data_IN8
# 
_chem_comp.id                                    IN8 
_chem_comp.name                                  "[2-(5-MERCAPTO-[1,3,4]THIADIAZOL-2-YLCARBAMOYL)-1-PHENYL-ETHYL]-CARBAMIC ACID BENZYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 N4 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PNU-141803 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        414.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IN8 
_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        2USN 
_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 
IN8 C1   C1   C 0 1 Y N N 29.535 45.686 47.814 -0.607 -0.264 3.643  C1   IN8 1  
IN8 C2   C2   C 0 1 Y N N 30.993 47.577 48.155 1.066  0.059  5.689  C2   IN8 2  
IN8 C3   C3   C 0 1 N N N 27.225 44.931 48.490 -1.486 -0.038 1.451  C3   IN8 3  
IN8 C7   C7   C 0 1 Y N N 26.717 44.123 44.668 -3.974 1.079  -2.494 C7   IN8 4  
IN8 C8   C8   C 0 1 Y N N 26.571 45.042 43.671 -4.948 0.802  -3.435 C8   IN8 5  
IN8 C9   C9   C 0 1 Y N N 25.912 46.205 43.920 -5.205 -0.505 -3.801 C9   IN8 6  
IN8 C10  C10  C 0 1 Y N N 25.290 46.392 45.115 -4.486 -1.537 -3.226 C10  IN8 7  
IN8 C11  C11  C 0 1 Y N N 25.396 45.453 46.091 -3.509 -1.259 -2.288 C11  IN8 8  
IN8 C12  C12  C 0 1 N N N 25.045 41.156 47.464 -0.101 0.656  -2.103 C12  IN8 9  
IN8 C13  C13  C 0 1 N N N 23.887 39.203 47.856 1.947  1.065  -3.331 C13  IN8 10 
IN8 C14  C14  C 0 1 Y N N 22.315 39.076 51.793 5.521  -1.039 -4.356 C14  IN8 11 
IN8 C15  C15  C 0 1 Y N N 21.977 40.094 50.949 4.421  -1.095 -5.192 C15  IN8 12 
IN8 C16  C16  C 0 1 Y N N 22.481 40.139 49.667 3.265  -0.414 -4.861 C16  IN8 13 
IN8 C19  C19  C 0 1 Y N N 23.156 38.090 51.337 5.464  -0.300 -3.189 C19  IN8 14 
IN8 S1   S1   S 0 1 Y N N 29.387 47.205 48.700 -0.474 -0.787 5.351  S1   IN8 15 
IN8 N1   N1   N 0 1 Y N N 30.627 45.522 47.174 0.493  0.461  3.539  N1   IN8 16 
IN8 N2   N2   N 0 1 Y N N 31.484 46.590 47.396 1.284  0.620  4.509  N2   IN8 17 
IN8 N3   N3   N 0 1 N N N 28.430 44.764 47.839 -1.589 -0.543 2.696  N3   IN8 18 
IN8 S2   S2   S 0 1 N N N 31.950 49.024 48.573 2.017  0.131  7.171  S2   IN8 19 
IN8 O1   O1   O 0 1 N N N 26.967 46.087 49.215 -0.539 0.659  1.155  O1   IN8 20 
IN8 C4   C4   C 0 1 N N N 26.188 43.809 48.362 -2.548 -0.339 0.425  C4   IN8 21 
IN8 C5   C5   C 0 1 N N R 26.233 43.247 46.926 -2.194 0.349  -0.893 C5   IN8 22 
IN8 C6   C6   C 0 1 Y N N 26.145 44.315 45.896 -3.256 0.048  -1.919 C6   IN8 23 
IN8 O2   O2   O 0 1 N N N 23.809 40.497 47.353 1.087  0.202  -2.542 O2   IN8 24 
IN8 O3   O3   O 0 1 N N N 26.015 40.713 48.108 -0.454 1.788  -2.368 O3   IN8 25 
IN8 N4   N4   N 0 1 N N N 25.096 42.348 46.830 -0.900 -0.144 -1.370 N4   IN8 26 
IN8 C17  C17  C 0 1 Y N N 23.344 39.188 49.246 3.208  0.322  -3.693 C17  IN8 27 
IN8 C18  C18  C 0 1 Y N N 23.669 38.157 50.062 4.309  0.383  -2.859 C18  IN8 28 
IN8 H7   H7   H 0 1 N N N 27.306 43.210 44.478 -3.774 2.101  -2.209 H7   IN8 29 
IN8 H8   H8   H 0 1 N N N 26.984 44.845 42.667 -5.510 1.608  -3.884 H8   IN8 30 
IN8 H9   H9   H 0 1 N N N 25.882 46.996 43.152 -5.966 -0.721 -4.535 H9   IN8 31 
IN8 H10  H10  H 0 1 N N N 24.699 47.306 45.292 -4.686 -2.559 -3.511 H10  IN8 32 
IN8 H11  H11  H 0 1 N N N 24.870 45.615 47.047 -2.947 -2.065 -1.839 H11  IN8 33 
IN8 H131 1H13 H 0 0 N N N 23.382 38.459 47.195 1.427  1.362  -4.242 H131 IN8 34 
IN8 H132 2H13 H 0 0 N N N 24.920 38.787 47.799 2.202  1.952  -2.752 H132 IN8 35 
IN8 H14  H14  H 0 1 N N N 21.917 39.050 52.821 6.424  -1.571 -4.615 H14  IN8 36 
IN8 H15  H15  H 0 1 N N N 21.293 40.883 51.304 4.466  -1.672 -6.104 H15  IN8 37 
IN8 H16  H16  H 0 1 N N N 22.190 40.944 48.971 2.406  -0.459 -5.514 H16  IN8 38 
IN8 H19  H19  H 0 1 N N N 23.419 37.244 51.994 6.323  -0.256 -2.536 H19  IN8 39 
IN8 HN3  HN3  H 0 1 N N N 28.510 43.882 47.332 -2.346 -1.101 2.932  HN3  IN8 40 
