N28 C27 TRIP N N 10 8F1 C07 C08 DOUB Y N 11 8F1 C10 N01 SING Y N 12 8F1 C10 C09 DOUB Y N 13 8F1 C27 C23 SING N N 14 8F1 C22 C23 DOUB Y N 15 8F1 C22 C21 SING Y N 16 8F1 C08 C09 SING Y N 17 8F1 C08 C12 SING N N 18 8F1 O13 C21 SING N N 19 8F1 O13 C12 SING N N 20 8F1 C23 C24 SING Y N 21 8F1 C21 C26 DOUB Y N 22 8F1 C24 C25 DOUB Y N 23 8F1 C26 C25 SING Y N 24 8F1 C25 C31 SING N N 25 8F1 C32 C31 SING N N 26 8F1 C32 N33 SING N N 27 8F1 N33 C34 SING N N 28 8F1 C24 H1 SING N N 29 8F1 C31 H2 SING N N 30 8F1 C31 H3 SING N N 31 8F1 C32 H4 SING N N 32 8F1 C32 H5 SING N N 33 8F1 N33 H6 SING N N 34 8F1 C34 H8 SING N N 35 8F1 C34 H9 SING N N 36 8F1 C34 H10 SING N N 37 8F1 C22 H11 SING N N 38 8F1 C26 H12 SING N N 39 8F1 C12 H13 SING N N 40 8F1 C12 H14 SING N N 41 8F1 C09 H15 SING N N 42 8F1 C07 H16 SING N N 43 8F1 C06 H17 SING N N 44 8F1 C11 H18 SING N N 45 8F1 C11 H19 SING N N 46 8F1 C11 H20 SING N N 47 8F1 C03 H21 SING N N 48 8F1 N02 H22 SING N N 49 8F1 N02 H23 SING N N 50 # 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 8F1 SMILES ACDLabs 12.01 "N#Cc1cc(CCNC)cc(c1)OCc2cc3c(cc2)c(cc(N)n3)C" 8F1 InChI InChI 1.03 "InChI=1S/C21H22N4O/c1-14-7-21(23)25-20-11-16(3-4-19(14)20)13-26-18-9-15(5-6-24-2)8-17(10-18)12-22/h3-4,7-11,24H,5-6,13H2,1-2H3,(H2,23,25)" 8F1 InChIKey InChI 1.03 QKCPYJJSYKWGHS-UHFFFAOYSA-N 8F1 SMILES_CANONICAL CACTVS 3.385 "CNCCc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N" 8F1 SMILES CACTVS 3.385 "CNCCc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N" 8F1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)CCNC)N" 8F1 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)CCNC)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 8F1 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[2-(methylamino)ethyl]benzonitrile" 8F1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[(2-azanyl-4-methyl-quinolin-7-yl)methoxy]-5-[2-(methylamino)ethyl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8F1 "Create component" 2017-02-02 RCSB 8F1 "Initial release" 2017-05-03 RCSB #