data_3DN # _chem_comp.id 3DN _chem_comp.name "3-(4-{[4-(dimethylamino)piperidin-1-yl]methyl}phenyl)-5-methylisoquinolin-1(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-29 _chem_comp.pdbx_modified_date 2015-07-02 _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 375.507 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3DN _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 4U6A _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3DN N1 N1 N 0 1 N N N -3.579 -5.805 -5.810 3.812 -0.866 0.841 N1 3DN 1 3DN C1 C4 C 0 1 Y N N 5.224 -4.565 -5.737 -4.627 -0.422 -0.521 C4 3DN 2 3DN C2 C5 C 0 1 Y N N 5.638 -3.795 -4.633 -5.118 0.858 -0.171 C5 3DN 3 3DN C3 C6 C 0 1 N N N 4.639 -3.192 -3.734 -4.227 1.778 0.544 C6 3DN 4 3DN C4 C7 C 0 1 N N N 2.908 -4.308 -5.070 -2.496 0.144 0.507 C7 3DN 5 3DN C5 C8 C 0 1 N N N 3.828 -4.822 -5.927 -3.255 -0.766 -0.155 C8 3DN 6 3DN C6 C10 C 0 1 Y N N 0.578 -4.129 -4.204 -0.306 0.703 1.554 C10 3DN 7 3DN C7 C13 C 0 1 Y N N -0.454 -5.022 -6.599 0.698 -1.796 0.887 C13 3DN 8 3DN C8 C15 C 0 1 N N N -2.817 -4.545 -5.840 2.904 -1.246 1.931 C15 3DN 9 3DN C9 C17 C 0 1 N N N -5.818 -6.849 -6.189 4.692 0.943 -0.557 C17 3DN 10 3DN C10 C20 C 0 1 N N N -2.965 -6.831 -6.679 5.157 -1.414 1.061 C20 3DN 11 3DN C11 C21 C 0 1 N N N -5.878 -10.369 -6.790 6.222 0.178 -2.788 C21 3DN 12 3DN C12 C22 C 0 1 N N N -7.373 -8.837 -7.942 7.195 2.107 -1.695 C22 3DN 13 3DN O1 O O 0 1 N N N 4.908 -2.378 -2.854 -4.617 2.887 0.862 O 3DN 14 3DN C13 C C 0 1 Y N N 6.998 -3.701 -4.339 -6.424 1.211 -0.510 C 3DN 15 3DN N2 N N 0 1 N N N 3.336 -3.515 -4.008 -2.974 1.386 0.846 N 3DN 16 3DN C14 C3 C 0 1 Y N N 6.168 -5.164 -6.594 -5.452 -1.316 -1.208 C3 3DN 17 3DN C15 C23 C 0 1 N N N 5.765 -5.852 -7.876 -4.937 -2.677 -1.598 C23 3DN 18 3DN C16 C2 C 0 1 Y N N 7.516 -5.061 -6.254 -6.727 -0.945 -1.534 C2 3DN 19 3DN C17 C1 C 0 1 Y N N 7.925 -4.358 -5.134 -7.217 0.307 -1.181 C1 3DN 20 3DN C18 C9 C 0 1 Y N N 1.454 -4.475 -5.233 -1.109 -0.214 0.873 C9 3DN 21 3DN C19 C14 C 0 1 Y N N 0.919 -4.933 -6.431 -0.597 -1.469 0.541 C14 3DN 22 3DN C20 C12 C 0 1 Y N N -1.330 -4.655 -5.583 1.490 -0.881 1.557 C12 3DN 23 3DN C21 C11 C 0 1 Y N N -0.792 -4.226 -4.378 0.989 0.365 1.889 C11 3DN 24 3DN C22 C19 C 0 1 N N N -3.724 -8.150 -6.622 6.034 -1.124 -0.159 C19 3DN 25 3DN C23 C18 C 0 1 N N N -5.169 -7.930 -7.039 6.109 0.390 -0.379 C18 3DN 26 3DN N3 N2 N 0 1 N N N -5.980 -9.147 -7.597 6.902 0.672 -1.583 N2 3DN 27 3DN