data_3Y6 # _chem_comp.id 3Y6 _chem_comp.name "3-[(2R)-2-(dihydroxyboranyl)-2-{[(2R)-2-{[(4-ethyl-2,3-dioxo-3,4-dihydropyrazin-1(2H)-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}ethyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 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 2014-12-09 _chem_comp.pdbx_modified_date 2015-12-18 _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 524.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Y6 _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 4X6T _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 3Y6 N N1 N 0 1 N N N -13.126 -18.077 3.759 -2.161 0.243 -0.244 N 3Y6 1 3Y6 CA C1 C 0 1 N N R -13.650 -16.862 3.278 -0.994 -0.481 -0.753 CA 3Y6 2 3Y6 C C2 C 0 1 N N N -13.332 -15.859 4.365 0.265 0.173 -0.245 C 3Y6 3 3Y6 O O1 O 0 1 N N N -12.855 -16.200 5.432 0.195 1.148 0.472 O 3Y6 4 3Y6 OAA O2 O 0 1 N N N -11.694 -19.420 5.530 -5.721 0.002 -2.040 OAA 3Y6 5 3Y6 CAB C3 C 0 1 N N N -12.062 -20.589 4.855 -5.622 0.642 -1.012 CAB 3Y6 6 3Y6 CAC C4 C 0 1 N N N -11.638 -21.820 5.253 -6.815 1.297 -0.403 CAC 3Y6 7 3Y6 OAD O3 O 0 1 N N N -10.784 -21.845 6.355 -7.909 1.203 -0.924 OAD 3Y6 8 3Y6 NAE N2 N 0 1 N N N -11.924 -22.808 4.728 -6.652 1.996 0.741 NAE 3Y6 9 3Y6 CAF C5 C 0 1 N N N -11.387 -24.034 5.258 -7.802 2.653 1.368 CAF 3Y6 10 3Y6 CAG C6 C 0 1 N N N -12.434 -24.759 6.079 -8.465 1.689 2.353 CAG 3Y6 11 3Y6 CAH C7 C 0 1 N N N -12.607 -22.903 3.798 -5.403 2.091 1.318 CAH 3Y6 12 3Y6 CAI C8 C 0 1 N N N -13.205 -21.871 3.129 -4.339 1.508 0.778 CAI 3Y6 13 3Y6 NAJ N3 N 0 1 N N N -12.954 -20.491 3.670 -4.430 0.771 -0.390 NAJ 3Y6 14 3Y6 CAK C9 C 0 1 N N N -13.482 -19.278 3.127 -3.330 0.193 -0.912 CAK 3Y6 15 3Y6 OAL O4 O 0 1 N N N -14.208 -19.293 2.170 -3.392 -0.374 -1.985 OAL 3Y6 16 3Y6 CAO C10 C 0 1 Y N N -13.087 -16.397 1.939 -1.044 -1.911 -0.278 CAO 3Y6 17 3Y6 CAP C11 C 0 1 Y N N -11.816 -15.836 1.860 -0.678 -2.935 -1.132 CAP 3Y6 18 3Y6 CAQ C12 C 0 1 Y N N -11.313 -15.407 0.635 -0.723 -4.246 -0.699 CAQ 3Y6 19 3Y6 CAR C13 C 0 1 Y N N -12.082 -15.528 -0.514 -1.137 -4.535 0.593 CAR 3Y6 20 3Y6 OAS O5 O 0 1 N N N -11.560 -15.081 -1.752 -1.187 -5.824 1.020 OAS 3Y6 21 3Y6 CAT C14 C 0 1 Y N N -13.357 -16.077 -0.447 -1.503 -3.505 1.448 CAT 3Y6 22 3Y6 CAU C15 C 0 1 Y N N -13.861 -16.501 0.786 -1.451 -2.195 1.012 CAU 3Y6 23 3Y6 NAX N4 N 0 1 N N N -13.634 -14.481 4.070 1.469 -0.327 -0.587 NAX 3Y6 24 3Y6 CAY C16 C 0 1 N N R -13.367 -13.480 5.045 2.693 0.309 -0.093 CAY 3Y6 25 3Y6 BAY B1 B 0 1 N N N -14.788 -12.689 5.153 3.365 1.124 -1.255 BAY 3Y6 26 3Y6 OBB O6 O 0 1 N N N -15.922 -13.452 5.592 3.560 2.524 -1.120 OBB 3Y6 27 3Y6 OBA O7 O 0 1 N N N -15.013 -11.642 4.186 3.777 0.461 -2.441 OBA 3Y6 28 3Y6 CBC C17 C 0 1 N N N -12.358 -12.493 4.498 3.662 -0.766 0.402 CBC 3Y6 29 3Y6 CBD C18 C 0 1 Y N N -10.835 -12.732 