data_ZY0 # _chem_comp.id ZY0 _chem_comp.name "N-[(1S,2R)-1-BENZYL-2-HYDROXY-3-{[3-(TRIFLUOROMETHYL)BENZYL]AMINO}PROPYL]-4-ETHYL-8-(2-OXOPYRROLIDIN-1-YL)QUINOLINE-6-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H35 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-02 _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 604.662 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZY0 _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 2WF0 _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 ZY0 C1 C1 C 0 1 Y N N 30.172 -2.302 35.271 3.992 -2.221 -0.348 C1 ZY0 1 ZY0 C2 C2 C 0 1 Y N N 29.992 -1.090 34.515 2.881 -1.371 -0.256 C2 ZY0 2 ZY0 C3 C3 C 0 1 Y N N 30.440 0.166 35.033 3.053 -0.067 0.181 C3 ZY0 3 ZY0 C4 C4 C 0 1 Y N N 31.070 0.228 36.308 4.330 0.405 0.530 C4 ZY0 4 ZY0 C5 C5 C 0 1 Y N N 31.260 -0.951 37.072 5.422 -0.407 0.446 C5 ZY0 5 ZY0 C6 C6 C 0 1 Y N N 30.824 -2.221 36.571 5.278 -1.741 0.004 C6 ZY0 6 ZY0 C7 C7 C 0 1 N N N 30.278 1.409 34.274 1.885 0.833 0.280 C7 ZY0 7 ZY0 N8 N8 N 0 1 N N N 29.053 1.577 33.694 0.659 0.386 -0.054 N8 ZY0 8 ZY0 O9 O9 O 0 1 N N N 31.176 2.247 34.125 2.031 1.978 0.663 O9 ZY0 9 ZY0 C10 C10 C 0 1 N N S 28.841 2.482 32.549 -0.499 1.278 0.045 C10 ZY0 10 ZY0 C11 C11 C 0 1 N N N 28.135 1.688 31.425 -0.614 2.107 -1.236 C11 ZY0 11 ZY0 C12 C12 C 0 1 N N R 28.030 3.722 32.992 -1.770 0.447 0.230 C12 ZY0 12 ZY0 O13 O13 O 0 1 N N N 27.812 4.582 31.905 -1.998 -0.341 -0.941 O13 ZY0 13 ZY0 C14 C14 C 0 1 Y N N 28.879 0.428 30.997 0.582 3.016 -1.355 C14 ZY0 14 ZY0 C15 C15 C 0 1 N N N 28.728 4.526 34.089 -2.961 1.379 0.457 C15 ZY0 15 ZY0 N16 N16 N 0 1 N N N 27.944 5.706 34.482 -4.158 0.581 0.753 N16 ZY0 16 ZY0 C17 C17 C 0 1 N N N 28.706 6.853 35.027 -5.325 1.446 0.978 C17 ZY0 17 ZY0 C18 C18 C 0 1 Y N N 28.138 -0.743 30.698 1.718 2.583 -2.013 C18 ZY0 18 ZY0 C19 C19 C 0 1 Y N N 28.792 -1.938 30.308 2.815 3.417 -2.122 C19 ZY0 19 ZY0 C20 C20 C 0 1 Y N N 30.204 -1.981 30.221 2.776 4.685 -1.573 C20 ZY0 20 ZY0 C21 C21 C 0 1 Y N N 30.961 -0.817 30.516 1.640 5.119 -0.916 C21 ZY0 21 ZY0 C22 C22 C 0 1 Y N N 30.305 0.374 30.901 0.541 4.287 -0.811 C22 ZY0 22 ZY0 C9 C9 C 0 1 Y N N 29.736 -3.601 34.783 3.856 -3.555 -0.782 C9 ZY0 23 ZY0 C24 C24 C 0 1 N N N 33.566 -0.628 39.931 8.989 0.697 0.558 C24 ZY0 24 ZY0 C25 C25 C 0 1 N N N 32.230 -0.943 40.615 8.588 0.631 2.049 C25 ZY0 25 ZY0 C26 C26 C 0 1 N N N 31.226 -1.082 39.483 7.205 0.017 2.034 C26 ZY0 26 ZY0 N27 N27 N 0 1 N N N 31.874 -0.891 38.297 6.684 0.081 0.797 N27 ZY0 27 