C24 C16 C 0 1 N N N -4.979 -5.564 -6.232 3.854 0.592 0.674 C16 3DN 28 3DN H2 H2 H 0 1 N N N 3.504 -5.430 -6.759 -2.849 -1.734 -0.407 H2 3DN 29 3DN H4 H4 H 0 1 N N N 0.973 -3.781 -3.261 -0.696 1.676 1.814 H4 3DN 30 3DN H5 H5 H 0 1 N N N -0.851 -5.383 -7.536 1.095 -2.767 0.630 H5 3DN 31 3DN H6 H6 H 0 1 N N N -2.953 -4.095 -6.834 2.969 -2.320 2.101 H6 3DN 32 3DN H7 H7 H 0 1 N N N -3.241 -3.878 -5.075 3.187 -0.716 2.841 H7 3DN 33 3DN H8 H8 H 0 1 N N N -6.825 -6.638 -6.577 4.736 2.026 -0.671 H8 3DN 34 3DN H9 H9 H 0 1 N N N -5.892 -7.200 -5.149 4.239 0.501 -1.444 H9 3DN 35 3DN H10 H10 H 0 1 N N N -1.929 -7.002 -6.350 5.598 -0.951 1.944 H10 3DN 36 3DN H11 H11 H 0 1 N N N -2.965 -6.465 -7.716 5.090 -2.492 1.212 H11 3DN 37 3DN H12 H12 H 0 1 N N N -4.822 -10.566 -6.553 6.831 0.400 -3.665 H12 3DN 38 3DN H13 H13 H 0 1 N N N -6.445 -10.240 -5.856 6.080 -0.899 -2.709 H13 3DN 39 3DN H14 H14 H 0 1 N N N -6.291 -11.217 -7.356 5.253 0.667 -2.885 H14 3DN 40 3DN H15 H15 H 0 1 N N N -7.867 -9.743 -8.324 7.760 2.432 -0.821 H15 3DN 41 3DN H16 H16 H 0 1 N N N -7.902 -8.481 -7.046 7.783 2.289 -2.595 H16 3DN 42 3DN H17 H17 H 0 1 N N N -7.394 -8.055 -8.715 6.261 2.666 -1.752 H17 3DN 43 3DN H18 H18 H 0 1 N N N 7.329 -3.117 -3.493 -6.811 2.184 -0.247 H18 3DN 44 3DN H19 H19 H 0 1 N N N 5.588 -6.920 -7.680 -4.473 -2.622 -2.583 H19 3DN 45 3DN H20 H20 H 0 1 N N N 4.844 -5.393 -8.265 -4.199 -3.009 -0.867 H20 3DN 46 3DN H21 H21 H 0 1 N N N 6.570 -5.745 -8.618 -5.765 -3.385 -1.626 H21 3DN 47 3DN H22 H22 H 0 1 N N N 8.257 -5.540 -6.877 -7.364 -1.637 -2.064 H22 3DN 48 3DN H23 H23 H 0 1 N N N 8.973 -4.321 -4.877 -8.228 0.579 -1.449 H23 3DN 49 3DN H24 H24 H 0 1 N N N 1.578 -5.222 -7.237 -1.213 -2.182 0.014 H24 3DN 50 3DN H25 H25 H 0 1 N N N -1.452 -3.964 -3.564 1.613 1.074 2.412 H25 3DN 51 3DN H26 H26 H 0 1 N N N -3.696 -8.544 -5.595 7.036 -1.517 0.011 H26 3DN 52 3DN H27 H27 H 0 1 N N N -3.253 -8.872 -7.305 5.601 -1.599 -1.040 H27 3DN 53 3DN H28 H28 H 0 1 N N N -5.014 -7.369 -7.972 6.577 0.860 0.486 H28 3DN 54 3DN H30 H30 H 0 1 N N N -4.978 -5.174 -7.260 2.841 0.972 0.544 H30 3DN 55 3DN H31 H31 H 0 1 N N N -5.431 -4.821 -5.558 4.301 1.046 1.559 H31 3DN 56 3DN H1 H1 H 0 1 N N N 2.635 -3.151 -3.395 -2.391 2.000 1.319 H1 3DN 57 # 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 3DN C12 N3 SING N N 1 3DN C15 C14 SING N N 2 3DN N3 C23 SING N N 3 3DN N3 C11 SING N N 4 3DN C23 C22 SING N N 5 3DN C23 C9 SING N N 6 3DN C10 C22 