data_3OB # _chem_comp.id 3OB _chem_comp.name "3-chloro-5-({6-[2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]-3-(dimethylamino)-2-oxo-1,2-dihydropyridin-4-yl}oxy)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 462.928 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3OB _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 3FFI _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 3OB C1 C1 C 0 1 Y N N 48.619 63.863 20.732 -5.025 2.166 -0.738 C1 3OB 1 3OB C2 C2 C 0 1 Y N N 48.508 62.483 20.898 -4.243 2.789 0.237 C2 3OB 2 3OB C3 C3 C 0 1 Y N N 48.123 61.703 19.827 -3.123 2.151 0.733 C3 3OB 3 3OB C4 C4 C 0 1 Y N N 47.847 62.271 18.598 -2.772 0.897 0.267 C4 3OB 4 3OB C5 C5 C 0 1 Y N N 47.962 63.644 18.429 -3.544 0.271 -0.703 C5 3OB 5 3OB C6 C6 C 0 1 Y N N 48.346 64.444 19.494 -4.669 0.901 -1.207 C6 3OB 6 3OB O7 O7 O 0 1 N N N 47.685 64.214 17.226 -3.195 -0.962 -1.157 O7 3OB 7 3OB C8 C8 C 0 1 N N N 49.015 64.688 21.826 -6.190 2.822 -1.251 C8 3OB 8 3OB CL9 CL9 CL 0 0 N N N 47.975 59.989 20.003 -2.152 2.927 1.945 CL9 3OB 9 3OB C10 C10 C 0 1 N N N 48.309 63.811 16.084 -2.026 -1.493 -0.721 C10 3OB 10 3OB C11 C11 C 0 1 N N N 49.714 63.919 15.943 -0.796 -0.906 -1.077 C11 3OB 11 3OB C12 C12 C 0 1 N N N 50.295 63.510 14.791 0.360 -1.446 -0.636 C12 3OB 12 3OB N13 N13 N 0 1 N N N 49.554 63.009 13.763 0.359 -2.555 0.153 N13 3OB 13 3OB C14 C14 C 0 1 N N N 48.212 62.889 13.846 -0.794 -3.147 0.516 C14 3OB 14 3OB C15 C15 C 0 1 N N N 47.553 63.293 15.029 -2.023 -2.619 0.087 C15 3OB 15 3OB N16 N16 N 0 1 N N N 46.153 63.187 15.150 -3.232 -3.227 0.467 N16 3OB 16 3OB O17 O17 O 0 1 N N N 47.583 62.434 12.897 -0.772 -4.142 1.225 O17 3OB 17 3OB C18 C18 C 0 1 N N N 45.528 61.950 15.625 -4.094 -3.841 -0.547 C18 3OB 18 3OB C19 C19 C 0 1 N N N 45.315 64.330 14.792 -3.631 -3.246 1.876 C19 3OB 19 3OB C20 C20 C 0 1 N N N 51.786 63.621 14.620 1.671 -0.812 -1.023 C20 3OB 20 3OB N21 N21 N 0 1 N N N 49.326 65.352 22.692 -7.115 3.341 -1.658 N21 3OB 21 3OB C22 C22 C 0 1 N N N 52.017 64.827 13.752 2.112 0.133 0.065 C22 3OB 22 3OB O23 O23 O 0 1 N N N 51.724 64.763 12.578 1.429 0.277 1.057 O23 3OB 23 3OB N24 N24 N 0 1 N N N 52.505 65.978 14.256 3.265 0.818 -0.064 N24 3OB 24 3OB C25 C25 C 0 1 N N N 52.699 67.131 13.360 4.114 0.667 -1.250 C25 3OB 25 3OB C26 C26 C 0 1 N N N 52.228 67.318 16.339 5.024 1.209 1.560 C26 3OB 26 3OB C27 C27 C 0 1 N N N 52.875 66.095 15.686 3.721 1.754 0.978 C27 3OB 27 3OB C28 C28 C 0 1 Y N N 52.275 68.534 15.436 5.973 0.797 0.458 