data_9Z3 # _chem_comp.id 9Z3 _chem_comp.name "N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl-L-cysteine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H23 N2 O9 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-31 _chem_comp.pdbx_modified_date 2019-03-15 _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 402.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9Z3 _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 6AIM _chem_comp.pdbx_subcomponent_list "2JD BAL CYS" _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 9Z3 C19 C6 C 0 1 N N N 6.733 0.813 14.243 1.471 -2.180 0.777 C16 2JD 1 9Z3 O05 O3 O 0 1 N N N 5.604 0.439 14.265 1.447 -1.961 1.970 O3 2JD 2 9Z3 C15 C2 C 0 1 N N R 7.459 1.360 15.459 2.726 -2.711 0.134 C17 2JD 3 9Z3 O04 O2 O 0 1 N N N 7.244 0.482 16.533 3.651 -3.106 1.149 O4 2JD 4 9Z3 C14 C1 C 0 1 N N N 6.980 2.777 15.773 3.356 -1.619 -0.733 C18 2JD 5 9Z3 C16 C3 C 0 1 N N N 7.736 3.237 17.018 3.573 -0.360 0.109 C19 2JD 6 9Z3 C17 C4 C 0 1 N N N 5.469 2.805 16.007 4.701 -2.109 -1.273 C20 2JD 7 9Z3 C18 C5 C 0 1 N N N 7.324 3.708 14.603 2.424 -1.296 -1.903 C21 2JD 8 9Z3 P02 P1 P 0 1 N N N 8.511 5.420 18.106 4.528 2.123 -0.138 P 2JD 9 9Z3 O06 O4 O 0 1 N N N 9.652 5.649 17.235 5.408 1.990 1.045 O1P 2JD 10 9Z3 O03 O1 O 0 1 N N N 7.391 4.549 17.325 4.161 0.659 -0.700 O2P 2JD 11 9Z3 O07 O5 O 0 1 N N N 7.864 6.811 18.643 3.177 2.891 0.282 O3P 2JD 12 9Z3 O08 O6 O 0 1 N N N 9.073 4.625 19.179 5.290 2.961 -1.282 OXT 2JD 13 9Z3 N12 N1 N 0 1 N N N 7.483 0.770 13.038 0.373 -1.953 0.029 N BAL 14 9Z3 C20 C7 C 0 1 N N N 6.883 0.275 11.837 -0.814 -1.345 0.634 CB BAL 15 9Z3 C21 C8 C 0 1 N N N 6.827 1.501 10.983 -1.908 -1.199 -0.425 CA BAL 16 9Z3 C22 C9 C 0 1 N N N 6.207 1.197 9.643 -3.130 -0.573 0.198 C BAL 17 9Z3 O09 O7 O 0 1 N N N 5.728 2.109 9.063 -3.125 -0.273 1.373 O BAL 18 9Z3 N13 N2 N 0 1 N N N 6.170 -0.143 9.083 -4.227 -0.347 -0.551 N CYS 19 9Z3 C23 C10 C 0 1 N N R 5.506 -0.339 7.823 -5.414 0.262 0.054 CA CYS 20 9Z3 C25 C12 C 0 1 N N N 4.007 -0.302 8.136 -6.638 -0.134 -0.732 C CYS 21 9Z3 O11 O9 O 0 1 N N N 3.206 -0.660 7.235 -6.529 -0.851 -1.698 O CYS 22 9Z3 C24 C11 C 0 1 N N N 5.843 -1.711 7.262 -5.270 1.785 0.040 CB CYS 23 9Z3 S01 S1 S 0 1 N N N 7.647 -1.837 7.103 -3.797 2.261 0.985 SG CYS 24 9Z3 O10 O8 O 0 1 N N N 3.552 0.069 9.271 -7.848 0.309 -0.358 OXT CYS 25 9Z3 H8 H8 H 0 1 N N N 8.533 1.406 15.226 2.479 -3.571 -0.488 H15 2JD 26 9Z3 H2 H2 H 0 1 N N N 6.497 -0.074 16.344 3.915 -2.389 1.741 H16 2JD 27 9Z3 H10 H10 H 0 1 N N N 8.818 3.179 16.829 2.614 -0.011 0.494 H17 2JD 28 9Z3 H9 H9 H 0 1 N N N 7.476 2.584 17.864 4.236 -0.591 0.943 H18 2JD 29 9Z3 H11 H11 H 0 1 N N N 5.215 2.139 16.845 4.564 -3.069 -1.771 H19 2JD 30 9Z3 H12 H12 H 0 1 N N N 5.154 3.832 16.246 5.093 -1.383 -1.984 H20 2JD 31 9Z3 H13 H13 H 0 1 N N N 4.951 2.465 15.098 5.403 -2.225 -0.447 H21 2JD 32 9Z3 H14 H14 H 0 1 N N N 6.979 4.727 14.831 1.502 -0.858 -1.522 H22 2JD 33 9Z3 H15 H15 H 0 1 N N N 8.413 3.716 14.449 2.913 -0.588 -2.572 H23 2JD 34 9Z3 H16 H16 H 0 1 N N N 6.827 3.348 13.690 2.194 -2.211 -2.448 H24 2JD 35 9Z3 H4 H4 H 0 1 N N