data_8FD # _chem_comp.id 8FD _chem_comp.name "3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(2S)-2-(methylamino)propyl]benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 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 360.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8FD _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 5UNY _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 8FD N28 N1 N 0 1 N N N 3.943 6.856 23.354 4.474 -4.075 -1.860 N28 8FD 1 8FD C27 C1 C 0 1 N N N 4.614 6.197 24.029 4.102 -3.174 -1.277 C27 8FD 2 8FD C23 C2 C 0 1 Y N N 5.330 5.433 24.775 3.631 -2.038 -0.543 C23 8FD 3 8FD C24 C3 C 0 1 Y N N 4.852 4.938 25.981 4.542 -1.144 0.025 C24 8FD 4 8FD C25 C4 C 0 1 Y N N 5.646 4.108 26.766 4.086 -0.051 0.732 C25 8FD 5 8FD C31 C5 C 0 1 N N N 5.108 3.583 28.078 5.070 0.913 1.343 C31 8FD 6 8FD C32 C6 C 0 1 N N S 4.568 2.162 27.914 5.394 2.019 0.337 C32 8FD 7 8FD C33 C7 C 0 1 N N N 3.277 2.144 27.100 6.485 2.926 0.909 C33 8FD 8 8FD N34 N2 N 0 1 N N N 4.321 1.587 29.251 4.185 2.812 0.075 N34 8FD 9 8FD C35 C8 C 0 1 N N N 3.733 0.242 29.126 4.253 3.456 -1.243 C35 8FD 10 8FD C22 C9 C 0 1 Y N N 6.611 5.102 24.355 2.261 -1.816 -0.397 C22 8FD 11 8FD C21 C10 C 0 1 Y N N 7.414 4.277 25.139 1.815 -0.715 0.315 C21 8FD 12 8FD C26 C11 C 0 1 Y N N 6.933 3.776 26.347 2.728 0.164 0.880 C26 8FD 13 8FD O13 O1 O 0 1 N N N 8.673 3.968 24.690 0.481 -0.496 0.459 O13 8FD 14 8FD C12 C12 C 0 1 N N N 9.725 3.526 25.541 -0.402 -1.441 -0.149 C12 8FD 15 8FD C08 C13 C 0 1 Y N N 10.864 3.123 24.633 -1.829 -1.037 0.115 C08 8FD 16 8FD C09 C14 C 0 1 Y N N 11.652 2.013 24.925 -2.466 -0.214 -0.763 C09 8FD 17 8FD C07 C15 C 0 1 Y N N 11.108 3.866 23.482 -2.478 -1.515 1.251 C07 8FD 18 8FD C06 C16 C 0 1 Y N N 12.139 3.504 22.623 -3.770 -1.171 1.514 C06 8FD 19 8FD C05 C17 C 0 1 Y N N 12.928 2.398 22.915 -4.457 -0.326 0.630 C05 8FD 20 8FD C04 C18 C 0 1 Y N N 13.960 2.031 22.059 -5.795 0.051 0.868 C04 8FD 21 8FD C11 C19 C 0 1 N N N 14.226 2.823 20.801 -6.532 -0.444 2.086 C11 8FD 22 8FD C03 C20 C 0 1 Y N N 14.740 0.927 22.372 -6.403 0.875 -0.030 C03 8FD 23 8FD C02 C21 C 0 1 Y N N 14.472 0.208 23.537 -5.698 1.324 -1.156 C02 8FD 24 8FD N02 N3 N 0 1 N N N 15.226 -0.875 23.854 -6.331 2.162 -2.061 N02 8FD 25 8FD N01 N4 N 0 1 Y N N 13.460 0.583 24.354 -4.449 0.968 -1.373 N01 8FD 26 8FD C10 C22 C 0 1 Y N N 12.688 1.654 24.070 -3.797 0.166 -0.523 C10 8FD 27 8FD H1 H1 H 0 1 N N N 3.858 5.199 26.312 5.604 -1.309 -0.088 H1 8FD 28 8FD H2 H2 H 0 1 N N N 5.917 3.577 28.823 4.637 1.354 2.241 H2 8FD 29 8FD H3 H3 H 0 1 N N N 4.296 4.240 28.423 5.984 0.380 1.605 H3 8FD 30 8FD H4 H4 H 0 1 N N N 5.323 1.557 27.391 5.744 1.572 -0.594 H4 8FD 31 8FD H5 H5 H 0 1 N N N 2.919 1.109 27.003 6.715 3.714 0.192 H5 8FD 32 8FD H6 H6 H 0 1 N N N 2.514 2.750 27.610 6.135 3.372 1.840 H6 8FD 33 8FD H7 H7 H 0 1 N N N 3.468 2.561 26.100 7.382 2.337 1.104 H7 8FD 34 8FD H8 H8 H 0 1 N N N 5.186 1.524 29.749 3.355 2.244 0.157 H8 8FD 35 8FD H10 H10 H 0 1 N N N 3.554 -0.175 30.128 5.120 4.116 -1.281 H10 8FD 36 8FD H11 H11 H 0 1 N N N 2.780 0.308 28.581 4.345 2.693 -2.016 H11 8FD 37 8FD H12 H12 H 0 1 N N N 4.426 -0.411 28.576 3.346 4.036 -1.412 H12 8FD 38 8FD H13 H13 H 0 1 N N N 6.986 5.485 23.418 1.552 -2.501 -0.837 H13 8FD 39 8FD H14 H14 H 0 1 N N N 7.554 3.134 