data_ZX9 # _chem_comp.id ZX9 _chem_comp.name "(2S)-2-cyclopentyl-2-phenyl-N-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl}ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 362.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZX9 _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 2ZX9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 ZX9 CAI CAI C 0 1 Y N N -0.788 26.912 31.417 -3.813 1.695 -1.199 CAI ZX9 1 ZX9 CAG CAG C 0 1 Y N N -0.085 26.686 32.593 -4.755 2.694 -1.045 CAG ZX9 2 ZX9 CAF CAF C 0 1 Y N N -0.797 26.296 33.724 -5.295 2.948 0.201 CAF ZX9 3 ZX9 CAH CAH C 0 1 Y N N -2.179 26.137 33.682 -4.894 2.202 1.294 CAH ZX9 4 ZX9 CAJ CAJ C 0 1 Y N N -2.877 26.364 32.501 -3.952 1.202 1.139 CAJ ZX9 5 ZX9 CAS CAS C 0 1 Y N N -2.168 26.750 31.369 -3.411 0.949 -0.107 CAS ZX9 6 ZX9 CAZ CAZ C 0 1 N N S -2.827 26.935 30.004 -2.384 -0.141 -0.275 CAZ ZX9 7 ZX9 CAX CAX C 0 1 N N N -4.336 26.721 29.856 -2.989 -1.481 0.146 CAX ZX9 8 ZX9 CAM CAM C 0 1 N N N -5.281 27.916 29.955 -1.980 -2.625 -0.086 CAM ZX9 9 ZX9 CAK CAK C 0 1 N N N -6.546 27.164 29.533 -2.794 -3.836 -0.578 CAK ZX9 10 ZX9 CAL CAL C 0 1 N N N -6.507 25.909 30.413 -4.268 -3.384 -0.628 CAL ZX9 11 ZX9 CAN CAN C 0 1 N N N -5.023 25.656 30.713 -4.189 -1.843 -0.764 CAN ZX9 12 ZX9 CAR CAR C 0 1 N N N -2.116 26.001 29.027 -1.184 0.162 0.586 CAR ZX9 13 ZX9 OAB OAB O 0 1 N N N -1.834 24.844 29.340 -1.334 0.674 1.675 OAB ZX9 14 ZX9 NAP NAP N 0 1 N N N -1.820 26.585 27.873 0.054 -0.137 0.146 NAP ZX9 15 ZX9 CAO CAO C 0 1 N N N -1.145 25.890 26.774 1.210 0.054 1.026 CAO ZX9 16 ZX9 CAY CAY C 0 1 N N R -1.071 26.901 25.632 2.485 -0.358 0.289 CAY ZX9 17 ZX9 NAQ NAQ N 0 1 N N N 0.331 27.305 25.445 2.582 0.385 -0.975 NAQ ZX9 18 ZX9 CAT CAT C 0 1 N N S 0.386 28.377 24.439 3.774 -0.012 -1.734 CAT ZX9 19 ZX9 CAA CAA C 0 1 N N N 1.829 28.857 24.283 3.812 0.752 -3.059 CAA ZX9 20 ZX9 CAU CAU C 0 1 N N R -0.185 27.899 23.099 5.030 0.313 -0.922 CAU ZX9 21 ZX9 OAC OAC O 0 1 N N N 0.613 26.829 22.583 5.088 1.719 -0.676 OAC ZX9 22 ZX9 CAV CAV C 0 1 N N R -1.621 27.402 23.269 4.978 -0.438 0.411 CAV ZX9 23 ZX9 OAD OAD O 0 1 N N N -2.102 26.864 22.036 6.120 -0.094 1.197 OAD ZX9 24 ZX9 CAW CAW C 0 1 N N R -1.628 26.306 24.334 3.703 -0.043 1.161 CAW ZX9 25 ZX9 OAE OAE O 0 1 N N N -2.967 25.835 24.518 3.619 -0.782 2.381 OAE ZX9 26 ZX9 HAI HAI H 0 1 N N N -0.256 27.218 30.528 -3.394 1.493 -2.174 HAI ZX9 27 ZX9 HAG HAG H 0 1 N N N 0.987 26.810 32.629 -5.069 3.277 -1.899 HAG ZX9 