data_ZX5 # _chem_comp.id ZX5 _chem_comp.name "3-(1H-indol-3-yl)-N-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl}propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H25 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-22 _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 347.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZX5 _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 2ZX5 _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 ZX5 CAT CAT C 0 1 Y N N -4.831 27.317 29.223 5.048 -0.173 0.085 CAT ZX5 1 ZX5 CAI CAI C 0 1 Y N N -4.606 27.818 27.945 5.052 -1.157 1.075 CAI ZX5 2 ZX5 CAG CAG C 0 1 Y N N -5.549 27.604 26.946 6.086 -1.218 1.966 CAG ZX5 3 ZX5 CAF CAF C 0 1 Y N N -6.713 26.894 27.220 7.134 -0.310 1.895 CAF ZX5 4 ZX5 CAH CAH C 0 1 Y N N -6.937 26.397 28.499 7.150 0.669 0.926 CAH ZX5 5 ZX5 CAS CAS C 0 1 Y N N -5.994 26.610 29.499 6.108 0.750 0.008 CAS ZX5 6 ZX5 NAP NAP N 0 1 Y N N -5.935 26.243 30.777 5.839 1.589 -1.050 NAP ZX5 7 ZX5 CAJ CAJ C 0 1 Y N N -4.799 26.678 31.319 4.657 1.232 -1.640 CAJ ZX5 8 ZX5 CAR CAR C 0 1 Y N N -4.094 27.335 30.402 4.132 0.172 -1.005 CAR ZX5 9 ZX5 CAL CAL C 0 1 N N N -2.710 27.951 30.604 2.843 -0.529 -1.347 CAL ZX5 10 ZX5 CAK CAK C 0 1 N N N -1.634 26.864 30.582 1.710 0.037 -0.488 CAK ZX5 11 ZX5 CAQ CAQ C 0 1 N N N -1.693 26.031 29.298 0.421 -0.664 -0.831 CAQ ZX5 12 ZX5 OAB OAB O 0 1 N N N -1.807 24.808 29.357 0.409 -1.531 -1.678 OAB ZX5 13 ZX5 NAN NAN N 0 1 N N N -1.604 26.701 28.152 -0.719 -0.327 -0.195 NAN ZX5 14 ZX5 CAM CAM C 0 1 N N N -1.641 26.020 26.849 -1.972 -1.009 -0.528 CAM ZX5 15 ZX5 CAV CAV C 0 1 N N R -1.404 27.030 25.723 -3.104 -0.443 0.331 CAV ZX5 16 ZX5 NAO NAO N 0 1 N N N 0.030 27.341 25.613 -3.167 1.015 0.160 NAO ZX5 17 ZX5 CAU CAU C 0 1 N N S 0.242 28.432 24.647 -4.216 1.604 1.002 CAU ZX5 18 ZX5 CAA CAA C 0 1 N N N 1.731 28.774 24.603 -4.217 3.124 0.826 CAA ZX5 19 ZX5 CAW CAW C 0 1 N N R -0.269 28.051 23.253 -5.578 1.042 0.589 CAW ZX5 20 ZX5 OAC OAC O 0 1 N N N 0.537 27.007 22.698 -5.839 1.377 -0.775 OAC ZX5 21 ZX5 CAY CAY C 0 1 N N R -1.724 27.584 23.310 -5.566 -0.481 0.748 CAY ZX5 22 ZX5 OAE OAE O 0 1 N N N -2.095 27.069 22.029 -6.816 -1.017 0.310 OAE ZX5 23 ZX5 CAX CAX C 0 1 N N R -1.876 26.489 24.371 -4.433 -1.066 -0.101 CAX ZX5 24 ZX5 OAD OAD O 0 1 N N N -3.243 26.079 24.459 -4.379 -2.482 0.085 OAD ZX5 25 ZX5 HAI HAI H 0 1 N N N -3.703 28.370 27.730 4.240 -1.866 1.137 HAI ZX5 26 ZX5 HAG HAG H 0 1 N N N -5.377 27.991 25.953 6.089 -1.980 2.732 HAG ZX5 27 ZX5 HAF HAF H 0 1 N N N -7.442 26.729 26.440 7.944 -0.372 2.606 HAF ZX5 28 ZX5 HAH HAH H 0 1 N N N -7.841 25.847 28.715 7.969 1.371 0.878 HAH ZX5 29 ZX5 HNAP HNAP H 0 0 N N N -6.638 25.719 31.258 6.404 2.325 -1.335 HNAP ZX5 30 ZX5 HAJ HAJ H 0 1 N N N -4.497 26.522 32.344 4.215 1.726 -2.492 HAJ ZX5 31 ZX5 HAL HAL H 0 1 N N N -2.513 28.670 29.795 2.612 -0.373 -2.401 HAL ZX5 32 ZX5 HALA HALA H 0 0 N N N -2.684 28.460 31.579 2.947 -1.597 -1.153 HALA ZX5 33 ZX5 HAK HAK H 0 1 N N N -0.646 27.344 30.646 1.941 -0.120 0.566 HAK ZX5 34 ZX5 HAKA HAKA H 0 0 N N N -1.808 26.192 31.435 1.606 1.104 -0.682 HAKA ZX5 35 ZX5 HNAN HNAN H 0 0 N N N -1.509 27.696 28.177 -0.709 0.366 0.483 HNAN ZX5 36 ZX5 HAM HAM H 0 1 N N N -0.855 25.251 26.819 -2.202 -0.852 -1.581 HAM ZX5 37 ZX5 HAMA HAMA H 0 0 N N N -2.628 25.553 26.713 -1.868 -2.076 -0.333 HAMA ZX5 38 ZX5 HAV HAV H 0 1 N N N -1.980 27.933 25.974 -2.917 -0.677 1.379 HAV ZX5 39 ZX5 