data_3JR # _chem_comp.id 3JR _chem_comp.name "(1S,5S,6R)-10-[(3,5-dichlorophenyl)sulfonyl]-5-[(1S)-1,2-dihydroxyethyl]-3-[2-(3,4-dimethoxyphenoxy)ethyl]-3,10-diazabicyclo[4.3.1]decan-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H32 Cl2 N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-28 _chem_comp.pdbx_modified_date 2014-11-28 _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 603.512 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JR _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 4W9P _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 3JR CAB C1 C 0 1 N N N 28.973 1.517 -11.424 6.765 -0.774 -3.486 CAB 3JR 1 3JR OAY O1 O 0 1 N N N 28.166 0.327 -11.560 7.387 -1.345 -2.333 OAY 3JR 2 3JR CBF C2 C 0 1 Y N N 27.037 0.423 -12.349 6.822 -1.069 -1.127 CBF 3JR 3 3JR CAM C3 C 0 1 Y N N 26.607 1.568 -12.980 5.694 -0.268 -1.056 CAM 3JR 4 3JR CBE C4 C 0 1 Y N N 26.320 -0.738 -12.454 7.372 -1.597 0.038 CBE 3JR 5 3JR OAX O2 O 0 1 N N N 26.783 -1.839 -11.785 8.477 -2.388 -0.030 OAX 3JR 6 3JR CAA C5 C 0 1 N N N 26.102 -3.102 -11.900 8.988 -2.895 1.205 CAA 3JR 7 3JR CAK C6 C 0 1 Y N N 25.200 -0.787 -13.261 6.795 -1.316 1.265 CAK 3JR 8 3JR CAJ C7 C 0 1 Y N N 24.787 0.366 -13.907 5.673 -0.512 1.334 CAJ 3JR 9 3JR CBD C8 C 0 1 Y N N 25.498 1.545 -13.795 5.119 0.011 0.175 CBD 3JR 10 3JR OAZ O3 O 0 1 N N N 25.228 2.739 -14.426 4.015 0.802 0.245 OAZ 3JR 11 3JR CAR C9 C 0 1 N N N 24.152 2.893 -15.391 3.479 1.052 1.546 CAR 3JR 12 3JR CAV C10 C 0 1 N N N 22.794 2.950 -14.700 2.249 1.954 1.425 CAV 3JR 13 3JR NBL N1 N 0 1 N N N 22.577 4.229 -14.000 1.184 1.239 0.695 NBL 3JR 14 3JR C C11 C 0 1 N N N 22.570 4.234 -12.624 0.393 0.421 1.396 C 3JR 15 3JR O O4 O 0 1 N N N 22.847 3.178 -12.016 0.581 0.323 2.602 O 3JR 16 3JR CAU C12 C 0 1 N N N 22.280 5.421 -14.848 1.070 1.449 -0.746 CAU 3JR 17 3JR CBJ C13 C 0 1 N N S 20.863 5.985 -14.596 -0.250 2.109 -1.126 CBJ 3JR 18 3JR CBH C14 C 0 1 N N S 20.392 6.887 -15.786 -0.612 3.209 -0.129 CBH 3JR 19 3JR OAG O5 O 0 1 N N N 19.997 6.043 -16.850 -1.894 3.746 -0.458 OAG 3JR 20 3JR CAP C15 C 0 1 N N N 21.447 7.878 -16.208 0.438 4.320 -0.192 CAP 3JR 21 3JR OAF O6 O 0 1 N N N 20.756 9.087 -16.768 0.171 5.287 0.826 OAF 3JR 22 3JR CBK C16 C 0 1 N N R 20.881 6.817 -13.312 -1.375 1.083 -1.194 CBK 3JR 23 3JR CAT C17 C 0 1 N N N 19.678 6.466 -12.389 -1.066 -0.014 -2.204 CAT 3JR 24 3JR CAQ C18 C 0 1 N N N 19.844 5.117 -11.706 -0.972 -1.377 -1.529 CAQ 3JR 25 3JR CB C19 C 0 1 N N N 21.172 5.127 -10.888 -0.116 -1.337 -0.272 CB 3JR 26 3JR CA C20 C 0 1 N N S 22.359 5.398 -11.837 -0.712 -0.381 0.763 CA 3JR 27 3JR N N2 N 0 1 N N N 22.196 6.673 -12.598 -1.671 0.514 0.114 N 3JR 28 3JR SBN S1 S 0 1 N N N 22.805 8.047 -12.005 -3.102 0.878 0.869 SBN 3JR 29 3JR OAD O7 O 0 1 N N N 23.782 7.633 -10.917 -2.885 0.674 2.259 OAD 3JR 30 3JR OAE O8 O 0 1 N N N 21.774 9.070 -11.706 -3.541 2.114 0.324 OAE 3JR 31 3JR CBG C21 C 0 1 Y N N 23.775 8.669 -13.346 -4.279 -0.333 0.367 CBG 3JR 32 3JR CAN C22 C 0 1 Y N N 24.916 8.025 -13.741 -4.427 -1.498 1.097 CAN 3JR 33 3JR CBB C23 C 0 1 Y N N 25.639 8.483 -14.794 -5.351 -2.450 0.702 CBB 3JR 34 3JR CLA CL1 CL 0 0 N N N 27.029 7.627 -15.255 -5.536 -3.912 1.619 CLA 3JR 35 3JR CAL C24 C 0 1 Y N N 25.309 9.622 -15.465 -6.127 -2.235 -0.422 CAL 3JR 36 3JR CBC C25 C 0 1 Y N N 24.165 10.274 -15.064 -5.979 -1.069 -1.152 CBC 3JR 37 3JR CLB CL2 CL 0 0 N N N 23.686 11.704 -15.875 -6.953 -0.799 -2.563 CLB 3JR 38 3JR CAO C26 C 0 1 Y N N 23.396 9.820 -14.009 -5.059 -0.116 -0.754 CAO 3JR 39 3JR H1 H1 H 0 1 N N N 29.835 1.304 -10.774 5.737 -1.128 -3.557 H1 3JR 40 3JR H2 H2 H 0 1 N N N 29.330 1.833 -12.415 6.770 0.312 -3.401 H2 3JR 41 3JR H3 H3 H 0 1 N N N 28.368 2.321 -10.979 7.314 -1.072 -4.379 H3 3JR 42 3JR H4 H4 H 0 1 N N N 27.145 2.493 -12.834 5.263 0.139 -1.959 H4 3JR 43 3JR H5 H5 H 0 1 N N N 26.623 -3.857 -11.293 9.868 -3.509 1.009 H5 3JR 44 3JR H6 H6 H 0 1 N N N 25.067 -2.994 -11.542 9.263 -2.063 1.853 H6 3JR 45 3JR H7 H7 H 0 1 N N N 26.095 -3.420 -12.953 8.224 -3.500 1.693 H7 3JR 46 3JR H8 H8 H 0 1 N N N 24.655 -1.711 -13.386 7.222 -1.726 2.168 H8 3JR 47 3JR H9 H9 H 0 1 N N N 23.891 0.343 -14.510 5.223 -0.294 2.292 H9 3JR 48 3JR H10 H10 H 0 1 N N N 24.166 2.038 -16.084 3.193 0.108 2.009 H10 3JR 49 3JR H11 H11 H 0 1 N N N 24.307 3.825 -15.955 4.232 1.545 2.161 H11 3JR 50 3JR H12 H12 H 0 1 N N N 22.006 2.823 -15.457 1.892 2.217 2.421 H12 3JR 51 3JR H13 H13 H 0 1 N N N 22.735 2.131 -13.968 2.515 2.861 0.883 H13 3JR 52 3JR H14 H14 H 0 1 N N N 22.362 5.131 -15.906 1.894 2.103 -1.069 H14 3JR 53 3JR H15 H15 H 0 1 N N N 23.018 6.206 -14.625 1.181 0.504 -1.277 H15 3JR 54 3JR H16 H16 H 0 1 N N N 20.157 5.150 -14.480 -0.140 