data_BL4 # _chem_comp.id BL4 _chem_comp.name "(3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "S-3a-hydroxy-5-methyl-1-phenyl-2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]quinolin-4-one" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-19 _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 292.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BL4 _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 3BZ7 _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 BL4 O2 O2 O 0 1 N N N 23.443 37.445 40.653 -2.594 -2.092 0.618 O2 BL4 1 BL4 C4 C4 C 0 1 N N N 23.561 37.731 39.438 -1.899 -1.209 0.161 C4 BL4 2 BL4 C3 C3 C 0 1 N N S 22.740 38.871 38.864 -0.518 -1.481 -0.406 C3 BL4 3 BL4 O1 O1 O 0 1 N N N 23.687 40.031 38.695 -0.544 -1.668 -1.823 O1 BL4 4 BL4 C2 C2 C 0 1 N N N 21.454 39.373 39.615 0.115 -2.681 0.331 C2 BL4 5 BL4 C1 C1 C 0 1 N N N 20.568 39.804 38.455 1.594 -2.254 0.447 C1 BL4 6 BL4 N1 N1 N 0 1 N N N 21.082 39.151 37.208 1.634 -0.808 0.181 N1 BL4 7 BL4 C12 C12 C 0 1 Y N N 20.394 39.424 35.994 2.801 -0.043 0.098 C12 BL4 8 BL4 C17 C17 C 0 1 Y N N 19.643 40.577 35.748 4.041 -0.645 0.274 C17 BL4 9 BL4 C16 C16 C 0 1 Y N N 18.963 40.725 34.520 5.192 0.114 0.192 C16 BL4 10 BL4 C15 C15 C 0 1 Y N N 19.036 39.700 33.541 5.112 1.471 -0.064 C15 BL4 11 BL4 C14 C14 C 0 1 Y N N 19.787 38.543 33.765 3.879 2.072 -0.239 C14 BL4 12 BL4 C13 C13 C 0 1 Y N N 20.466 38.409 34.994 2.724 1.318 -0.165 C13 BL4 13 BL4 C11 C11 C 0 1 N N N 22.181 38.451 37.483 0.372 -0.321 0.024 C11 BL4 14 BL4 N2 N2 N 0 1 N N N 23.061 37.805 36.628 -0.039 0.902 0.195 N2 BL4 15 BL4 C10 C10 C 0 1 Y N N 24.161 37.136 37.097 -1.364 1.217 0.139 C10 BL4 16 BL4 C5 C5 C 0 1 Y N N 24.459 37.071 38.502 -2.344 0.195 0.114 C5 BL4 17 BL4 C9 C9 C 0 1 Y N N 24.965 36.557 36.088 -1.775 2.550 0.099 C9 BL4 18 BL4 C8 C8 C 0 1 Y N N 26.120 35.845 36.488 -3.118 2.853 0.043 C8 BL4 19 BL4 C7 C7 C 0 1 Y N N 26.446 35.763 37.897 -4.075 1.848 0.025 C7 BL4 20 BL4 C6 C6 C 0 1 Y N N 25.642 36.351 38.875 -3.697 0.523 0.057 C6 BL4 21 BL4 C18 C18 C 0 1 N N N 26.116 36.189 40.334 -4.741 -0.564 0.032 C18 BL4 22 BL4 HO1 HO1 H 0 1 N N N 23.886 40.404 39.546 -0.891 -0.910 -2.313 HO1 BL4 23 BL4 H2 H2 H 0 1 N N N 20.990 38.579 40.219 -0.330 -2.809 1.318 H2 BL4 24 BL4 H2A H2A H 0 1 N N N 21.650 40.173 40.344 0.016 -3.593 -0.257 H2A BL4 25 BL4 H1 H1 H 0 1 N N N 19.530 39.492 38.641 1.965 -2.459 1.451 H1 BL4 26 BL4 H1A H1A H 0 1 N N N 20.589 40.899 38.347 2.196 -2.787 -0.289 H1A BL4 27 BL4 H17 H17 H 0 1 N N N 19.583 41.353 36.496 4.105 -1.704 0.475 H17 BL4 28 BL4 H16 H16 H 0 1 N N N 18.387 41.618 34.325 6.157 -0.352 0.329 H16 BL4 29 BL4 H15 H15 H 0 1 N N N 18.503 39.816 32.609 6.013 2.062 -0.127 H15 BL4 30 BL4 H14 H14 H 0 1 N N N 19.846 37.769 33.014 3.819 3.132 -0.439 H14 BL4 31 BL4 H13 H13 H 0 1 N N N 