data_VXL # _chem_comp.id VXL _chem_comp.name "(3R,3aS,4R,6aR)-4-[2-(methylamino)-2-oxoethoxy]hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H43 N3 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-05 _chem_comp.pdbx_modified_date 2015-05-01 _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 649.752 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VXL _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 5AHC _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 VXL CAA CAA C 0 1 N N N 4.389 22.273 4.460 -6.794 5.764 0.756 CAA VXL 1 VXL CAB CAB C 0 1 N N N 18.939 16.511 3.147 10.178 0.955 -1.469 CAB VXL 2 VXL CAC CAC C 0 1 N N N 15.509 23.652 7.196 5.892 -2.243 0.716 CAC VXL 3 VXL CAD CAD C 0 1 N N N 13.840 22.529 8.685 4.773 -4.063 2.010 CAD VXL 4 VXL OAE OAE O 0 1 N N N 4.265 24.198 2.554 -7.380 3.270 -0.082 OAE VXL 5 VXL OAF OAF O 0 1 N N N 10.363 23.732 6.534 -2.038 -1.897 -1.353 OAF VXL 6 VXL OAG OAG O 0 1 N N N 13.190 19.606 5.603 4.821 0.797 2.956 OAG VXL 7 VXL OAH OAH O 0 1 N N N 12.779 20.696 3.386 3.374 1.916 1.252 OAH VXL 8 VXL OAI OAI O 0 1 N N N 14.087 25.240 3.923 1.020 0.854 1.341 OAI VXL 9 VXL CAL CAL C 0 1 Y N N 7.794 23.076 2.500 -2.382 -0.404 -4.601 CAL VXL 10 VXL CAM CAM C 0 1 Y N N 8.605 22.070 3.012 -2.813 0.359 -3.532 CAM VXL 11 VXL CAN CAN C 0 1 Y N N 8.353 24.273 2.057 -1.094 -0.907 -4.615 CAN VXL 12 VXL CAO CAO C 0 1 Y N N 9.970 22.295 3.152 -1.956 0.622 -2.480 CAO VXL 13 VXL CAP CAP C 0 1 Y N N 9.714 24.504 2.226 -0.237 -0.645 -3.563 CAP VXL 14 VXL CAQ CAQ C 0 1 Y N N 16.614 18.947 1.890 6.576 1.617 -1.584 CAQ VXL 15 VXL CAR CAR C 0 1 Y N N 16.827 17.705 3.943 8.016 0.774 0.144 CAR VXL 16 VXL CAS CAS C 0 1 Y N N 15.519 19.626 2.412 5.495 1.510 -0.731 CAS VXL 17 VXL CAT CAT C 0 1 Y N N 15.767 18.426 4.485 6.931 0.669 0.993 CAT VXL 18 VXL CAU CAU C 0 1 N N N 5.478 25.848 3.818 -5.773 2.101 1.191 CAU VXL 19 VXL CAV CAV C 0 1 N N N 7.893 27.034 4.574 -6.491 -0.905 2.111 CAV VXL 20 VXL CAW CAW C 0 1 N N N 9.279 26.909 8.276 -4.649 -3.396 0.021 CAW VXL 21 VXL CAX CAX C 0 1 N N N 11.887 23.733 2.934 0.266 0.407 -1.348 CAX VXL 22 VXL CAY CAY C 0 1 N N N 13.757 22.168 6.228 3.885 -1.730 2.112 CAY VXL 23 VXL CAZ CAZ C 0 1 N N N 14.495 22.841 4.061 2.567 -0.639 0.239 CAZ VXL 24 VXL NBA NBA N 0 1 N N N 4.931 23.628 4.648 -6.109 4.551 1.208 NBA VXL 25 VXL NBB NBB N 0 1 N N N 11.462 24.925 4.980 -1.221 -0.642 0.286 NBB VXL 26 VXL OBC OBC O 0 1 N N N 18.323 17.307 2.130 8.906 1.352 -1.985 OBC VXL 27 VXL OBD OBD O 0 1 N N N 5.788 26.056 5.202 -6.342 0.962 0.541 OBD VXL 28 VXL OBE OBE O 0 1 N N N 8.087 28.177 5.417 -6.471 -2.326 1.857 OBE VXL 29 VXL OBF OBF O 0 1 N N N 8.859 28.143 7.640 -6.064 -3.678 -0.013 OBF VXL 30 VXL OBG OBG O 0 1 N N N 9.763 25.899 6.178 -3.475 -1.239 0.204 OBG VXL 31 VXL CBH CBH C 0 1 N N N 4.806 24.482 3.621 -6.479 3.348 0.726 CBH VXL 32 VXL CBI CBI C 0 1 N N N 10.508 24.793 5.908 -2.238 -1.282 -0.325 CBI VXL 33 VXL CBJ CBJ C 0 1 Y N N 10.518 23.523 2.791 -0.668 0.120 -2.495 CBJ VXL 34 VXL CBK CBK C 0 1 Y N N 17.255 17.973 2.646 7.841 1.248 -1.148 CBK VXL 35 VXL CBL CBL C 0 1 Y N N 15.098 19.370 3.713 5.672 1.036 0.556 CBL VXL 36 VXL CBM CBM C 0 1 N N N 14.687 22.382 7.420 4.547 -2.777 1.214 CBM VXL 37 VXL CBN CBN C 0 1 N N R 13.717 24.040 4.614 1.160 -0.467 0.815 CBN VXL 38 VXL CBO CBO C 0 1 N N S 12.224 23.799 4.421 0.125 -0.689 -0.289 CBO VXL 39 VXL CBP CBP C 0 1 N N R 7.205 25.977 5.416 -5.741 -0.280 0.914 CBP VXL 40 VXL CBQ CBQ C 0 1 N N R 8.874 25.833 7.303 -4.522 -1.950 -0.508 CBQ VXL 41 VXL NBR NBR N 0 1 N N N 14.514 21.746 5.045 3.552 -0.545 1.319 NBR VXL 42 VXL CBS CBS C 0 1 N N R 7.716 27.857 6.795 -6.710 -2.471 0.441 CBS VXL 43 VXL CBT CBT C 0 1 N N S 7.513 26.357 6.857 -5.899 -1.318 -0.217 CBT VXL 44 VXL SBU SBU S 0 1 N N N 13.828 20.360 4.440 4.290 0.902 1.642 SBU VXL 45 VXL HAA HAA H 0 1 N N N 4.557 21.681 5.372 -6.679 5.866 -0.324 HAA VXL 46 VXL HAAA HAAA H 0 0 N N N 3.310 22.335 4.257 -7.854 5.696 1.003 HAAA VXL 47 VXL HAAB HAAB H 0 0 N N N 4.895 21.790 3.611 -6.361 6.633 1.251 HAAB VXL 48 VXL HAB HAB H 0 1 N N N 19.801 15.976 2.722 10.426 1.568 -0.602 HAB VXL 49 VXL HABA HABA H 0 0 N N N 19.279 17.162 3.966 10.139 -0.094 -1.173 HABA VXL 50 VXL HABB HABB H 0 0 N N N 18.211 15.783 3.534 10.940 1.088 -2.237 HABB VXL 51 VXL HAC HAC H 0 1 N N N 16.116 23.541 6.285 6.408 -3.023 0.156 HAC VXL 52 VXL HACA HACA H 0 0 N N N 14.832 24.512 7.083 5.723 -1.383 0.068 HACA VXL 53 VXL HACB HACB H 0 0 N N N 16.170 23.818 8.059 6.502 -1.943 1.568 HACB VXL 54 VXL HAD HAD H 0 1 N N N 13.251 21.613 8.841 5.419 -3.855 2.863 HAD VXL 55 VXL HADA HADA H 0 0 N N N 14.499 22.693 9.550 3.815 -4.444 2.365 HADA VXL 56 VXL HADB HADB H 0 0 N N N 13.161 23.387 8.574 5.245 -4.809 1.370 HADB VXL 57 VXL HOAI HOAI H 0 0 N N N 13.597 25.973 4.276 1.147 1.554 0.686 HOAI VXL 58 VXL HAL HAL H 0 1 N N N 6.725 22.929 2.445 -3.052 -0.613 -5.421 HAL VXL 59 VXL HAM HAM H 0 1 N N N 8.178 21.120 3.299 -3.819 0.753 -3.521 HAM VXL 60 VXL HAN HAN H 0 1 N N N 7.731 25.019 1.584 -0.757 -1.504 -5.450 HAN VXL 61 VXL HAO HAO H 0 1 N N N 10.607 21.515 3.542 -2.293 1.219 -1.645 HAO VXL 62 VXL HAP HAP H 0 1 N N N 10.145 25.445 1.918 0.769 -1.037 -3.575 HAP VXL 63 VXL HAQ HAQ H 0 1 N N N 16.967 19.177 0.896 6.437 1.982 -2.590 HAQ VXL 64 VXL HAR HAR H 0 1 N N N 17.316 16.940 4.527 8.999 0.487 0.486 HAR VXL 65 VXL HAS HAS H 0 1 N N N 14.995 20.352 1.808 4.510 1.797 -1.069 HAS VXL 