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 
# 