ZY0 C28 C28 C 0 1 N N N 33.298 -0.611 38.430 7.610 0.730 -0.139 C28 ZY0 28 ZY0 O1 O1 O 0 1 N N N 30.035 -1.336 39.672 6.648 -0.464 2.999 O1 ZY0 29 ZY0 C30 C30 C 0 1 Y N N 30.602 -4.598 36.841 6.215 -3.792 -0.492 C30 ZY0 30 ZY0 N1 N1 N 0 1 Y N N 31.008 -3.392 37.306 6.336 -2.551 -0.084 N1 ZY0 31 ZY0 C32 C32 C 0 1 N N N 27.520 -3.814 33.557 2.209 -3.769 -2.623 C32 ZY0 32 ZY0 C33 C33 C 0 1 N N N 29.047 -3.806 33.448 2.509 -4.112 -1.163 C33 ZY0 33 ZY0 C34 C34 C 0 1 Y N N 30.362 8.464 31.924 -8.449 -0.625 0.523 C34 ZY0 34 ZY0 C35 C35 C 0 1 Y N N 31.736 8.426 32.313 -8.743 -0.970 1.829 C35 ZY0 35 ZY0 C36 C36 C 0 1 Y N N 32.114 7.883 33.563 -7.932 -0.533 2.859 C36 ZY0 36 ZY0 C37 C37 C 0 1 Y N N 31.131 7.375 34.442 -6.826 0.249 2.583 C37 ZY0 37 ZY0 C38 C38 C 0 1 Y N N 29.756 7.402 34.080 -6.531 0.594 1.278 C38 ZY0 38 ZY0 C39 C39 C 0 1 Y N N 29.385 7.947 32.827 -7.343 0.157 0.247 C39 ZY0 39 ZY0 C8 C8 C 0 1 N N N 29.907 9.039 30.587 -9.330 -1.106 -0.601 C8 ZY0 40 ZY0 F3 F3 F 0 1 N N N 29.056 10.015 30.827 -10.372 -1.879 -0.078 F3 ZY0 41 ZY0 F1 F1 F 0 1 N N N 29.312 8.077 29.911 -9.861 -0.005 -1.281 F1 ZY0 42 ZY0 F2 F2 F 0 1 N N N 30.934 9.485 29.885 -8.574 -1.882 -1.487 F2 ZY0 43 ZY0 C13 C13 C 0 1 Y N N 29.964 -4.743 35.592 4.980 -4.328 -0.850 C13 ZY0 44 ZY0 H2 H2 H 0 1 N N N 29.514 -1.129 33.547 1.898 -1.730 -0.523 H2 ZY0 45 ZY0 H4 H4 H 0 1 N N N 31.405 1.179 36.696 4.447 1.424 0.868 H4 ZY0 46 ZY0 H8 H8 H 0 1 N N N 28.273 1.069 34.058 0.542 -0.528 -0.359 H8 ZY0 47 ZY0 H10 H10 H 0 1 N N N 29.801 2.855 32.163 -0.373 1.944 0.898 H10 ZY0 48 ZY0 H111 H111 H 0 0 N N N 27.142 1.389 31.792 -0.650 1.441 -2.098 H111 ZY0 49 ZY0 H112 H112 H 0 0 N N N 28.088 2.348 30.546 -1.524 2.706 -1.201 H112 ZY0 50 ZY0 H12 H12 H 0 1 N N N 27.080 3.334 33.387 -1.652 -0.209 1.092 H12 ZY0 51 ZY0 H13 H13 H 0 1 N N N 27.763 5.479 32.215 -2.112 0.178 -1.748 H13 ZY0 52 ZY0 H151 H151 H 0 0 N N N 28.860 3.881 34.970 -2.749 2.042 1.296 H151 ZY0 53 ZY0 H152 H152 H 0 0 N N N 29.697 4.871 33.699 -3.133 1.974 -0.440 H152 ZY0 54 ZY0 H18 H18 H 0 1 N N N 27.060 -0.724 30.768 1.748 1.592 -2.441 H18 ZY0 55 ZY0 H22 H22 H 0 1 N N N 30.888 1.255 31.126 -0.348 4.627 -0.301 H22 ZY0 56 ZY0 H16 H16 H 0 1 N N N 27.467 6.029 33.665 -4.339 -0.086 0.018 H16 ZY0 57 ZY0 H171 H171 H 0 0 N N N 27.993 7.661 35.248 -5.129 2.109 1.820 H171 ZY0 58 ZY0 H172 H172 H 0 0 N N N 29.237 6.490 35.919 -5.514 2.041 0.084 H172 ZY0 59 ZY0 H19 H19 H 0 1 N N N 28.211 -2.819 30.076 3.702 3.078 -2.635 H19 ZY0 60 ZY0 H20 H20 H 0 1 N N N 30.703 -2.894 29.932 3.633 5.337 -1.657 H20 ZY0 61 ZY0 H21 H21 H 0 1 N N N 32.038 -0.842 30.446 1.609 6.110 -0.487 H21 ZY0 62 ZY0 H331 H331 H 0 0 N N N 29.341 -2.985 32.778 2.515 -5.195 -1.038 H331 ZY0 63 ZY0 H332 H332 H 0 0 N N N 29.356 -4.789 33.064 1.742 -3.677 -0.522 H332 ZY0 64 ZY0 HA HA H 0 1 N N N 29.650 -5.719 35.253 4.911 -5.355 -1.178 HA ZY0 65 ZY0 H251 H251 H 0 0 N N N 32.297 -1.874 41.197 9.280 -0.003 2.603 H251 ZY0 66 ZY0 H252 H252 H 0 0 N N N 31.939 -0.156 41.326 8.556 1.631 2.481 H252 ZY0 67 ZY0 H30 H30 H 0 1 N N N 30.772 -5.476 37.446 7.095 -4.414 -0.549 H30 ZY0 68 ZY0 H321 H321 H 0 0 N N N 27.228 -3.816 34.617 2.976 -4.204 -3.264 H321 ZY0 69 ZY0 H322 H322 H 0 0 N N N 27.113 -2.918 33.066 1.234 -4.172 -2.898 H322 ZY0 70 ZY0 H323 H323 H 0 0 N N N 27.122 -4.714 33.066 2.203 -2.686 -2.748 H323 ZY0 71 ZY0 H35 H35 H 0 1 N N N 32.492 8.815 31.647 -9.608 -1.581 2.044 H35 ZY0 72 ZY0 H39 H39 H 0 1 N N N 28.342 7.972 32.549 -7.112 0.426 -0.773 H39 ZY0 73 ZY0 H36 H36 H 0 1 N N N 33.156 7.857 33.846 -8.163 -0.802 3.879 H36 ZY0 74 ZY0 H37 H37 H 0 1 N N N 31.426 6.963 35.396 -6.192 0.591 3.388 H37 ZY0 75 ZY0 H241 H241 H 0 0 N N N 33.946 0.349 40.264 9.554 1.605 0.346 H241 ZY0 76 ZY0 H242 H242 H 0 0 N N N 34.327 -1.380 40.187 9.553 -0.189 0.265 H242 ZY0 77 ZY0 H281 H281 H 0 0 N N N 33.549 0.368 37.996 7.304 1.760 -0.320 H281 ZY0 78 ZY0 H282 H282 H 0 0 N N N 33.914 -1.349 37.894 7.648 0.176 -1.077 H282 ZY0 79 # 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 ZY0 C1 C2 SING Y N 1 ZY0 C1 C6 DOUB Y N 2 ZY0 C1 C9 SING Y N 3 ZY0 C2 C3 DOUB Y N 4 ZY0 C3 C4 SING Y N 5 ZY0 C3 C7 SING N N 6 ZY0 C4 C5 DOUB Y N 7 ZY0 C5 C6 SING Y N 8 ZY0 C5 N27 SING N N 9 ZY0 C6 N1 SING Y N 10 ZY0 C7 N8 SING N N 11 ZY0 C7 O9 DOUB N N 12 ZY0 N8 C10 SING N N 13 ZY0 C10 C11 SING N N 14 ZY0 C10 C12 SING N N 15 ZY0 C11 C14 SING N N 16 ZY0 C12 O13 SING N N 17 ZY0 C12 C15 SING N N 18 ZY0 C14 C18 SING Y N 19 ZY0 C14 C22 DOUB Y N 20 ZY0 C15 N16 SING N N 21 ZY0 N16 C17 SING N N 22 ZY0 C17 C38 SING N N 23 ZY0 C18 C19 DOUB Y N 24 ZY0 C19 C20 SING Y N 25 ZY0 C20 C21 DOUB Y N 26 ZY0 C21 C22 SING Y N 27 ZY0 C9 C33 SING N N 28 ZY0 C9 C13 DOUB Y N 29 ZY0 C24 C25 SING N N 30 ZY0 C24 C28 SING N N 31 ZY0 C25 C26 SING N N 32 ZY0 C26 N27 SING N N 33 ZY0 C26 O1 DOUB N N 34 ZY0 N27 C28 SING N N 35 ZY0 C30 N1 DOUB Y N 36 ZY0 C30 C13 SING Y N 37 ZY0 C32 C33 SING N N 38 ZY0 C34 C35 SING Y N 39 ZY0 C34 C39 DOUB Y N 40 ZY0 C34 C8 SING N N 41 ZY0 C35 C36 DOUB Y N 42 ZY0 C36 C37 SING Y