data_HFG # _chem_comp.id HFG _chem_comp.name "7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 Br Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Halofuginone _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-09 _chem_comp.pdbx_modified_date 2021-03-01 _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 414.681 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HFG _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 4HVC _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 HFG "O4'" "O4'" O 0 1 N N N -0.936 12.038 22.719 2.636 0.206 0.497 "O4'" HFG 1 HFG C21 C21 C 0 1 N N N -2.055 12.351 23.132 3.061 0.807 -0.461 C21 HFG 2 HFG "C3'" "C3'" C 0 1 N N N -3.168 11.313 23.219 4.538 0.800 -0.759 "C3'" HFG 3 HFG "C2'" "C2'" C 0 1 N N R -2.721 9.864 23.452 5.268 -0.035 0.295 "C2'" HFG 4 HFG "N1'" "N1'" N 0 1 N N N -2.062 9.304 22.282 4.842 -1.436 0.191 "N1'" HFG 5 HFG "C6'" "C6'" C 0 1 N N N -1.675 7.902 22.313 5.490 -2.266 1.215 "C6'" HFG 6 HFG "C5'" "C5'" C 0 1 N N N -0.874 7.551 23.570 7.006 -2.237 1.013 "C5'" HFG 7 HFG "C4'" "C4'" C 0 1 N N N -1.477 8.173 24.838 7.503 -0.792 1.110 "C4'" HFG 8 HFG C39 C39 C 0 1 N N S -1.823 9.654 24.672 6.778 0.060 0.065 C39 HFG 9 HFG "O7'" "O7'" O 0 1 N N N -2.475 10.137 25.854 7.194 1.421 0.187 "O7'" HFG 10 HFG "C1'" "C1'" C 0 1 N N N -2.360 13.790 23.542 2.114 1.558 -1.360 "C1'" HFG 11 HFG N3 N3 N 0 1 N N N -1.375 14.640 22.872 0.744 1.406 -0.863 N3 HFG 12 HFG C4 C4 C 0 1 N N N -1.460 14.839 21.474 -0.014 0.371 -1.294 C4 HFG 13 HFG O11 O11 O 0 1 N N N -2.365 14.341 20.780 0.418 -0.442 -2.090 O11 HFG 14 HFG C10 C10 C 0 1 Y N N -0.434 15.673 20.832 -1.381 0.266 -0.763 C10 HFG 15 HFG C5 C5 C 0 1 Y N N -0.449 15.912 19.464 -2.243 -0.761 -1.143 C5 HFG 16 HFG C2 C2 C 0 1 N N N -0.379 15.190 23.592 0.249 2.302 0.030 C2 HFG 17 HFG N1 N1 N 0 1 N N N 0.585 15.951 23.040 -0.953 2.235 0.516 N1 HFG 18 HFG C9 C9 C 0 1 Y N N 0.617 16.226 21.723 -1.812 1.248 0.157 C9 HFG 19 HFG C8 C8 C 0 1 Y N N 1.618 17.011 21.187 -3.104 1.176 0.680 C8 HFG 20 HFG C7 C7 C 0 1 Y N N 1.594 17.257 19.826 -3.941 0.153 0.293 C7 HFG 21 HFG BR1 BR1 BR 0 0 N N N 2.943 18.299 19.049 -5.692 0.059 1.002 BR1 HFG 22 HFG C6 C6 C 0 1 Y N N 0.548 16.707 18.936 -3.515 -0.811 -0.614 C6 HFG 23 HFG CL1 CL1 CL 0 0 N N N 0.602 17.076 17.180 -4.593 -2.089 -1.084 CL1 HFG 24 HFG H1 H1 H 0 1 N N N -3.830 11.598 24.050 4.707 0.367 -1.745 H1 HFG 25 HFG H2 H2 H 0 1 N N N -3.731 11.344 22.274 4.917 1.821 -0.741 H2 HFG 26 HFG H3 H3 H 0 1 N N N -3.635 9.278 23.629 5.027 0.345 1.288 H3 HFG 27 HFG H4 H4 H 0 1 N N N -1.230 9.837 22.127 5.019 -1.800 -0.734 H4 HFG 28 HFG H6 H6 H 0 1 N N N -2.584 7.283 22.288 5.248 -1.876 2.204 H6 HFG 29 HFG H7 H7 H 0 1 N N N -1.059 7.685 21.428 5.131 -3.292 1.132 H7 HFG 30 HFG H8 H8 H 0 1 N N N -0.858 6.457 23.686 7.488 -2.841 1.782 H8 HFG 31 HFG H9 H9 H 0 1 N N N 0.155 7.922 23.449 7.250 -2.640 0.029 H9 HFG 32 HFG H10 H10 H 0 1 N N N -2.396 7.625 25.094 7.294 -0.402 2.107 H10 HFG 33 HFG H11 H11 H 0 1 N N N -0.750 8.073 