C28 3OB 28 3OB C29 C29 C 0 1 Y N N 52.483 68.447 14.068 5.557 0.544 -0.830 C29 3OB 29 3OB C30 C30 C 0 1 Y N N 52.514 69.610 13.295 6.482 0.161 -1.793 C30 3OB 30 3OB C31 C31 C 0 1 Y N N 52.329 70.852 13.888 7.818 0.040 -1.471 C31 3OB 31 3OB C32 C32 C 0 1 Y N N 52.116 70.938 15.259 8.239 0.302 -0.181 C32 3OB 32 3OB C33 C33 C 0 1 Y N N 52.090 69.786 16.029 7.321 0.678 0.777 C33 3OB 33 3OB H2 H2 H 0 1 N N N 48.721 62.030 21.855 -4.514 3.769 0.602 H2 3OB 34 3OB H4 H4 H 0 1 N N N 47.542 61.648 17.770 -1.895 0.403 0.658 H4 3OB 35 3OB H6 H6 H 0 1 N N N 48.433 65.513 19.365 -5.271 0.414 -1.961 H6 3OB 36 3OB H11 H11 H 0 1 N N N 50.314 64.323 16.745 -0.778 -0.026 -1.703 H11 3OB 37 3OB HN13 HN13 H 0 0 N N N 50.017 62.722 12.924 1.202 -2.925 0.457 HN13 3OB 38 3OB H18 H18 H 0 1 N N N 45.371 61.268 14.776 -3.762 -4.862 -0.735 H18 3OB 39 3OB H18A H18A H 0 0 N N N 46.184 61.469 16.365 -5.123 -3.854 -0.189 H18A 3OB 40 3OB H18B H18B H 0 0 N N N 44.559 62.184 16.090 -4.037 -3.264 -1.470 H18B 3OB 41 3OB H19 H19 H 0 1 N N N 45.105 64.927 15.692 -3.810 -2.226 2.217 H19 3OB 42 3OB H19A H19A H 0 0 N N N 45.841 64.953 14.053 -4.543 -3.832 1.988 H19A 3OB 43 3OB H19B H19B H 0 0 N N N 44.369 63.970 14.361 -2.836 -3.694 2.473 H19B 3OB 44 3OB H20 H20 H 0 1 N N N 52.280 63.745 15.595 2.424 -1.588 -1.157 H20 3OB 45 3OB H20A H20A H 0 0 N N N 52.206 62.712 14.163 1.547 -0.260 -1.955 H20A 3OB 46 3OB H25 H25 H 0 1 N N N 53.729 67.106 12.975 3.818 -0.228 -1.797 H25 3OB 47 3OB H25A H25A H 0 0 N N N 51.960 67.058 12.548 3.997 1.539 -1.894 H25A 3OB 48 3OB H26 H26 H 0 1 N N N 51.176 67.084 16.559 5.494 1.980 2.171 H26 3OB 49 3OB H26A H26A H 0 0 N N N 52.788 67.552 17.256 4.803 0.343 2.184 H26A 3OB 50 3OB H27 H27 H 0 1 N N N 52.536 65.192 16.214 3.896 2.737 0.540 H27 3OB 51 3OB H27A H27A H 0 0 N N N 53.967 66.207 15.751 2.968 1.827 1.763 H27A 3OB 52 3OB H30 H30 H 0 1 N N N 52.683 69.543 12.230 6.152 -0.043 -2.801 H30 3OB 53 3OB H31 H31 H 0 1 N N N 52.351 71.748 13.286 8.532 -0.259 -2.224 H31 3OB 54 3OB H32 H32 H 0 1 N N N 51.971 71.902 15.724 9.284 0.212 0.077 H32 3OB 55 3OB H33 H33 H 0 1 N N N 51.926 69.856 17.094 7.652 0.885 1.784 H33 3OB 56 # 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 3OB C1 C2 DOUB Y N 1 3OB C1 C6 SING Y N 2 3OB C1 C8 SING N N 3 3OB C2 C3 SING Y N 4 3OB C3 C4 DOUB Y N 5 3OB C3 CL9 SING N N 6 3OB C4 C5 SING Y N 7 3OB C5 C6 DOUB Y N 8 3OB C5 O7 SING N N 9 3OB O7 C10 SING N N 10 3OB C8 N21 TRIP N N 11 3OB C10 C11 SING N N 12 3OB C10 C15 DOUB N N 