data_3LC # _chem_comp.id 3LC _chem_comp.name ;(3S,4S,7Z)-7-(2-amino-1,3-thiazol-4-yl)-3-ethenyl-4-formyl-1-[({3-(5-hydroxy-4-oxo-3,4-dihydropyridin-2-yl)-4-[3-(methylsulfonyl)propyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}sulfonyl)amino]-10,10-dimethyl-1,6-dioxo-9-oxa-2,5,8-triazaundec-7-en-11-oic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H32 N10 O13 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-12 _chem_comp.pdbx_modified_date 2015-04-17 _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 788.786 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3LC _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 4WEK _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 3LC C1 C1 C 0 1 N N N 6.887 41.548 15.082 8.269 -0.362 -2.105 C1 3LC 1 3LC C2 C2 C 0 1 N N N 6.088 41.024 13.900 9.336 -0.508 -1.017 C2 3LC 2 3LC C3 C3 C 0 1 N N N 7.913 42.627 14.646 8.467 -1.431 -3.149 C3 3LC 3 3LC O4 O1 O 0 1 N N N 5.719 35.153 16.258 1.935 -0.190 -1.809 O4 3LC 4 3LC O5 O2 O 0 1 N N N 2.866 37.429 16.255 -1.185 -1.867 2.117 O5 3LC 5 3LC N6 N1 N 0 1 N N N -0.403 37.315 17.218 -4.054 -2.256 1.131 N6 3LC 6 3LC C7 C4 C 0 1 Y N N 11.275 37.194 13.268 3.798 2.587 2.439 C7 3LC 7 3LC C8 C5 C 0 1 N N N 8.225 38.147 16.766 4.570 -0.650 -0.182 C8 3LC 8 3LC C9 C6 C 0 1 N N S 6.354 36.881 17.721 2.348 -1.631 0.009 C9 3LC 9 3LC C10 C7 C 0 1 N N N 5.930 35.483 17.408 1.641 -1.224 -1.259 C10 3LC 10 3LC C11 C8 C 0 1 N N S 5.115 37.785 17.932 1.327 -1.766 1.140 C11 3LC 11 3LC C12 C9 C 0 1 N N N 5.351 38.908 18.932 2.033 -2.173 2.408 C12 3LC 12 3LC C13 C10 C 0 1 N N N 5.547 38.434 20.344 1.715 -3.295 3.004 C13 3LC 13 3LC C14 C11 C 0 1 N N N 2.915 36.869 17.349 -0.895 -2.747 1.330 C14 3LC 14 3LC C15 C12 C 0 1 N N N -1.547 37.687 16.557 -4.006 -1.045 1.722 C15 3LC 15 3LC C16 C13 C 0 1 N N N -0.965 39.252 18.037 -5.229 -0.888 -0.118 C16 3LC 16 3LC C19 C14 C 0 1 N N N -1.289 42.988 18.753 -7.412 -0.524 -3.368 C19 3LC 17 3LC C20 C15 C 0 1 N N N -1.556 42.864 20.221 -7.668 0.855 -3.179 C20 3LC 18 3LC C21 C16 C 0 1 N N N -1.601 41.652 20.790 -7.156 1.505 -2.102 C21 3LC 19 3LC C22 C17 C 0 1 N N N -3.075 39.679 16.620 -4.935 1.233 1.248 C22 3LC 20 3LC C24 C18 C 0 1 N N N -4.700 38.482 18.121 -4.046 3.538 0.879 C24 3LC 21 3LC O12 O3 O 0 1 N N N -6.321 36.445 17.851 -1.495 4.185 0.717 O12 3LC 22 3LC S2 S1 S 0 1 N N N -6.326 37.795 18.348 -2.730 4.510 0.095 S2 3LC 23 3LC O11 O4 O 0 1 N N N -7.286 38.707 17.779 -2.852 4.383 -1.315 O11 3LC 24 3LC C25 C19 C 0 1 N N N -6.542 37.760 20.086 -3.184 6.203 0.563 C25 3LC 25 3LC C23 C20 C 0 1 N N N -4.396 38.919 16.705 -3.826 2.053 0.587 C23 3LC 26 3LC N7 N2 N 0 1 N N N -1.905 38.906 17.084 -4.724 -0.190 0.968 N7 3LC 27 3LC O8 O5 O 0 1 N N N -2.145 