data_YUK # _chem_comp.id YUK _chem_comp.name "2-[(trans-4-hydroxycyclohexyl)amino]-4-[5-(4-phenyl-1H-imidazol-1-yl)isoquinolin-1-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H29 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-05 _chem_comp.pdbx_modified_date 2015-02-20 _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 503.594 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YUK _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 3WQ9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 YUK O30 O30 O 0 1 N N N -5.459 -33.915 4.778 -6.626 2.585 -0.096 O30 YUK 1 YUK C28 C28 C 0 1 N N N -5.138 -33.698 3.610 -5.579 3.201 -0.047 C28 YUK 2 YUK N29 N29 N 0 1 N N N -6.001 -33.287 2.701 -5.590 4.532 0.167 N29 YUK 3 YUK C25 C25 C 0 1 Y N N -3.674 -33.711 3.327 -4.298 2.493 -0.217 C25 YUK 4 YUK C24 C24 C 0 1 Y N N -2.789 -34.695 3.987 -4.277 1.092 -0.319 C24 YUK 5 YUK N31 N31 N 0 1 N N N -3.366 -35.635 4.765 -5.462 0.370 -0.261 N31 YUK 6 YUK C32 C32 C 0 1 N N N -2.596 -36.592 5.539 -5.427 -1.095 -0.250 C32 YUK 7 YUK C37 C37 C 0 1 N N N -3.547 -37.780 5.749 -6.747 -1.640 -0.798 C37 YUK 8 YUK C36 C36 C 0 1 N N N -4.209 -37.570 7.113 -6.711 -3.170 -0.786 C36 YUK 9 YUK C35 C35 C 0 1 N N N -3.158 -37.777 8.179 -6.511 -3.665 0.647 C35 YUK 10 YUK O38 O38 O 0 1 N N N -2.492 -38.991 7.848 -6.477 -5.093 0.658 O38 YUK 11 YUK C34 C34 C 0 1 N N N -2.165 -36.625 8.063 -5.191 -3.119 1.195 C34 YUK 12 YUK C33 C33 C 0 1 N N N -2.435 -35.795 6.811 -5.227 -1.590 1.184 C33 YUK 13 YUK C23 C23 C 0 1 Y N N -1.404 -34.619 3.748 -3.066 0.434 -0.479 C23 YUK 14 YUK C22 C22 C 0 1 Y N N -0.865 -33.649 2.905 -1.882 1.165 -0.537 C22 YUK 15 YUK C27 C27 C 0 1 Y N N -1.693 -32.693 2.292 -1.913 2.559 -0.434 C27 YUK 16 YUK C26 C26 C 0 1 Y N N -3.073 -32.747 2.503 -3.101 3.213 -0.282 C26 YUK 17 YUK C21 C21 C 0 1 Y N N 0.593 -33.651 2.803 -0.589 0.466 -0.707 C21 YUK 18 YUK N20 N20 N 0 1 Y N N 1.249 -34.810 2.583 -0.470 -0.504 -1.597 N20 YUK 19 YUK C19 C19 C 0 1 Y N N 2.634 -34.859 2.509 0.662 -1.161 -1.790 C19 YUK 20 YUK C18 C18 C 0 1 Y N N 3.436 -33.750 2.758 1.791 -0.881 -1.076 C18 YUK 21 YUK C13 C13 C 0 1 Y N N 2.864 -32.491 3.112 1.747 0.137 -0.109 C13 YUK 22 YUK C14 C14 C 0 1 Y N N 1.381 -32.399 3.119 0.528 0.835 0.079 C14 YUK 23 YUK C12 C12 C 0 1 Y N N 3.659 -31.276 3.410 2.872 0.484 0.665 C12 YUK 24 YUK C17 C17 C 0 1 Y N N 2.965 -30.122 3.694 2.761 1.494 1.597 C17 YUK 25 YUK C16 C16 C 0 1 Y N N 1.564 -30.065 3.752 1.557 2.168 1.777 C16 YUK 26 YUK C15 C15 C 0 1 Y N N 0.808 -31.194 3.473 0.458 1.859 1.033 C15 YUK 27 YUK N10 N10 N 0 1 Y N N 5.014 -31.374 3.355 4.086 -0.189 0.491 N10 YUK 28 YUK C9 C9 C 0 1 Y N N 5.639 -31.661 2.224 4.264 -1.537 0.466 C9 YUK 29 YUK N8 N8 N 0 1 Y N N 6.944 -31.718 2.592 5.530 -1.791 0.284 N8 YUK 30 YUK C7 C7 C 0 1 Y N N 7.048 -31.418 3.916 6.208 -0.629 0.186 C7 YUK 31 YUK C11 C11 C 0 1 Y N