data_6BN # _chem_comp.id 6BN _chem_comp.name "5,8-dichloro-2-[(4-ethyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-7-({1-[(2R)-2-hydroxypropanoyl]piperidin-4-yl}oxy)-3,4-dihydroisoquinolin-1(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H31 Cl2 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-02 _chem_comp.pdbx_modified_date 2016-04-29 _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 536.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6BN _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 5IJ8 _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 6BN C4 C1 C 0 1 Y N N 28.861 19.508 53.928 0.779 -2.118 0.352 C4 6BN 1 6BN C5 C2 C 0 1 Y N N 29.815 19.558 54.974 1.089 -0.835 0.809 C5 6BN 2 6BN C6 C3 C 0 1 Y N N 29.639 20.486 55.994 0.067 0.065 1.107 C6 6BN 3 6BN C8 C4 C 0 1 N N N 30.997 18.662 54.833 2.507 -0.446 0.949 C8 6BN 4 6BN C10 C5 C 0 1 N N N 29.528 17.158 53.473 3.118 -2.354 -0.455 C10 6BN 5 6BN C13 C6 C 0 1 N N N 31.598 15.193 54.646 5.370 0.115 -0.263 C13 6BN 6 6BN C15 C7 C 0 1 N N N 31.310 13.680 56.497 6.094 2.342 -0.725 C15 6BN 7 6BN C20 C8 C 0 1 N N N 30.636 11.285 56.102 6.777 3.054 -2.994 C20 6BN 8 6BN C21 C9 C 0 1 N N N 32.008 16.061 57.020 5.421 1.734 1.631 C21 6BN 9 6BN C22 C10 C 0 1 N N N 31.882 15.720 58.498 6.735 1.557 2.394 C22 6BN 10 6BN C26 C11 C 0 1 N N N 27.655 23.408 57.137 -3.593 0.116 0.953 C26 6BN 11 6BN C28 C12 C 0 1 N N N 27.673 25.849 56.720 -5.335 -0.158 -0.816 C28 6BN 12 6BN C1 C13 C 0 1 Y N N 28.588 21.403 55.971 -1.255 -0.319 0.933 C1 6BN 13 6BN C2 C14 C 0 1 Y N N 27.687 21.409 54.927 -1.554 -1.590 0.465 C2 6BN 14 6BN C3 C15 C 0 1 Y N N 27.828 20.460 53.937 -0.538 -2.487 0.176 C3 6BN 15 6BN CL7 CL1 CL 0 0 N N N 30.677 20.493 57.361 0.446 1.654 1.693 CL7 6BN 16 6BN N9 N1 N 0 1 N N N 30.771 17.470 54.190 3.462 -1.226 0.409 N9 6BN 17 6BN C11 C16 C 0 1 N N N 28.925 18.415 52.888 1.893 -3.094 0.076 C11 6BN 18 6BN C12 C17 C 0 1 N N N 31.868 16.534 54.005 4.871 -0.940 0.691 C12 6BN 19 6BN C14 C18 C 0 1 N N N 31.628 14.999 56.010 5.630 1.378 0.181 C14 6BN 20 6BN C16 C19 C 0 1 N N N 30.999 12.662 55.647 6.278 2.013 -2.025 C16 6BN 21 6BN N17 N2 N 0 1 N N N 30.993 12.883 54.285 6.028 0.752 -2.464 N17 6BN 22 6BN C18 C20 C 0 1 N N N 31.280 14.112 53.708 5.577 -0.194 -1.618 C18 6BN 23 6BN O19 O1 O 0 1 N N N 31.256 14.223 52.480 5.349 -1.320 -2.029 O19 6BN 24 6BN O23 O2 O 0 1 N N N 32.102 18.976 55.268 2.809 0.569 1.546 O23 6BN 25 6BN CL CL2 CL 0 0 N N N 26.649 20.474 52.672 -0.924 -4.075 -0.408 CL 6BN 26 6BN O25 O3 O 0 1 N N N 28.549 22.284 57.018 -2.258 0.552 1.220 O25 6BN 27 6BN C27 C21 C 0 1 N N N 28.360 24.537 56.423 -3.917 0.343 -0.525 C27 6BN 28 6BN N29 N3 N 0 1 N N N 27.550 26.092 58.168 -6.267 0.497 0.113 N29 6BN 29 6BN C30 C22 C 0 1 N N N 26.900 24.991 58.901 -5.998 0.417 1.556 C30 6BN 30 6BN C31 C23 C 0 1 N N N 27.577 23.656 58.625 -4.572 0.911 1.819 C31 6BN 31 6BN C32 C24 C 0 1 N N N 27.799 