37.101 15.695 -3.420 -0.773 2.754 O8 3LC 28 3LC C17 C21 C 0 1 N N N -1.152 40.540 18.700 -6.063 -0.330 -1.181 C17 3LC 29 3LC N9 N3 N 0 1 N N N -1.407 40.514 20.063 -6.402 0.937 -1.169 N9 3LC 30 3LC O10 O6 O 0 1 N N N -1.746 43.997 20.927 -8.430 1.532 -4.080 O10 3LC 31 3LC O9 O7 O 0 1 N N N -1.246 44.119 18.217 -7.856 -1.132 -4.321 O9 3LC 32 3LC C18 C22 C 0 1 N N N -1.091 41.740 18.039 -6.547 -1.203 -2.321 C18 3LC 33 3LC N8 N4 N 0 1 N N N -0.014 38.276 18.182 -4.831 -2.133 -0.029 N8 3LC 34 3LC S1 S2 S 0 1 N N N 0.507 35.842 17.020 -3.320 -3.638 1.674 S1 3LC 35 3LC O6 O8 O 0 1 N N N 0.674 35.672 15.611 -3.134 -3.471 3.072 O6 3LC 36 3LC O7 O9 O 0 1 N N N -0.205 34.853 17.762 -4.043 -4.724 1.110 O7 3LC 37 3LC N5 N5 N 0 1 N N N 1.930 36.003 17.760 -1.807 -3.685 1.003 N5 3LC 38 3LC N4 N6 N 0 1 N N N 3.926 36.996 18.221 0.336 -2.786 0.785 N4 3LC 39 3LC N3 N7 N 0 1 N N N 7.119 37.420 16.601 3.338 -0.611 0.364 N3 3LC 40 3LC O3 O10 O 0 1 N N N 8.683 38.443 17.864 4.891 -1.581 -0.893 O3 3LC 41 3LC C4 C23 C 0 1 N N N 8.847 38.634 15.493 5.533 0.444 0.086 C4 3LC 42 3LC N N8 N 0 1 N N N 8.490 39.777 15.035 6.685 0.462 -0.523 N 3LC 43 3LC O2 O11 O 0 1 N N N 7.476 40.404 15.826 6.972 -0.500 -1.522 O2 3LC 44 3LC O1 O12 O 0 1 N N N 7.514 43.433 13.784 7.587 -2.229 -3.371 O1 3LC 45 3LC O O13 O 0 1 N N N 9.030 42.640 15.195 9.620 -1.497 -3.832 O 3LC 46 3LC C C24 C 0 1 N N N 5.981 42.185 16.119 8.392 1.016 -2.757 C 3LC 47 3LC C5 C25 C 0 1 Y N N 9.828 37.730 14.864 5.187 1.516 1.044 C5 3LC 48 3LC N1 N9 N 0 1 Y N N 10.527 38.165 13.737 3.985 1.604 1.615 N1 3LC 49 3LC N2 N10 N 0 1 N N N 12.061 37.295 12.185 2.624 2.838 3.129 N2 3LC 50 3LC S S3 S 0 1 Y N N 11.190 35.702 14.173 5.269 3.549 2.551 S 3LC 51 3LC C6 C26 C 0 1 Y N N 10.111 36.471 15.277 6.064 2.474 1.403 C6 3LC 52 3LC H1 H1 H 0 1 N N N 5.374 40.263 14.248 9.248 -1.490 -0.553 H1 3LC 53 3LC H2 H2 H 0 1 N N N 5.540 41.854 13.431 10.325 -0.403 -1.462 H2 3LC 54 3LC H3 H3 H 0 1 N N N 6.772 40.575 13.165 9.193 0.265 -0.262 H3 3LC 55 3LC H4 H4 H 0 1 N N N 6.964 36.888 18.637 2.849 -2.586 -0.145 H4 3LC 56 3LC H5 H5 H 0 1 N N N 5.811 34.765 18.205 0.873 -1.858 -1.676 H5 3LC 57 3LC H6 H6 H 0 1 N N N 4.939 38.276 16.964 0.826 -0.811 1.294 H6 3LC 58 3LC H7 H7 H 0 1 N N N 5.375 39.951 18.652 2.802 -1.539 2.825 H7 3LC 59 3LC H9 H9 H 0 1 N N N 5.722 39.149 21.134 0.946 -3.928 2.588 H9 3LC 60 3LC H10 H10 H 0 1 N N N 5.513 37.378 20.569 2.221 -3.586 3.913 H10 3LC 61 3LC H12 H12 H 0 1 N N N -1.795 41.574 21.849 -7.376 2.557 -1.998 H12 3LC 62 3LC H13 H13 H 0 1 N N N -2.907 39.964 15.571 -4.916 1.398 2.325 H13 3LC 63 3LC H14 H14 H 0 1 N N N -3.157 40.586 17.238 -5.902 1.542 0.850 H14 3LC 64 3LC H15 H15 H 0 1 N N N -3.962 37.720 18.412 -4.027 3.703 1.956 H15 3LC 