data_5D8 # _chem_comp.id 5D8 _chem_comp.name "ethyl 2-(2-{2-[(1S)-1-amino-4-carbamimidamidobutyl]-1,3-thiazol-4-yl}-5-methyl-1,3-oxazol-4-yl)-1,3-thiazole-4-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N7 O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-08 _chem_comp.pdbx_modified_date 2015-09-18 _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 449.550 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5D8 _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 5DM0 _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 5D8 C1 C1 C 0 1 Y N N 26.538 50.823 21.626 0.551 1.589 -0.707 C1 5D8 1 5D8 C2 C2 C 0 1 Y N N 26.844 51.886 22.476 0.605 0.240 -0.766 C2 5D8 2 5D8 C3 C3 C 0 1 Y N N 28.568 54.437 20.813 -2.608 -1.278 -0.220 C3 5D8 3 5D8 C4 C4 C 0 1 Y N N 26.187 50.597 24.173 2.768 0.615 -1.164 C4 5D8 4 5D8 C5 C5 C 0 1 Y N N 28.291 55.126 22.081 -1.842 -2.386 -0.396 C5 5D8 5 5D8 C6 C6 C 0 1 Y N N 27.475 53.137 22.001 -0.578 -0.622 -0.572 C6 5D8 6 5D8 C8 C7 C 0 1 Y N N 29.414 54.974 19.740 -4.061 -1.253 0.054 C8 5D8 7 5D8 C11 C8 C 0 1 Y N N 30.962 55.282 17.851 -6.452 -1.674 0.488 C11 5D8 8 5D8 C12 C9 C 0 1 Y N N 30.722 56.405 18.646 -6.066 -0.379 0.456 C12 5D8 9 5D8 O14 O1 O 0 1 N N N 31.815 57.934 17.255 -8.182 0.499 0.887 O14 5D8 10 5D8 C13 C10 C 0 1 N N N 31.356 57.708 18.366 -7.008 0.731 0.671 C13 5D8 11 5D8 O15 O2 O 0 1 N N N 31.461 58.678 19.448 -6.570 2.005 0.629 O15 5D8 12 5D8 N2 N1 N 0 1 Y N N 29.885 56.221 19.715 -4.775 -0.181 0.220 N2 5D8 13 5D8 S1 S1 S 0 1 Y N N 30.064 53.966 18.513 -5.093 -2.671 0.198 S1 5D8 14 5D8 N1 N2 N 0 1 Y N N 28.122 53.179 20.812 -1.797 -0.202 -0.334 N1 5D8 15 5D8 O9 O3 O 0 1 Y N N 27.564 54.239 22.828 -0.582 -1.966 -0.620 O9 5D8 16 5D8 C7 C11 C 0 1 N N N 28.544 56.498 22.650 -2.314 -3.816 -0.350 C7 5D8 17 5D8 S5 S2 S 0 1 Y N N 25.949 49.632 22.738 2.175 2.208 -0.994 S5 5D8 18 5D8 N3 N3 N 0 1 Y N N 26.707 51.790 23.830 1.817 -0.240 -1.014 N3 5D8 19 5D8 CA C12 C 0 1 N N S 25.842 50.049 25.508 4.204 0.259 -1.451 CA 5D8 20 5D8 N N4 N 0 1 N N N 26.244 51.013 26.532 4.720 1.130 -2.516 N 5D8 21 5D8 CB C13 C 0 1 N N N 24.354 49.724 25.636 5.040 0.452 -0.184 CB 5D8 22 5D8 CG C14 C 0 1 N N N 23.420 50.829 25.153 6.471 -0.026 -0.440 CG 5D8 23 5D8 CD C15 C 0 1 N N N 22.071 50.664 25.853 7.307 0.167 0.827 CD 5D8 24 5D8 NE N5 N 0 1 N N N 21.124 51.585 25.209 8.677 -0.291 