4.640 4.921 -0.112 0.910 CBD 3Y6 30 3Y6 CBE C19 C 0 1 Y N N -10.084 -12.817 3.471 5.973 0.120 0.048 CBE 3Y6 31 3Y6 CBI C20 C 0 1 Y N N -8.706 -12.995 3.552 7.138 0.726 0.520 CBI 3Y6 32 3Y6 CBJ C21 C 0 1 N N N -7.883 -13.105 2.282 8.268 0.978 -0.398 CBJ 3Y6 33 3Y6 OBL O8 O 0 1 N N N -8.458 -13.247 1.178 8.184 0.657 -1.566 OBL 3Y6 34 3Y6 OBK O9 O 0 1 N N N -6.626 -13.045 2.340 9.391 1.563 0.061 OBK 3Y6 35 3Y6 CBH C22 C 0 1 Y N N -8.083 -13.074 4.789 7.231 1.095 1.864 CBH 3Y6 36 3Y6 CBG C23 C 0 1 Y N N -8.835 -12.969 5.952 6.172 0.857 2.715 CBG 3Y6 37 3Y6 CBF C24 C 0 1 Y N N -10.214 -12.789 5.890 5.018 0.260 2.239 CBF 3Y6 38 3Y6 H1 H1 H 0 1 N N N -12.506 -18.084 4.544 -2.093 0.757 0.576 H1 3Y6 39 3Y6 H2 H2 H 0 1 N N N -14.743 -16.938 3.184 -1.000 -0.460 -1.843 H2 3Y6 40 3Y6 H3 H3 H 0 1 N N N -11.068 -24.679 4.426 -7.466 3.543 1.901 H3 3Y6 41 3Y6 H4 H4 H 0 1 N N N -10.521 -23.804 5.896 -8.521 2.939 0.600 H4 3Y6 42 3Y6 H5 H5 H 0 1 N N N -12.008 -25.692 6.476 -7.747 1.402 3.121 H5 3Y6 43 3Y6 H6 H6 H 0 1 N N N -12.754 -24.118 6.914 -9.321 2.177 2.820 H6 3Y6 44 3Y6 H7 H7 H 0 1 N N N -13.301 -24.993 5.443 -8.801 0.799 1.821 H7 3Y6 45 3Y6 H8 H8 H 0 1 N N N -12.789 -23.900 3.424 -5.287 2.653 2.233 H8 3Y6 46 3Y6 H9 H9 H 0 1 N N N -13.824 -22.038 2.260 -3.380 1.605 1.266 H9 3Y6 47 3Y6 H10 H10 H 0 1 N N N -11.217 -15.733 2.753 -0.356 -2.710 -2.138 H10 3Y6 48 3Y6 H11 H11 H 0 1 N N N -10.323 -14.979 0.579 -0.438 -5.046 -1.367 H11 3Y6 49 3Y6 H12 H12 H 0 1 N N N -10.684 -14.736 -1.621 -2.036 -6.259 0.859 H12 3Y6 50 3Y6 H13 H13 H 0 1 N N N -13.954 -16.175 -1.341 -1.826 -3.728 2.454 H13 3Y6 51 3Y6 H14 H14 H 0 1 N N N -14.858 -16.912 0.845 -1.736 -1.394 1.677 H14 3Y6 52 3Y6 H15 H15 H 0 1 N N N -14.029 -14.230 3.186 1.526 -1.107 -1.161 H15 3Y6 53 3Y6 H16 H16 H 0 1 N N N -13.070 -13.881 6.025 2.447 0.983 0.728 H16 3Y6 54 3Y6 H17 H17 H 0 1 N N N -15.641 -14.104 6.223 3.981 2.938 -1.886 H17 3Y6 55 3Y6 H18 H18 H 0 1 N N N -15.864 -11.249 4.337 4.180 1.045 -3.098 H18 3Y6 56 3Y6 H19 H19 H 0 1 N N N -12.568 -11.531 4.987 3.196 -1.332 1.209 H19 3Y6 57 3Y6 H20 H20 H 0 1 N N N -12.560 -12.408 3.420 3.909 -1.439 -0.419 H20 3Y6 58 3Y6 H21 H21 H 0 1 N N N -10.567 -12.745 2.508 5.895 -0.168 -0.990 H21 3Y6 59 3Y6 H22 H22 H 0 1 N N N -6.264 -13.123 1.465 10.104 1.707 -0.577 H22 3Y6 60 3Y6 H23 H23 H 0 1 N N N -7.014 -13.217 4.848 8.130 1.564 2.236 H23 3Y6 61 3Y6 H24 H24 H 0 1 N N N -8.346 -13.028 6.913 6.242 1.141 3.755 H24 3Y6 62 3Y6 H25 H25 H 0 1 N N N -10.795 -12.695 6.795 4.190 0.080 2.909 H25 3Y6 63 # 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 3Y6 OAS CAR SING N N 1 3Y6 CAR CAT DOUB Y N 2 3Y6 CAR CAQ SING Y N 3 3Y6 CAT CAU SING Y N 4 3Y6 CAQ CAP DOUB Y N 5 3Y6 CAU CAO DOUB Y N 6 3Y6 OBL CBJ DOUB N N 7 3Y6 CAP CAO SING Y N 8 3Y6 CAO CA SING N N 9 3Y6 OAL CAK DOUB N N 10 3Y6 