data_52Z # _chem_comp.id 52Z _chem_comp.name ;(3R,3aS,4S,7aS)-3-hydroxyhexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-3-hydroxy-1-(4-methoxyphenyl)-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}butan-2-yl]carbamate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H42 N2 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GRL-085 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-20 _chem_comp.pdbx_modified_date 2020-06-17 _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 622.727 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 52Z _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 5COO _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 52Z CAM C1 C 0 1 Y N N -9.105 15.956 33.426 -5.160 0.741 0.273 CAM 52Z 1 52Z CAZ C2 C 0 1 N N N -10.294 16.900 29.710 -1.459 -0.442 1.468 CAZ 52Z 2 52Z OAS O1 O 0 1 N N N -7.704 15.748 30.639 -4.018 -0.432 2.647 OAS 52Z 3 52Z CAN C3 C 0 1 Y N N -6.355 17.639 27.574 1.082 3.541 -0.095 CAN 52Z 4 52Z CAY C4 C 0 1 N N N -11.220 13.008 28.763 -0.185 -3.226 1.836 CAY 52Z 5 52Z CAL C5 C 0 1 Y N N -5.895 18.522 26.593 0.670 4.711 0.513 CAL 52Z 6 52Z CAK C6 C 0 1 Y N N -9.262 14.855 32.581 -4.913 -0.619 0.259 CAK 52Z 7 52Z CAW C7 C 0 1 N N N -12.151 14.124 29.188 -1.450 -3.712 1.127 CAW 52Z 8 52Z CBA C8 C 0 1 N N R -10.194 17.112 28.190 -1.256 0.538 0.311 CBA 52Z 9 52Z CAV C9 C 0 1 N N N -11.518 14.861 30.384 -1.998 -2.595 0.237 CAV 52Z 10 52Z CAJ C10 C 0 1 Y N N -4.639 18.324 25.996 1.598 5.669 0.872 CAJ 52Z 11 52Z CAH C11 C 0 1 N N N -10.558 13.166 37.085 -7.265 2.527 -2.738 CAH 52Z 12 52Z CAI C12 C 0 1 Y N N -9.736 13.657 33.109 -5.379 -1.398 -0.784 CAI 52Z 13 52Z OAB O2 O 0 1 N N N -8.471 17.032 20.555 5.548 -2.515 -2.329 OAB 52Z 14 52Z CBC C13 C 0 1 N N S -8.768 16.898 27.616 -0.136 1.519 0.665 CBC 52Z 15 52Z CAX C14 C 0 1 N N N -13.507 13.545 29.528 -1.115 -4.932 0.265 CAX 52Z 16 52Z CAF C15 C 0 1 Y N N -10.057 13.536 34.445 -6.094 -0.819 -1.815 CAF 52Z 17 52Z CAD C16 C 0 1 Y N N -9.908 14.618 35.304 -6.343 0.545 -1.803 CAD 52Z 18 52Z CAC C17 C 0 1 N N N -9.422 16.513 21.404 4.789 -1.473 -2.937 CAC 52Z 19 52Z CAE C18 C 0 1 Y N N -4.303 16.376 27.355 3.357 4.280 0.010 CAE 52Z 20 52Z CBL C19 C 0 1 N N S -6.731 16.253 22.042 4.041 -2.648 -0.410 CBL 52Z 21 52Z CBN C20 C 0 1 N N R -5.725 17.045 22.778 5.160 -2.220 0.559 CBN 52Z 22 52Z OBO O3 O 0 1 N N N -4.511 16.911 22.160 4.717 -2.319 1.914 OBO 52Z 23 52Z CBK C21 C 0 1 N N N -6.105 18.495 22.691 6.290 -3.235 0.278 CBK 52Z 24 52Z OBJ O4 O 0 1 N N N -7.312 18.501 21.954 5.800 -4.148 -0.721 OBJ 52Z 25 52Z CBI C22 C 0 1 N N S -7.257 17.336 21.155 4.814 -3.417 -1.500 CBI 52Z 26 52Z CAA C23 C 0 1 N N N -8.972 15.302 22.163 4.205 -0.588 -1.829 CAA 52Z 27 52Z CBH C24 C 0 1 N N S -7.742 15.586 22.942 3.288 -1.456 -0.964 CBH 52Z 28 52Z OBG O5 O 0 1 N N N -8.042 16.490 23.978 2.776 -0.660 0.137 OBG 52Z 29 52Z CBE C25 C 0 1 N N N -8.289 16.089 25.314 1.635 0.021 -0.080 CBE 52Z 30 52Z OBF O6 O 0 1 N N N -7.996 14.949 25.712 1.082 -0.049 -1.159 OBF 52Z 31 52Z NBD N1 N 0 1 N N N -8.873 17.116 26.183 1.105 0.779 0.901 NBD 52Z 32 52Z CBM C26 C 0 1 N N N -7.728 17.838 28.230 0.067 2.500 -0.491 CBM 52Z 33 52Z CAR C27 C 0 1 Y N N -3.841 17.254 26.372 2.946 5.456 0.621 CAR 52Z 34 52Z OBP O7 O 0 1 N N N -2.600 17.061 25.779 3.861 6.397 0.972 OBP 52Z 35 52Z CBQ C28 C 0 1 N N N -2.510 16.282 24.637 5.231 6.109 0.684 CBQ 52Z 36 52Z CAP C29 C 0 1 Y N N -5.555 16.568 27.955 2.425 3.325 -0.347 CAP 52Z 37 52Z OBB O8 O 0 1 N N N -10.648 18.374 27.885 -2.467 1.261 0.081 OBB 52Z 38 52Z NAU N2 N 0 1 N N N -10.209 15.431 29.966 -2.425 -1.470 1.073 NAU 52Z 39 52Z SAQ S1 S 0 1 N N N -8.876 14.925 30.845 -4.001 -1.361 1.571 SAQ 52Z 40 52Z OAT O9 O 0 1 N N N -8.392 13.647 30.377 -4.478 -2.694 1.688 OAT 52Z 41 52Z OAG O10 O 0 1 N N N -10.247 14.450 36.639 -7.046 1.118 -2.816 OAG 52Z 42 52Z CAO C30 C 0 1 Y N N -9.430 15.836 34.784 -5.875 1.325 -0.756 CAO 52Z 43 52Z H1 H1 H 0 1 N N N -8.736 16.893 33.036 -4.799 1.347 1.090 H1 52Z 44 52Z H2 H2 H 0 1 N N N -9.466 17.418 30.216 -0.508 -0.914 1.716 H2 52Z 45 52Z H3 H3 H 0 1 N N N -11.253 17.291 30.081 -1.836 0.095 2.338 H3 52Z 46 52Z H4 H4 H 0 1 N N N -10.234 13.427 28.515 -0.447 -2.445 2.551 H4 52Z 47 52Z H5 H5 H 0 1 N N N -11.115 12.285 29.585 0.280 -4.059 2.363 H5 52Z 48 52Z H6 H6 H 0 1 N N N -11.635 12.501 27.880 0.513 -2.826 1.101 H6 52Z 49 52Z H7 H7 H 0 1 N N N -6.507 19.359 26.293 -0.380 4.877 0.709 H7 52Z 50 52Z H8 H8 H 0 1 N N N -12.263 14.834 28.356 -2.200 -3.987 1.868 H8 52Z 51 52Z H9 H9 H 0 1 N N N -10.848 16.366 27.714 -0.985 -0.013 -0.589 H9 52Z 52 52Z H10 H10 H 0 1 N N N -12.185 15.672 30.712 -1.219 -2.262 -0.449 H10 52Z 53 52Z H11 H11 H 0 1 N N N -11.364 14.154 31.213 -2.849 -2.968 -0.333 H11 52Z 54 52Z H12 H12 H 0 1 N N N -4.292 19.011 25.238 1.275 6.584 1.347 H12 52Z 55 52Z H13 H13 H 0 1 N N N -10.803 13.199 38.157 -6.305 3.044 -2.719 H13 52Z 56 52Z H14 H14 H 0 1 N N N -11.422 12.782 36.523 -7.836 2.855 -3.607 H14 52Z 57 52Z H15 H15 H 0 1 N N N -9.694 12.504 36.927 -7.820 2.759 -1.829 H15 52Z 58 52Z H16 H16 H 0 1 N N N -9.855 12.804 32.458 -5.185 -2.461 -0.793 H16 52Z 59 52Z H17 H17 H 0 1 N N N -8.465 15.859 27.813 -0.407 2.070 1.566 H17 52Z 60 52Z H18 H18 H 0 1 N N N -14.185 14.354 29.837 -0.724 -5.728 0.899 H18 52Z 61 52Z H19 H19 H 0 1 N N N -13.921 13.038 28.644 -2.016 -5.278 -0.240 H19 52Z 62 52Z H20 H20 H 0 1 N N N -13.401 12.822 30.350 -0.365 -4.657 -0.477 H20 52Z 63 52Z H21 H21 H 0 1 N N N -10.426 12.595 34.826 -6.457 -1.428 -2.629 H21 52Z 64 52Z H22 H22 H 0 1 N N N -9.699 17.292 22.130 