data_C4A # _chem_comp.id C4A _chem_comp.name "ETHYL {(1S)-5-AMINO-1-[(5-{4-[(2,3-DIHYDRO-1H-INDEN-2-YLAMINO)CARBONYL]BENZYL}-1,2,4-OXADIAZOL-3-YL)CARBONYL]PENTYL}CARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H33 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-24 _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 519.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C4A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FS9 _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 C4A N1 N1 N 0 1 N N N 71.358 45.028 85.519 10.203 -1.518 -1.586 N1 C4A 1 C4A C2 C2 C 0 1 N N N 70.220 44.432 84.808 9.061 -0.594 -1.584 C2 C4A 2 C4A C4 C4 C 0 1 N N N 67.851 43.556 85.326 6.816 -0.126 -0.592 C4 C4A 3 C4A C5 C5 C 0 1 N N N 66.430 43.987 85.778 5.761 -0.622 0.399 C5 C4A 4 C4A C6 C6 C 0 1 N N S 65.291 42.992 85.379 4.572 0.341 0.401 C6 C4A 5 C4A C3 C3 C 0 1 N N N 68.902 44.668 85.582 8.006 -1.089 -0.593 C3 C4A 6 C4A C8 C8 C 0 1 N N N 64.430 42.554 83.058 5.560 2.544 0.077 C8 C4A 7 C4A O9 O9 O 0 1 N N N 64.502 41.325 83.149 5.710 2.272 -1.098 O9 C4A 8 C4A N7 N7 N 0 1 N N N 64.783 43.360 84.067 5.000 1.646 0.911 N7 C4A 9 C4A O10 O10 O 0 1 N N N 63.983 43.144 81.940 5.954 3.743 0.546 O10 C4A 10 C4A C11 C11 C 0 1 N N N 63.794 42.557 80.632 6.558 4.711 -0.353 C11 C4A 11 C4A C12 C12 C 0 1 N N N 62.887 43.461 79.764 6.910 5.980 0.427 C12 C4A 12 C4A O14 O14 O 0 1 N N N 64.577 42.649 87.736 3.285 0.272 2.374 O14 C4A 13 C4A C15 C15 C 0 1 Y N N 63.027 42.030 86.094 2.651 -1.340 0.814 C15 C4A 14 C4A N16 N16 N 0 1 Y N N 62.873 40.783 86.585 2.753 -1.955 -0.336 N16 C4A 15 C4A O17 O17 O 0 1 Y N N 61.822 40.228 86.048 1.925 -2.838 -0.412 O17 C4A 16 C4A C18 C18 C 0 1 Y N N 61.292 41.141 85.194 1.194 -2.877 0.707 C18 C4A 17 C4A C19 C19 C 0 1 N N N 60.087 40.936 84.357 0.065 -3.830 1.004 C19 C4A 18 C4A C20 C20 C 0 1 Y N N 58.838 40.700 85.141 -1.235 -3.232 0.533 C20 C4A 19 C4A C21 C21 C 0 1 Y N N 58.692 39.519 85.964 -1.678 -3.474 -0.756 C21 C4A 20 C4A C22 C22 C 0 1 Y N N 57.496 39.293 86.706 -2.867 -2.930 -1.194 C22 C4A 21 C4A C23 C23 C 0 1 Y N N 56.391 40.235 86.665 -3.625 -2.133 -0.334 C23 C4A 22 C4A C24 C24 C 0 1 Y N N 56.550 41.411 85.836 -3.173 -1.893 0.965 C24 C4A 23 C4A C25 C25 C 0 1 Y N N 57.748 41.640 85.092 -1.984 -2.448 1.392 C25 C4A 24 C4A C26 C26 C 0 1 N N N 55.208 40.007 87.402 -4.901 -1.546 -0.796 C26 C4A 25 C4A O27 O27 O 0 1 N N N 55.102 38.983 88.102 -5.291 -1.757 -1.928 O27 C4A 26 C4A N28 N28 N 0 1 N N N 54.187 40.876 87.360 -5.630 -0.778 0.037 N28 C4A 27 C4A C29 C29 C 0 1 N N N 52.943 40.775 88.060 -6.894 -0.196 -0.422 C29 C4A 28 C4A C30 C30 C 0 1 N N N 52.376 42.132 88.546 -7.832 0.088 0.771 C30 C4A 29 C4A C31 C31 C 0 1 Y N N 50.951 41.850 88.620 -8.566 1.359 0.403 C31 C4A 30 C4A C32 C32 C 0 1 Y N N 50.617 40.696 87.851 -7.898 2.006 -0.620 C32 C4A 31 C4A C33 C33 C 0 1 N N N 51.804 40.134 87.211 -6.669 1.213 -1.009 C33 C4A 32 C4A C34 C34 C 0 1 Y N N 49.261 40.232 87.776 -8.392 3.199 -1.120 C34 C4A 33 C4A C35 C35 C 0 1 Y N N 48.244 40.948 88.499 -9.550 