66 VXL HAT HAT H 0 1 N N N 15.463 18.252 5.507 7.067 0.299 1.998 HAT VXL 67 VXL HAU HAU H 0 1 N N N 4.796 26.640 3.476 -5.889 1.999 2.270 HAU VXL 68 VXL HAUA HAUA H 0 0 N N N 6.406 25.884 3.229 -4.714 2.169 0.944 HAUA VXL 69 VXL HAV HAV H 0 1 N N N 7.262 27.301 3.713 -7.518 -0.541 2.147 HAV VXL 70 VXL HAVA HAVA H 0 0 N N N 8.863 26.659 4.215 -5.974 -0.679 3.043 HAVA VXL 71 VXL HAW HAW H 0 1 N N N 10.368 26.903 8.433 -4.273 -3.460 1.042 HAW VXL 72 VXL HAWA HAWA H 0 0 N N N 8.768 26.774 9.241 -4.108 -4.086 -0.627 HAWA VXL 73 VXL HAX HAX H 0 1 N N N 12.439 22.904 2.467 1.293 0.430 -1.713 HAX VXL 74 VXL HAXA HAXA H 0 0 N N N 12.168 24.680 2.449 0.015 1.372 -0.907 HAXA VXL 75 VXL HAY HAY H 0 1 N N N 13.020 21.391 6.481 2.974 -2.146 2.543 HAY VXL 76 VXL HAYA HAYA H 0 0 N N N 13.235 23.110 6.005 4.571 -1.451 2.912 HAYA VXL 77 VXL HAZ HAZ H 0 1 N N N 14.012 22.490 3.137 2.646 -1.615 -0.241 HAZ VXL 78 VXL HAZA HAZA H 0 0 N N N 15.528 23.149 3.841 2.757 0.143 -0.496 HAZA VXL 79 VXL HNBA HNBA H 0 0 N N N 5.373 23.900 5.503 -5.388 4.614 1.854 HNBA VXL 80 VXL HNBB HNBB H 0 0 N N N 11.669 25.845 4.646 -1.381 -0.151 1.107 HNBB VXL 81 VXL HBM HBM H 0 1 N N N 15.361 21.519 7.524 3.901 -2.986 0.362 HBM VXL 82 VXL HBN HBN H 0 1 N N N 13.929 24.138 5.689 1.003 -1.194 1.612 HBN VXL 83 VXL HBO HBO H 0 1 N N N 11.934 22.857 4.909 0.289 -1.663 -0.751 HBO VXL 84 VXL HBP HBP H 0 1 N N N 7.601 24.977 5.185 -4.688 -0.136 1.158 HBP VXL 85 VXL HBQ HBQ H 0 1 N N N 8.812 24.838 7.768 -4.320 -1.952 -1.579 HBQ VXL 86 VXL HBS HBS H 0 1 N N N 6.813 28.396 7.117 -7.771 -2.446 0.192 HBS VXL 87 VXL HBT HBT H 0 1 N N N 6.707 26.069 7.548 -6.372 -0.904 -1.108 HBT VXL 88 # 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 VXL CAA NBA SING N N 1 VXL CAB OBC SING N N 2 VXL CAC CBM SING N N 3 VXL CAD CBM SING N N 4 VXL OAE CBH DOUB N N 5 VXL OAF CBI DOUB N N 6 VXL OAG SBU DOUB N N 7 VXL OAH SBU DOUB N N 8 VXL OAI CBN SING N N 9 VXL CAL CAM DOUB Y N 10 VXL CAL CAN SING Y N 11 VXL CAM CAO SING Y N 12 VXL CAN CAP DOUB Y N 13 VXL CAO CBJ DOUB Y N 14 VXL CAP CBJ SING Y N 15 VXL CAQ CAS DOUB Y N 16 VXL CAQ CBK SING Y N 17 VXL CAR CAT SING Y N 18 VXL CAR CBK DOUB Y N 19 VXL CAS CBL SING Y N 20 VXL CAT CBL DOUB Y N 21 VXL CAU OBD SING N N 22 VXL CAU CBH SING N N 23 VXL CAV OBE SING N N 24 VXL CAV CBP SING N N 25 VXL CAW OBF SING N N 26 VXL CAW CBQ SING N N 27 VXL CAX CBJ SING N N 28 VXL CAX CBO SING N N 29 VXL CAY CBM SING N N 30 VXL CAY NBR SING N N 31 VXL CAZ CBN SING N N 32 VXL CAZ NBR SING N N 33 VXL NBA CBH SING N N 34 VXL NBB CBI SING N N 35 VXL NBB CBO SING N N 36 VXL OBC CBK SING N N 37 VXL OBD CBP SING N N 38 VXL OBE CBS SING N N 39 VXL OBF CBS SING N N 40 VXL OBG CBI SING N N 41 VXL OBG