data_B4B # _chem_comp.id B4B _chem_comp.name "5-[6-(4-piperazin-1-ylphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-07 _chem_comp.pdbx_modified_date 2017-09-15 _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 406.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B4B _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 5OXG _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 B4B C01 C1 C 0 1 N N N 182.820 -42.339 10.427 8.026 1.831 0.215 C01 B4B 1 B4B C02 C2 C 0 1 N N N 183.097 -42.684 11.887 6.526 1.610 0.006 C02 B4B 2 B4B N03 N1 N 0 1 N N N 184.019 -43.764 12.130 6.152 0.284 0.516 N03 B4B 3 B4B C04 C3 C 0 1 N N N 183.658 -44.902 11.318 6.902 -0.774 -0.176 C04 B4B 4 B4B C05 C4 C 0 1 N N N 183.459 -44.578 9.840 8.402 -0.553 0.033 C05 B4B 5 B4B N06 N2 N 0 1 N N N 182.534 -43.485 9.609 8.775 0.773 -0.478 N06 B4B 6 B4B C07 C5 C 0 1 Y N N 184.361 -44.072 13.486 4.776 0.075 0.408 C07 B4B 7 B4B C08 C6 C 0 1 Y N N 183.626 -43.612 14.577 3.965 1.064 -0.135 C08 B4B 8 B4B C09 C7 C 0 1 Y N N 183.966 -43.948 15.880 2.605 0.860 -0.243 C09 B4B 9 B4B C10 C8 C 0 1 Y N N 185.059 -44.777 16.145 2.045 -0.340 0.193 C10 B4B 10 B4B C11 C9 C 0 1 Y N N 185.758 -45.273 15.047 2.861 -1.330 0.737 C11 B4B 11 B4B C12 C10 C 0 1 Y N N 185.416 -44.921 13.745 4.220 -1.124 0.838 C12 B4B 12 B4B C13 C11 C 0 1 Y N N 185.373 -45.159 17.468 0.582 -0.561 0.078 C13 B4B 13 B4B C14 C12 C 0 1 Y N N 185.003 -44.379 18.579 -0.321 0.235 0.813 C14 B4B 14 B4B N15 N3 N 0 1 Y N N 185.285 -44.787 19.834 -1.613 0.033 0.706 N15 B4B 15 B4B C16 C13 C 0 1 Y N N 185.894 -45.994 20.052 -2.097 -0.922 -0.094 C16 B4B 16 B4B C17 C14 C 0 1 Y N N 186.273 -46.637 21.267 -3.405 -1.338 -0.386 C17 B4B 17 B4B C18 C15 C 0 1 Y N N 186.860 -47.830 20.865 -3.308 -2.392 -1.303 C18 B4B 18 B4B N19 N4 N 0 1 Y N N 186.843 -47.898 19.527 -2.043 -2.614 -1.561 N19 B4B 19 B4B N20 N5 N 0 1 Y N N 186.245 -46.769 19.030 -1.257 -1.718 -0.827 N20 B4B 20 B4B C21 C16 C 0 1 Y N N 185.985 -46.390 17.736 0.093 -1.536 -0.747 C21 B4B 21 B4B C22 C17 C 0 1 Y N N 186.159 -46.238 22.612 -4.650 -0.770 0.170 C22 B4B 22 B4B C23 C18 C 0 1 Y N N 187.321 -46.347 23.388 -5.467 -1.537 0.987 C23 B4B 23 B4B C24 C19 C 0 1 Y N N 187.339 -46.033 24.754 -6.639 -1.007 1.512 C24 B4B 24 B4B C25 C20 C 0 1 Y N N 186.177 -45.572 25.371 -7.019 0.273 1.241 C25 B4B 25 B4B C26 C21 C 0 1 Y N N 184.981 -45.469 24.608 -6.223 1.088 0.417 C26 B4B 26 B4B C27 C22 C 0 1 Y N N 184.952 -45.793 23.261 -5.022 0.565 -0.120 C27 B4B 27 B4B C28 C23 C 0 1 Y N N 183.693 -45.651 22.577 -4.226 1.383 -0.937 C28 B4B 28 B4B C29 C24 C 0 1 Y N N 182.580 -45.200 23.281 -4.647 2.662 -1.176 C29 B4B 29 B4B C30 C25 C 0 1 Y N N 182.685 -44.899 24.645 -5.835 3.118 -0.612 C30 B4B 30 B4B N31 N6 N 0 1 Y N N 183.861 -45.027 25.295 -6.581 2.347 0.142 N31 B4B 31 B4B H1 H1 H 0 1 N N N 183.705 -41.831 10.016 8.310 2.803 -0.190 H1 B4B 32 B4B H2 H2 H 0 1 N N N 181.956 -41.660 10.388 8.253 1.800 1.280 H2 B4B 33 B4B H3 H3 H 0 1 N N N 183.502 -41.784 12.372 5.967 2.377 0.543 H3 B4B 34 B4B H4 H4 H 0 1 N N N 182.138 -42.952 12.354 6.294 1.669 -1.058 H4 B4B 35 B4B H5 H5 H 0 1 N N N 182.719 -45.321 11.709 6.617 -1.745 0.228 H5 B4B 36 B4B H6 H6 H 0 1 N N N 184.457 -45.653 11.402 6.674 -0.742 -1.242 H6 B4B 37 B4B H7 H7 H 0 1 N N N 183.071 -45.475 9.336 8.633 -0.612 1.096 H7 B4B 38 B4B H8 H8 H 0 1 N N N 184.434 -44.307 9.408 8.960 -1.320 -0.504 H8 B4B 39 B4B H9 H9 H 0 1 N N N 182.591 -43.215 8.648 9.769 0.924 -0.400 H9 B4B 40 B4B H11 H11 H 0 1 N N N 182.769 -42.977 14.404 4.399 1.994 -0.472 H11 B4B 41 B4B H12 H12 H 0 1 N N N 183.378 -43.563 16.700 1.975 1.629 -0.665 H12 B4B 42 B4B H13 H13 H 0 1 N N N 186.586 -45.947 15.210 2.428 -2.260 1.075 H13 B4B 43 B4B H14 H14 H 0 1 N N N 185.988 -45.321 12.921 4.853 -1.893 1.256 H14 B4B 44 B4B H15 H15 H 0 1 N N N 184.487 -43.443 18.426 0.051 1.011 1.466 H15 B4B 45 B4B H16 H16 H 0 1 N N N 187.265 -48.582 21.525 -4.140 -2.934 -1.727 H16 B4B 46 B4B H17 H17 H 0 1 N N N 186.254 -47.045 16.920 0.764 -2.155 -1.323 H17 B4B 47 B4B H18 H18 H 0 1 N N N 188.233 -46.684 22.918 -5.190 -2.555 1.218 H18 B4B 48 B4B H19 H19 H 0 1 N N N 188.248 -46.148 25.325 -7.261 -1.621 2.145 H19 B4B 49 B4B H20 H20 H 0 1 N N N 186.185 -45.297 26.415 -7.935 0.664 1.660 H20 B4B 50 B4B H21 H21 H 0 1 N N N 183.613 -45.892 21.527 -3.307 1.012 -1.366 H21 B4B 51 B4B H22 H22 H 0 1 N N N 181.633 -45.082 22.774 -4.058 3.318 -1.800 H22 B4B 52 B4B H23 H23 H 0 1 N N N 181.813 -44.560 25.184 -6.155 4.131 -0.808 H23 B4B 53 # 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 B4B N06 C05 SING N N 1 B4B N06 C01 SING N N 2 B4B C05 C04 SING N N 3 B4B C01 C02 SING N N 4 B4B C04 N03 SING N N 5 B4B C02 N03 SING N N 6 B4B N03 C07 SING N N 7 B4B C07 C12 DOUB Y N 8 B4B C07 C08 SING Y N 9 B4B C12 C11 SING Y N 10 B4B C08 C09 DOUB Y N 11 B4B C11 C10 DOUB Y N 12 B4B C09 C10 SING Y N 13 B4B C10 C13 SING N N 14 B4B C13 C21 DOUB Y N 15 B4B C13 C14 SING Y N 16 B4B C21 N20 SING Y N 17 B4B C14 N15 DOUB Y N 18 B4B N20 N19 SING Y N 19 B4B N20 C16 SING Y N 20 B4B N19 C18 DOUB Y N 21 B4B N15 C16 SING Y N 22 B4B C16 C17 DOUB Y N 23 B4B C18 C17 SING Y N 24 B4B C17 C22 SING N N 25 B4B C28 C27 DOUB Y N 26 B4B C28 C29 SING Y N 27 B4B C22 C27 SING Y N 28 B4B C22 C23 DOUB Y N 29 B4B C27 C26 SING Y N 30 B4B C29 C30 DOUB Y N 31 B4B C23 C24 SING Y N 32 B4B C26 N31 DOUB Y N 33 B4B C26 C25 SING Y N 34 B4B C30 N31 SING Y N 35 B4B C24 C25 DOUB Y N 36 B4B C01 H1 SING N N 37 B4B C01 H2 SING N N 38 B4B C02 H3 SING N N 39 B4B C02 H4 SING N N 40 B4B C04 H5 SING N N 41 B4B C04 H6 SING N N 42 B4B C05 H7 SING N N 43 B4B C05 H8 SING N N 44 B4B N06 H9 SING N N 45 B4B C08 H11 SING N N 46 B4B C09 H12 SING N N 47 B4B C11 H13 SING N N 48 B4B C12 H14 SING N N 49 B4B C14 H15 SING N N 50 B4B C18 H16 SING N N 51 B4B C21 H17 SING N N 52 B4B C23 H18 SING N N 53 B4B C24 H19 SING N N 54 B4B C25 H20 SING N N 55 B4B C28 H21 SING N N 56 B4B C29 H22 SING N N 57 B4B C30 H23 SING N N 58 # 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 B4B InChI InChI 1.03 "InChI=1S/C25H22N6/c1-3-21(22-4-2-10-27-24(22)5-1)23-16-29-31-17-19(15-28-25(23)31)18-6-8-20(9-7-18)30-13-11-26-12-14-30/h1-10,15-17,26H,11-14H2" B4B InChIKey InChI 1.03 BBDGBGOVJPEFBT-UHFFFAOYSA-N B4B SMILES_CANONICAL CACTVS 3.385 "C1CN(CCN1)c2ccc(cc2)c3cnc4n(c3)ncc4c5cccc6ncccc56" B4B SMILES CACTVS 3.385 "C1CN(CCN1)c2ccc(cc2)c3cnc4n(c3)ncc4c5cccc6ncccc56" B4B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c2cccnc2c1)c3cnn4c3ncc(c4)c5ccc(cc5)N6CCNCC6" B4B SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c2cccnc2c1)c3cnn4c3ncc(c4)c5ccc(cc5)N6CCNCC6" # 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 B4B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[6-(4-piperazin-1-ylphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B4B "Create component" 2017-09-07 EBI B4B "Initial release" 2017-09-20 RCSB #