5.436 -0.876 -3.580 H22 52Z 65 52Z H23 H23 H 0 1 N N N -10.304 16.238 20.807 3.980 -1.905 -3.526 H23 52Z 66 52Z H24 H24 H 0 1 N N N -3.689 15.540 27.656 4.406 4.111 -0.186 H24 52Z 67 52Z H25 H25 H 0 1 N N N -6.228 15.489 21.431 3.348 -3.318 0.099 H25 52Z 68 52Z H26 H26 H 0 1 N N N -5.688 16.730 23.831 5.492 -1.206 0.339 H26 52Z 69 52Z H27 H27 H 0 1 N N N -3.859 17.418 22.629 5.384 -2.062 2.566 H27 52Z 70 52Z H28 H28 H 0 1 N N N -5.327 19.070 22.168 7.172 -2.714 -0.095 H28 52Z 71 52Z H29 H29 H 0 1 N N N -6.260 18.917 23.695 6.537 -3.777 1.191 H29 52Z 72 52Z H30 H30 H 0 1 N N N -6.509 17.498 20.365 4.173 -4.079 -2.081 H30 52Z 73 52Z H31 H31 H 0 1 N N N -9.771 14.993 22.853 5.011 -0.182 -1.218 H31 52Z 74 52Z H32 H32 H 0 1 N N N -8.767 14.488 21.452 3.631 0.226 -2.271 H32 52Z 75 52Z H33 H33 H 0 1 N N N -7.323 14.650 23.340 2.453 -1.809 -1.569 H33 52Z 76 52Z H34 H34 H 0 1 N N N -9.322 17.927 25.808 1.547 0.834 1.763 H34 52Z 77 52Z H35 H35 H 0 1 N N N -7.646 17.630 29.307 -0.880 2.987 -0.725 H35 52Z 78 52Z H36 H36 H 0 1 N N N -8.051 18.879 28.081 0.424 1.959 -1.368 H36 52Z 79 52Z H37 H37 H 0 1 N N N -1.462 16.237 24.305 5.529 5.201 1.207 H37 52Z 80 52Z H38 H38 H 0 1 N N N -2.869 15.266 24.857 5.354 5.968 -0.390 H38 52Z 81 52Z H39 H39 H 0 1 N N N -3.128 16.725 23.842 5.854 6.940 1.014 H39 52Z 82 52Z H40 H40 H 0 1 N N N -5.899 15.882 28.715 2.744 2.412 -0.826 H40 52Z 83 52Z H41 H41 H 0 1 N N N -11.521 18.492 28.242 -2.726 1.838 0.812 H41 52Z 84 52Z H42 H42 H 0 1 N N N -9.313 16.687 35.439 -6.071 2.387 -0.742 H42 52Z 85 # # 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 52Z OAB CBI SING N N 1 52Z OAB CAC SING N N 2 52Z CBI OBJ SING N N 3 52Z CBI CBL SING N N 4 52Z CAC CAA SING N N 5 52Z OBJ CBK SING N N 6 52Z CBL CBN SING N N 7 52Z CBL CBH SING N N 8 52Z OBO CBN SING N N 9 52Z CAA CBH SING N N 10 52Z CBK CBN SING N N 11 52Z CBH OBG SING N N 12 52Z OBG CBE SING N N 13 52Z CBQ OBP SING N N 14 52Z CBE OBF DOUB N N 15 52Z CBE NBD SING N N 16 52Z OBP CAR SING N N 17 52Z CAJ CAR DOUB Y N 18 52Z CAJ CAL SING Y N 19 52Z NBD CBC SING N N 20 52Z CAR CAE SING Y N 21 52Z CAL CAN DOUB Y N 22 52Z CAE CAP DOUB Y N 23 52Z CAN CAP SING Y N 24 52Z CAN CBM SING N N 25 52Z CBC CBA SING N N 26 52Z CBC CBM SING N N 27 52Z OBB CBA SING N N 28 52Z CBA CAZ SING N N 29 52Z CAY CAW SING N N 30 52Z CAW CAX SING N N 31 52Z CAW CAV SING N N 32 52Z CAZ NAU SING N N 33 52Z NAU CAV SING N N 34 52Z NAU SAQ SING N N 35 52Z OAT SAQ DOUB N N 36 52Z OAS SAQ DOUB N N 37 52Z SAQ CAK SING N N 38 52Z CAK CAI DOUB Y N 39 52Z CAK CAM SING Y N 40 52Z CAI CAF SING Y N 41 52Z CAM CAO DOUB Y N 42 52Z CAF CAD DOUB Y N 43 52Z CAO CAD SING Y N 44 52Z CAD OAG SING N N 45 52Z OAG CAH SING N N 46 52Z CAM H1 SING N N 47 52Z CAZ H2 SING N N 48 52Z CAZ H3 SING N N 49 52Z CAY