2.565 -2.119 H16 3JR 55 3JR H17 H17 H 0 1 N N N 19.518 7.455 -15.435 -0.639 2.792 0.878 H17 3JR 56 3JR H18 H18 H 0 1 N N N 19.334 5.436 -16.544 -1.943 4.135 -1.342 H18 3JR 57 3JR H19 H19 H 0 1 N N N 22.094 7.429 -16.976 1.429 3.894 -0.037 H19 3JR 58 3JR H20 H20 H 0 1 N N N 22.056 8.166 -15.339 0.399 4.802 -1.169 H20 3JR 59 3JR H21 H21 H 0 1 N N N 21.405 9.725 -17.040 0.799 6.022 0.845 H21 3JR 60 3JR H22 H22 H 0 1 N N N 20.770 7.872 -13.602 -2.274 1.602 -1.540 H22 3JR 61 3JR H23 H23 H 0 1 N N N 19.587 7.244 -11.617 -1.862 -0.042 -2.951 H23 3JR 62 3JR H24 H24 H 0 1 N N N 18.761 6.444 -12.997 -0.123 0.208 -2.701 H24 3JR 63 3JR H25 H25 H 0 1 N N N 18.995 4.938 -11.030 -1.976 -1.713 -1.265 H25 3JR 64 3JR H26 H26 H 0 1 N N N 19.883 4.321 -12.464 -0.538 -2.091 -2.231 H26 3JR 65 3JR H27 H27 H 0 1 N N N 21.309 4.151 -10.399 -0.081 -2.345 0.158 H27 3JR 66 3JR H28 H28 H 0 1 N N N 21.126 5.917 -10.124 0.899 -1.040 -0.521 H28 3JR 67 3JR H29 H29 H 0 1 N N N 23.241 5.526 -11.193 -1.232 -0.964 1.539 H29 3JR 68 3JR H30 H30 H 0 1 N N N 25.244 7.144 -13.210 -3.820 -1.665 1.975 H30 3JR 69 3JR H31 H31 H 0 1 N N N 25.918 9.996 -16.275 -6.845 -2.980 -0.733 H31 3JR 70 3JR H32 H32 H 0 1 N N N 22.510 10.358 -13.707 -4.943 0.794 -1.323 H32 3JR 71 # 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 3JR OAG CBH SING N N 1 3JR OAF CAP SING N N 2 3JR CAP CBH SING N N 3 3JR CLB CBC SING N N 4 3JR CBH CBJ SING N N 5 3JR CAL CBC DOUB Y N 6 3JR CAL CBB SING Y N 7 3JR CAR CAV SING N N 8 3JR CAR OAZ SING N N 9 3JR CLA CBB SING N N 10 3JR CBC CAO SING Y N 11 3JR CAU CBJ SING N N 12 3JR CAU NBL SING N N 13 3JR CBB CAN DOUB Y N 14 3JR CAV NBL SING N N 15 3JR CBJ CBK SING N N 16 3JR OAZ CBD SING N N 17 3JR CAO CBG DOUB Y N 18 3JR NBL C SING N N 19 3JR CAJ CBD DOUB Y N 20 3JR CAJ CAK SING Y N 21 3JR CBD CAM SING Y N 22 3JR CAN CBG SING Y N 23 3JR CBG SBN SING N N 24 3JR CBK N SING N N 25 3JR CBK CAT SING N N 26 3JR CAK CBE DOUB Y N 27 3JR CAM CBF DOUB Y N 28 3JR C O DOUB N N 29 3JR C CA SING N N 30 3JR N SBN SING N N 31 3JR N CA SING N N 32 3JR CBE CBF SING Y N 33 3JR CBE OAX SING N N 34 3JR CAT CAQ SING N N 35 3JR CBF OAY SING N N 36 3JR SBN OAE DOUB N N 37 3JR SBN OAD DOUB N N 38 3JR CAA OAX SING N N 39 3JR CA CB SING N N 40 3JR CAQ CB SING N N 41 3JR OAY CAB SING N N 42 3JR CAB H1 SING N N 43 3JR CAB H2 SING N N 44 