data_77W # _chem_comp.id 77W _chem_comp.name "(2E)-3-{4-[(1R)-2-(4-fluorophenyl)-6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenyl}prop-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 F N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-09 _chem_comp.pdbx_modified_date 2017-03-24 _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 403.445 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77W _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 5T92 _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 77W C1 C1 C 0 1 Y N N -41.638 10.635 -24.858 -2.789 3.435 -0.757 C1 77W 1 77W C2 C2 C 0 1 Y N N -40.698 11.412 -24.162 -3.864 3.461 0.120 C2 77W 2 77W C3 C3 C 0 1 Y N N -39.405 10.927 -23.970 -4.197 2.319 0.831 C3 77W 3 77W C12 C4 C 0 1 N N N -40.444 6.405 -25.081 -1.985 -0.763 -1.745 C12 77W 4 77W C13 C5 C 0 1 Y N N -39.673 7.595 -27.281 -0.116 0.257 -0.480 C13 77W 5 77W C14 C6 C 0 1 Y N N -37.541 5.935 -25.880 -1.103 -2.262 0.436 C14 77W 6 77W C15 C7 C 0 1 Y N N -37.183 5.850 -27.244 0.067 -2.541 1.130 C15 77W 7 77W C16 C8 C 0 1 Y N N -36.724 4.645 -27.789 0.742 -3.723 0.896 C16 77W 8 77W C17 C9 C 0 1 Y N N -36.601 3.512 -26.971 0.254 -4.628 -0.031 C17 77W 9 77W C18 C10 C 0 1 Y N N -36.933 3.579 -25.606 -0.912 -4.352 -0.725 C18 77W 10 77W C19 C11 C 0 1 Y N N -37.418 4.787 -25.065 -1.594 -3.174 -0.489 C19 77W 11 77W C20 C12 C 0 1 Y N N -38.993 8.617 -27.983 0.606 0.398 0.692 C20 77W 12 77W C21 C13 C 0 1 Y N N -39.095 8.754 -29.375 1.942 0.737 0.647 C21 77W 13 77W C22 C14 C 0 1 Y N N -39.945 7.912 -30.103 2.567 0.938 -0.588 C22 77W 14 77W C23 C15 C 0 1 Y N N -40.627 6.881 -29.426 1.831 0.794 -1.768 C23 77W 15 77W C24 C16 C 0 1 Y N N -40.498 6.734 -28.032 0.497 0.450 -1.706 C24 77W 16 77W C25 C17 C 0 1 N N N -39.989 8.125 -31.607 3.991 1.305 -0.645 C25 77W 17 77W C26 C18 C 0 1 N N N -40.488 7.225 -32.470 4.698 1.444 0.496 C26 77W 18 77W C28 C19 C 0 1 N N N -40.517 7.357 -33.940 6.113 1.809 0.440 C28 77W 19 77W C4 C20 C 0 1 Y N N -39.011 9.681 -24.476 -3.462 1.156 0.670 C4 77W 20 77W C5 C21 C 0 1 Y N N -39.938 8.869 -25.149 -2.396 1.131 -0.205 C5 77W 21 77W C6 C22 C 0 1 Y N N -41.251 9.376 -25.352 -2.065 2.273 -0.920 C6 77W 22 77W C7 C23 C 0 1 N N N -37.553 9.270 -24.290 -3.859 -0.060 1.468 C7 77W 23 77W C8 C24 C 0 1 N N N -37.340 7.745 -24.292 -3.228 -1.313 0.859 C8 77W 24 77W N9 N1 N 0 1 N N N -38.095 7.075 -25.351 -1.789 -1.067 0.672 N9 77W 25 77W C10 C25 C 0 1 N N R -39.501 7.481 -25.727 -1.575 -0.113 -0.422 C10 77W 26 77W O11 O1 O 0 1 N N N -40.995 12.675 -23.646 -4.587 4.600 0.281 O11 77W 27 77W F27 F1 F 0 1 N N N -36.190 2.370 -27.511 0.917 -5.783 -0.259 F27 77W 28 77W O29 O2 O 0 1 N N N -40.029 8.333 -34.496 6.820 1.947 1.580 O29 77W 29 77W O30 O3 O 0 1 N N N -41.043 6.355 -34.645 6.653 1.987 -0.636 O30 77W 30 77W H1 H1 H 0 1 N N N -42.643 10.999 -25.012 -2.523 4.322 -1.313 H1 77W 31 77W H2 H2 H 0 1 N N N -38.692 11.524 -23.420 -5.033 2.336 1.515 H2 77W 32 77W H3 H3 H 0 1 N N N -40.276 6.374 -23.994 -1.311 -1.591 -1.967 H3 77W 33 77W H4 H4 H 0 1 N N N -41.493 6.669 -25.282 -3.006 -1.136 -1.666 H4 77W 34 77W H5 H5 H 0 1 N N N -40.225 5.418 -25.514 -1.929 -0.024 -2.545 H5 77W 35 77W H6 H6 H 0 1 N N N -37.264 6.724 -27.873 0.448 -1.835 1.853 H6 77W 36 77W H7 H7 H 0 1 N N N -36.465 4.588 -28.836 1.652 -3.940 1.435 H7 77W 37 77W H8 H8 H 0 1 N N N -36.817 2.710 -24.976 -1.290 -5.060 -1.447 H8 77W 38 77W H9 H9 H 0 1 N N N -37.697 4.835 -24.023 -2.505 -2.961 -1.028 H9 77W 39 77W H10 H10 H 0 1 N N N -38.377 9.312 -27.431 0.122 0.242 1.645 H10 