H4 SING N N 50 52Z CAY H5 SING N N 51 52Z CAY H6 SING N N 52 52Z CAL H7 SING N N 53 52Z CAW H8 SING N N 54 52Z CBA H9 SING N N 55 52Z CAV H10 SING N N 56 52Z CAV H11 SING N N 57 52Z CAJ H12 SING N N 58 52Z CAH H13 SING N N 59 52Z CAH H14 SING N N 60 52Z CAH H15 SING N N 61 52Z CAI H16 SING N N 62 52Z CBC H17 SING N N 63 52Z CAX H18 SING N N 64 52Z CAX H19 SING N N 65 52Z CAX H20 SING N N 66 52Z CAF H21 SING N N 67 52Z CAC H22 SING N N 68 52Z CAC H23 SING N N 69 52Z CAE H24 SING N N 70 52Z CBL H25 SING N N 71 52Z CBN H26 SING N N 72 52Z OBO H27 SING N N 73 52Z CBK H28 SING N N 74 52Z CBK H29 SING N N 75 52Z CBI H30 SING N N 76 52Z CAA H31 SING N N 77 52Z CAA H32 SING N N 78 52Z CBH H33 SING N N 79 52Z NBD H34 SING N N 80 52Z CBM H35 SING N N 81 52Z CBM H36 SING N N 82 52Z CBQ H37 SING N N 83 52Z CBQ H38 SING N N 84 52Z CBQ H39 SING N N 85 52Z CAP H40 SING N N 86 52Z OBB H41 SING N N 87 52Z CAO H42 SING N N 88 # # 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 52Z SMILES ACDLabs 12.01 "c1cc(ccc1S(=O)(N(CC(C(Cc2ccc(cc2)OC)NC(OC3C4C(O)COC4OCC3)=O)O)CC(C)C)=O)OC" 52Z InChI InChI 1.03 "InChI=1S/C30H42N2O10S/c1-19(2)16-32(43(36,37)23-11-9-22(39-4)10-12-23)17-25(33)24(15-20-5-7-21(38-3)8-6-20)31-30(35)42-27-13-14-40-29-28(27)26(34)18-41-29/h5-12,19,24-29,33-34H,13-18H2,1-4H3,(H,31,35)/t24-,25+,26-,27-,28-,29-/m0/s1" 52Z InChIKey InChI 1.03 ASQJDYFICBMIJF-MJLLELGHSA-N 52Z SMILES_CANONICAL CACTVS 3.385 "COc1ccc(C[C@H](NC(=O)O[C@H]2CCO[C@H]3OC[C@H](O)[C@@H]23)[C@H](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)cc1" 52Z SMILES CACTVS 3.385 "COc1ccc(C[CH](NC(=O)O[CH]2CCO[CH]3OC[CH](O)[CH]23)[CH](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)cc1" 52Z SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)CN(C[C@H]([C@H](Cc1ccc(cc1)OC)NC(=O)O[C@H]2CCO[C@@H]3[C@H]2[C@H](CO3)O)O)S(=O)(=O)c4ccc(cc4)OC" 52Z SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CN(CC(C(Cc1ccc(cc1)OC)NC(=O)OC2CCOC3C2C(CO3)O)O)S(=O)(=O)c4ccc(cc4)OC" # # 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 52Z "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,4S,7aS)-3-hydroxyhexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-3-hydroxy-1-(4-methoxyphenyl)-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}butan-2-yl]carbamate" 52Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(3R,3aS,4S,7aS)-3-oxidanyl-3,3a,4,5,6,7a-hexahydro-2H-furo[2,3-b]pyran-4-yl] N-[(2S,3R)-1-(4-methoxyphenyl)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-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 52Z "Create component" 2015-07-20 RCSB 52Z "Initial release" 2016-01-13 RCSB 52Z "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 52Z _pdbx_chem_comp_synonyms.name GRL-085 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##