HNAO HNAO H 0 0 N N N 0.375 27.622 26.508 -2.271 1.439 0.349 HNAO ZX5 40 ZX5 HAU HAU H 0 1 N N N -0.330 29.314 24.972 -4.024 1.359 2.046 HAU ZX5 41 ZX5 HAA HAA H 0 1 N N N 2.058 28.856 23.556 -4.409 3.368 -0.219 HAA ZX5 42 ZX5 HAAA HAAA H 0 0 N N N 1.902 29.731 25.117 -4.996 3.561 1.450 HAAA ZX5 43 ZX5 HAAB HAAB H 0 0 N N N 2.304 27.980 25.105 -3.247 3.524 1.120 HAAB ZX5 44 ZX5 HAW HAW H 0 1 N N N -0.207 28.946 22.617 -6.355 1.468 1.224 HAW ZX5 45 ZX5 HOAC HOAC H 0 0 N N N 0.716 27.196 21.784 -6.688 1.052 -1.105 HOAC ZX5 46 ZX5 HAY HAY H 0 1 N N N -2.376 28.430 23.575 -5.406 -0.737 1.795 HAY ZX5 47 ZX5 HOAE HOAE H 0 0 N N N -2.177 27.786 21.411 -7.580 -0.686 0.802 HOAE ZX5 48 ZX5 HAX HAX H 0 1 N N N -1.265 25.619 24.090 -4.614 -0.843 -1.153 HAX ZX5 49 ZX5 HOAD HOAD H 0 0 N N N -3.489 25.988 25.372 -5.190 -2.943 -0.169 HOAD ZX5 50 # 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 ZX5 CAT CAI DOUB Y N 1 ZX5 CAT CAS SING Y N 2 ZX5 CAT CAR SING Y N 3 ZX5 CAI CAG SING Y N 4 ZX5 CAG CAF DOUB Y N 5 ZX5 CAF CAH SING Y N 6 ZX5 CAH CAS DOUB Y N 7 ZX5 CAS NAP SING Y N 8 ZX5 NAP CAJ SING Y N 9 ZX5 CAJ CAR DOUB Y N 10 ZX5 CAR CAL SING N N 11 ZX5 CAL CAK SING N N 12 ZX5 CAK CAQ SING N N 13 ZX5 CAQ OAB DOUB N N 14 ZX5 CAQ NAN SING N N 15 ZX5 NAN CAM SING N N 16 ZX5 CAM CAV SING N N 17 ZX5 CAV NAO SING N N 18 ZX5 CAV CAX SING N N 19 ZX5 NAO CAU SING N N 20 ZX5 CAU CAA SING N N 21 ZX5 CAU CAW SING N N 22 ZX5 CAW OAC SING N N 23 ZX5 CAW CAY SING N N 24 ZX5 CAY OAE SING N N 25 ZX5 CAY CAX SING N N 26 ZX5 CAX OAD SING N N 27 ZX5 CAI HAI SING N N 28 ZX5 CAG HAG SING N N 29 ZX5 CAF HAF SING N N 30 ZX5 CAH HAH SING N N 31 ZX5 NAP HNAP SING N N 32 ZX5 CAJ HAJ SING N N 33 ZX5 CAL HAL SING N N 34 ZX5 CAL HALA SING N N 35 ZX5 CAK HAK SING N N 36 ZX5 CAK HAKA SING N N 37 ZX5 NAN HNAN SING N N 38 ZX5 CAM HAM SING N N 39 ZX5 CAM HAMA SING N N 40 ZX5 CAV HAV SING N N 41 ZX5 NAO HNAO SING N N 42 ZX5 CAU HAU SING N N 43 ZX5 CAA HAA SING N N 44 ZX5 CAA HAAA SING N N 45 ZX5 CAA HAAB SING N N 46 ZX5 CAW HAW SING N N 47 ZX5 OAC HOAC SING N N 48 ZX5 CAY HAY SING N N 49 ZX5 OAE HOAE SING N N 50 ZX5 CAX HAX SING N N 51 ZX5 OAD HOAD SING N N 52 # 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 ZX5 SMILES ACDLabs 10.04 "O=C(NCC1NC(C(O)C(O)C1O)C)CCc3c2ccccc2nc3" ZX5 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1N[C@H](CNC(=O)CCc2c[nH]c3ccccc23)[C@@H](O)[C@H](O)[C@@H]1O" ZX5 SMILES CACTVS 3.341 "C[CH]1N[CH](CNC(=O)CCc2c[nH]c3ccccc23)[CH](O)[CH](O)[CH]1O" ZX5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@H]([C@H]([C@@H]([C@H](N1)CNC(=O)CCc2c[nH]c3c2cccc3)O)O)O" ZX5 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(C(N1)CNC(=O)CCc2c[nH]c3c2cccc3)O)O)O" ZX5 InChI InChI 1.03 "InChI=1S/C18H25N3O4/c1-10-16(23)18(25)17(24)14(21-10)9-20-15(22)7-6-11-8-19-13-5-3-2-4-12(11)13/h2-5,8,10,14,16-19,21,23-25H,6-7,9H2,1H3,(H,20,22)/t10-,14+,16+,17+,18+/m0/s1" ZX5 InChIKey InChI 1.03 QUTVJEWHGONWDR-YCIWZXPNSA-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 ZX5 "SYSTEMATIC NAME" ACDLabs 10.04 "3-(1H-indol-3-yl)-N-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl}propanamide" ZX5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(1H-indol-3-yl)-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-yl]methyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZX5 "Create component" 2008-12-22 PDBJ ZX5 "Modify aromatic_flag" 2011-06-04 RCSB ZX5 "Modify descriptor" 2011-06-04 RCSB #