CBJ OBK SING N N 11 3Y6 CBJ CBI SING N N 12 3Y6 CAK NAJ SING N N 13 3Y6 CAK N SING N N 14 3Y6 CAI NAJ SING N N 15 3Y6 CAI CAH DOUB N N 16 3Y6 CA N SING N N 17 3Y6 CA C SING N N 18 3Y6 CBE CBI DOUB Y N 19 3Y6 CBE CBD SING Y N 20 3Y6 CBI CBH SING Y N 21 3Y6 NAJ CAB SING N N 22 3Y6 CAH NAE SING N N 23 3Y6 NAX C SING N N 24 3Y6 NAX CAY SING N N 25 3Y6 OBA BAY SING N N 26 3Y6 C O DOUB N N 27 3Y6 CBC CBD SING N N 28 3Y6 CBC CAY SING N N 29 3Y6 CBD CBF DOUB Y N 30 3Y6 NAE CAC SING N N 31 3Y6 NAE CAF SING N N 32 3Y6 CBH CBG DOUB Y N 33 3Y6 CAB CAC SING N N 34 3Y6 CAB OAA DOUB N N 35 3Y6 CAY BAY SING N N 36 3Y6 BAY OBB SING N N 37 3Y6 CAC OAD DOUB N N 38 3Y6 CAF CAG SING N N 39 3Y6 CBF CBG SING Y N 40 3Y6 N H1 SING N N 41 3Y6 CA H2 SING N N 42 3Y6 CAF H3 SING N N 43 3Y6 CAF H4 SING N N 44 3Y6 CAG H5 SING N N 45 3Y6 CAG H6 SING N N 46 3Y6 CAG H7 SING N N 47 3Y6 CAH H8 SING N N 48 3Y6 CAI H9 SING N N 49 3Y6 CAP H10 SING N N 50 3Y6 CAQ H11 SING N N 51 3Y6 OAS H12 SING N N 52 3Y6 CAT H13 SING N N 53 3Y6 CAU H14 SING N N 54 3Y6 NAX H15 SING N N 55 3Y6 CAY H16 SING N N 56 3Y6 OBB H17 SING N N 57 3Y6 OBA H18 SING N N 58 3Y6 CBC H19 SING N N 59 3Y6 CBC H20 SING N N 60 3Y6 CBE H21 SING N N 61 3Y6 OBK H22 SING N N 62 3Y6 CBH H23 SING N N 63 3Y6 CBG H24 SING N N 64 3Y6 CBF H25 SING N N 65 # 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 3Y6 SMILES ACDLabs 12.01 "O=C3C(=O)N(C=CN3C(=O)NC(c1ccc(O)cc1)C(=O)NC(B(O)O)Cc2cccc(C(=O)O)c2)CC" 3Y6 InChI InChI 1.03 "InChI=1S/C24H25BN4O9/c1-2-28-10-11-29(22(33)21(28)32)24(36)27-19(15-6-8-17(30)9-7-15)20(31)26-18(25(37)38)13-14-4-3-5-16(12-14)23(34)35/h3-12,18-19,30,37-38H,2,13H2,1H3,(H,26,31)(H,27,36)(H,34,35)/t18-,19+/m0/s1" 3Y6 InChIKey InChI 1.03 ALFFAZKBOABSLT-RBUKOAKNSA-N 3Y6 SMILES_CANONICAL CACTVS 3.385 "CCN1C=CN(C(=O)N[C@@H](C(=O)N[C@@H](Cc2cccc(c2)C(O)=O)B(O)O)c3ccc(O)cc3)C(=O)C1=O" 3Y6 SMILES CACTVS 3.385 "CCN1C=CN(C(=O)N[CH](C(=O)N[CH](Cc2cccc(c2)C(O)=O)B(O)O)c3ccc(O)cc3)C(=O)C1=O" 3Y6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "B([C@H](Cc1cccc(c1)C(=O)O)NC(=O)[C@@H](c2ccc(cc2)O)NC(=O)N3C=CN(C(=O)C3=O)CC)(O)O" 3Y6 SMILES "OpenEye OEToolkits" 1.9.2 "B(C(Cc1cccc(c1)C(=O)O)NC(=O)C(c2ccc(cc2)O)NC(=O)N3C=CN(C(=O)C3=O)CC)(O)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 3Y6 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(2R)-2-(dihydroxyboranyl)-2-{[(2R)-2-{[(4-ethyl-2,3-dioxo-3,4-dihydropyrazin-1(2H)-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}ethyl]benzoic acid" 3Y6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[(2R)-2-(dihydroxyboranyl)-2-[[(2R)-2-[[4-ethyl-2,3-bis(oxidanylidene)pyrazin-1-yl]carbonylamino]-2-(4-hydroxyphenyl)ethanoyl]amino]ethyl]benzoic 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 3Y6 "Create component" 2014-12-09 RCSB 3Y6 "Initial release" 2015-12-23 RCSB #