3JR CAB H3 SING N N 45 3JR CAM H4 SING N N 46 3JR CAA H5 SING N N 47 3JR CAA H6 SING N N 48 3JR CAA H7 SING N N 49 3JR CAK H8 SING N N 50 3JR CAJ H9 SING N N 51 3JR CAR H10 SING N N 52 3JR CAR H11 SING N N 53 3JR CAV H12 SING N N 54 3JR CAV H13 SING N N 55 3JR CAU H14 SING N N 56 3JR CAU H15 SING N N 57 3JR CBJ H16 SING N N 58 3JR CBH H17 SING N N 59 3JR OAG H18 SING N N 60 3JR CAP H19 SING N N 61 3JR CAP H20 SING N N 62 3JR OAF H21 SING N N 63 3JR CBK H22 SING N N 64 3JR CAT H23 SING N N 65 3JR CAT H24 SING N N 66 3JR CAQ H25 SING N N 67 3JR CAQ H26 SING N N 68 3JR CB H27 SING N N 69 3JR CB H28 SING N N 70 3JR CA H29 SING N N 71 3JR CAN H30 SING N N 72 3JR CAL H31 SING N N 73 3JR CAO H32 SING N N 74 # 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 3JR SMILES ACDLabs 12.01 "Clc1cc(cc(Cl)c1)S(=O)(=O)N2C3C(=O)N(CC(C2CCC3)C(O)CO)CCOc4ccc(OC)c(OC)c4" 3JR InChI InChI 1.03 "InChI=1S/C26H32Cl2N2O8S/c1-36-24-7-6-18(13-25(24)37-2)38-9-8-29-14-20(23(32)15-31)21-4-3-5-22(26(29)33)30(21)39(34,35)19-11-16(27)10-17(28)12-19/h6-7,10-13,20-23,31-32H,3-5,8-9,14-15H2,1-2H3/t20-,21+,22-,23+/m0/s1" 3JR InChIKey InChI 1.03 JKYLGBPUGDRSCP-GSPCLOLRSA-N 3JR SMILES_CANONICAL CACTVS 3.385 "COc1ccc(OCCN2C[C@H]([C@H](O)CO)[C@H]3CCC[C@H](N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4)C2=O)cc1OC" 3JR SMILES CACTVS 3.385 "COc1ccc(OCCN2C[CH]([CH](O)CO)[CH]3CCC[CH](N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4)C2=O)cc1OC" 3JR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1OC)OCCN2C[C@@H]([C@H]3CCC[C@@H](C2=O)N3S(=O)(=O)c4cc(cc(c4)Cl)Cl)[C@@H](CO)O" 3JR SMILES "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1OC)OCCN2CC(C3CCCC(C2=O)N3S(=O)(=O)c4cc(cc(c4)Cl)Cl)C(CO)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 3JR "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,5S,6R)-10-[(3,5-dichlorophenyl)sulfonyl]-5-[(1S)-1,2-dihydroxyethyl]-3-[2-(3,4-dimethoxyphenoxy)ethyl]-3,10-diazabicyclo[4.3.1]decan-2-one" 3JR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2S,6S)-10-[3,5-bis(chloranyl)phenyl]sulfonyl-2-[(1S)-1,2-bis(oxidanyl)ethyl]-4-[2-(3,4-dimethoxyphenoxy)ethyl]-4,10-diazabicyclo[4.3.1]decan-5-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 3JR "Create component" 2014-08-28 EBI 3JR "Modify descriptor" 2014-09-05 RCSB 3JR "Initial release" 2014-12-03 RCSB #