data_BBQ # _chem_comp.id BBQ _chem_comp.name "CYCLOPENTYL N-[(2S)-1-[(2S,4R)-2-[[(4R)-8-HYDROXY-1,6,10-TRIOXA-5$L^{4}-BORASPIRO[4.5]DECAN-4-YL]CARBAMOYL]-4-ISOQUINOLIN-1-YLOXY-PYRROLIDIN-1-YL]-3,3-DIMETHYL-1-OXO-BUTAN-2-YL]CARBAMATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H44 B N4 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-22 _chem_comp.pdbx_modified_date 2011-06-04 _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 639.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BBQ _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 2XCF _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 BBQ O9 O9 O 0 1 N N N 6.817 21.845 14.132 7.101 0.471 -1.764 O9 BBQ 1 BBQ C32 C32 C 0 1 N N N 7.489 23.013 13.688 5.848 0.904 -1.231 C32 BBQ 2 BBQ C30 C30 C 0 1 N N N 8.429 22.773 12.516 5.415 2.204 -1.921 C30 BBQ 3 BBQ O6 O6 O 0 1 N N N 9.049 24.011 12.303 4.269 2.724 -1.238 O6 BBQ 4 BBQ C31 C31 C 0 1 N N N 8.354 23.548 14.816 5.992 1.178 0.272 C31 BBQ 5 BBQ O8 O8 O 0 1 N N N 8.804 24.821 14.374 4.790 1.798 0.741 O8 BBQ 6 BBQ B B B 0 1 N N N 9.516 24.883 13.229 4.472 2.956 0.091 B BBQ 7 BBQ O5 O5 O 0 1 N N N 10.830 24.680 13.477 5.468 3.878 0.261 O5 BBQ 8 BBQ C20 C20 C 0 1 N N N 11.757 25.480 12.806 4.975 5.076 0.876 C20 BBQ 9 BBQ C19 C19 C 0 1 N N N 10.968 26.762 12.586 3.719 4.656 1.683 C19 BBQ 10 BBQ C18 C18 C 0 1 N N R 9.499 26.317 12.570 3.130 3.573 0.734 C18 BBQ 11 BBQ N3 N3 N 0 1 N N N 8.717 27.204 13.410 2.392 2.557 1.488 N3 BBQ 12 BBQ C17 C17 C 0 1 N N N 7.588 27.797 12.984 1.269 2.019 0.973 C17 BBQ 13 BBQ O4 O4 O 0 1 N N N 6.912 27.508 11.992 0.869 2.376 -0.115 O4 BBQ 14 BBQ C16 C16 C 0 1 N N S 7.183 29.059 13.759 0.509 0.974 1.750 C16 BBQ 15 BBQ N2 N2 N 0 1 N N N 6.770 30.099 12.788 -0.671 0.543 0.986 N2 BBQ 16 BBQ C12 C12 C 0 1 N N N 7.636 30.626 11.876 -1.678 1.342 0.579 C12 BBQ 17 BBQ C5 C5 C 0 1 N N S 7.064 31.498 10.722 -2.769 0.789 -0.302 C5 BBQ 18 BBQ N1 N1 N 0 1 N N N 7.885 32.705 10.725 -4.049 1.398 0.067 N1 BBQ 19 BBQ C6 C6 C 0 1 N N N 7.545 33.710 11.541 -5.202 0.749 -0.189 C6 BBQ 20 BBQ O2 O2 O 0 1 N N N 8.440 34.661 11.656 -6.379 1.309 0.150 O2 BBQ 21 BBQ C7 C7 C 0 1 N N N 8.082 35.873 12.328 -7.581 0.553 -0.155 C7 BBQ 22 BBQ C8 C8 C 0 1 N N N 9.100 36.931 11.894 -8.763 1.506 -0.430 C8 BBQ 23 BBQ C9 C9 C 0 1 N N N 10.173 36.885 12.985 -10.010 0.847 0.184 C9 BBQ 24 BBQ C10 C10 C 0 1 N N N 9.406 36.612 14.277 -9.543 -0.484 0.810 C10 BBQ 25 BBQ C11 C11 C 0 1 N N N 8.228 35.720 13.862 -8.033 -0.267 1.078 C11 BBQ 26 BBQ O1 O1 O 0 1 N N N 6.557 33.727 12.209 -5.180 -0.341 -0.725 O1 BBQ 27 BBQ C2 C2 C 0 1 N N N 6.979 30.846 9.296 -2.454 1.109 -1.765 C2 BBQ 28 BBQ C1 C1 C 0 1 N N N 6.393 31.895 8.314 -1.122 0.463 -2.153 C1 BBQ 29 BBQ C3 C3 C 0 1 N N N 8.334 30.345 8.723 -3.567 0.559 -2.658 C3 BBQ 30 BBQ C4 C4 C 0 1 N N N 6.015 29.637 9.334 -2.357 2.625 -1.946 C4 BBQ 31 BBQ O3 O3 O 0 1 N N N 8.849 30.480 11.959 -1.706 2.505 0.922 O3 BBQ 32 BBQ C15 C15 C 0 1 N N N 5.909 28.807 14.586 1.397 -0.270 1.962 C15 BBQ 33 BBQ C14 C14 C 0 1 N N R 5.067 30.082 14.373 0.945 -1.219 0.820 C14 BBQ 34 BBQ C13 C13 C 0 1 N N N 5.367 30.483 12.936 -0.570 -0.906 0.738 C13 BBQ 35 BBQ O7 O7 O 0 1 N N N 5.585 31.164 15.137 1.168 -2.586 1.171 O7 BBQ 36 BBQ C21 C21 C 0 1 Y N N 5.133 31.304 16.455 1.427 -3.446 0.157 C21 BBQ 37 BBQ N4 N4 N 0 1 Y N N 4.133 30.515 16.967 1.465 -3.012 -1.087 N4 BBQ 38 BBQ C22 C22 C 0 1 Y N N 3.617 30.751 18.204 1.715 -3.809 -2.117 C22 BBQ 39 BBQ C23 C23 C 0 1 Y N N 4.150 31.743 19.050 1.950 -5.140 -1.957 C23 BBQ 40 BBQ C24 C24 C 0 1 Y N N 5.217 32.542 18.581 1.927 -5.682 -0.658 C24 BBQ 41 BBQ C29 C29 C 0 1 Y N N 5.705 32.331 17.264 1.663 -4.810 0.429 C29 BBQ 42 BBQ C25 C25 C 0 1 Y N N 5.754 33.587 19.388 2.159 -7.043 -0.412 C25 BBQ 43 BBQ C26 C26 C 0 1 Y N N 6.713 34.469 18.840 2.123 -7.509 0.868 C26 BBQ 44 BBQ C27 C27 C 0 1 Y N N 7.242 34.237 17.545 1.859 -6.653 1.935 C27 BBQ 45 BBQ C28 C28 C 0 1 Y N N 6.721 33.187 16.756 1.640 -5.324 1.733 C28 BBQ 46 BBQ H9 H9 H 0 1 N N N 6.667 21.266 13.394 7.434 -0.348 -1.371 H9 BBQ 47 BBQ H32 H32 H 0 1 N N N 6.698 23.709 13.372 5.094 0.134 -1.393 H32 BBQ 48 BBQ H301 H301 H 0 0 N N N 9.169 21.994 12.754 6.227 2.930 -1.876 H301 BBQ 49 BBQ H302 H302 H 0 0 N N N 7.896 22.416 11.622 5.160 2.000 -2.960 H302 BBQ 50 BBQ H311 H311 H 0 0 N N N 7.773 23.639 15.746 6.150 0.239 0.802 H311 BBQ 51 BBQ H312 H312 H 0 0 N N N 9.194 22.874 15.040 6.838 1.845 0.442 H312 