3.743 -0.602 C35 C4A 34 C4A C36 C36 C 0 1 Y N N 48.587 42.113 89.278 -10.219 3.097 0.421 C36 C4A 35 C4A C37 C37 C 0 1 Y N N 49.951 42.569 89.344 -9.728 1.907 0.922 C37 C4A 36 C4A N38 N38 N 0 1 Y N N 62.036 42.260 85.220 1.646 -1.937 1.497 N38 C4A 37 C4A C13 C13 C 0 1 N N N 64.106 43.000 86.437 3.481 -0.210 1.283 C13 C4A 38 C4A HN11 1HN1 H 0 0 N N N 71.085 45.909 85.905 9.868 -2.392 -1.962 HN11 C4A 39 C4A HN12 2HN1 H 0 0 N N N 72.116 45.164 84.881 10.870 -1.153 -2.250 HN12 C4A 40 C4A H21A 1H2 H 0 0 N N N 70.388 43.348 84.720 8.629 -0.549 -2.584 H21A C4A 41 C4A H22A 2H2 H 0 0 N N N 70.138 44.893 83.813 9.398 0.400 -1.289 H22A C4A 42 C4A H41 1H4 H 0 1 N N N 67.820 43.357 84.245 6.384 -0.082 -1.591 H41 C4A 43 C4A H42 2H4 H 0 1 N N N 68.143 42.659 85.891 7.154 0.867 -0.297 H42 C4A 44 C4A H51 1H5 H 0 1 N N N 66.212 44.937 85.268 6.194 -0.666 1.399 H51 C4A 45 C4A H52 2H5 H 0 1 N N N 66.436 44.069 86.875 5.424 -1.615 0.105 H52 C4A 46 C4A H6 H6 H 0 1 N N N 65.709 41.975 85.357 4.194 0.454 -0.615 H6 C4A 47 C4A H31 1H3 H 0 1 N N N 68.474 45.619 85.232 8.438 -1.133 0.406 H31 C4A 48 C4A H32 2H3 H 0 1 N N N 69.130 44.690 86.658 7.669 -2.083 -0.888 H32 C4A 49 C4A HN7 HN7 H 0 1 N N N 64.685 44.340 83.897 4.880 1.863 1.849 HN7 C4A 50 C4A H111 1H11 H 0 0 N N N 63.315 41.573 80.746 5.854 4.958 -1.148 H111 C4A 51 C4A H112 2H11 H 0 0 N N N 64.772 42.447 80.140 7.463 4.288 -0.787 H112 C4A 52 C4A H121 1H12 H 0 0 N N N 62.651 42.946 78.821 7.364 6.706 -0.248 H121 C4A 53 C4A H122 2H12 H 0 0 N N N 63.410 44.404 79.547 6.005 6.403 0.861 H122 C4A 54 C4A H123 3H12 H 0 0 N N N 61.955 43.676 80.307 7.614 5.734 1.222 H123 C4A 55 C4A H191 1H19 H 0 0 N N N 60.264 40.033 83.754 0.240 -4.774 0.487 H191 C4A 56 C4A H192 2H19 H 0 0 N N N 59.940 41.839 83.746 0.014 -4.009 2.078 H192 C4A 57 C4A H21 H21 H 0 1 N N N 59.497 38.801 86.017 -1.090 -4.090 -1.421 H21 C4A 58 C4A H22 H22 H 0 1 N N N 57.410 38.403 87.311 -3.211 -3.119 -2.200 H22 C4A 59 C4A H24 H24 H 0 1 N N N 55.746 42.130 85.779 -3.755 -1.278 1.635 H24 C4A 60 C4A H25 H25 H 0 1 N N N 57.837 42.529 84.485 -1.634 -2.263 2.396 H25 C4A 61 C4A H28 H28 H 0 1 N N N 54.308 41.680 86.778 -5.318 -0.610 0.940 H28 C4A 62 C4A H29 H29 H 0 1 N N N 53.213 40.139 88.916 -7.378 -0.849 -1.148 H29 C4A 63 C4A H301 1H30 H 0 0 N N N 52.626 42.977 87.888 -8.538 -0.733 0.901 H301 C4A 64 C4A H302 2H30 H 0 0 N N N 52.790 42.429 89.521 -7.251 0.236 1.681 H302 C4A 65 C4A H331 1H33 H 0 0 N N N 51.824 39.034 87.194 -5.775 1.664 -0.578 H331 C4A 66 C4A H332 2H33 H 0 0 N N N 51.873 40.407 86.148 -6.580 1.161 -2.094 H332 C4A 67 C4A H34 H34 H 0 1 N N N 49.009 39.362 87.188 -7.871 3.704 -1.920 H34 C4A 68 C4A H35 H35 H 0 1 N N N 47.218 40.612 88.458 -9.934 4.673 -0.995 H35 C4A 69 C4A H36 H36 H 0 1 N N N 47.816 42.646 89.815 -11.125 3.521 0.828 H36 C4A 70 C4A H37 H37 H 0 1 N N N 50.213 43.438 89.930 -10.251 1.402 1.721 H37 C4A 71 # 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 C4A N1 C2 SING N N 1 C4A N1 HN11 SING N N 2 C4A N1 HN12 SING N N 3 C4A C2 C3 SING N N 4 C4A C2 