28 ZX9 HAF HAF H 0 1 N N N -0.269 26.114 34.648 -6.031 3.730 0.322 HAF ZX9 29 ZX9 HAH HAH H 0 1 N N N -2.712 25.836 34.572 -5.316 2.401 2.268 HAH ZX9 30 ZX9 HAJ HAJ H 0 1 N N N -3.950 26.243 32.464 -3.638 0.620 1.993 HAJ ZX9 31 ZX9 HAZ HAZ H 0 1 N N N -2.718 28.012 29.810 -2.077 -0.193 -1.320 HAZ ZX9 32 ZX9 HAX HAX H 0 1 N N N -4.217 26.394 28.813 -3.296 -1.449 1.191 HAX ZX9 33 ZX9 HAM HAM H 0 1 N N N -5.337 28.363 30.958 -1.251 -2.333 -0.841 HAM ZX9 34 ZX9 HAMA HAMA H 0 0 N N N -5.016 28.807 29.368 -1.474 -2.871 0.848 HAMA ZX9 35 ZX9 HAK HAK H 0 1 N N N -7.453 27.760 29.713 -2.459 -4.131 -1.572 HAK ZX9 36 ZX9 HAKA HAKA H 0 0 N N N -6.575 26.937 28.457 -2.682 -4.668 0.117 HAKA ZX9 37 ZX9 HAL HAL H 0 1 N N N -7.071 26.069 31.344 -4.770 -3.818 -1.493 HAL ZX9 38 ZX9 HALA HALA H 0 0 N N N -6.969 25.048 29.909 -4.783 -3.661 0.292 HALA ZX9 39 ZX9 HAN HAN H 0 1 N N N -4.713 24.638 30.432 -5.104 -1.376 -0.400 HAN ZX9 40 ZX9 HANA HANA H 0 0 N N N -4.773 25.724 31.782 -3.992 -1.556 -1.796 HANA ZX9 41 ZX9 HNAP HNAP H 0 0 N N N -2.069 27.545 27.747 0.180 -0.479 -0.753 HNAP ZX9 42 ZX9 HAO HAO H 0 1 N N N -0.137 25.568 27.076 1.278 1.103 1.313 HAO ZX9 43 ZX9 HAOA HAOA H 0 0 N N N -1.688 24.981 26.476 1.092 -0.560 1.919 HAOA ZX9 44 ZX9 HAY HAY H 0 1 N N N -1.683 27.778 25.888 2.455 -1.427 0.080 HAY ZX9 45 ZX9 HNAQ HNAQ H 0 0 N N N 0.704 27.637 26.311 1.745 0.269 -1.527 HNAQ ZX9 46 ZX9 HAT HAT H 0 1 N N N -0.234 29.220 24.778 3.737 -1.083 -1.934 HAT ZX9 47 ZX9 HAA HAA H 0 1 N N N 2.064 28.972 23.215 3.848 1.823 -2.861 HAA ZX9 48 ZX9 HAAA HAAA H 0 0 N N N 1.950 29.825 24.791 4.697 0.457 -3.624 HAAA ZX9 49 ZX9 HAAB HAAB H 0 0 N N N 2.511 28.119 24.731 2.918 0.520 -3.638 HAAB ZX9 50 ZX9 HAU HAU H 0 1 N N N -0.175 28.749 22.401 5.914 0.004 -1.480 HAU ZX9 51 ZX9 HOAC HOAC H 0 0 N N N 0.790 26.981 21.662 5.860 1.997 -0.165 HOAC ZX9 52 ZX9 HAV HAV H 0 1 N N N -2.271 28.237 23.570 4.974 -1.512 0.224 HAV ZX9 53 ZX9 HOAD HOAD H 0 0 N N N -2.209 27.565 21.404 6.965 -0.312 0.780 HOAD ZX9 54 ZX9 HAW HAW H 0 1 N N N -1.004 25.453 24.028 3.726 1.024 1.382 HAW ZX9 55 ZX9 HOAE HOAE H 0 0 N N N -3.142 25.731 25.446 4.360 -0.631 2.984 HOAE ZX9 56 # 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 ZX9 CAI CAG DOUB Y N 1 ZX9 CAI CAS SING Y N 2 ZX9 CAG CAF SING Y N 3 ZX9 CAF CAH DOUB Y N 4 ZX9 CAH CAJ SING Y N 5 ZX9 CAJ CAS DOUB Y N 6 ZX9 CAS CAZ SING N N 7 ZX9 CAZ CAX SING N N 8 ZX9 CAZ CAR SING N N 9 ZX9 CAX CAM SING N N 10 ZX9 CAX CAN SING N N 