data_U01 # _chem_comp.id U01 _chem_comp.name "3-[1-(4-BROMO-PHENYL)-2-METHYL-PROPYL]-4-HYDROXY-CHROMEN-2-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 Br O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PARA-BROMOPHENYL ANALOGUE OF PHEN-PROCOUMON 3-(ALPHA-ETHYLBENZYL)-4-HYDROXYCOUMARIN" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 373.240 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U01 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1UPJ _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 U01 CA CA C 0 1 Y N N 9.510 16.727 13.982 0.789 -0.437 -1.619 CA U01 1 U01 CA2 CA2 C 0 1 Y N N 8.482 15.797 13.893 0.499 -1.692 -2.176 CA2 U01 2 U01 CA4 CA4 C 0 1 Y N N 6.953 17.352 14.923 -1.040 -0.778 -3.701 CA4 U01 3 U01 CA5 CA5 C 0 1 Y N N 7.984 18.284 15.001 -0.799 0.511 -3.200 CA5 U01 4 U01 CA6 CA6 C 0 1 Y N N 9.261 17.982 14.532 0.166 0.679 -2.103 CA6 U01 5 U01 CB1 CB1 C 0 1 Y N N 10.678 16.217 11.937 1.056 -0.227 0.818 CB1 U01 6 U01 CB2 CB2 C 0 1 Y N N 9.696 17.003 11.345 1.122 -1.273 1.720 CB2 U01 7 U01 CB3 CB3 C 0 1 Y N N 9.463 16.923 9.976 0.451 -1.189 2.925 CB3 U01 8 U01 CB4 CB4 C 0 1 Y N N 10.204 16.043 9.193 -0.284 -0.058 3.230 CB4 U01 9 U01 CB5 CB5 C 0 1 Y N N 11.189 15.259 9.790 -0.349 0.987 2.327 CB5 U01 10 U01 CB6 CB6 C 0 1 Y N N 11.424 15.336 11.162 0.325 0.905 1.124 CB6 U01 11 U01 CG1 CG1 C 0 1 N N R 10.891 16.337 13.447 1.787 -0.320 -0.496 CG1 U01 12 U01 CG2 CG2 C 0 1 N N N 11.421 15.028 14.055 2.636 0.937 -0.697 CG2 U01 13 U01 CG3 CG3 C 0 1 N N N 12.862 14.779 13.596 3.747 0.976 0.353 CG3 U01 14 U01 CG4 CG4 C 0 1 N N N 11.284 14.987 15.581 3.257 0.914 -2.095 CG4 U01 15 U01 CD1 CD1 C 0 1 Y N N 5.671 17.634 15.381 -1.949 -0.949 -4.736 CD1 U01 16 U01 CD2 CD2 C 0 1 Y N N 5.399 18.869 15.953 -2.606 0.142 -5.264 CD2 U01 17 U01 CD3 CD3 C 0 1 Y N N 6.415 19.816 16.016 -2.369 1.416 -4.770 CD3 U01 18 U01 CD4 CD4 C 0 1 Y N N 7.695 19.530 15.548 -1.471 1.608 -3.743 CD4 U01 19 U01 OA2 OA2 O 0 1 N N N 8.730 14.659 13.495 1.060 -2.679 -1.735 OA2 U01 20 U01 OA3 OA3 O 0 1 Y N N 7.210 16.109 14.359 -0.388 -1.836 -3.173 OA3 U01 21 U01 OA6 OA6 O 0 1 N N N 10.246 18.936 14.528 0.430 1.902 -1.589 OA6 U01 22 U01 BR BR BR 0 0 N N N 9.867 15.943 7.219 -1.201 0.058 4.879 BR U01 23 U01 HB2 HB2 H 0 1 N N N 9.099 17.693 11.964 1.696 -2.156 1.482 HB2 U01 24 U01 HB3 HB3 H 0 1 N N N 8.690 17.557 9.511 0.502 -2.006 3.630 HB3 U01 25 U01 HB5 HB5 H 0 1 N N N 11.788 14.570 9.170 -0.924 1.870 2.564 HB5 U01 26 U01 HB6 HB6 H 0 1 N N N 12.195 14.703 11.631 0.275 1.721 0.419 HB6 U01 27 U01 HG1 HG1 H 0 1 N N N 11.667 17.090 13.717 2.434 -1.197 -0.492 HG1 U01 28 U01 HG2 HG2 H 0 1 N N N 10.784 14.194 13.676 2.006 1.820 -0.594 HG2 U01 29 U01 HG31 1HG3 H 0 0 N N N 13.246 13.829 14.036 4.351 1.872 0.210 HG31 U01 30 U01 HG32 2HG3 H 0 0 N N N 12.953 14.789 12.484 3.304 0.992 1.349 HG32 U01 31 U01 HG33 3HG3 H 0 0 N N N 13.527 15.644 13.823 4.376 0.092 0.250 HG33 U01 32 U01 HG41 1HG4 H 0 0 N N N 11.668 14.037 