IN8 HS2  HS2  H 0 1 N N N 32.828 49.227 48.274 3.032  0.912  6.759  HS2  IN8 41 
IN8 H41  1H4  H 0 1 N N N 26.323 43.015 49.133 -2.606 -1.416 0.268  H41  IN8 42 
IN8 H42  2H4  H 0 1 N N N 25.165 44.140 48.656 -3.511 0.028  0.780  H42  IN8 43 
IN8 H5   H5   H 0 1 N N N 27.202 42.730 46.734 -2.136 1.426  -0.736 H5   IN8 44 
IN8 HN4  HN4  H 0 1 N N N 24.269 42.570 46.274 -0.618 -1.048 -1.159 HN4  IN8 45 
IN8 H18  H18  H 0 1 N N N 24.350 37.373 49.689 4.265  0.960  -1.947 H18  IN8 46 
# 
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 
IN8 C1  S1   SING Y N 1  
IN8 C1  N1   DOUB Y N 2  
IN8 C1  N3   SING N N 3  
IN8 C2  S1   SING Y N 4  
IN8 C2  N2   DOUB Y N 5  
IN8 C2  S2   SING N N 6  
IN8 C3  N3   SING N N 7  
IN8 C3  O1   DOUB N N 8  
IN8 C3  C4   SING N N 9  
IN8 C7  C8   DOUB Y N 10 
IN8 C7  C6   SING Y N 11 
IN8 C7  H7   SING N N 12 
IN8 C8  C9   SING Y N 13 
IN8 C8  H8   SING N N 14 
IN8 C9  C10  DOUB Y N 15 
IN8 C9  H9   SING N N 16 
IN8 C10 C11  SING Y N 17 
IN8 C10 H10  SING N N 18 
IN8 C11 C6   DOUB Y N 19 
IN8 C11 H11  SING N N 20 
IN8 C12 O2   SING N N 21 
IN8 C12 O3   DOUB N N 22 
IN8 C12 N4   SING N N 23 
IN8 C13 O2   SING N N 24 
IN8 C13 C17  SING N N 25 
IN8 C13 H131 SING N N 26 
IN8 C13 H132 SING N N 27 
IN8 C14 C15  DOUB Y N 28 
IN8 C14 C19  SING Y N 29 
IN8 C14 H14  SING N N 30 
IN8 C15 C16  SING Y N 31 
IN8 C15 H15  SING N N 32 
IN8 C16 C17  DOUB Y N 33 
IN8 C16 H16  SING N N 34 
IN8 C19 C18  DOUB Y N 35 
IN8 C19 H19  SING N N 36 
IN8 N1  N2   SING Y N 37 
IN8 N3  HN3  SING N N 38 
IN8 S2  HS2  SING N N 39 
IN8 C4  C5   SING N N 40 
IN8 C4  H41  SING N N 41 
IN8 C4  H42  SING N N 42 
IN8 C5  C6   SING N N 43 
IN8 C5  N4   SING N N 44 
IN8 C5  H5   SING N N 45 
IN8 N4  HN4  SING N N 46 
IN8 C17 C18  SING Y N 47 
IN8 C18 H18  SING N N 48 
# 
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 
IN8 SMILES           ACDLabs              10.04 O=C(Nc1nnc(S)s1)CC(c2ccccc2)NC(=O)OCc3ccccc3                                                                                                                                       
IN8 InChI            InChI                1.02b InChI=1/C19H18N4O3S2/c24-16(21-17-22-23-19(27)28-17)11-15(14-9-5-2-6-10-14)20-18(25)26-12-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,20,25)(H,23,27)(H,21,22,24)/t15-/m1/s1/f/h20-21,27H 
IN8 InChIKey         InChI                1.02b AWAKNMKLVLWIIQ-OVAWVXRDDD                                                                                                                                                          
IN8 SMILES_CANONICAL CACTVS               3.341 Sc1sc(NC(=O)C[C@@H](NC(=O)OCc2ccccc2)c3ccccc3)nn1                                                                                                                                  
IN8 SMILES           CACTVS               3.341 Sc1sc(NC(=O)C[CH](NC(=O)OCc2ccccc2)c3ccccc3)nn1                                                                                                                                    
IN8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COC(=O)N[C@H](CC(=O)Nc2nnc(s2)S)c3ccccc3                                                                                                                                 
IN8 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COC(=O)NC(CC(=O)Nc2nnc(s2)S)c3ccccc3                                                                                                                                     
# 
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 
IN8 "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl {(1R)-3-oxo-1-phenyl-3-[(5-sulfanyl-1,3,4-thiadiazol-2-yl)amino]propyl}carbamate"         
IN8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(1R)-3-oxo-1-phenyl-3-[(5-sulfanyl-1,3,4-thiadiazol-2-yl)amino]propyl]carbamate" 
# 