77W 40 77W H11 H11 H 0 1 N N N -38.517 9.510 -29.886 2.504 0.847 1.563 H11 77W 41 77W H12 H12 H 0 1 N N N -41.253 6.198 -29.981 2.306 0.948 -2.725 H12 77W 42 77W H13 H13 H 0 1 N N N -41.041 5.947 -27.529 -0.073 0.338 -2.617 H13 77W 43 77W H14 H14 H 0 1 N N N -39.598 9.050 -32.003 4.470 1.464 -1.599 H14 77W 44 77W H15 H15 H 0 1 N N N -40.906 6.322 -32.050 4.219 1.285 1.451 H15 77W 45 77W H16 H16 H 0 1 N N N -41.968 8.781 -25.898 -1.228 2.254 -1.602 H16 77W 46 77W H17 H17 H 0 1 N N N -36.961 9.705 -25.109 -3.516 0.054 2.497 H17 77W 47 77W H18 H18 H 0 1 N N N -37.198 9.670 -23.329 -4.944 -0.162 1.458 H18 77W 48 77W H19 H19 H 0 1 N N N -37.662 7.343 -23.320 -3.370 -2.158 1.532 H19 77W 49 77W H20 H20 H 0 1 N N N -36.269 7.539 -24.437 -3.694 -1.527 -0.102 H20 77W 50 77W H21 H21 H 0 1 N N N -40.227 13.030 -23.214 -5.335 4.680 -0.326 H21 77W 51 77W H22 H22 H 0 1 N N N -40.100 8.230 -35.438 7.746 2.189 1.442 H22 77W 52 # 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 77W O30 C28 DOUB N N 1 77W O29 C28 SING N N 2 77W C28 C26 SING N N 3 77W C26 C25 DOUB N E 4 77W C25 C22 SING N N 5 77W C22 C23 DOUB Y N 6 77W C22 C21 SING Y N 7 77W C23 C24 SING Y N 8 77W C21 C20 DOUB Y N 9 77W C24 C13 DOUB Y N 10 77W C20 C13 SING Y N 11 77W C16 C15 DOUB Y N 12 77W C16 C17 SING Y N 13 77W F27 C17 SING N N 14 77W C13 C10 SING N N 15 77W C15 C14 SING Y N 16 77W C17 C18 DOUB Y N 17 77W C14 N9 SING N N 18 77W C14 C19 DOUB Y N 19 77W C10 N9 SING N N 20 77W C10 C5 SING N N 21 77W C10 C12 SING N N 22 77W C18 C19 SING Y N 23 77W C6 C5 DOUB Y N 24 77W C6 C1 SING Y N 25 77W N9 C8 SING N N 26 77W C5 C4 SING Y N 27 77W C1 C2 DOUB Y N 28 77W C4 C7 SING N N 29 77W C4 C3 DOUB Y N 30 77W C8 C7 SING N N 31 77W C2 C3 SING Y N 32 77W C2 O11 SING N N 33 77W C1 H1 SING N N 34 77W C3 H2 SING N N 35 77W C12 H3 SING N N 36 77W C12 H4 SING N N 37 77W C12 H5 SING N N 38 77W C15 H6 SING N N 39 77W C16 H7 SING N N 40 77W C18 H8 SING N N 41 77W C19 H9 SING N N 42 77W C20 H10 SING N N 43 77W C21 H11 SING N N 44 77W C23 H12 SING N N 45 77W C24 H13 SING N N 46 77W C25 H14 SING N N 47 77W C26 H15 SING N N 48 77W C6 H16 SING N N 49 77W C7 H17 SING N N 50 77W C7 H18 SING N N 51 77W C8 H19 SING N N 52 77W C8 H20 SING N N 53 77W O11 H21 SING N N 54 77W O29 H22 SING N N 55 # 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 77W SMILES ACDLabs 12.01 "c4c(cc3CCN(c1ccc(cc1)F)C(C)(c2ccc(cc2)[C@H]=[C@H]C(O)=O)c3c4)O" 77W InChI InChI 1.03 "InChI=1S/C25H22FNO3/c1-25(19-5-2-17(3-6-19)4-13-24(29)30)23-12-11-22(28)16-18(23)14-15-27(25)21-9-7-20(26)8-10-21/h2-13,16,28H,14-15H2,1H3,(H,29,30)/b13-4+/t25-/m1/s1" 77W InChIKey InChI 1.03 NZVCGXAIFBXHCL-UITUQSNXSA-N 77W SMILES_CANONICAL CACTVS 3.385 "C[C@@]1(N(CCc2cc(O)ccc12)c3ccc(F)cc3)c4ccc(/C=C/C(O)=O)cc4" 77W SMILES CACTVS 3.385 "C[C]1(N(CCc2cc(O)ccc12)c3ccc(F)cc3)c4ccc(C=CC(O)=O)cc4" 77W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@]1(c2ccc(cc2CCN1c3ccc(cc3)F)O)c4ccc(cc4)/C=C/C(=O)O" 77W SMILES "OpenEye OEToolkits" 2.0.6 "CC1(c2ccc(cc2CCN1c3ccc(cc3)F)O)c4ccc(cc4)C=CC(=O)O" # 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 77W "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-{4-[(1R)-2-(4-fluorophenyl)-6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenyl}prop-2-enoic acid" 77W "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-3-[4-[(1~{R})-2-(4-fluorophenyl)-1-methyl-6-oxidanyl-3,4-dihydroisoquinolin-1-yl]phenyl]prop-2-enoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 77W "Create component" 2016-09-09 RCSB 77W "Initial release" 2017-03-29 RCSB #