N 5.778 -31.204 4.451 5.314 0.387 0.308 C11 YUK 32 YUK C4 C4 C 0 1 Y N N 8.335 -31.430 4.679 7.669 -0.486 -0.023 C4 YUK 33 YUK C3 C3 C 0 1 Y N N 8.360 -30.901 5.995 8.474 -1.619 -0.139 C3 YUK 34 YUK C2 C2 C 0 1 Y N N 9.574 -30.975 6.713 9.833 -1.480 -0.335 C2 YUK 35 YUK C1 C1 C 0 1 Y N N 10.691 -31.559 6.091 10.397 -0.220 -0.416 C1 YUK 36 YUK C6 C6 C 0 1 Y N N 10.668 -32.084 4.782 9.604 0.908 -0.302 C6 YUK 37 YUK C5 C5 C 0 1 Y N N 9.441 -32.061 4.082 8.243 0.781 -0.112 C5 YUK 38 YUK H1 H1 H 0 1 N N N -6.958 -33.140 2.951 -6.432 4.997 0.283 H1 YUK 39 YUK H2 H2 H 0 1 N N N -5.698 -33.122 1.762 -4.754 5.023 0.206 H2 YUK 40 YUK H3 H3 H 0 1 N N N -3.934 -35.140 5.423 -6.312 0.835 -0.228 H3 YUK 41 YUK H4 H4 H 0 1 N N N -1.639 -36.883 5.081 -4.603 -1.444 -0.873 H4 YUK 42 YUK H5 H5 H 0 1 N N N -4.309 -37.802 4.956 -7.571 -1.292 -0.175 H5 YUK 43 YUK H6 H6 H 0 1 N N N -2.983 -38.724 5.742 -6.890 -1.288 -1.820 H6 YUK 44 YUK H7 H7 H 0 1 N N N -4.612 -36.549 7.179 -7.652 -3.559 -1.177 H7 YUK 45 YUK H8 H8 H 0 1 N N N -5.025 -38.295 7.248 -5.888 -3.519 -1.410 H8 YUK 46 YUK H9 H9 H 0 1 N N N -3.611 -37.806 9.181 -7.335 -3.316 1.270 H9 YUK 47 YUK H10 H10 H 0 1 N N N -1.817 -39.168 8.492 -6.353 -5.477 1.537 H10 YUK 48 YUK H11 H11 H 0 1 N N N -1.145 -37.033 8.011 -5.048 -3.472 2.217 H11 YUK 49 YUK H12 H12 H 0 1 N N N -2.257 -35.980 8.949 -4.367 -3.468 0.572 H12 YUK 50 YUK H13 H13 H 0 1 N N N -1.593 -35.100 6.674 -4.286 -1.201 1.574 H13 YUK 51 YUK H14 H14 H 0 1 N N N -3.360 -35.222 6.974 -6.050 -1.241 1.807 H14 YUK 52 YUK H15 H15 H 0 1 N N N -0.745 -35.327 4.228 -3.041 -0.643 -0.558 H15 YUK 53 YUK H16 H16 H 0 1 N N N -1.267 -31.924 1.664 -0.993 3.122 -0.483 H16 YUK 54 YUK H17 H17 H 0 1 N N N -3.702 -32.018 2.013 -3.117 4.290 -0.203 H17 YUK 55 YUK H18 H18 H 0 1 N N N 3.107 -35.794 2.248 0.693 -1.943 -2.533 H18 YUK 56 YUK H19 H19 H 0 1 N N N 4.509 -33.843 2.682 2.702 -1.433 -1.252 H19 YUK 57 YUK H20 H20 H 0 1 N N N 3.525 -29.218 3.881 3.619 1.765 2.194 H20 YUK 58 YUK H21 H21 H 0 1 N N N 1.073 -29.140 4.015 1.495 2.955 2.514 H21 YUK 59 YUK H22 H22 H 0 1 N N N -0.268 -31.128 3.535 -0.468 2.393 1.186 H22 YUK 60 YUK H23 H23 H 0 1 N N N 5.213 -31.813 1.243 3.485 -2.276 0.579 H23 YUK 61 YUK H24 H24 H 0 1 N N N 5.488 -30.967 5.464 5.531 1.444 0.271 H24 YUK 62 YUK H25 H25 H 0 1 N N N 7.479 -30.456 6.434 8.034 -2.603 -0.075 H25 YUK 63 YUK H26 H26 H 0 1 N N N 9.643 -30.591 7.720 10.457 -2.357 -0.424 H26 YUK 64 YUK H27 H27 H 0 1 N N N 11.617 -31.608 6.645 11.461 -0.116 -0.568 H27 YUK 65 YUK H28 H28 H 0 1 N N N 11.560 -32.491 4.329 10.050 1.889 -0.366 H28 YUK 66 YUK H29 H29 H 0 1 N N N 9.354 -32.519 3.108 7.624 1.662 -0.027 H29 YUK 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 YUK C9 N8 DOUB Y N 1 YUK C9 N10 SING Y N 2 YUK C27 C26 DOUB Y N 3 YUK C27 C22 SING Y N 4 YUK C26 C25 SING Y N 5 YUK C19 N20 DOUB Y N 6 YUK C19 C18 SING