0.583 NE 5D8 25 5D8 CZ C16 C 0 1 N N N 20.360 51.341 24.216 9.616 -0.215 1.584 CZ 5D8 26 5D8 NH1 N6 N 0 1 N N N 19.590 52.249 23.771 10.902 -0.645 1.354 NH1 5D8 27 5D8 NH2 N7 N 0 1 N N N 20.365 50.200 23.646 9.288 0.265 2.751 NH2 5D8 28 5D8 C9 C17 C 0 1 N N N 32.069 59.954 19.229 -7.555 3.049 0.850 C9 5D8 29 5D8 C10 C18 C 0 1 N N N 33.192 60.156 20.230 -6.876 4.417 0.764 C10 5D8 30 5D8 H1 H1 H 0 1 N N N 26.641 50.759 20.553 -0.332 2.183 -0.521 H1 5D8 31 5D8 H2 H2 H 0 1 N N N 31.596 55.244 16.978 -7.458 -2.023 0.665 H2 5D8 32 5D8 H3 H3 H 0 1 N N N 28.074 56.577 23.641 -2.617 -4.132 -1.348 H3 5D8 33 5D8 H4 H4 H 0 1 N N N 29.628 56.662 22.744 -1.504 -4.455 0.002 H4 5D8 34 5D8 H5 H5 H 0 1 N N N 28.115 57.258 21.980 -3.162 -3.898 0.330 H5 5D8 35 5D8 H6 H6 H 0 1 N N N 26.406 49.117 25.659 4.264 -0.781 -1.771 H6 5D8 36 5D8 H7 H7 H 0 1 N N N 26.016 50.653 27.437 4.675 2.100 -2.243 H7 5D8 37 5D8 H8 H8 H 0 1 N N N 27.230 51.169 26.474 5.661 0.869 -2.771 H8 5D8 38 5D8 H10 H10 H 0 1 N N N 24.135 49.529 26.696 5.052 1.508 0.086 H10 5D8 39 5D8 H11 H11 H 0 1 N N N 24.148 48.819 25.046 4.604 -0.125 0.631 H11 5D8 40 5D8 H12 H12 H 0 1 N N N 23.849 51.811 25.400 6.458 -1.082 -0.709 H12 5D8 41 5D8 H13 H13 H 0 1 N N N 23.285 50.751 24.064 6.907 0.552 -1.254 H13 5D8 42 5D8 H14 H14 H 0 1 N N N 21.718 49.628 25.748 7.319 1.223 1.097 H14 5D8 43 5D8 H15 H15 H 0 1 N N N 22.169 50.912 26.920 6.871 -0.411 1.642 H15 5D8 44 5D8 H16 H16 H 0 1 N N N 21.072 52.507 25.592 8.921 -0.647 -0.285 H16 5D8 45 5D8 H17 H17 H 0 1 N N N 19.583 53.153 24.199 11.146 -1.001 0.486 H17 5D8 46 5D8 H18 H18 H 0 1 N N N 18.991 52.060 22.993 11.564 -0.591 2.061 H18 5D8 47 5D8 H19 H19 H 0 1 N N N 21.017 49.572 24.071 8.380 0.568 2.912 H19 5D8 48 5D8 H20 H20 H 0 1 N N N 32.476 59.996 18.208 -8.333 2.981 0.089 H20 5D8 49 5D8 H21 H21 H 0 1 N N N 31.316 60.746 19.357 -8.000 2.925 1.837 H21 5D8 50 5D8 H22 H22 H 0 1 N N N 33.661 61.137 20.063 -7.615 5.201 0.930 H22 5D8 51 5D8 H23 H23 H 0 1 N N N 32.785 60.113 21.251 -6.098 4.485 1.525 H23 5D8 52 5D8 H24 H24 H 0 1 N N N 33.944 59.364 20.102 -6.430 4.541 -0.223 H24 5D8 53 # 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 5D8 O14 C13 DOUB N N 1 5D8 C11 S1 SING Y N 2 5D8 C11 C12 DOUB Y N 3 5D8 C13 C12 SING N N 4 5D8 C13 O15 SING N N 5 5D8 S1 C8 SING Y N 6 5D8 C12 N2 SING Y N 7 5D8 C9 O15 SING N N 8 5D8 C9 C10 SING N N 9 