25.657 8.576 -0.762 0.925 H11 HFG 34 HFG H12 H12 H 0 1 N N N -0.888 10.211 24.513 7.017 -0.306 -0.933 H12 HFG 35 HFG H13 H13 H 0 1 N N N -1.910 10.002 26.606 8.143 1.556 0.053 H13 HFG 36 HFG H14 H14 H 0 1 N N N -2.274 13.899 24.633 2.382 2.614 -1.369 H14 HFG 37 HFG H15 H15 H 0 1 N N N -3.376 14.066 23.225 2.180 1.158 -2.372 H15 HFG 38 HFG H16 H16 H 0 1 N N N -1.217 15.489 18.833 -1.916 -1.512 -1.847 H16 HFG 39 HFG H17 H17 H 0 1 N N N -0.352 15.013 24.657 0.888 3.110 0.352 H17 HFG 40 HFG H18 H18 H 0 1 N N N 2.397 17.421 21.812 -3.447 1.919 1.385 H18 HFG 41 # # 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 HFG CL1 C6 SING N N 1 HFG C6 C5 DOUB Y N 2 HFG C6 C7 SING Y N 3 HFG BR1 C7 SING N N 4 HFG C5 C10 SING Y N 5 HFG C7 C8 DOUB Y N 6 HFG O11 C4 DOUB N N 7 HFG C10 C4 SING N N 8 HFG C10 C9 DOUB Y N 9 HFG C8 C9 SING Y N 10 HFG C4 N3 SING N N 11 HFG C9 N1 SING N N 12 HFG "N1'" "C6'" SING N N 13 HFG "N1'" "C2'" SING N N 14 HFG "C6'" "C5'" SING N N 15 HFG "O4'" C21 DOUB N N 16 HFG N3 "C1'" SING N N 17 HFG N3 C2 SING N N 18 HFG N1 C2 DOUB N N 19 HFG C21 "C3'" SING N N 20 HFG C21 "C1'" SING N N 21 HFG "C3'" "C2'" SING N N 22 HFG "C2'" C39 SING N N 23 HFG "C5'" "C4'" SING N N 24 HFG C39 "C4'" SING N N 25 HFG C39 "O7'" SING N N 26 HFG "C3'" H1 SING N N 27 HFG "C3'" H2 SING N N 28 HFG "C2'" H3 SING N N 29 HFG "N1'" H4 SING N N 30 HFG "C6'" H6 SING N N 31 HFG "C6'" H7 SING N N 32 HFG "C5'" H8 SING N N 33 HFG "C5'" H9 SING N N 34 HFG "C4'" H10 SING N N 35 HFG "C4'" H11 SING N N 36 HFG C39 H12 SING N N 37 HFG "O7'" H13 SING N N 38 HFG "C1'" H14 SING N N 39 HFG "C1'" H15 SING N N 40 HFG C5 H16 SING N N 41 HFG C2 H17 SING N N 42 HFG C8 H18 SING N N 43 # # 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 HFG SMILES ACDLabs 12.01 "Brc3c(Cl)cc1c(N=CN(C1=O)CC(=O)CC2NCCCC2O)c3" HFG InChI InChI 1.03 "InChI=1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m1/s1" HFG InChIKey InChI 1.03 LVASCWIMLIKXLA-CABCVRRESA-N HFG SMILES_CANONICAL CACTVS 3.370 "O[C@H]1CCCN[C@@H]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O" HFG SMILES CACTVS 3.370 "O[CH]1CCCN[CH]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O" HFG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c2c(cc(c1Cl)Br)N=CN(C2=O)CC(=O)C[C@@H]3[C@H](CCCN3)O" HFG SMILES "OpenEye OEToolkits" 1.7.6 "c1c2c(cc(c1Cl)Br)N=CN(C2=O)CC(=O)CC3C(CCCN3)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 HFG "SYSTEMATIC NAME" ACDLabs 12.01 "7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one" HFG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "7-bromanyl-6-chloranyl-3-[2-oxidanylidene-3-[(2R,3S)-3-oxidanylpiperidin-2-yl]propyl]quinazolin-4-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 HFG "Create component" 2012-11-09 RCSB HFG "Modify name" 2012-11-12 RCSB HFG "Initial release" 2012-12-28 RCSB HFG "Modify synonyms" 2013-02-07 RCSB HFG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HFG _pdbx_chem_comp_synonyms.name Halofuginone _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##