65 3LC H16 H16 H 0 1 N N N -4.602 39.358 18.779 -5.012 3.848 0.481 H16 3LC 66 3LC H17 H17 H 0 1 N N N -5.814 37.067 20.533 -3.191 6.290 1.650 H17 3LC 67 3LC H18 H18 H 0 1 N N N -6.386 38.769 20.495 -2.459 6.902 0.147 H18 3LC 68 3LC H19 H19 H 0 1 N N N -7.562 37.423 20.322 -4.176 6.434 0.175 H19 3LC 69 3LC H20 H20 H 0 1 N N N -5.207 39.573 16.352 -2.859 1.743 0.985 H20 3LC 70 3LC H21 H21 H 0 1 N N N -4.337 38.028 16.062 -3.845 1.888 -0.491 H21 3LC 71 3LC H22 H22 H 0 1 N N N -1.676 44.747 20.348 -8.550 2.468 -3.869 H22 3LC 72 3LC H23 H23 H 0 1 N N N -0.093 41.796 17.579 -7.124 -2.025 -1.897 H23 3LC 73 3LC H24 H24 H 0 1 N N N -1.857 41.704 17.250 -5.674 -1.629 -2.815 H24 3LC 74 3LC H25 H25 H 0 1 N N N 2.107 35.439 18.567 -1.576 -4.387 0.375 H25 3LC 75 3LC H26 H26 H 0 1 N N N 3.861 36.531 19.104 0.567 -3.488 0.157 H26 3LC 76 3LC H27 H27 H 0 1 N N N 6.801 37.237 15.671 3.108 0.091 0.992 H27 3LC 77 3LC H28 H28 H 0 1 N N N 9.542 43.365 14.856 9.700 -2.200 -4.491 H28 3LC 78 3LC H29 H29 H 0 1 N N N 6.587 42.553 16.960 8.249 1.789 -2.003 H29 3LC 79 3LC H30 H30 H 0 1 N N N 5.437 43.025 15.664 9.381 1.121 -3.202 H30 3LC 80 3LC H31 H31 H 0 1 N N N 5.262 41.438 16.486 7.632 1.120 -3.532 H31 3LC 81 3LC H32 H32 H 0 1 N N N 11.984 38.215 11.801 1.859 2.254 3.013 H32 3LC 82 3LC H33 H33 H 0 1 N N N 13.011 37.121 12.445 2.568 3.599 3.729 H33 3LC 83 3LC H34 H34 H 0 1 N N N 9.716 36.013 16.172 7.080 2.568 1.049 H34 3LC 84 # 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 3LC N2 C7 SING N N 1 3LC C7 N1 DOUB Y N 2 3LC C7 S SING Y N 3 3LC N1 C5 SING Y N 4 3LC O1 C3 DOUB N N 5 3LC C2 C1 SING N N 6 3LC S C6 SING Y N 7 3LC C3 C1 SING N N 8 3LC C3 O SING N N 9 3LC C5 C6 DOUB Y N 10 3LC C5 C4 SING N N 11 3LC N C4 DOUB N Z 12 3LC N O2 SING N N 13 3LC C1 O2 SING N N 14 3LC C1 C SING N N 15 3LC C4 C8 SING N N 16 3LC O6 S1 DOUB N N 17 3LC O8 C15 DOUB N N 18 3LC O5 C14 DOUB N N 19 3LC O4 C10 DOUB N N 20 3LC C15 N7 SING N N 21 3LC C15 N6 SING N N 22 3LC N3 C8 SING N N 23 3LC N3 C9 SING N N 24 3LC C22 C23 SING N N 25 3LC C22 N7 SING N N 26 3LC C23 C24 SING N N 27 3LC C8 O3 DOUB N N 28 3LC S1 N6 SING N N 29 3LC S1 N5 SING N N 30 3LC S1 O7 DOUB N N 31 3LC N7 C16 SING N N 32 3LC N6 N8 SING N N 33 3LC C14 N5 SING N N 34 3LC C14 N4 SING N N 35 3LC C10 C9 SING N N 36 3LC C9 C11 SING N N 37 3LC O11 S2 DOUB N N 38 3LC O12 S2 DOUB N N 39 3LC C11 N4 SING N N 40 3LC C11 C12 SING N N 41 3LC C16 N8 DOUB N N 42 3LC C16 C17 SING N N 43 3LC C18 C17 SING N N 44 3LC C18 C19 SING N N 45 3LC C24 S2 SING N N 46 3LC O9 C19 DOUB N N 47 3LC S2 C25 SING N N 48 3LC C17 N9 DOUB N N 49 3LC C19 C20 SING N N 50 3LC C12 C13 DOUB N N 51 3LC N9 C21 SING N N 52 3LC C20 C21 DOUB N N 53 3LC C20 O10 SING N N 54 3LC C2 H1 SING N N 55 3LC C2 