13 3OB C11 C12 DOUB N N 14 3OB C12 N13 SING N N 15 3OB C12 C20 SING N N 16 3OB N13 C14 SING N N 17 3OB C14 C15 SING N N 18 3OB C14 O17 DOUB N N 19 3OB C15 N16 SING N N 20 3OB N16 C18 SING N N 21 3OB N16 C19 SING N N 22 3OB C20 C22 SING N N 23 3OB C22 O23 DOUB N N 24 3OB C22 N24 SING N N 25 3OB N24 C25 SING N N 26 3OB N24 C27 SING N N 27 3OB C25 C29 SING N N 28 3OB C26 C27 SING N N 29 3OB C26 C28 SING N N 30 3OB C28 C29 DOUB Y N 31 3OB C28 C33 SING Y N 32 3OB C29 C30 SING Y N 33 3OB C30 C31 DOUB Y N 34 3OB C31 C32 SING Y N 35 3OB C32 C33 DOUB Y N 36 3OB C2 H2 SING N N 37 3OB C4 H4 SING N N 38 3OB C6 H6 SING N N 39 3OB C11 H11 SING N N 40 3OB N13 HN13 SING N N 41 3OB C18 H18 SING N N 42 3OB C18 H18A SING N N 43 3OB C18 H18B SING N N 44 3OB C19 H19 SING N N 45 3OB C19 H19A SING N N 46 3OB C19 H19B SING N N 47 3OB C20 H20 SING N N 48 3OB C20 H20A SING N N 49 3OB C25 H25 SING N N 50 3OB C25 H25A SING N N 51 3OB C26 H26 SING N N 52 3OB C26 H26A SING N N 53 3OB C27 H27 SING N N 54 3OB C27 H27A SING N N 55 3OB C30 H30 SING N N 56 3OB C31 H31 SING N N 57 3OB C32 H32 SING N N 58 3OB C33 H33 SING N N 59 # 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 3OB SMILES ACDLabs 10.04 "O=C2C(N(C)C)=C(Oc1cc(C#N)cc(Cl)c1)C=C(N2)CC(=O)N4Cc3ccccc3CC4" 3OB SMILES_CANONICAL CACTVS 3.341 "CN(C)C1=C(Oc2cc(Cl)cc(c2)C#N)C=C(CC(=O)N3CCc4ccccc4C3)NC1=O" 3OB SMILES CACTVS 3.341 "CN(C)C1=C(Oc2cc(Cl)cc(c2)C#N)C=C(CC(=O)N3CCc4ccccc4C3)NC1=O" 3OB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C1=C(C=C(NC1=O)CC(=O)N2CCc3ccccc3C2)Oc4cc(cc(c4)Cl)C#N" 3OB SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)C1=C(C=C(NC1=O)CC(=O)N2CCc3ccccc3C2)Oc4cc(cc(c4)Cl)C#N" 3OB InChI InChI 1.03 "InChI=1S/C25H23ClN4O3/c1-29(2)24-22(33-21-10-16(14-27)9-19(26)11-21)12-20(28-25(24)32)13-23(31)30-8-7-17-5-3-4-6-18(17)15-30/h3-6,9-12H,7-8,13,15H2,1-2H3,(H,28,32)" 3OB InChIKey InChI 1.03 CLCCLHPVIUSCJF-UHFFFAOYSA-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 3OB "SYSTEMATIC NAME" ACDLabs 10.04 "3-chloro-5-({6-[2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]-3-(dimethylamino)-2-oxo-1,2-dihydropyridin-4-yl}oxy)benzonitrile" 3OB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-chloro-5-[[6-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-3-dimethylamino-2-oxo-1H-pyridin-4-yl]oxy]benzonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3OB "Create component" 2008-12-08 RCSB 3OB "Modify aromatic_flag" 2011-06-04 RCSB 3OB "Modify descriptor" 2011-06-04 RCSB #