BBQ 52 BBQ H18 H18 H 0 1 N N N 9.068 26.324 11.558 2.500 4.024 -0.033 H18 BBQ 53 BBQ H201 H201 H 0 0 N N N 12.664 25.651 13.404 5.728 5.493 1.544 H201 BBQ 54 BBQ H202 H202 H 0 0 N N N 12.135 25.030 11.876 4.704 5.805 0.112 H202 BBQ 55 BBQ H191 H191 H 0 0 N N N 11.154 27.485 13.394 3.994 4.230 2.648 H191 BBQ 56 BBQ H192 H192 H 0 0 N N N 11.257 27.272 11.655 3.030 5.492 1.804 H192 BBQ 57 BBQ H3 H3 H 0 1 N N N 9.030 27.382 14.343 2.711 2.272 2.359 H3 BBQ 58 BBQ H16 H16 H 0 1 N N N 8.037 29.346 14.390 0.200 1.380 2.713 H16 BBQ 59 BBQ H151 H151 H 0 0 N N N 5.375 27.912 14.235 2.451 -0.015 1.856 H151 BBQ 60 BBQ H152 H152 H 0 0 N N N 6.127 28.619 15.648 1.204 -0.720 2.936 H152 BBQ 61 BBQ H131 H131 H 0 0 N N N 5.217 31.560 12.771 -1.114 -1.461 1.503 H131 BBQ 62 BBQ H132 H132 H 0 0 N N N 4.704 30.003 12.202 -0.955 -1.150 -0.253 H132 BBQ 63 BBQ H5 H5 H 0 1 N N N 5.998 31.679 10.922 -2.829 -0.291 -0.171 H5 BBQ 64 BBQ H1 H1 H 0 1 N N N 8.685 32.779 10.130 -4.067 2.269 0.494 H1 BBQ 65 BBQ H7 H7 H 0 1 N N N 7.042 36.135 12.083 -7.412 -0.101 -1.011 H7 BBQ 66 BBQ H81C H81C H 0 0 N N N 9.524 36.697 10.906 -8.581 2.472 0.041 H81C BBQ 67 BBQ H82C H82C H 0 0 N N N 8.650 37.929 11.789 -8.898 1.633 -1.504 H82C BBQ 68 BBQ H111 H111 H 0 0 N N N 7.306 36.038 14.370 -7.507 -1.221 1.121 H111 BBQ 69 BBQ H112 H112 H 0 0 N N N 8.407 34.671 14.141 -7.881 0.300 1.996 H112 BBQ 70 BBQ H91C H91C H 0 0 N N N 10.906 36.089 12.785 -10.434 1.493 0.953 H91C BBQ 71 BBQ H92C H92C H 0 0 N N N 10.749 37.821 13.037 -10.751 0.654 -0.592 H92C BBQ 72 BBQ H101 H101 H 0 0 N N N 10.045 36.103 15.014 -10.073 -0.673 1.743 H101 BBQ 73 BBQ H102 H102 H 0 0 N N N 9.067 37.542 14.757 -9.692 -1.307 0.112 H102 BBQ 74 BBQ H11C H11C H 0 0 N N N 6.254 32.852 8.839 -1.162 -0.606 -1.941 H11C BBQ 75 BBQ H12C H12C H 0 0 N N N 7.086 32.036 7.472 -0.941 0.616 -3.216 H12C BBQ 76 BBQ H13C H13C H 0 0 N N N 5.423 31.541 7.936 -0.316 0.918 -1.577 H13C BBQ 77 BBQ H31C H31C H 0 0 N N N 8.250 30.227 7.633 -4.516 1.019 -2.381 H31C BBQ 78 BBQ H32C H32C H 0 0 N N N 9.122 31.077 8.953 -3.343 0.786 -3.700 H32C BBQ 79 BBQ H33C H33C H 0 0 N N N 8.589 29.377 9.178 -3.636 -0.521 -2.529 H33C BBQ 80 BBQ H41C H41C H 0 0 N N N 5.786 29.317 8.307 -1.564 