H2 SING N N 56 3LC C2 H3 SING N N 57 3LC C9 H4 SING N N 58 3LC C10 H5 SING N N 59 3LC C11 H6 SING N N 60 3LC C12 H7 SING N N 61 3LC C13 H9 SING N N 62 3LC C13 H10 SING N N 63 3LC C21 H12 SING N N 64 3LC C22 H13 SING N N 65 3LC C22 H14 SING N N 66 3LC C24 H15 SING N N 67 3LC C24 H16 SING N N 68 3LC C25 H17 SING N N 69 3LC C25 H18 SING N N 70 3LC C25 H19 SING N N 71 3LC C23 H20 SING N N 72 3LC C23 H21 SING N N 73 3LC O10 H22 SING N N 74 3LC C18 H23 SING N N 75 3LC C18 H24 SING N N 76 3LC N5 H25 SING N N 77 3LC N4 H26 SING N N 78 3LC N3 H27 SING N N 79 3LC O H28 SING N N 80 3LC C H29 SING N N 81 3LC C H30 SING N N 82 3LC C H31 SING N N 83 3LC N2 H32 SING N N 84 3LC N2 H33 SING N N 85 3LC C6 H34 SING N N 86 # 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 3LC SMILES ACDLabs 12.01 "O=S(=O)(C)CCCN2C(=O)N(N=C2C1=NC=C(O)C(=O)C1)S(=O)(=O)NC(=O)NC(\C=C)C(C=O)NC(=O)C(=N\OC(C(=O)O)(C)C)/c3nc(sc3)N" 3LC InChI InChI 1.03 ;InChI=1S/C26H32N10O13S3/c1-5-13(15(11-37)29-21(40)19(16-12-50-23(27)30-16)33-49-26(2,3)22(41)42)31-24(43)34-52(47,48)36-25(44)35(7-6-8-51(4,45)46)20(32-36)14-9-17(38)18(39)10-28-14/h5,10-13,15,39H,1,6-9H2,2-4H3,(H2,27,30)(H,29,40)(H,41,42)(H2,31,34,43)/b33-19-/t13-,15+/m0/s1 ; 3LC InChIKey InChI 1.03 AHKKXUZADGDRIH-JNUWSLPISA-N 3LC SMILES_CANONICAL CACTVS 3.385 "CC(C)(O\N=C(/C(=O)N[C@H](C=O)[C@@H](NC(=O)N[S](=O)(=O)N1N=C(N(CCC[S](C)(=O)=O)C1=O)C2=NC=C(O)C(=O)C2)C=C)c3csc(N)n3)C(O)=O" 3LC SMILES CACTVS 3.385 "CC(C)(ON=C(C(=O)N[CH](C=O)[CH](NC(=O)N[S](=O)(=O)N1N=C(N(CCC[S](C)(=O)=O)C1=O)C2=NC=C(O)C(=O)C2)C=C)c3csc(N)n3)C(O)=O" 3LC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(C(=O)O)O/N=C(/c1csc(n1)N)\C(=O)N[C@H](C=O)[C@H](C=C)NC(=O)NS(=O)(=O)N2C(=O)N(C(=N2)C3=NC=C(C(=O)C3)O)CCCS(=O)(=O)C" 3LC SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C(=O)O)ON=C(c1csc(n1)N)C(=O)NC(C=O)C(C=C)NC(=O)NS(=O)(=O)N2C(=O)N(C(=N2)C3=NC=C(C(=O)C3)O)CCCS(=O)(=O)C" # 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 3LC "SYSTEMATIC NAME" ACDLabs 12.01 ;(3S,4S,7Z)-7-(2-amino-1,3-thiazol-4-yl)-3-ethenyl-4-formyl-1-[({3-(5-hydroxy-4-oxo-3,4-dihydropyridin-2-yl)-4-[3-(methylsulfonyl)propyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}sulfonyl)amino]-10,10-dimethyl-1,6-dioxo-9-oxa-2,5,8-triazaundec-7-en-11-oic acid ; 3LC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 ;2-[(Z)-[1-(2-azanyl-1,3-thiazol-4-yl)-2-[[(2S,3S)-3-[[4-(3-methylsulfonylpropyl)-5-oxidanylidene-3-(5-oxidanyl-4-oxidanylidene-3H-pyridin-2-yl)-1,2,4-triazol-1-yl]sulfonylcarbamoylamino]-1-oxidanylidene-pent-4-en-2-yl]amino]-2-oxidanylidene-ethylidene]amino]oxy-2-methyl-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 3LC "Create component" 2014-09-12 RCSB 3LC "Initial release" 2015-04-22 RCSB #