16.021 3.887 0.031 -2.199 HG41 U01 33 U01 HG42 2HG4 H 0 0 N N N 11.772 15.872 16.050 2.466 0.886 -2.844 HG42 U01 34 U01 HG43 3HG4 H 0 0 N N N 10.230 15.175 15.893 3.862 1.810 -2.238 HG43 U01 35 U01 HD1 HD1 H 0 1 N N N 4.871 16.879 15.290 -2.142 -1.937 -5.128 HD1 U01 36 U01 HD2 HD2 H 0 1 N N N 4.394 19.093 16.349 -3.312 0.003 -6.069 HD2 U01 37 U01 HD3 HD3 H 0 1 N N N 6.202 20.810 16.444 -2.891 2.262 -5.192 HD3 U01 38 U01 HD4 HD4 H 0 1 N N N 8.485 20.296 15.611 -1.288 2.601 -3.360 HD4 U01 39 U01 HO6 HO6 H 0 1 N N N 10.076 19.792 14.903 -0.115 2.534 -2.077 HO6 U01 40 # # 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 U01 CA CA2 SING Y N 1 U01 CA CA6 DOUB Y N 2 U01 CA CG1 SING N N 3 U01 CA2 OA2 DOUB N N 4 U01 CA2 OA3 SING Y N 5 U01 CA4 CA5 DOUB Y N 6 U01 CA4 CD1 SING Y N 7 U01 CA4 OA3 SING Y N 8 U01 CA5 CA6 SING Y N 9 U01 CA5 CD4 SING Y N 10 U01 CA6 OA6 SING N N 11 U01 CB1 CB2 DOUB Y N 12 U01 CB1 CB6 SING Y N 13 U01 CB1 CG1 SING N N 14 U01 CB2 CB3 SING Y N 15 U01 CB2 HB2 SING N N 16 U01 CB3 CB4 DOUB Y N 17 U01 CB3 HB3 SING N N 18 U01 CB4 CB5 SING Y N 19 U01 CB4 BR SING N N 20 U01 CB5 CB6 DOUB Y N 21 U01 CB5 HB5 SING N N 22 U01 CB6 HB6 SING N N 23 U01 CG1 CG2 SING N N 24 U01 CG1 HG1 SING N N 25 U01 CG2 CG3 SING N N 26 U01 CG2 CG4 SING N N 27 U01 CG2 HG2 SING N N 28 U01 CG3 HG31 SING N N 29 U01 CG3 HG32 SING N N 30 U01 CG3 HG33 SING N N 31 U01 CG4 HG41 SING N N 32 U01 CG4 HG42 SING N N 33 U01 CG4 HG43 SING N N 34 U01 CD1 CD2 DOUB Y N 35 U01 CD1 HD1 SING N N 36 U01 CD2 CD3 SING Y N 37 U01 CD2 HD2 SING N N 38 U01 CD3 CD4 DOUB Y N 39 U01 CD3 HD3 SING N N 40 U01 CD4 HD4 SING N N 41 U01 OA6 HO6 SING N N 42 # # 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 U01 SMILES ACDLabs 10.04 "Brc1ccc(cc1)C(C2=C(O)c3c(OC2=O)cccc3)C(C)C" U01 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@@H](c1ccc(Br)cc1)C2=C(O)c3ccccc3OC2=O" U01 SMILES CACTVS 3.341 "CC(C)[CH](c1ccc(Br)cc1)C2=C(O)c3ccccc3OC2=O" U01 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](c1ccc(cc1)Br)C2=C(c3ccccc3OC2=O)O" U01 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(c1ccc(cc1)Br)C2=C(c3ccccc3OC2=O)O" U01 InChI InChI 1.03 "InChI=1S/C19H17BrO3/c1-11(2)16(12-7-9-13(20)10-8-12)17-18(21)14-5-3-4-6-15(14)23-19(17)22/h3-11,16,21H,1-2H3/t16-/m0/s1" U01 InChIKey InChI 1.03 KGDWLSFLMSFPSU-INIZCTEOSA-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 U01 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(1S)-1-(4-bromophenyl)-2-methylpropyl]-4-hydroxy-2H-chromen-2-one" U01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1S)-1-(4-bromophenyl)-2-methyl-propyl]-4-hydroxy-chromen-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U01 "Create component" 1999-07-08 PDBJ U01 "Modify descriptor" 2011-06-04 RCSB U01 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id U01 _pdbx_chem_comp_synonyms.name "PARA-BROMOPHENYL ANALOGUE OF PHEN-PROCOUMON 3-(ALPHA-ETHYLBENZYL)-4-HYDROXYCOUMARIN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##