27.278 58.772 -7.347 1.157 -0.349 C32 6BN 32 6BN C33 C25 C 0 1 N N R 28.124 28.480 57.903 -7.674 1.131 -1.820 C33 6BN 33 6BN C34 C26 C 0 1 N N N 26.882 28.952 57.177 -8.112 -0.279 -2.220 C34 6BN 34 6BN O35 O4 O 0 1 N N N 28.631 29.513 58.733 -8.731 2.053 -2.089 O35 6BN 35 6BN O36 O5 O 0 1 N N N 27.769 27.404 59.988 -8.056 1.772 0.419 O36 6BN 36 6BN H1 H1 H 0 1 N N N 28.811 16.704 54.173 2.907 -1.985 -1.458 H1 6BN 37 6BN H2 H2 H 0 1 N N N 29.747 16.449 52.661 3.961 -3.043 -0.497 H2 6BN 38 6BN H3 H3 H 0 1 N N N 31.319 13.495 57.561 6.303 3.346 -0.387 H3 6BN 39 6BN H4 H4 H 0 1 N N N 30.678 11.238 57.200 7.866 3.032 -3.021 H4 6BN 40 6BN H5 H5 H 0 1 N N N 29.618 11.044 55.763 6.384 2.842 -3.989 H5 6BN 41 6BN H6 H6 H 0 1 N N N 31.345 10.560 55.677 6.441 4.040 -2.673 H6 6BN 42 6BN H7 H7 H 0 1 N N N 33.059 16.328 56.834 4.661 1.081 2.059 H7 6BN 43 6BN H8 H8 H 0 1 N N N 31.369 16.936 56.831 5.094 2.771 1.707 H8 6BN 44 6BN H9 H9 H 0 1 N N N 32.192 16.585 59.102 7.063 0.521 2.318 H9 6BN 45 6BN H10 H10 H 0 1 N N N 30.836 15.468 58.728 7.495 2.211 1.965 H10 6BN 46 6BN H11 H11 H 0 1 N N N 32.526 14.860 58.732 6.584 1.815 3.442 H11 6BN 47 6BN H12 H12 H 0 1 N N N 26.663 23.211 56.705 -3.681 -0.945 1.186 H12 6BN 48 6BN H13 H13 H 0 1 N N N 28.258 26.666 56.271 -5.607 0.091 -1.842 H13 6BN 49 6BN H14 H14 H 0 1 N N N 26.667 25.831 56.276 -5.379 -1.238 -0.677 H14 6BN 50 6BN H15 H15 H 0 1 N N N 26.891 22.138 54.886 -2.584 -1.883 0.326 H15 6BN 51 6BN H16 H16 H 0 1 N N N 29.544 18.754 52.045 2.155 -3.614 0.997 H16 6BN 52 6BN H17 H17 H 0 1 N N N 27.908 18.196 52.531 1.561 -3.821 -0.666 H17 6BN 53 6BN H18 H18 H 0 1 N N N 32.026 16.384 52.927 5.459 -1.849 0.566 H18 6BN 54 6BN H19 H19 H 0 1 N N N 32.777 16.963 54.453 4.971 -0.580 1.715 H19 6BN 55 6BN H20 H20 H 0 1 N N N 30.770 12.117 53.682 6.173 0.532 -3.397 H20 6BN 56 6BN H21 H21 H 0 1 N N N 28.338 24.352 55.339 -3.852 1.407 -0.753 H21 6BN 57 6BN H22 H22 H 0 1 N N N 29.404 24.588 56.765 -3.204 -0.206 -1.142 H22 6BN 58 6BN H23 H23 H 0 1 N N N 26.952 25.201 59.980 -6.708 1.045 2.094 H23 6BN 59 6BN H24 H24 H 0 1 N N N 25.847 24.928 58.590 -6.097 -0.615 1.890 H24 6BN 60 6BN H25 H25 H 0 1 N N N 26.997 22.850 59.098 -4.326 0.768 2.872 H25 6BN 61 6BN H26 H26 H 0 1 N N N 28.594 23.671 59.045 -4.502 1.970 1.570 H26 6BN 62 6BN H27 H27 H 0 1 N N N 28.880 28.186 57.160 -6.791 1.413 -2.393 H27 6BN 63 6BN H28 H28 H 0 1 N N N 26.500 28.142 56.538 -8.263 -0.320 -3.299 H28 6BN 64 6BN H29 H29 H 0 1 N N N 26.113 29.233 57.911 -7.341 -0.994 -1.933 H29 6BN 65 6BN H30 H30 H 0 1 N N N 27.131 29.824 56.554 -9.045 -0.527 -1.713 H30 6BN 66 6BN H31 H31 H 0 1 N N N 28.567 29.249 59.643 -9.550 1.863 -1.612 H31 6BN 67 # 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 6BN O19 C18 DOUB N N 1 6BN CL C3 SING N N 2 6BN C11 C10 SING N N 3 6BN C11 C4 SING N N 4 6BN C10 N9 SING N N 5 6BN C18 N17 SING N N 6 6BN C18 C13 SING N N 7 6BN C4 C3 DOUB Y N 8 6BN C4 C5 SING Y N 