SING N N 7 3DN C10 N1 SING N N 8 3DN C7 C19 DOUB Y N 9 3DN C7 C20 SING Y N 10 3DN C14 C16 DOUB Y N 11 3DN C14 C1 SING Y N 12 3DN C19 C18 SING Y N 13 3DN C16 C17 SING Y N 14 3DN C24 C9 SING N N 15 3DN C24 N1 SING N N 16 3DN C5 C1 SING N N 17 3DN C5 C4 DOUB N N 18 3DN C8 N1 SING N N 19 3DN C8 C20 SING N N 20 3DN C1 C2 DOUB Y N 21 3DN C20 C21 DOUB Y N 22 3DN C18 C4 SING N N 23 3DN C18 C6 DOUB Y N 24 3DN C17 C13 DOUB Y N 25 3DN C4 N2 SING N N 26 3DN C2 C13 SING Y N 27 3DN C2 C3 SING N N 28 3DN C21 C6 SING Y N 29 3DN N2 C3 SING N N 30 3DN C3 O1 DOUB N N 31 3DN C5 H2 SING N N 32 3DN C6 H4 SING N N 33 3DN C7 H5 SING N N 34 3DN C8 H6 SING N N 35 3DN C8 H7 SING N N 36 3DN C9 H8 SING N N 37 3DN C9 H9 SING N N 38 3DN C10 H10 SING N N 39 3DN C10 H11 SING N N 40 3DN C11 H12 SING N N 41 3DN C11 H13 SING N N 42 3DN C11 H14 SING N N 43 3DN C12 H15 SING N N 44 3DN C12 H16 SING N N 45 3DN C12 H17 SING N N 46 3DN C13 H18 SING N N 47 3DN C15 H19 SING N N 48 3DN C15 H20 SING N N 49 3DN C15 H21 SING N N 50 3DN C16 H22 SING N N 51 3DN C17 H23 SING N N 52 3DN C19 H24 SING N N 53 3DN C21 H25 SING N N 54 3DN C22 H26 SING N N 55 3DN C22 H27 SING N N 56 3DN C23 H28 SING N N 57 3DN C24 H30 SING N N 58 3DN C24 H31 SING N N 59 3DN N2 H1 SING N N 60 # 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 3DN SMILES ACDLabs 12.01 "O=C1c4cccc(c4C=C(N1)c2ccc(cc2)CN3CCC(N(C)C)CC3)C" 3DN InChI InChI 1.03 "InChI=1S/C24H29N3O/c1-17-5-4-6-21-22(17)15-23(25-24(21)28)19-9-7-18(8-10-19)16-27-13-11-20(12-14-27)26(2)3/h4-10,15,20H,11-14,16H2,1-3H3,(H,25,28)" 3DN InChIKey InChI 1.03 ZAVBKFISCRSHAT-UHFFFAOYSA-N 3DN SMILES_CANONICAL CACTVS 3.385 "CN(C)C1CCN(CC1)Cc2ccc(cc2)C3=Cc4c(C)cccc4C(=O)N3" 3DN SMILES CACTVS 3.385 "CN(C)C1CCN(CC1)Cc2ccc(cc2)C3=Cc4c(C)cccc4C(=O)N3" 3DN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc2c1C=C(NC2=O)c3ccc(cc3)CN4CCC(CC4)N(C)C" 3DN SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc2c1C=C(NC2=O)c3ccc(cc3)CN4CCC(CC4)N(C)C" # 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 3DN "SYSTEMATIC NAME" ACDLabs 12.01 "3-(4-{[4-(dimethylamino)piperidin-1-yl]methyl}phenyl)-5-methylisoquinolin-1(2H)-one" 3DN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[4-[[4-(dimethylamino)piperidin-1-yl]methyl]phenyl]-5-methyl-2H-isoquinolin-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3DN "Create component" 2014-07-29 RCSB 3DN "Other modification" 2014-07-30 EBI 3DN "Initial release" 2015-07-07 RCSB #