3.017 -1.309 H41C BBQ 81 BBQ H42C H42C H 0 0 N N N 6.489 28.807 9.879 -2.133 2.853 -2.988 H42C BBQ 82 BBQ H43C H43C H 0 0 N N N 5.084 29.927 9.844 -3.305 3.086 -1.669 H43C BBQ 83 BBQ H14 H14 H 0 1 N N N 4.014 29.894 14.629 1.446 -0.970 -0.116 H14 BBQ 84 BBQ H22 H22 H 0 1 N N N 2.778 30.163 18.545 1.732 -3.390 -3.112 H22 BBQ 85 BBQ H23 H23 H 0 1 N N N 3.749 31.891 20.042 2.150 -5.769 -2.812 H23 BBQ 86 BBQ H25 H25 H 0 1 N N N 5.430 33.704 20.412 2.364 -7.716 -1.231 H25 BBQ 87 BBQ H28 H28 H 0 1 N N N 7.098 33.033 15.756 1.437 -4.672 2.570 H28 BBQ 88 BBQ H26 H26 H 0 1 N N N 7.045 35.324 19.411 2.302 -8.557 1.058 H26 BBQ 89 BBQ H27 H27 H 0 1 N N N 8.038 34.859 17.164 1.836 -7.049 2.940 H27 BBQ 90 # 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 BBQ O9 C32 SING N N 1 BBQ C32 C30 SING N N 2 BBQ C32 C31 SING N N 3 BBQ C30 O6 SING N N 4 BBQ O6 B SING N N 5 BBQ C31 O8 SING N N 6 BBQ O8 B SING N N 7 BBQ B O5 SING N N 8 BBQ B C18 SING N N 9 BBQ O5 C20 SING N N 10 BBQ C20 C19 SING N N 11 BBQ C19 C18 SING N N 12 BBQ C18 N3 SING N N 13 BBQ N3 C17 SING N N 14 BBQ C17 O4 DOUB N N 15 BBQ C17 C16 SING N N 16 BBQ C16 N2 SING N N 17 BBQ C16 C15 SING N N 18 BBQ N2 C12 SING N N 19 BBQ N2 C13 SING N N 20 BBQ C12 C5 SING N N 21 BBQ C12 O3 DOUB N N 22 BBQ C5 N1 SING N N 23 BBQ C5 C2 SING N N 24 BBQ N1 C6 SING N N 25 BBQ C6 O2 SING N N 26 BBQ C6 O1 DOUB N N 27 BBQ O2 C7 SING N N 28 BBQ C7 C8 SING N N 29 BBQ C7 C11 SING N N 30 BBQ C8 C9 SING N N 31 BBQ C9 C10 SING N N 32 BBQ C10 C11 SING N N 33 BBQ C2 C1 SING N N 34 BBQ C2 C3 SING N N 35 BBQ C2 C4 SING N N 36 BBQ C15 C14 SING N N 37 BBQ C14 C13 SING N N 38 BBQ C14 O7 SING N N 39 BBQ O7 C21 SING N N 40 BBQ C21 N4 SING Y N 41 BBQ C21 C29 DOUB Y N 42 BBQ N4 C22 DOUB Y N 43 BBQ C22 C23 SING Y N 44 BBQ C23 C24 DOUB Y N 45 BBQ C24 C29 SING Y N 46 BBQ C24 C25 SING Y N 47 BBQ C29 C28 SING Y N 48 BBQ C25 C26 DOUB Y N 49 BBQ C26 C27 SING Y N 50 BBQ C27 C28 DOUB Y N 51 BBQ O9 H9 SING N N 52 BBQ C32 H32 SING N N 53 BBQ C30 H301 SING N N 54 BBQ C30 H302 SING N N 55 BBQ C31 H311 SING N N 56 BBQ C31 H312 SING N N 57 BBQ C18 H18 SING N N 58 BBQ C20 H201 SING N N 59 BBQ C20 H202 SING N N 60 BBQ C19 H191 SING N N 61 BBQ C19 H192 SING N N 62 BBQ N3 H3 