data_5BL # _chem_comp.id 5BL _chem_comp.name "8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H16 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-02 _chem_comp.pdbx_modified_date 2015-10-02 _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 364.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5BL _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 5DJV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5BL C1 C1 C 0 1 Y N N 3.279 69.896 30.941 -6.034 -1.403 0.199 C1 5BL 1 5BL C2 C2 C 0 1 Y N N 4.165 70.457 29.917 -4.645 -1.472 0.006 C2 5BL 2 5BL C3 C3 C 0 1 Y N N 3.400 71.284 29.199 -4.156 -0.204 0.121 C3 5BL 3 5BL C11 C4 C 0 1 Y N N 1.221 75.143 26.194 0.568 -2.154 -1.880 C11 5BL 4 5BL C12 C5 C 0 1 Y N N 0.367 76.243 26.016 1.528 -3.121 -2.155 C12 5BL 5 5BL C13 C6 C 0 1 Y N N 0.884 77.541 26.179 2.506 -3.418 -1.255 C13 5BL 6 5BL C14 C7 C 0 1 Y N N 3.134 76.646 26.612 1.590 -1.755 0.275 C14 5BL 7 5BL C15 C8 C 0 1 Y N N 2.250 77.755 26.487 2.559 -2.744 -0.022 C15 5BL 8 5BL C16 C9 C 0 1 Y N N 2.743 79.068 26.633 3.558 -3.034 0.923 C16 5BL 9 5BL C17 C10 C 0 1 Y N N 4.100 79.292 26.959 3.581 -2.362 2.107 C17 5BL 10 5BL C18 C11 C 0 1 Y N N 4.976 78.204 27.107 2.626 -1.390 2.397 C18 5BL 11 5BL C19 C12 C 0 1 Y N N 4.493 76.896 26.934 1.644 -1.084 1.504 C19 5BL 12 5BL C20 C13 C 0 1 Y N N 4.513 73.765 25.787 -0.052 0.971 -0.242 C20 5BL 13 5BL C21 C14 C 0 1 Y N N 5.271 72.595 26.076 -1.060 1.934 0.029 C21 5BL 14 5BL C22 C15 C 0 1 Y N N 6.367 72.291 25.249 -0.691 3.286 0.176 C22 5BL 15 5BL C23 C16 C 0 1 Y N N 6.677 73.130 24.161 0.628 3.614 0.052 C23 5BL 16 5BL C24 C17 C 0 1 Y N N 5.906 74.288 23.919 1.573 2.612 -0.216 C24 5BL 17 5BL C26 C18 C 0 1 N N N 6.246 75.248 22.791 3.000 2.980 -0.348 C26 5BL 18 5BL N4 N1 N 0 1 Y N N 2.203 71.252 29.718 -5.213 0.632 0.379 N4 5BL 19 5BL C5 C19 C 0 1 Y N N 2.087 70.460 30.737 -6.355 -0.110 0.420 C5 5BL 20 5BL C6 C20 C 0 1 Y N N 3.423 74.104 26.628 -0.438 -0.433 -0.396 C6 5BL 21 5BL C7 C21 C 0 1 Y N N 3.124 73.296 27.733 -1.769 -0.780 -0.273 C7 5BL 22 5BL C8 C22 C 0 1 Y N N 3.846 72.129 28.016 -2.740 0.197 -0.005 C8 5BL 23 5BL C9 C23 C 0 1 Y N N 4.937 71.789 27.185 -2.395 1.530 0.144 C9 5BL 24 5BL C10 C24 C 0 1 Y N N 2.602 75.336 26.447 0.583 -1.465 -0.678 C10 5BL 25 5BL N25 N2 N 0 1 Y N N 4.855 74.566 24.731 1.216 1.347 -0.358 N25 5BL 26 5BL O27 O1 O 0 1 N N N 5.250 75.814 22.105 3.342 4.139 -0.225 O27 5BL 27 5BL O28 O2 O 0 1 N N N 7.420 75.508 22.525 3.920 2.030 -0.605 O28 5BL 28 5BL H1 H1 H 0 1 N N N 3.537 69.175 31.703 -6.722 -2.235 0.173 H1 5BL 29 5BL H2 H2 H 0 1 N N N 5.214 70.246 29.773 -4.070 -2.363 -0.196 H2 5BL 30 5BL H3 H3 H 0 1 N N N 0.822 74.141 26.138 -0.194 -1.934 -2.613 H3 5BL 31 5BL H4 H4 H 0 1 N N N -0.671 76.095 25.758 1.497 -3.645 -3.098 H4 5BL 32 5BL H5 H5 H 0 1 N N N 0.227 78.391 26.067 3.242 -4.174 -1.488 H5 5BL 33 5BL H6 H6 H 0 1 N N N 2.079 79.908 26.495 4.304 -3.786 0.712 H6 5BL 34 5BL H7 H7 H 0 1 N N N 