N 43 ZY0 C37 C38 DOUB Y N 44 ZY0 C38 C39 SING Y N 45 ZY0 C8 F3 SING N N 46 ZY0 C8 F1 SING N N 47 ZY0 C8 F2 SING N N 48 ZY0 C2 H2 SING N N 49 ZY0 C4 H4 SING N N 50 ZY0 N8 H8 SING N N 51 ZY0 C10 H10 SING N N 52 ZY0 C11 H111 SING N N 53 ZY0 C11 H112 SING N N 54 ZY0 C12 H12 SING N N 55 ZY0 O13 H13 SING N N 56 ZY0 C15 H151 SING N N 57 ZY0 C15 H152 SING N N 58 ZY0 C18 H18 SING N N 59 ZY0 C22 H22 SING N N 60 ZY0 N16 H16 SING N N 61 ZY0 C17 H171 SING N N 62 ZY0 C17 H172 SING N N 63 ZY0 C19 H19 SING N N 64 ZY0 C20 H20 SING N N 65 ZY0 C21 H21 SING N N 66 ZY0 C33 H331 SING N N 67 ZY0 C33 H332 SING N N 68 ZY0 C13 HA SING N N 69 ZY0 C24 H241 SING N N 70 ZY0 C24 H242 SING N N 71 ZY0 C25 H251 SING N N 72 ZY0 C25 H252 SING N N 73 ZY0 C28 H281 SING N N 74 ZY0 C28 H282 SING N N 75 ZY0 C30 H30 SING N N 76 ZY0 C32 H321 SING N N 77 ZY0 C32 H322 SING N N 78 ZY0 C32 H323 SING N N 79 ZY0 C35 H35 SING N N 80 ZY0 C39 H39 SING N N 81 ZY0 C36 H36 SING N N 82 ZY0 C37 H37 SING N N 83 # 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 ZY0 SMILES ACDLabs 10.04 "FC(F)(F)c1cccc(c1)CNCC(O)C(NC(=O)c3cc2c(nccc2CC)c(c3)N4C(=O)CCC4)Cc5ccccc5" ZY0 SMILES_CANONICAL CACTVS 3.352 "CCc1ccnc2c(cc(cc12)C(=O)N[C@@H](Cc3ccccc3)[C@H](O)CNCc4cccc(c4)C(F)(F)F)N5CCCC5=O" ZY0 SMILES CACTVS 3.352 "CCc1ccnc2c(cc(cc12)C(=O)N[CH](Cc3ccccc3)[CH](O)CNCc4cccc(c4)C(F)(F)F)N5CCCC5=O" ZY0 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCc1ccnc2c1cc(cc2N3CCCC3=O)C(=O)N[C@@H](Cc4ccccc4)[C@@H](CNCc5cccc(c5)C(F)(F)F)O" ZY0 SMILES "OpenEye OEToolkits" 1.6.1 "CCc1ccnc2c1cc(cc2N3CCCC3=O)C(=O)NC(Cc4ccccc4)C(CNCc5cccc(c5)C(F)(F)F)O" ZY0 InChI InChI 1.03 "InChI=1S/C34H35F3N4O3/c1-2-24-13-14-39-32-27(24)18-25(19-29(32)41-15-7-12-31(41)43)33(44)40-28(17-22-8-4-3-5-9-22)30(42)21-38-20-23-10-6-11-26(16-23)34(35,36)37/h3-6,8-11,13-14,16,18-19,28,30,38,42H,2,7,12,15,17,20-21H2,1H3,(H,40,44)/t28-,30+/m0/s1" ZY0 InChIKey InChI 1.03 YDNCUOPJVVQEMT-MFMCTBQISA-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 ZY0 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[3-(trifluoromethyl)benzyl]amino}propyl]-4-ethyl-8-(2-oxopyrrolidin-1-yl)quinoline-6-carboxamide" ZY0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-ethyl-N-[(2S,3R)-3-hydroxy-1-phenyl-4-[[3-(trifluoromethyl)phenyl]methylamino]butan-2-yl]-8-(2-oxopyrrolidin-1-yl)quinoline-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZY0 "Create component" 2009-04-02 EBI ZY0 "Modify aromatic_flag" 2011-06-04 RCSB ZY0 "Modify descriptor" 2011-06-04 RCSB #