SING N N 63 BBQ C16 H16 SING N N 64 BBQ C15 H151 SING N N 65 BBQ C15 H152 SING N N 66 BBQ C13 H131 SING N N 67 BBQ C13 H132 SING N N 68 BBQ C5 H5 SING N N 69 BBQ N1 H1 SING N N 70 BBQ C7 H7 SING N N 71 BBQ C8 H81C SING N N 72 BBQ C8 H82C SING N N 73 BBQ C11 H111 SING N N 74 BBQ C11 H112 SING N N 75 BBQ C9 H91C SING N N 76 BBQ C9 H92C SING N N 77 BBQ C10 H101 SING N N 78 BBQ C10 H102 SING N N 79 BBQ C1 H11C SING N N 80 BBQ C1 H12C SING N N 81 BBQ C1 H13C SING N N 82 BBQ C3 H31C SING N N 83 BBQ C3 H32C SING N N 84 BBQ C3 H33C SING N N 85 BBQ C4 H41C SING N N 86 BBQ C4 H42C SING N N 87 BBQ C4 H43C SING N N 88 BBQ C14 H14 SING N N 89 BBQ C22 H22 SING N N 90 BBQ C23 H23 SING N N 91 BBQ C25 H25 SING N N 92 BBQ C28 H28 SING N N 93 BBQ C26 H26 SING N N 94 BBQ C27 H27 SING N N 95 # 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 BBQ SMILES_CANONICAL CACTVS 3.352 "CC(C)(C)[C@H](NC(=O)OC1CCCC1)C(=O)N2C[C@@H](C[C@H]2C(=O)N[C@H]3CCO[B]34OC[C@@H](O)CO4)Oc5nccc6ccccc56" BBQ SMILES CACTVS 3.352 "CC(C)(C)[CH](NC(=O)OC1CCCC1)C(=O)N2C[CH](C[CH]2C(=O)N[CH]3CCO[B]34OC[CH](O)CO4)Oc5nccc6ccccc56" BBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "B12([C@H](CCO1)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)OC4CCCC4)Oc5c6ccccc6ccn5)OCC(CO2)O" BBQ SMILES "OpenEye OEToolkits" 1.6.1 "B12(C(CCO1)NC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=O)OC4CCCC4)Oc5c6ccccc6ccn5)OCC(CO2)O" BBQ InChI InChI 1.03 ;InChI=1S/C32H44BN4O9/c1-32(2,3)27(36-31(41)46-22-9-5-6-10-22)30(40)37-17-23(45-29-24-11-7-4-8-20(24)12-14-34-29)16-25(37)28(39)35-26-13-15-42-33(26)43-18-21(38)19-44-33/h4,7-8,11-12,14,21-23,25-27,38H,5-6,9-10,13,15-19H2,1-3H3,(H,35,39)(H,36,41)/t23-,25+,26+,27-/m1/s1 ; BBQ InChIKey InChI 1.03 MSXWUFQOFQGEEP-GYUKIKGESA-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 BBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "cyclopentyl N-[(2S)-1-[(2S,4R)-2-[[(4R)-8-hydroxy-1,6,10-trioxa-5$l^{4}-boraspiro[4.5]decan-4-yl]carbamoyl]-4-isoquinolin-1-yloxy-pyrrolidin-1-yl]-3,3-dimethyl-1-oxo-butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BBQ "Create component" 2010-04-22 EBI BBQ "Modify aromatic_flag" 2011-06-04 RCSB BBQ "Modify descriptor" 2011-06-04 RCSB #