Y N 7 YUK N20 C21 SING Y N 8 YUK N8 C7 SING Y N 9 YUK N29 C28 SING N N 10 YUK C18 C13 DOUB Y N 11 YUK C21 C22 SING N N 12 YUK C21 C14 DOUB Y N 13 YUK C22 C23 DOUB Y N 14 YUK C13 C14 SING Y N 15 YUK C13 C12 SING Y N 16 YUK C14 C15 SING Y N 17 YUK C25 C28 SING N N 18 YUK C25 C24 DOUB Y N 19 YUK N10 C12 SING N N 20 YUK N10 C11 SING Y N 21 YUK C12 C17 DOUB Y N 22 YUK C15 C16 DOUB Y N 23 YUK C28 O30 DOUB N N 24 YUK C17 C16 SING Y N 25 YUK C23 C24 SING Y N 26 YUK C7 C11 DOUB Y N 27 YUK C7 C4 SING N N 28 YUK C24 N31 SING N N 29 YUK C5 C4 DOUB Y N 30 YUK C5 C6 SING Y N 31 YUK C4 C3 SING Y N 32 YUK N31 C32 SING N N 33 YUK C6 C1 DOUB Y N 34 YUK C32 C37 SING N N 35 YUK C32 C33 SING N N 36 YUK C37 C36 SING N N 37 YUK C3 C2 DOUB Y N 38 YUK C1 C2 SING Y N 39 YUK C33 C34 SING N N 40 YUK C36 C35 SING N N 41 YUK O38 C35 SING N N 42 YUK C34 C35 SING N N 43 YUK N29 H1 SING N N 44 YUK N29 H2 SING N N 45 YUK N31 H3 SING N N 46 YUK C32 H4 SING N N 47 YUK C37 H5 SING N N 48 YUK C37 H6 SING N N 49 YUK C36 H7 SING N N 50 YUK C36 H8 SING N N 51 YUK C35 H9 SING N N 52 YUK O38 H10 SING N N 53 YUK C34 H11 SING N N 54 YUK C34 H12 SING N N 55 YUK C33 H13 SING N N 56 YUK C33 H14 SING N N 57 YUK C23 H15 SING N N 58 YUK C27 H16 SING N N 59 YUK C26 H17 SING N N 60 YUK C19 H18 SING N N 61 YUK C18 H19 SING N N 62 YUK C17 H20 SING N N 63 YUK C16 H21 SING N N 64 YUK C15 H22 SING N N 65 YUK C9 H23 SING N N 66 YUK C11 H24 SING N N 67 YUK C3 H25 SING N N 68 YUK C2 H26 SING N N 69 YUK C1 H27 SING N N 70 YUK C6 H28 SING N N 71 YUK C5 H29 SING N N 72 # 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 YUK SMILES ACDLabs 12.01 "O=C(N)c2ccc(cc2NC1CCC(O)CC1)c4nccc3c(cccc34)n5cc(nc5)c6ccccc6" YUK InChI InChI 1.03 "InChI=1S/C31H29N5O2/c32-31(38)26-14-9-21(17-27(26)35-22-10-12-23(37)13-11-22)30-25-7-4-8-29(24(25)15-16-33-30)36-18-28(34-19-36)20-5-2-1-3-6-20/h1-9,14-19,22-23,35,37H,10-13H2,(H2,32,38)/t22-,23-" YUK InChIKey InChI 1.03 NQRACEXQFXRLDY-YHBQERECSA-N YUK SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1ccc(cc1N[C@@H]2CC[C@@H](O)CC2)c3nccc4c(cccc34)n5cnc(c5)c6ccccc6" YUK SMILES CACTVS 3.385 "NC(=O)c1ccc(cc1N[CH]2CC[CH](O)CC2)c3nccc4c(cccc34)n5cnc(c5)c6ccccc6" YUK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2cn(cn2)c3cccc4c3ccnc4c5ccc(c(c5)NC6CCC(CC6)O)C(=O)N" YUK SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2cn(cn2)c3cccc4c3ccnc4c5ccc(c(c5)NC6CCC(CC6)O)C(=O)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 YUK "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(trans-4-hydroxycyclohexyl)amino]-4-[5-(4-phenyl-1H-imidazol-1-yl)isoquinolin-1-yl]benzamide" YUK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4-oxidanylcyclohexyl)amino]-4-[5-(4-phenylimidazol-1-yl)isoquinolin-1-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YUK "Create component" 2014-02-05 PDBJ YUK "Initial release" 2015-02-25 RCSB #