4.463 80.300 27.094 4.349 -2.587 2.832 H7 5BL 35 5BL H8 H8 H 0 1 N N N 6.014 78.372 27.352 2.665 -0.871 3.343 H8 5BL 36 5BL H9 H9 H 0 1 N N N 5.171 76.063 27.049 0.910 -0.328 1.742 H9 5BL 37 5BL H10 H10 H 0 1 N N N 6.969 71.417 25.448 -1.433 4.044 0.382 H10 5BL 38 5BL H11 H11 H 0 1 N N N 7.505 72.887 23.511 0.943 4.641 0.160 H11 5BL 39 5BL H12 H12 H 0 1 N N N 1.441 71.792 29.360 -5.156 1.592 0.508 H12 5BL 40 5BL H13 H13 H 0 1 N N N 1.191 70.288 31.315 -7.348 0.271 0.604 H13 5BL 41 5BL H14 H14 H 0 1 N N N 2.313 73.581 28.386 -2.066 -1.813 -0.385 H14 5BL 42 5BL H15 H15 H 0 1 N N N 5.520 70.906 27.400 -3.162 2.263 0.350 H15 5BL 43 5BL H16 H16 H 0 1 N N N 7.452 76.129 21.807 4.839 2.319 -0.683 H16 5BL 44 # 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 5BL O27 C26 DOUB N N 1 5BL O28 C26 SING N N 2 5BL C26 C24 SING N N 3 5BL C24 C23 DOUB Y N 4 5BL C24 N25 SING Y N 5 5BL C23 C22 SING Y N 6 5BL N25 C20 DOUB Y N 7 5BL C22 C21 DOUB Y N 8 5BL C20 C21 SING Y N 9 5BL C20 C6 SING Y N 10 5BL C12 C13 DOUB Y N 11 5BL C12 C11 SING Y N 12 5BL C21 C9 SING Y N 13 5BL C13 C15 SING Y N 14 5BL C11 C10 DOUB Y N 15 5BL C10 C14 SING Y N 16 5BL C10 C6 SING N N 17 5BL C15 C14 DOUB Y N 18 5BL C15 C16 SING Y N 19 5BL C14 C19 SING Y N 20 5BL C6 C7 DOUB Y N 21 5BL C16 C17 DOUB Y N 22 5BL C19 C18 DOUB Y N 23 5BL C17 C18 SING Y N 24 5BL C9 C8 DOUB Y N 25 5BL C7 C8 SING Y N 26 5BL C8 C3 SING N N 27 5BL C3 N4 SING Y N 28 5BL C3 C2 DOUB Y N 29 5BL N4 C5 SING Y N 30 5BL C2 C1 SING Y N 31 5BL C5 C1 DOUB Y N 32 5BL C1 H1 SING N N 33 5BL C2 H2 SING N N 34 5BL C11 H3 SING N N 35 5BL C12 H4 SING N N 36 5BL C13 H5 SING N N 37 5BL C16 H6 SING N N 38 5BL C17 H7 SING N N 39 5BL C18 H8 SING N N 40 5BL C19 H9 SING N N 41 5BL C22 H10 SING N N 42 5BL C23 H11 SING N N 43 5BL N4 H12 SING N N 44 5BL C5 H13 SING N N 45 5BL C7 H14 SING N N 46 5BL C9 H15 SING N N 47 5BL O28 H16 SING N N 48 # 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 5BL SMILES ACDLabs 12.01 "c1cc(nc1)c2cc(c3c(c2)ccc(n3)C(=O)O)c5cccc4c5cccc4" 5BL InChI InChI 1.03 "InChI=1S/C24H16N2O2/c27-24(28)22-11-10-16-13-17(21-9-4-12-25-21)14-20(23(16)26-22)19-8-3-6-15-5-1-2-7-18(15)19/h1-14,25H,(H,27,28)" 5BL InChIKey InChI 1.03 RSHSGQQZDAKAOC-UHFFFAOYSA-N 5BL SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc2cc(cc(c3cccc4ccccc34)c2n1)c5[nH]ccc5" 5BL SMILES CACTVS 3.385 "OC(=O)c1ccc2cc(cc(c3cccc4ccccc34)c2n1)c5[nH]ccc5" 5BL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cccc2c3cc(cc4c3nc(cc4)C(=O)O)c5ccc[nH]5" 5BL SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cccc2c3cc(cc4c3nc(cc4)C(=O)O)c5ccc[nH]5" # 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 5BL "SYSTEMATIC NAME" ACDLabs 12.01 "8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid" 5BL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-naphthalen-1-yl-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5BL "Other modification" 2015-09-02 EBI 5BL "Initial release" 2015-10-07 RCSB #