data_D95 # _chem_comp.id D95 _chem_comp.name Artesunate _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H28 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-10 _chem_comp.pdbx_modified_date 2019-01-11 _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 384.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D95 _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 6FGC _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 D95 CAA C1 C 0 1 N N N 30.131 30.152 216.461 -4.651 2.183 -0.637 CAA D95 1 D95 CAB C2 C 0 1 N N R 28.917 30.503 217.304 -3.645 1.030 -0.614 CAB D95 2 D95 CAC C3 C 0 1 N N N 27.833 31.019 216.437 -4.391 -0.308 -0.491 CAC D95 3 D95 CAD C4 C 0 1 N N N 26.647 31.266 217.265 -3.404 -1.467 -0.374 CAD D95 4 D95 CAE C5 C 0 1 N N S 26.922 32.352 218.264 -2.446 -1.258 0.808 CAE D95 5 D95 CAF C6 C 0 1 N N R 25.703 32.650 219.124 -1.462 -2.428 0.865 CAF D95 6 D95 CAG C7 C 0 1 N N S 25.418 31.470 220.013 -0.329 -2.181 -0.132 CAG D95 7 D95 CAI C8 C 0 1 N N R 27.689 30.921 220.166 -1.082 -0.021 -0.860 CAI D95 8 D95 CAJ C9 C 0 1 N N R 28.127 31.980 219.190 -1.678 0.046 0.548 CAJ D95 9 D95 CAK C10 C 0 1 N N S 29.275 31.605 218.284 -2.735 1.167 0.592 CAK D95 10 D95 CAL C11 C 0 1 N N N 30.401 31.085 219.150 -2.064 2.522 0.744 CAL D95 11 D95 CAM C12 C 0 1 N N N 30.587 31.890 220.441 -1.090 2.721 -0.435 CAM D95 12 D95 CAN C13 C 0 1 N N R 29.438 31.748 221.453 0.163 1.891 -0.118 CAN D95 13 D95 CAR C14 C 0 1 N N N 30.030 31.597 222.823 1.423 2.714 -0.392 CAR D95 14 D95 CAT C15 C 0 1 N N N 23.578 30.760 221.331 1.879 -1.284 -0.179 CAT D95 15 D95 CAV C16 C 0 1 N N N 22.333 31.151 222.098 3.050 -0.571 0.445 CAV D95 16 D95 CAW C17 C 0 1 N N N 21.598 29.927 222.594 4.189 -0.473 -0.572 CAW D95 17 D95 CAX C18 C 0 1 N N N 22.440 29.194 223.619 5.360 0.241 0.052 CAX D95 18 D95 CBA C19 C 0 1 N N N 24.446 32.952 218.322 -2.189 -3.725 0.502 CBA D95 19 D95 OAH O1 O 0 1 N N N 26.493 31.265 220.869 -0.817 -1.381 -1.209 OAH D95 20 D95 OAO O2 O 0 1 N N N 28.661 30.630 221.143 0.154 0.718 -0.933 OAO D95 21 D95 OAP O3 O 0 1 N N N 28.634 32.892 221.377 0.113 1.507 1.264 OAP D95 22 D95 OAQ O4 O 0 1 N N N 28.295 33.190 219.937 -0.663 0.278 1.507 OAQ D95 23 D95 OAS O5 O 0 1 N N N 24.318 31.817 220.799 0.759 -1.487 0.533 OAS D95 24 D95 OAU O6 O 0 1 N N N 23.932 29.599 221.178 1.947 -1.674 -1.320 OAU D95 25 D95 OAY O7 O 0 1 N N N 22.307 27.951 223.763 5.291 0.631 1.194 OAY D95 26 D95 OAZ O8 O 0 1 N N N 23.262 29.828 224.336 6.480 0.443 -0.660 OAZ D95 27 D95 HAA H1 H 0 1 N N N 30.932 29.770 217.111 -4.116 3.131 -0.695 HAA D95 28 D95 HAB H2 H 0 1 N N N 29.856 29.381 215.726 -5.302 2.080 -1.505 HAB D95 29 D95 HAC H3 H 0 1 N N N 30.484 31.051 215.935 -5.252 2.160 0.272 HAC D95 30 D95 HAD H4 H 0 1 N N N 28.576 29.613 217.853 -3.051 1.040 -1.528 HAD D95 31 D95 HAF H5 H 0 1 N N N 27.595 30.277 215.661 -5.025 -0.285 0.394 HAF D95 32 D95 HAE H6 H 0 1 N N N 28.154 31.957 215.961 -5.013 -0.454 -1.375 HAE D95 33 D95 HAG H7 H 0 1 N N N 25.811 31.572 216.619 -3.958 -2.394 -0.227 HAG D95 34 D95 HAH H8 H 0 1 N N N 26.379 30.342 217.799 -2.826 -1.539 -1.295 HAH D95 35 D95 HAI H9 H 0 1 N N N 27.190 33.268 217.718 -3.008 -1.196 1.740 HAI D95 36 D95 HAJ H10 H 0 1 N N N 25.929 33.521 219.757 -1.051 -2.509 1.871 HAJ D95 37 D95 HAK H11 H 0 1 N N N 25.212 30.580 219.400 0.030 -3.134 -0.519 HAK D95 38 D95 