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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h30-31H 
C4A InChIKey         InChI                1.02b PWHBUXLKTXHYAP-QOZXMVBSDB 
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 
# 
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" 
# 