26.955 2.376 1.022 1.434 H14 8FD 40 8FD H15 H15 H 0 1 N N N 9.394 2.666 26.141 -0.224 -1.465 -1.224 H15 8FD 41 8FD H16 H16 H 0 1 N N N 10.041 4.340 26.210 -0.220 -2.430 0.272 H16 8FD 42 8FD H17 H17 H 0 1 N N N 11.459 1.432 25.814 -1.951 0.144 -1.642 H17 8FD 43 8FD H18 H18 H 0 1 N N N 10.495 4.726 23.256 -1.950 -2.166 1.932 H18 8FD 44 8FD H19 H19 H 0 1 N N N 12.327 4.081 21.730 -4.264 -1.552 2.395 H19 8FD 45 8FD H20 H20 H 0 1 N N N 13.637 2.404 19.972 -7.035 -1.381 1.850 H20 8FD 46 8FD H21 H21 H 0 1 N N N 13.938 3.873 20.961 -5.824 -0.606 2.898 H21 8FD 47 8FD H22 H22 H 0 1 N N N 15.297 2.770 20.554 -7.270 0.298 2.390 H22 8FD 48 8FD H23 H23 H 0 1 N N N 15.547 0.627 21.720 -7.427 1.181 0.125 H23 8FD 49 8FD H24 H24 H 0 1 N N N 14.899 -1.270 24.713 -7.251 2.431 -1.912 H24 8FD 50 8FD H25 H25 H 0 1 N N N 15.154 -1.556 23.125 -5.853 2.479 -2.844 H25 8FD 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 8FD C11 C04 SING N N 1 8FD C04 C03 DOUB Y N 2 8FD C04 C05 SING Y N 3 8FD C03 C02 SING Y N 4 8FD C06 C05 DOUB Y N 5 8FD C06 C07 SING Y N 6 8FD C05 C10 SING Y N 7 8FD N28 C27 TRIP N N 8 8FD C07 C08 DOUB Y N 9 8FD C02 N02 SING N N 10 8FD C02 N01 DOUB Y N 11 8FD C27 C23 SING N N 12 8FD C10 N01 SING Y N 13 8FD C10 C09 DOUB Y N 14 8FD C22 C23 DOUB Y N 15 8FD C22 C21 SING Y N 16 8FD C08 C09 SING Y N 17 8FD C08 C12 SING N N 18 8FD O13 C21 SING N N 19 8FD O13 C12 SING N N 20 8FD C23 C24 SING Y N 21 8FD C21 C26 DOUB Y N 22 8FD C24 C25 DOUB Y N 23 8FD C26 C25 SING Y N 24 8FD C25 C31 SING N N 25 8FD C33 C32 SING N N 26 8FD C32 C31 SING N N 27 8FD C32 N34 SING N N 28 8FD C35 N34 SING N N 29 8FD C24 H1 SING N N 30 8FD C31 H2 SING N N 31 8FD C31 H3 SING N N 32 8FD C32 H4 SING N N 33 8FD C33 H5 SING N N 34 8FD C33 H6 SING N N 35 8FD C33 H7 SING N N 36 8FD N34 H8 SING N N 37 8FD C35 H10 SING N N 38 8FD C35 H11 SING N N 39 8FD C35 H12 SING N N 40 8FD C22 H13 SING N N 41 8FD C26 H14 SING N N 42 8FD C12 H15 SING N N 43 8FD C12 H16 SING N N 44 8FD C09 H17 SING N N 45 8FD C07 H18 SING N N 46 8FD C06 H19 SING N N 47 8FD C11 H20 SING N N 48 8FD C11 H21 SING N N 49 8FD C11 H22 SING N N 50 8FD C03 H23 SING N N 51 8FD N02 H24 SING N N 52 8FD N02 H25 SING N N 53 # 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 8FD SMILES ACDLabs 12.01 "N#Cc1cc(CC(NC)C)cc(c1)OCc2cc3c(cc2)c(cc(N)n3)C" 8FD InChI InChI 1.03 "InChI=1S/C22H24N4O/c1-14-6-22(24)26-21-11-16(4-5-20(14)21)13-27-19-9-17(7-15(2)25-3)8-18(10-19)12-23/h4-6,8-11,15,25H,7,13H2,1-3H3,(H2,24,26)/t15-/m0/s1" 8FD InChIKey InChI 1.03 PUGNZMCPLRURSU-HNNXBMFYSA-N 8FD SMILES_CANONICAL CACTVS 3.385 "CN[C@@H](C)Cc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N" 8FD SMILES CACTVS 3.385 "CN[CH](C)Cc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N" 8FD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)C[C@H](C)NC)N" 8FD SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)CC(C)NC)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 8FD "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(2S)-2-(methylamino)propyl]benzonitrile" 8FD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[(2-azanyl-4-methyl-quinolin-7-yl)methoxy]-5-[(2~{S})-2-(methylamino)propyl]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 8FD "Create component" 2017-02-02 RCSB 8FD "Initial release" 2017-05-03 RCSB #