HAL H12 H 0 1 N N N 27.494 30.006 219.587 -1.791 0.404 -1.571 HAL D95 39 D95 HAM H13 H 0 1 N N N 29.615 32.493 217.731 -3.339 0.994 1.484 HAM D95 40 D95 HAN H14 H 0 1 N N N 30.184 30.040 219.417 -2.819 3.308 0.732 HAN D95 41 D95 HAO H15 H 0 1 N N N 31.336 31.129 218.572 -1.513 2.554 1.684 HAO D95 42 D95 HAQ H16 H 0 1 N N N 31.515 31.552 220.926 -1.547 2.368 -1.359 HAQ D95 43 D95 HAP H17 H 0 1 N N N 30.679 32.953 220.173 -0.826 3.774 -0.526 HAP D95 44 D95 HAR H18 H 0 1 N N N 29.222 31.494 223.563 1.418 3.606 0.235 HAR D95 45 D95 HAT H19 H 0 1 N N N 30.668 30.701 222.850 2.305 2.115 -0.164 HAT D95 46 D95 HAS H20 H 0 1 N N N 30.634 32.485 223.061 1.445 3.007 -1.441 HAS D95 47 D95 HAV H21 H 0 1 N N N 22.621 31.772 222.959 2.746 0.431 0.748 HAV D95 48 D95 HAW H22 H 0 1 N N N 21.669 31.727 221.437 3.391 -1.126 1.319 HAW D95 49 D95 HAY H23 H 0 1 N N N 20.649 30.235 223.056 4.493 -1.475 -0.875 HAY D95 50 D95 HAX H24 H 0 1 N N N 21.393 29.257 221.746 3.848 0.083 -1.446 HAX D95 51 D95 HBB H25 H 0 1 N N N 23.612 33.156 219.010 -2.597 -3.643 -0.506 HBB D95 52 D95 HBA H26 H 0 1 N N N 24.620 33.832 217.685 -1.487 -4.558 0.543 HBA D95 53 D95 HBC H27 H 0 1 N N N 24.197 32.086 217.691 -3.000 -3.897 1.209 HBC D95 54 D95 H1 H28 H 0 1 N N N 23.696 29.226 224.929 7.204 0.906 -0.217 H1 D95 55 # 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 D95 CAC CAD SING N N 1 D95 CAC CAB SING N N 2 D95 CAA CAB SING N N 3 D95 CAD CAE SING N N 4 D95 CAB CAK SING N N 5 D95 CAE CAF SING N N 6 D95 CAE CAJ SING N N 7 D95 CAK CAL SING N N 8 D95 CAK CAJ SING N N 9 D95 CBA CAF SING N N 10 D95 CAF CAG SING N N 11 D95 CAL CAM SING N N 12 D95 CAJ OAQ SING N N 13 D95 CAJ CAI SING N N 14 D95 OAQ OAP SING N N 15 D95 CAG OAS SING N N 16 D95 CAG OAH SING N N 17 D95 CAI OAH SING N N 18 D95 CAI OAO SING N N 19 D95 CAM CAN SING N N 20 D95 OAS CAT SING N N 21 D95 OAO CAN SING N N 22 D95 OAU CAT DOUB N N 23 D95 CAT CAV SING N N 24 D95 OAP CAN SING N N 25 D95 CAN CAR SING N N 26 D95 CAV CAW SING N N 27 D95 CAW CAX SING N N 28 D95 CAX OAY DOUB N N 29 D95 CAX OAZ SING N N 30 D95 CAA HAA SING N N 31 D95 CAA HAB SING N N 32 D95 CAA HAC SING N N 33 D95 CAB HAD SING N N 34 D95 CAC HAF SING N N 35 D95 CAC HAE SING N N 36 D95 CAD HAG SING N N 37 D95 CAD HAH SING N N 38 D95 CAE HAI SING N N 39 D95 CAF HAJ SING N N 40 D95 CAG HAK SING N N 41 D95 CAI HAL SING N N 42 D95 CAK HAM SING N N 43 D95 CAL HAN SING N N 44 D95 CAL HAO SING N N 45 D95 CAM HAQ SING N N 46 D95 CAM HAP SING N N 47 D95 CAR HAR SING N N 48 D95 CAR HAT SING N N 49 D95 CAR HAS SING N N 50 D95 CAV HAV SING N N 51 D95 CAV HAW SING N N 52 D95 CAW HAY SING N N 53 D95 CAW HAX SING N N 54 D95 CBA HBB SING N N 55 D95 CBA HBA SING N N 56 D95 CBA HBC SING N N 57 D95 OAZ H1 SING N N 58 # 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 D95 InChI InChI 1.03 "InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1" D95 InChIKey InChI 1.03 FIHJKUPKCHIPAT-AHIGJZGOSA-N D95 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4)OC(=O)CCC(O)=O" D95 SMILES CACTVS 3.385 "C[CH]1CC[CH]2[CH](C)[CH](O[CH]3O[C]4(C)CC[CH]1[C]23OO4)OC(=O)CCC(O)=O" D95 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC(=O)CCC(=O)O)C" D95 SMILES "OpenEye OEToolkits" 2.0.6 "CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D95 "Create component" 2018-01-10 EBI D95 "Initial release" 2019-01-16 RCSB #