H21A SING N N 5 C4A C2 H22A SING N N 6 C4A C4 C5 SING N N 7 C4A C4 C3 SING N N 8 C4A C4 H41 SING N N 9 C4A C4 H42 SING N N 10 C4A C5 C6 SING N N 11 C4A C5 H51 SING N N 12 C4A C5 H52 SING N N 13 C4A C6 N7 SING N N 14 C4A C6 C13 SING N N 15 C4A C6 H6 SING N N 16 C4A C3 H31 SING N N 17 C4A C3 H32 SING N N 18 C4A C8 O9 DOUB N N 19 C4A C8 N7 SING N N 20 C4A C8 O10 SING N N 21 C4A N7 HN7 SING N N 22 C4A O10 C11 SING N N 23 C4A C11 C12 SING N N 24 C4A C11 H111 SING N N 25 C4A C11 H112 SING N N 26 C4A C12 H121 SING N N 27 C4A C12 H122 SING N N 28 C4A C12 H123 SING N N 29 C4A O14 C13 DOUB N N 30 C4A C15 N16 DOUB Y N 31 C4A C15 N38 SING Y N 32 C4A C15 C13 SING N N 33 C4A N16 O17 SING Y N 34 C4A O17 C18 SING Y N 35 C4A C18 C19 SING N N 36 C4A C18 N38 DOUB Y N 37 C4A C19 C20 SING N N 38 C4A C19 H191 SING N N 39 C4A C19 H192 SING N N 40 C4A C20 C21 SING Y N 41 C4A C20 C25 DOUB Y N 42 C4A C21 C22 DOUB Y N 43 C4A C21 H21 SING N N 44 C4A C22 C23 SING Y N 45 C4A C22 H22 SING N N 46 C4A C23 C24 DOUB Y N 47 C4A C23 C26 SING N N 48 C4A C24 C25 SING Y N 49 C4A C24 H24 SING N N 50 C4A C25 H25 SING N N 51 C4A C26 O27 DOUB N N 52 C4A C26 N28 SING N N 53 C4A N28 C29 SING N N 54 C4A N28 H28 SING N N 55 C4A C29 C30 SING N N 56 C4A C29 C33 SING N N 57 C4A C29 H29 SING N N 58 C4A C30 C31 SING N N 59 C4A C30 H301 SING N N 60 C4A C30 H302 SING N N 61 C4A C31 C32 DOUB Y N 62 C4A C31 C37 SING Y N 63 C4A C32 C33 SING N N 64 C4A C32 C34 SING Y N 65 C4A C33 H331 SING N N 66 C4A C33 H332 SING N N 67 C4A C34 C35 DOUB Y N 68 C4A C34 H34 SING N N 69 C4A C35 C36 SING Y N 70 C4A C35 H35 SING N N 71 C4A C36 C37 DOUB Y N 72 C4A C36 H36 SING N N 73 C4A C37 H37 SING N N 74 # 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 C4A SMILES ACDLabs 10.04 "O=C(c1nc(on1)Cc4ccc(C(=O)NC3Cc2ccccc2C3)cc4)C(NC(=O)OCC)CCCCN" C4A SMILES_CANONICAL CACTVS 3.341 "CCOC(=O)N[C@@H](CCCCN)C(=O)c1noc(Cc2ccc(cc2)C(=O)NC3Cc4ccccc4C3)n1" C4A SMILES CACTVS 3.341 "CCOC(=O)N[CH](CCCCN)C(=O)c1noc(Cc2ccc(cc2)C(=O)NC3Cc4ccccc4C3)n1" C4A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOC(=O)N[C@@H](CCCCN)C(=O)c1nc(on1)Cc2ccc(cc2)C(=O)NC3Cc4ccccc4C3" C4A SMILES "OpenEye OEToolkits" 1.5.0 "CCOC(=O)NC(CCCCN)C(=O)c1nc(on1)Cc2ccc(cc2)C(=O)NC3Cc4ccccc4C3" C4A InChI InChI 1.03 "InChI=1S/C28H33N5O5/c1-2-37-28(36)31-23(9-5-6-14-29)25(34)26-32-24(38-33-26)15-18-10-12-19(13-11-18)27(35)30-22-16-20-7-3-4-8-21(20)17-22/h3-4,7-8,10-13,22-23H,2,5-6,9,14-17,29H2,1H3,(H,30,35)(H,31,36)/t23-/m0/s1" C4A InChIKey InChI 1.03 PWHBUXLKTXHYAP-QHCPKHFHSA-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 C4A "SYSTEMATIC NAME" ACDLabs 10.04 "ethyl [(1S)-5-amino-1-({5-[4-(2,3-dihydro-1H-inden-2-ylcarbamoyl)benzyl]-1,2,4-oxadiazol-3-yl}carbonyl)pentyl]carbamate" C4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl N-[(2S)-6-amino-1-[5-[[4-(2,3-dihydro-1H-inden-2-ylcarbamoyl)phenyl]methyl]-1,2,4-oxadiazol-3-yl]-1-oxo-hexan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C4A "Create component" 2006-01-24 RCSB C4A "Modify descriptor" 2011-06-04 RCSB #