data_HL1 # _chem_comp.id HL1 _chem_comp.name "(2~{S},3~{R})-8,9-dimethoxy-3-[2,4,5-tris(fluoranyl)phenyl]-2,3-dihydro-1~{H}-benzo[f]chromen-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F3 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-13 _chem_comp.pdbx_modified_date 2017-03-28 _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 389.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HL1 _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 5J3J _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 HL1 C1 C1 C 0 1 Y N N 19.918 1.722 55.612 -4.012 -1.025 -0.844 C1 HL1 1 HL1 C2 C2 C 0 1 Y N N 19.097 2.403 54.726 -3.144 -0.094 -0.299 C2 HL1 2 HL1 C3 C3 C 0 1 Y N N 17.953 3.060 55.186 -3.636 0.946 0.467 C3 HL1 3 HL1 C4 C4 C 0 1 Y N N 17.636 3.042 56.540 -4.998 1.058 0.690 C4 HL1 4 HL1 C5 C5 C 0 1 Y N N 18.467 2.368 57.426 -5.868 0.126 0.145 C5 HL1 5 HL1 C6 C6 C 0 1 Y N N 19.605 1.713 56.968 -5.374 -0.915 -0.621 C6 HL1 6 HL1 F7 F1 F 0 1 N N N 21.023 1.089 55.173 -3.530 -2.038 -1.596 F7 HL1 7 HL1 F8 F2 F 0 1 N N N 18.171 2.332 58.732 -7.197 0.233 0.363 F8 HL1 8 HL1 F9 F3 F 0 1 N N N 16.532 3.677 56.977 -5.479 2.074 1.439 F9 HL1 9 HL1 C10 C7 C 0 1 N N R 19.411 2.412 53.283 -1.661 -0.214 -0.541 C10 HL1 10 HL1 O11 O1 O 0 1 N N N 18.178 2.193 52.605 -1.046 1.067 -0.405 O11 HL1 11 HL1 C12 C8 C 0 1 Y N N 18.133 2.303 51.251 0.312 1.123 -0.357 C12 HL1 12 HL1 C13 C9 C 0 1 Y N N 19.196 3.069 50.550 1.067 0.021 -0.088 C13 HL1 13 HL1 C14 C10 C 0 1 N N N 20.319 3.713 51.328 0.441 -1.328 0.162 C14 HL1 14 HL1 C15 C11 C 0 1 N N S 20.036 3.727 52.829 -1.042 -1.158 0.498 C15 HL1 15 HL1 N16 N1 N 0 1 N N N 21.294 4.002 53.580 -1.715 -2.463 0.448 N16 HL1 16 HL1 C17 C12 C 0 1 Y N N 19.104 3.159 49.070 2.471 0.132 -0.042 C17 HL1 17 HL1 C20 C13 C 0 1 Y N N 17.953 2.483 48.412 3.083 1.386 -0.280 C20 HL1 18 HL1 C21 C14 C 0 1 Y N N 17.004 1.793 49.164 2.276 2.502 -0.560 C21 HL1 19 HL1 C22 C15 C 0 1 Y N N 17.092 1.703 50.551 0.926 2.363 -0.595 C22 HL1 20 HL1 C23 C16 C 0 1 Y N N 20.043 3.841 48.302 3.273 -0.988 0.237 C23 HL1 21 HL1 C24 C17 C 0 1 Y N N 19.901 3.893 46.916 4.630 -0.853 0.276 C24 HL1 22 HL1 C25 C18 C 0 1 Y N N 18.752 3.222 46.263 5.237 0.389 0.041 C25 HL1 23 HL1 C26 C19 C 0 1 Y N N 17.819 2.534 47.031 4.484 1.494 -0.233 C26 HL1 24 HL1 O27 O2 O 0 1 N N N 20.798 4.553 46.118 5.405 -1.937 0.547 O27 HL1 25 HL1 C28 C20 C 0 1 N N N 21.669 5.570 46.622 4.730 -3.175 0.778 C28 HL1 26 HL1 O30 O3 O 0 1 N N N 18.656 3.288 44.895 6.591 0.495 0.087 O30 HL1 27 HL1 C31 C21 C 0 1 N N N 17.427 3.408 44.177 7.150 1.786 -0.161 C31 HL1 28 HL1 H1 H1 H 0 1 N N N 17.314 3.582 54.489 -2.958 1.672 0.891 H1 HL1 29 HL1 H2 H2 H 0 1 N N N 20.247 1.196 57.666 -6.051 -1.642 -1.046 H2 HL1 30 HL1 H3 H3 H 0 1 N N N 20.113 1.595 53.060 -1.483 -0.603 -1.543 H3 HL1 31 HL1 H4 H4 H 0 1 N N N 21.246 3.150 51.146 0.541 -1.945 -0.731 H4 HL1 32 HL1 H5 H5 H 0 1 N N N 20.445 4.749 50.980 0.948 -1.814 0.996 H5 HL1 33 HL1 H6 H6 H 0 1 N N N 19.320 4.536 53.035 -1.147 -0.727 1.494 H6 HL1 34 HL1 H7 H7 H 0 1 N N N 21.102 