data_ZMK # _chem_comp.id ZMK _chem_comp.name "methyl 7-{[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl]sulfanyl}-7-oxoheptanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H35 N2 O10 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-01 _chem_comp.pdbx_modified_date 2012-10-12 _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 514.527 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZMK _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 4ETW _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 ZMK OAE OAE O 0 1 N N N -12.660 -10.923 25.965 12.586 -2.655 -0.518 OAE ZMK 1 ZMK CBB CBB C 0 1 N N N -13.646 -11.282 25.352 13.077 -1.645 -0.072 CBB ZMK 2 ZMK OAX OAX O 0 1 N N N -13.782 -12.674 24.980 14.407 -1.558 0.086 OAX ZMK 3 ZMK CAA CAA C 0 1 N N N -13.702 -13.746 25.938 15.193 -2.717 -0.299 CAA ZMK 4 ZMK CAR CAR C 0 1 N N N -14.727 -10.307 24.938 12.197 -0.479 0.299 CAR ZMK 5 ZMK CAM CAM C 0 1 N N N -16.035 -10.785 25.573 10.736 -0.834 0.017 CAM ZMK 6 ZMK CAL CAL C 0 1 N N N -17.222 -10.550 24.657 9.842 0.350 0.395 CAL ZMK 7 ZMK CAN CAN C 0 1 N N N -18.131 -9.491 25.259 8.380 -0.005 0.112 CAN ZMK 8 ZMK CAT CAT C 0 1 N N N -19.268 -10.130 26.041 7.487 1.178 0.490 CAT ZMK 9 ZMK CBC CBC C 0 1 N N N -20.426 -10.350 25.103 6.047 0.829 0.212 CBC ZMK 10 ZMK OAF OAF O 0 1 N N N -20.700 -11.457 24.674 5.764 -0.259 -0.243 OAF ZMK 11 ZMK SAZ SAZ S 0 1 N N N -21.388 -9.099 24.588 4.812 1.968 0.539 SAZ ZMK 12 ZMK CAQ CAQ C 0 1 N N N -22.709 -9.994 23.842 3.362 1.016 0.023 CAQ ZMK 13 ZMK CAO CAO C 0 1 N N N -22.444 -10.151 22.357 2.100 1.856 0.229 CAO ZMK 14 ZMK NAV NAV N 0 1 N N N -23.505 -11.024 21.872 0.926 1.085 -0.189 NAV ZMK 15 ZMK CBA CBA C 0 1 N N N -23.650 -11.404 20.605 -0.304 1.628 -0.096 CBA ZMK 16 ZMK OAD OAD O 0 1 N N N -22.893 -11.050 19.721 -0.440 2.754 0.334 OAD ZMK 17 ZMK CAS CAS C 0 1 N N N -24.797 -12.315 20.284 -1.512 0.835 -0.525 CAS ZMK 18 ZMK CAP CAP C 0 1 N N N -25.603 -11.703 19.149 -2.773 1.675 -0.319 CAP ZMK 19 ZMK NAW NAW N 0 1 N N N -25.863 -12.875 18.345 -3.947 0.904 -0.737 NAW ZMK 20 ZMK CBD CBD C 0 1 N N N -27.008 -13.531 18.256 -5.177 1.446 -0.644 CBD ZMK 21 ZMK OAG OAG O 0 1 N N N -28.020 -13.210 18.860 -5.323 2.536 -0.131 OAG ZMK 22 ZMK CBE CBE C 0 1 N N S -26.961 -14.717 17.346 -6.372 0.699 -1.178 CBE ZMK 23 ZMK OAI OAI O 0 1 N N N -25.601 -15.150 17.216 -5.932 -0.468 -1.874 OAI ZMK 24 ZMK CBF CBF C 0 1 N N N -27.793 -15.864 17.897 -7.278 0.288 -0.015 CBF ZMK 25 ZMK CAC CAC C 0 1 N N N -29.275 -15.515 17.863 -6.463 -0.500 1.012 CAC ZMK 26 ZMK CAB CAB C 0 1 N N N -27.364 -16.202 19.321 -7.858 1.540 0.647 CAB ZMK 27 ZMK CAU CAU C 0 1 N N N -27.533 -17.044 16.986 -8.418 -0.586 -0.541 CAU ZMK 28 ZMK OAY OAY O 0 1 N N N -28.617 -17.930 17.160 -9.264 -0.969 0.545 OAY ZMK 29 ZMK PBG PBG P 0 1 N N N -28.718 -19.256 16.277 -10.568 -1.895 0.357 PBG ZMK 30 ZMK OAJ OAJ O 0 1 N N N -27.918 -18.948 15.037 -10.186 -3.154 -0.320 OAJ ZMK 31 ZMK OAK OAK O 0 1 N N N -28.110 -20.306 17.169 -11.201 -2.231 1.798 OAK ZMK 32 ZMK OAH OAH O 0 1 N N N -30.211 -19.387 16.073 -11.656 -1.114 -0.538 OAH ZMK 33 ZMK H1 H1 H 0 1 N N N -13.834 -14.709 25.423 16.250 -2.514 -0.121 H1 ZMK 34 ZMK H2 H2 H 0 1 N N N -12.718 -13.725 26.430 14.884 -3.578 0.292 H2 ZMK 35 ZMK H3 H3 H 0 1 N N N -14.492 -13.622 26.693 15.037 -2.927 -1.357 H3 ZMK 36 ZMK H4 H4 H 0 1 N N N -14.481 -9.297 25.297 12.318 -0.256 1.359 H4 ZMK 37 ZMK H5 H5 H 0 1 N N N -14.823 -10.294 23.842 12.480 0.393 -0.290 H5 ZMK 38 ZMK H6 H6 H 0 1 N N N -16.196 -10.237 26.513 10.614 -1.057 -1.043 H6 ZMK 39 ZMK H7 H7 H 0 1 N N N -15.956 -11.861 25.785 10.453 -1.705 0.607 H7 ZMK 40 ZMK H8 H8 H 0 1 N N N -17.783 -11.489 24.537 9.963 0.573 1.454 H8 ZMK 41 ZMK H9 H9 H 0 1 N N N -16.864 -10.209 23.674 10.125 1.221 -0.195 H9 ZMK 42 ZMK H10 H10 H 0 1 N N N -17.542 -8.854 25.936 8.259 -0.228 -0.947 H10 ZMK 43 ZMK H11 H11 H 0 1 N N N -18.552 -8.876 24.450 8.097 -0.877 0.702 H11 ZMK 44 ZMK H12 H12 H 0 1 N N N -19.575 -9.464 26.861 7.608 1.402 1.550 H12 ZMK 45 ZMK H13 H13 H 0 1 N N N -18.938 -11.094 26.456 7.770 2.050 -0.100 H13 ZMK 46 ZMK H14 H14 H 0 1 N N N -23.651 -9.446 23.990 3.455 0.754 -1.031 H14 ZMK 47 ZMK H15 H15 H 0 1 N N N -22.786 -10.988 24.307 3.294 0.106 0.618 H15 ZMK 48 ZMK H16 H16 H 0 1 N N N -21.459 -10.610 22.187 2.006 2.118 1.283 H16 ZMK 49 ZMK H17 H17 H 0 1 N N N -22.486 -9.175 21.852 2.168 2.766 -0.367 H17 ZMK 50 ZMK H18 H18 H 0 1 N N N -24.171 -11.361 22.538 1.034 0.185 -0.532 H18 ZMK 51 ZMK H19 H19 H 0 1 N N N -25.437 -12.432 21.171 -1.418 0.573 -1.579 H19 ZMK 52 ZMK H20 H20 H 0 1 N N N -24.413 -13.299 19.977 -1.579 -0.075 0.070 H20 ZMK 53 ZMK H21 H21 H 0 1 N N N -25.019 -10.953 18.596 -2.867 1.937 0.735 H21 ZMK 54 ZMK H22 H22 H 0 1 N N N -26.535 -11.246 19.514 -2.706 2.585 -0.915 H22 ZMK 55 ZMK H23 H23 H 0 1 N N N -25.101 -13.225 17.801 -3.839 0.003 -1.080 H23 ZMK 56 ZMK H24 H24 H 0 1 N N N -27.360 -14.431 16.362 -6.927 1.342 -1.861 H24 ZMK 57 ZMK H25 H25 H 0 1 N N N -25.073 -14.439 16.872 -5.430 -1.087 -1.326 H25 ZMK 58 ZMK H26 H26 H 0 1 N N N -29.466 -14.657 18.525 -5.651 0.123 1.387 H26 ZMK 59 ZMK H27 H27 H 0 1 N N N -29.567 -15.256 16.835 -7.108 -0.793 1.841 H27 ZMK 60 ZMK H28 H28 H 0 1 N N N -29.863 -16.379 18.205 -6.050 -1.392 0.541 H28 ZMK 61 ZMK H29 H29 H 0 1 N N N -27.556 -15.340 19.977 -8.342 2.159 -0.109 H29 ZMK 62 ZMK H30 H30 H 0 1 N N N -27.936 -17.070 19.680 -8.590 1.247 1.399 H30 ZMK 63 ZMK H31 H31 H 0 1 N N N -26.290 -16.440 19.334 -7.056 2.105 1.121 H31 ZMK 64 ZMK H32 H32 H 0 1 N N N -26.590 -17.538 17.263 -8.999 -0.024 -1.272 H32 ZMK 65 ZMK H33 H33 H 0 1 N N N -27.478 -16.711 15.939 -8.005 -1.477 -1.012 H33 ZMK 66 ZMK H34 H34 H 0 1 N N N -27.294 -20.611 16.789 -11.991 -2.786 1.761 H34 ZMK 67 ZMK H35 H35 H 0 1 N N N -30.419 -19.249 15.156 -11.953 -0.277 -0.154 H35 ZMK 68 # 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 ZMK OAJ PBG