N 9.998 4.482 19.017 5.542 3.855 -1.012 H27 2JD 36 9Z3 H3 H3 H 0 1 N N N 8.352 7.545 18.289 2.552 3.014 -0.446 H4 2JD 37 9Z3 H6 H6 H 0 1 N N N 8.432 1.086 13.029 0.370 -2.194 -0.911 H BAL 38 9Z3 H18 H18 H 0 1 N N N 7.504 -0.506 11.374 -1.174 -1.979 1.444 HB3 BAL 39 9Z3 H17 H17 H 0 1 N N N 5.876 -0.123 12.029 -0.557 -0.362 1.028 HB2 BAL 40 9Z3 H19 H19 H 0 1 N N N 7.848 1.880 10.829 -1.548 -0.565 -1.235 HA1 BAL 41 9Z3 H20 H20 H 0 1 N N N 6.225 2.267 11.493 -2.165 -2.182 -0.820 HA2 BAL 42 9Z3 H7 H7 H 0 1 N N N 6.596 -0.910 9.562 -4.231 -0.587 -1.491 H CYS 43 9Z3 H21 H21 H 0 1 N N N 5.765 0.448 7.099 -5.515 -0.084 1.083 HA CYS 44 9Z3 H22 H22 H 0 1 N N N 5.373 -1.834 6.275 -5.169 2.131 -0.989 HB2 CYS 45 9Z3 H23 H23 H 0 1 N N N 5.475 -2.492 7.944 -6.153 2.237 0.490 HB3 CYS 46 9Z3 H1 H1 H 0 1 N N N 7.793 -3.036 6.622 -3.797 3.603 0.889 HG CYS 47 9Z3 H5 H5 H 0 1 N N N 2.604 0.015 9.265 -8.603 0.029 -0.893 HXT CYS 48 # # 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 9Z3 S01 C24 SING N N 1 9Z3 O11 C25 DOUB N N 2 9Z3 C24 C23 SING N N 3 9Z3 C23 C25 SING N N 4 9Z3 C23 N13 SING N N 5 9Z3 C25 O10 SING N N 6 9Z3 O09 C22 DOUB N N 7 9Z3 N13 C22 SING N N 8 9Z3 C22 C21 SING N N 9 9Z3 C21 C20 SING N N 10 9Z3 C20 N12 SING N N 11 9Z3 N12 C19 SING N N 12 9Z3 C19 O05 DOUB N N 13 9Z3 C19 C15 SING N N 14 9Z3 C18 C14 SING N N 15 9Z3 C15 C14 SING N N 16 9Z3 C15 O04 SING N N 17 9Z3 C14 C17 SING N N 18 9Z3 C14 C16 SING N N 19 9Z3 C16 O03 SING N N 20 9Z3 O06 P02 DOUB N N 21 9Z3 O03 P02 SING N N 22 9Z3 P02 O07 SING N N 23 9Z3 P02 O08 SING N N 24 9Z3 S01 H1 SING N N 25 9Z3 O04 H2 SING N N 26 9Z3 O07 H3 SING N N 27 9Z3 O08 H4 SING N N 28 9Z3 O10 H5 SING N N 29 9Z3 N12 H6 SING N N 30 9Z3 N13 H7 SING N N 31 9Z3 C15 H8 SING N N 32 9Z3 C16 H9 SING N N 33 9Z3 C16 H10 SING N N 34 9Z3 C17 H11 SING N N 35 9Z3 C17 H12 SING N N 36 9Z3 C17 H13 SING N N 37 9Z3 C18 H14 SING N N 38 9Z3 C18 H15 SING N N 39 9Z3 C18 H16 SING N N 40 9Z3 C20 H17 SING N N 41 9Z3 C20 H18 SING N N 42 9Z3 C21 H19 SING N N 43 9Z3 C21 H20 SING N N 44 9Z3 C23 H21 SING N N 45 9Z3 C24 H22 SING N N 46 9Z3 C24 H23 SING N N 47 # # 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 9Z3 SMILES ACDLabs 12.01 "C(=O)(C(C(C)(COP(O)(O)=O)C)O)NCCC(=O)NC(C(O)=O)CS" 9Z3 InChI InChI 1.03 "InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1" 9Z3 InChIKey InChI 1.03 XQYALQVLCNHCFT-CBAPKCEASA-N 9Z3 SMILES_CANONICAL CACTVS 3.385 "CC(C)(CO[P](O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O" 9Z3 SMILES CACTVS 3.385 "CC(C)(CO[P](O)(O)=O)[CH](O)C(=O)NCCC(=O)N[CH](CS)C(O)=O" 9Z3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)N[C@@H](CS)C(=O)O)O" 9Z3 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NC(CS)C(=O)O)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 9Z3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl-L-cysteine" 9Z3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-[3-[[(2~{R})-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]-3-sulfanyl-propanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9Z3 "Create component" 2018-08-31 PDBJ 9Z3 "Initial release" 2019-03-20 RCSB ##