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 
# 