9 6BN C3 C2 SING Y N 10 6BN C12 N9 SING N N 11 6BN C12 C13 SING N N 12 6BN N9 C8 SING N N 13 6BN N17 C16 SING N N 14 6BN C13 C14 DOUB N N 15 6BN C8 C5 SING N N 16 6BN C8 O23 DOUB N N 17 6BN C2 C1 DOUB Y N 18 6BN C5 C6 DOUB Y N 19 6BN C16 C20 SING N N 20 6BN C16 C15 DOUB N N 21 6BN C1 C6 SING Y N 22 6BN C1 O25 SING N N 23 6BN C6 CL7 SING N N 24 6BN C14 C15 SING N N 25 6BN C14 C21 SING N N 26 6BN C27 C28 SING N N 27 6BN C27 C26 SING N N 28 6BN C28 N29 SING N N 29 6BN O25 C26 SING N N 30 6BN C21 C22 SING N N 31 6BN C26 C31 SING N N 32 6BN C34 C33 SING N N 33 6BN C33 O35 SING N N 34 6BN C33 C32 SING N N 35 6BN N29 C32 SING N N 36 6BN N29 C30 SING N N 37 6BN C31 C30 SING N N 38 6BN C32 O36 DOUB N N 39 6BN C10 H1 SING N N 40 6BN C10 H2 SING N N 41 6BN C15 H3 SING N N 42 6BN C20 H4 SING N N 43 6BN C20 H5 SING N N 44 6BN C20 H6 SING N N 45 6BN C21 H7 SING N N 46 6BN C21 H8 SING N N 47 6BN C22 H9 SING N N 48 6BN C22 H10 SING N N 49 6BN C22 H11 SING N N 50 6BN C26 H12 SING N N 51 6BN C28 H13 SING N N 52 6BN C28 H14 SING N N 53 6BN C2 H15 SING N N 54 6BN C11 H16 SING N N 55 6BN C11 H17 SING N N 56 6BN C12 H18 SING N N 57 6BN C12 H19 SING N N 58 6BN N17 H20 SING N N 59 6BN C27 H21 SING N N 60 6BN C27 H22 SING N N 61 6BN C30 H23 SING N N 62 6BN C30 H24 SING N N 63 6BN C31 H25 SING N N 64 6BN C31 H26 SING N N 65 6BN C33 H27 SING N N 66 6BN C34 H28 SING N N 67 6BN C34 H29 SING N N 68 6BN C34 H30 SING N N 69 6BN O35 H31 SING N N 70 # 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 6BN SMILES ACDLabs 12.01 "c12c(cc(c(c1C(=O)N(CC2)CC3=C(C=C(C)NC3=O)CC)Cl)OC4CCN(CC4)C(=O)C(O)C)Cl" 6BN InChI InChI 1.03 "InChI=1S/C26H31Cl2N3O5/c1-4-16-11-14(2)29-24(33)19(16)13-31-10-7-18-20(27)12-21(23(28)22(18)26(31)35)36-17-5-8-30(9-6-17)25(34)15(3)32/h11-12,15,17,32H,4-10,13H2,1-3H3,(H,29,33)/t15-/m1/s1" 6BN InChIKey InChI 1.03 KBXFBLWYHFRQAH-OAHLLOKOSA-N 6BN SMILES_CANONICAL CACTVS 3.385 "CCC1=C(CN2CCc3c(Cl)cc(OC4CCN(CC4)C(=O)[C@@H](C)O)c(Cl)c3C2=O)C(=O)NC(=C1)C" 6BN SMILES CACTVS 3.385 "CCC1=C(CN2CCc3c(Cl)cc(OC4CCN(CC4)C(=O)[CH](C)O)c(Cl)c3C2=O)C(=O)NC(=C1)C" 6BN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCC1=C(C(=O)NC(=C1)C)CN2CCc3c(cc(c(c3C2=O)Cl)OC4CCN(CC4)C(=O)[C@@H](C)O)Cl" 6BN SMILES "OpenEye OEToolkits" 2.0.4 "CCC1=C(C(=O)NC(=C1)C)CN2CCc3c(cc(c(c3C2=O)Cl)OC4CCN(CC4)C(=O)C(C)O)Cl" # 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 6BN "SYSTEMATIC NAME" ACDLabs 12.01 "5,8-dichloro-2-[(4-ethyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-7-({1-[(2R)-2-hydroxypropanoyl]piperidin-4-yl}oxy)-3,4-dihydroisoquinolin-1(2H)-one" 6BN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "5,8-bis(chloranyl)-2-[(4-ethyl-6-methyl-2-oxidanylidene-1~{H}-pyridin-3-yl)methyl]-7-[1-[(2~{R})-2-oxidanylpropanoyl]piperidin-4-yl]oxy-3,4-dihydroisoquinolin-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 6BN "Create component" 2016-03-02 RCSB 6BN "Initial release" 2016-05-04 RCSB #