5D8 N2 C8 DOUB Y N 10 5D8 C8 C3 SING N N 11 5D8 N1 C3 SING Y N 12 5D8 N1 C6 DOUB Y N 13 5D8 C3 C5 DOUB Y N 14 5D8 C1 C2 DOUB Y N 15 5D8 C1 S5 SING Y N 16 5D8 C6 C2 SING N N 17 5D8 C6 O9 SING Y N 18 5D8 C5 C7 SING N N 19 5D8 C5 O9 SING Y N 20 5D8 C2 N3 SING Y N 21 5D8 S5 C4 SING Y N 22 5D8 NH2 CZ DOUB N N 23 5D8 NH1 CZ SING N N 24 5D8 N3 C4 DOUB Y N 25 5D8 C4 CA SING N N 26 5D8 CZ NE SING N N 27 5D8 CG CB SING N N 28 5D8 CG CD SING N N 29 5D8 NE CD SING N N 30 5D8 CA CB SING N N 31 5D8 CA N SING N N 32 5D8 C1 H1 SING N N 33 5D8 C11 H2 SING N N 34 5D8 C7 H3 SING N N 35 5D8 C7 H4 SING N N 36 5D8 C7 H5 SING N N 37 5D8 CA H6 SING N N 38 5D8 N H7 SING N N 39 5D8 N H8 SING N N 40 5D8 CB H10 SING N N 41 5D8 CB H11 SING N N 42 5D8 CG H12 SING N N 43 5D8 CG H13 SING N N 44 5D8 CD H14 SING N N 45 5D8 CD H15 SING N N 46 5D8 NE H16 SING N N 47 5D8 NH1 H17 SING N N 48 5D8 NH1 H18 SING N N 49 5D8 NH2 H19 SING N N 50 5D8 C9 H20 SING N N 51 5D8 C9 H21 SING N N 52 5D8 C10 H22 SING N N 53 5D8 C10 H23 SING N N 54 5D8 C10 H24 SING N N 55 # 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 5D8 SMILES ACDLabs 12.01 "c1c(nc(C(CCCN/C(N)=N)N)s1)c3oc(c(c2nc(cs2)C(=O)OCC)n3)C" 5D8 InChI InChI 1.03 "InChI=1S/C18H23N7O3S2/c1-3-27-17(26)12-8-30-16(24-12)13-9(2)28-14(25-13)11-7-29-15(23-11)10(19)5-4-6-22-18(20)21/h7-8,10H,3-6,19H2,1-2H3,(H4,20,21,22)/t10-/m0/s1" 5D8 InChIKey InChI 1.03 LDXVRBOROSJVJC-JTQLQIEISA-N 5D8 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1csc(n1)c2nc(oc2C)c3csc(n3)[C@@H](N)CCCNC(N)=N" 5D8 SMILES CACTVS 3.385 "CCOC(=O)c1csc(n1)c2nc(oc2C)c3csc(n3)[CH](N)CCCNC(N)=N" 5D8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(\N)/NCCC[C@@H](c1nc(cs1)c2nc(c(o2)C)c3nc(cs3)C(=O)OCC)N" 5D8 SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1csc(n1)c2c(oc(n2)c3csc(n3)C(CCCNC(=N)N)N)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 5D8 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl 2-(2-{2-[(1S)-1-amino-4-carbamimidamidobutyl]-1,3-thiazol-4-yl}-5-methyl-1,3-oxazol-4-yl)-1,3-thiazole-4-carboxylate" 5D8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl 2-[2-[2-[(1S)-1-azanyl-4-carbamimidamido-butyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazol-4-yl]-1,3-thiazole-4-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5D8 "Create component" 2015-09-08 RCSB 5D8 "Initial release" 2015-09-23 RCSB #