CBQ SING N N 42 VXL CBL SBU SING N N 43 VXL CBN CBO SING N N 44 VXL CBP CBT SING N N 45 VXL CBQ CBT SING N N 46 VXL NBR SBU SING N N 47 VXL CBS CBT SING N N 48 VXL CAA HAA SING N N 49 VXL CAA HAAA SING N N 50 VXL CAA HAAB SING N N 51 VXL CAB HAB SING N N 52 VXL CAB HABA SING N N 53 VXL CAB HABB SING N N 54 VXL CAC HAC SING N N 55 VXL CAC HACA SING N N 56 VXL CAC HACB SING N N 57 VXL CAD HAD SING N N 58 VXL CAD HADA SING N N 59 VXL CAD HADB SING N N 60 VXL OAI HOAI SING N N 61 VXL CAL HAL SING N N 62 VXL CAM HAM SING N N 63 VXL CAN HAN SING N N 64 VXL CAO HAO SING N N 65 VXL CAP HAP SING N N 66 VXL CAQ HAQ SING N N 67 VXL CAR HAR SING N N 68 VXL CAS HAS SING N N 69 VXL CAT HAT SING N N 70 VXL CAU HAU SING N N 71 VXL CAU HAUA SING N N 72 VXL CAV HAV SING N N 73 VXL CAV HAVA SING N N 74 VXL CAW HAW SING N N 75 VXL CAW HAWA SING N N 76 VXL CAX HAX SING N N 77 VXL CAX HAXA SING N N 78 VXL CAY HAY SING N N 79 VXL CAY HAYA SING N N 80 VXL CAZ HAZ SING N N 81 VXL CAZ HAZA SING N N 82 VXL NBA HNBA SING N N 83 VXL NBB HNBB SING N N 84 VXL CBM HBM SING N N 85 VXL CBN HBN SING N N 86 VXL CBO HBO SING N N 87 VXL CBP HBP SING N N 88 VXL CBQ HBQ SING N N 89 VXL CBS HBS SING N N 90 VXL CBT HBT SING N N 91 # 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 VXL SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OC)cc1)N(CC(C)C)CC(O)C(NC(=O)OC2C3C(OCC(=O)NC)COC3OC2)Cc4ccccc4" VXL InChI InChI 1.03 "InChI=1S/C31H43N3O10S/c1-20(2)15-34(45(38,39)23-12-10-22(40-4)11-13-23)16-25(35)24(14-21-8-6-5-7-9-21)33-31(37)44-27-18-43-30-29(27)26(17-42-30)41-19-28(36)32-3/h5-13,20,24-27,29-30,35H,14-19H2,1-4H3,(H,32,36)(H,33,37)/t24-,25+,26-,27-,29-,30+/m0/s1" VXL InChIKey InChI 1.03 RKOIHQGLQXEINT-RUVRZYSVSA-N VXL SMILES_CANONICAL CACTVS 3.385 "CNC(=O)CO[C@H]1CO[C@@H]2OC[C@H](OC(=O)N[C@@H](Cc3ccccc3)[C@H](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)[C@H]12" VXL SMILES CACTVS 3.385 "CNC(=O)CO[CH]1CO[CH]2OC[CH](OC(=O)N[CH](Cc3ccccc3)[CH](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)[CH]12" VXL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2[C@H](CO3)OCC(=O)NC)O)S(=O)(=O)c4ccc(cc4)OC" VXL SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2C(CO3)OCC(=O)NC)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 VXL "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,4R,6aR)-4-[2-(methylamino)-2-oxoethoxy]hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" VXL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R,3aS,4R,6aR)-3-[2-(methylamino)-2-oxidanylidene-ethoxy]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-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 VXL "Create component" 2015-02-05 EBI VXL "Initial release" 2015-05-06 RCSB #