4.010 54.561 -1.307 -3.105 1.111 H7 HL1 35 HL1 H8 H8 H 0 1 N N N 21.966 3.289 53.378 -2.707 -2.365 0.604 H8 HL1 36 HL1 H10 H10 H 0 1 N N N 16.178 1.315 48.658 2.728 3.466 -0.746 H10 HL1 37 HL1 H11 H11 H 0 1 N N N 16.336 1.156 51.094 0.311 3.224 -0.810 H11 HL1 38 HL1 H12 H12 H 0 1 N N N 20.880 4.329 48.779 2.818 -1.950 0.421 H12 HL1 39 HL1 H13 H13 H 0 1 N N N 16.988 2.038 46.552 4.962 2.445 -0.413 H13 HL1 40 HL1 H14 H14 H 0 1 N N N 22.296 5.955 45.804 5.463 -3.956 0.982 H14 HL1 41 HL1 H15 H15 H 0 1 N N N 21.069 6.391 47.042 4.062 -3.071 1.634 H15 HL1 42 HL1 H16 H16 H 0 1 N N N 22.311 5.146 47.408 4.149 -3.443 -0.105 H16 HL1 43 HL1 H17 H17 H 0 1 N N N 17.634 3.440 43.097 6.864 2.121 -1.158 H17 HL1 44 HL1 H18 H18 H 0 1 N N N 16.785 2.543 44.402 6.777 2.492 0.580 H18 HL1 45 HL1 H19 H19 H 0 1 N N N 16.915 4.333 44.479 8.237 1.731 -0.095 H19 HL1 46 # 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 HL1 C31 O30 SING N N 1 HL1 O30 C25 SING N N 2 HL1 O27 C28 SING N N 3 HL1 O27 C24 SING N N 4 HL1 C25 C24 DOUB Y N 5 HL1 C25 C26 SING Y N 6 HL1 C24 C23 SING Y N 7 HL1 C26 C20 DOUB Y N 8 HL1 C23 C17 DOUB Y N 9 HL1 C20 C17 SING Y N 10 HL1 C20 C21 SING Y N 11 HL1 C17 C13 SING Y N 12 HL1 C21 C22 DOUB Y N 13 HL1 C13 C12 DOUB Y N 14 HL1 C13 C14 SING N N 15 HL1 C22 C12 SING Y N 16 HL1 C12 O11 SING N N 17 HL1 C14 C15 SING N N 18 HL1 O11 C10 SING N N 19 HL1 C15 C10 SING N N 20 HL1 C15 N16 SING N N 21 HL1 C10 C2 SING N N 22 HL1 C2 C3 DOUB Y N 23 HL1 C2 C1 SING Y N 24 HL1 F7 C1 SING N N 25 HL1 C3 C4 SING Y N 26 HL1 C1 C6 DOUB Y N 27 HL1 C4 F9 SING N N 28 HL1 C4 C5 DOUB Y N 29 HL1 C6 C5 SING Y N 30 HL1 C5 F8 SING N N 31 HL1 C3 H1 SING N N 32 HL1 C6 H2 SING N N 33 HL1 C10 H3 SING N N 34 HL1 C14 H4 SING N N 35 HL1 C14 H5 SING N N 36 HL1 C15 H6 SING N N 37 HL1 N16 H7 SING N N 38 HL1 N16 H8 SING N N 39 HL1 C21 H10 SING N N 40 HL1 C22 H11 SING N N 41 HL1 C23 H12 SING N N 42 HL1 C26 H13 SING N N 43 HL1 C28 H14 SING N N 44 HL1 C28 H15 SING N N 45 HL1 C28 H16 SING N N 46 HL1 C31 H17 SING N N 47 HL1 C31 H18 SING N N 48 HL1 C31 H19 SING N N 49 # 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 HL1 InChI InChI 1.03 "InChI=1S/C21H18F3NO3/c1-26-19-5-10-3-4-18-12(11(10)8-20(19)27-2)7-17(25)21(28-18)13-6-15(23)16(24)9-14(13)22/h3-6,8-9,17,21H,7,25H2,1-2H3/t17-,21+/m0/s1" HL1 InChIKey InChI 1.03 NXPAPTOHRVIGJL-LAUBAEHRSA-N HL1 SMILES_CANONICAL CACTVS 3.385 "COc1cc2ccc3O[C@@H]([C@@H](N)Cc3c2cc1OC)c4cc(F)c(F)cc4F" HL1 SMILES CACTVS 3.385 "COc1cc2ccc3O[CH]([CH](N)Cc3c2cc1OC)c4cc(F)c(F)cc4F" HL1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COc1cc2ccc3c(c2cc1OC)C[C@@H]([C@H](O3)c4cc(c(cc4F)F)F)N" HL1 SMILES "OpenEye OEToolkits" 2.0.4 "COc1cc2ccc3c(c2cc1OC)CC(C(O3)c4cc(c(cc4F)F)F)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 HL1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S},3~{R})-8,9-dimethoxy-3-[2,4,5-tris(fluoranyl)phenyl]-2,3-dihydro-1~{H}-benzo[f]chromen-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HL1 "Create component" 2016-04-13 PDBJ HL1 "Initial release" 2017-04-02 RCSB #