DOUB N N 1 ZMK OAH PBG SING N N 2 ZMK PBG OAY SING N N 3 ZMK PBG OAK SING N N 4 ZMK CAU OAY SING N N 5 ZMK CAU CBF SING N N 6 ZMK OAI CBE SING N N 7 ZMK CBE CBF SING N N 8 ZMK CBE CBD SING N N 9 ZMK CAC CBF SING N N 10 ZMK CBF CAB SING N N 11 ZMK CBD NAW SING N N 12 ZMK CBD OAG DOUB N N 13 ZMK NAW CAP SING N N 14 ZMK CAP CAS SING N N 15 ZMK OAD CBA DOUB N N 16 ZMK CAS CBA SING N N 17 ZMK CBA NAV SING N N 18 ZMK NAV CAO SING N N 19 ZMK CAO CAQ SING N N 20 ZMK CAQ SAZ SING N N 21 ZMK SAZ CBC SING N N 22 ZMK CAL CAN SING N N 23 ZMK CAL CAM SING N N 24 ZMK OAF CBC DOUB N N 25 ZMK CAR CBB SING N N 26 ZMK CAR CAM SING N N 27 ZMK OAX CBB SING N N 28 ZMK OAX CAA SING N N 29 ZMK CBC CAT SING N N 30 ZMK CAN CAT SING N N 31 ZMK CBB OAE DOUB N N 32 ZMK CAA H1 SING N N 33 ZMK CAA H2 SING N N 34 ZMK CAA H3 SING N N 35 ZMK CAR H4 SING N N 36 ZMK CAR H5 SING N N 37 ZMK CAM H6 SING N N 38 ZMK CAM H7 SING N N 39 ZMK CAL H8 SING N N 40 ZMK CAL H9 SING N N 41 ZMK CAN H10 SING N N 42 ZMK CAN H11 SING N N 43 ZMK CAT H12 SING N N 44 ZMK CAT H13 SING N N 45 ZMK CAQ H14 SING N N 46 ZMK CAQ H15 SING N N 47 ZMK CAO H16 SING N N 48 ZMK CAO H17 SING N N 49 ZMK NAV H18 SING N N 50 ZMK CAS H19 SING N N 51 ZMK CAS H20 SING N N 52 ZMK CAP H21 SING N N 53 ZMK CAP H22 SING N N 54 ZMK NAW H23 SING N N 55 ZMK CBE H24 SING N N 56 ZMK OAI H25 SING N N 57 ZMK CAC H26 SING N N 58 ZMK CAC H27 SING N N 59 ZMK CAC H28 SING N N 60 ZMK CAB H29 SING N N 61 ZMK CAB H30 SING N N 62 ZMK CAB H31 SING N N 63 ZMK CAU H32 SING N N 64 ZMK CAU H33 SING N N 65 ZMK OAK H34 SING N N 66 ZMK OAH H35 SING N N 67 # 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 ZMK SMILES ACDLabs 12.01 "O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CCCCCC(=O)OC" ZMK InChI InChI 1.03 "InChI=1S/C19H35N2O10PS/c1-19(2,13-31-32(27,28)29)17(25)18(26)21-10-9-14(22)20-11-12-33-16(24)8-6-4-5-7-15(23)30-3/h17,25H,4-13H2,1-3H3,(H,20,22)(H,21,26)(H2,27,28,29)/t17-/m1/s1" ZMK InChIKey InChI 1.03 HCFLUHFHCAMJNF-QGZVFWFLSA-N ZMK SMILES_CANONICAL CACTVS 3.370 "COC(=O)CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O" ZMK SMILES CACTVS 3.370 "COC(=O)CCCCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O" ZMK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(COP(=O)(O)O)[C@@H](C(=O)NCCC(=O)NCCSC(=O)CCCCCC(=O)OC)O" ZMK SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CCCCCC(=O)OC)O" # 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 ZMK "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 7-{[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl]sulfanyl}-7-oxoheptanoate" ZMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl 7-[2-[3-[[(2S)-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethylsulfanyl]-7-oxidanylidene-heptanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZMK "Create component" 2012-05-01 RCSB ZMK "Modify name" 2012-10-04 RCSB ZMK "Modify formula" 2012-10-04 RCSB ZMK "Initial release" 2012-10-12 RCSB #