11 ZX9 CAM CAK SING N N 12 ZX9 CAK CAL SING N N 13 ZX9 CAL CAN SING N N 14 ZX9 CAR OAB DOUB N N 15 ZX9 CAR NAP SING N N 16 ZX9 NAP CAO SING N N 17 ZX9 CAO CAY SING N N 18 ZX9 CAY NAQ SING N N 19 ZX9 CAY CAW SING N N 20 ZX9 NAQ CAT SING N N 21 ZX9 CAT CAA SING N N 22 ZX9 CAT CAU SING N N 23 ZX9 CAU OAC SING N N 24 ZX9 CAU CAV SING N N 25 ZX9 CAV OAD SING N N 26 ZX9 CAV CAW SING N N 27 ZX9 CAW OAE SING N N 28 ZX9 CAI HAI SING N N 29 ZX9 CAG HAG SING N N 30 ZX9 CAF HAF SING N N 31 ZX9 CAH HAH SING N N 32 ZX9 CAJ HAJ SING N N 33 ZX9 CAZ HAZ SING N N 34 ZX9 CAX HAX SING N N 35 ZX9 CAM HAM SING N N 36 ZX9 CAM HAMA SING N N 37 ZX9 CAK HAK SING N N 38 ZX9 CAK HAKA SING N N 39 ZX9 CAL HAL SING N N 40 ZX9 CAL HALA SING N N 41 ZX9 CAN HAN SING N N 42 ZX9 CAN HANA SING N N 43 ZX9 NAP HNAP SING N N 44 ZX9 CAO HAO SING N N 45 ZX9 CAO HAOA SING N N 46 ZX9 CAY HAY SING N N 47 ZX9 NAQ HNAQ SING N N 48 ZX9 CAT HAT SING N N 49 ZX9 CAA HAA SING N N 50 ZX9 CAA HAAA SING N N 51 ZX9 CAA HAAB SING N N 52 ZX9 CAU HAU SING N N 53 ZX9 OAC HOAC SING N N 54 ZX9 CAV HAV SING N N 55 ZX9 OAD HOAD SING N N 56 ZX9 CAW HAW SING N N 57 ZX9 OAE HOAE 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 ZX9 SMILES ACDLabs 10.04 "O=C(NCC1NC(C(O)C(O)C1O)C)C(c2ccccc2)C3CCCC3" ZX9 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1N[C@H](CNC(=O)[C@@H](C2CCCC2)c3ccccc3)[C@@H](O)[C@H](O)[C@@H]1O" ZX9 SMILES CACTVS 3.341 "C[CH]1N[CH](CNC(=O)[CH](C2CCCC2)c3ccccc3)[CH](O)[CH](O)[CH]1O" ZX9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@H]([C@H]([C@@H]([C@H](N1)CNC(=O)[C@H](c2ccccc2)C3CCCC3)O)O)O" ZX9 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(C(N1)CNC(=O)C(c2ccccc2)C3CCCC3)O)O)O" ZX9 InChI InChI 1.03 "InChI=1S/C20H30N2O4/c1-12-17(23)19(25)18(24)15(22-12)11-21-20(26)16(14-9-5-6-10-14)13-7-3-2-4-8-13/h2-4,7-8,12,14-19,22-25H,5-6,9-11H2,1H3,(H,21,26)/t12-,15+,16+,17+,18+,19+/m0/s1" ZX9 InChIKey InChI 1.03 USPGDBVOHJFDBD-YFRSTRBHSA-N # 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 ZX9 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-cyclopentyl-2-phenyl-N-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl}ethanamide" ZX9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-cyclopentyl-2-phenyl-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-yl]methyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZX9 "Create component" 2008-12-24 PDBJ ZX9 "Modify aromatic_flag" 2011-06-04 RCSB ZX9 "Modify descriptor" 2011-06-04 RCSB #