21.052 37.521 35.182 1.762 1.788 -0.303 H13 BL4 32 BL4 H9 H9 H 0 1 N N N 24.705 36.655 35.044 -1.041 3.343 0.112 H9 BL4 33 BL4 H8 H8 H 0 1 N N N 26.751 35.369 35.752 -3.431 3.887 0.012 H8 BL4 34 BL4 H7 H7 H 0 1 N N N 27.336 35.232 38.199 -5.122 2.105 -0.018 H7 BL4 35 BL4 H18 H18 H 0 1 N N N 27.215 36.150 40.361 -5.032 -0.812 1.052 H18 BL4 36 BL4 H18A H18A H 0 0 N N N 25.765 37.044 40.931 -5.614 -0.217 -0.521 H18A BL4 37 BL4 H18B H18B H 0 0 N N N 25.706 35.257 40.751 -4.331 -1.450 -0.454 H18B BL4 38 # # 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 BL4 C4 O2 DOUB N N 1 BL4 C3 C4 SING N N 2 BL4 C3 C2 SING N N 3 BL4 O1 C3 SING N N 4 BL4 O1 HO1 SING N N 5 BL4 C2 H2 SING N N 6 BL4 C2 H2A SING N N 7 BL4 C1 C2 SING N N 8 BL4 C1 H1 SING N N 9 BL4 C1 H1A SING N N 10 BL4 N1 C1 SING N N 11 BL4 N1 C11 SING N N 12 BL4 C12 N1 SING N N 13 BL4 C17 C12 SING Y N 14 BL4 C17 H17 SING N N 15 BL4 C16 C17 DOUB Y N 16 BL4 C16 H16 SING N N 17 BL4 C15 C16 SING Y N 18 BL4 C15 C14 DOUB Y N 19 BL4 C15 H15 SING N N 20 BL4 C14 C13 SING Y N 21 BL4 C14 H14 SING N N 22 BL4 C13 C12 DOUB Y N 23 BL4 C13 H13 SING N N 24 BL4 C11 C3 SING N N 25 BL4 N2 C11 DOUB N N 26 BL4 N2 C10 SING N N 27 BL4 C10 C5 SING Y N 28 BL4 C5 C4 SING N N 29 BL4 C5 C6 DOUB Y N 30 BL4 C9 C10 DOUB Y N 31 BL4 C9 C8 SING Y N 32 BL4 C9 H9 SING N N 33 BL4 C8 C7 DOUB Y N 34 BL4 C8 H8 SING N N 35 BL4 C7 C6 SING Y N 36 BL4 C7 H7 SING N N 37 BL4 C6 C18 SING N N 38 BL4 C18 H18 SING N N 39 BL4 C18 H18A SING N N 40 BL4 C18 H18B SING N N 41 # # 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 BL4 SMILES ACDLabs 10.04 "O=C2c4c(cccc4N=C3N(c1ccccc1)CCC23O)C" BL4 SMILES_CANONICAL CACTVS 3.341 "Cc1cccc2N=C3N(CC[C@@]3(O)C(=O)c12)c4ccccc4" BL4 SMILES CACTVS 3.341 "Cc1cccc2N=C3N(CC[C]3(O)C(=O)c12)c4ccccc4" BL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc2c1C(=O)[C@@]3(CCN(C3=N2)c4ccccc4)O" BL4 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc2c1C(=O)C3(CCN(C3=N2)c4ccccc4)O" BL4 InChI InChI 1.03 "InChI=1S/C18H16N2O2/c1-12-6-5-9-14-15(12)16(21)18(22)10-11-20(17(18)19-14)13-7-3-2-4-8-13/h2-9,22H,10-11H2,1H3/t18-/m1/s1" BL4 InChIKey InChI 1.03 NJBBBRZNBVLTRZ-GOSISDBHSA-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 BL4 "SYSTEMATIC NAME" ACDLabs 10.04 "(3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one" BL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3aS)-3a-hydroxy-5-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-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 BL4 "Create component" 2008-01-19 RCSB BL4 "Modify descriptor" 2011-06-04 RCSB BL4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BL4 _pdbx_chem_comp_synonyms.name "S-3a-hydroxy-5-methyl-1-phenyl-2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]quinolin-4-one" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##