data_NBL
# 
_chem_comp.id                                    NBL 
_chem_comp.name                                  N2-[(BENZYLOXY)CARBONYL]-N1-[(3S)-1-CYANOPYRROLIDIN-3-YL]-L-LEUCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-01-31 
_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                        358.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBL 
_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        1YK7 
_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 
NBL C1   C1   C 0 1 N N N 75.631 -127.722 35.302 -2.065 2.793  1.785  C1   NBL 1  
NBL C2   C2   C 0 1 N N N 75.927 -128.357 33.936 -1.951 2.993  0.273  C2   NBL 2  
NBL C3   C3   C 0 1 N N N 77.109 -129.303 34.055 -2.044 4.485  -0.053 C3   NBL 3  
NBL C4   C4   C 0 1 N N N 74.722 -129.126 33.477 -0.608 2.448  -0.215 C4   NBL 4  
NBL C5   C5   C 0 1 N N S 73.675 -128.151 32.937 -0.572 0.930  -0.020 C5   NBL 5  
NBL N6   N6   N 0 1 N N N 72.484 -128.939 32.495 0.746  0.419  -0.405 N6   NBL 6  
NBL C7   C7   C 0 1 N N N 71.604 -128.493 31.526 1.744  0.380  0.500  C7   NBL 7  
NBL O8   O8   O 0 1 N N N 71.375 -127.292 31.378 1.528  0.681  1.657  O8   NBL 8  
NBL O9   O9   O 0 1 N N N 70.993 -129.378 30.759 2.981  0.009  0.121  O9   NBL 9  
NBL C10  C10  C 0 1 N N N 69.765 -128.906 30.237 4.057  -0.033 1.095  C10  NBL 10 
NBL C11  C11  C 0 1 Y N N 68.857 -130.086 29.987 5.329  -0.477 0.420  C11  NBL 11 
NBL C12  C12  C 0 1 Y N N 69.398 -131.309 29.586 6.180  0.460  -0.136 C12  NBL 12 
NBL C13  C13  C 0 1 Y N N 68.567 -132.393 29.361 7.347  0.052  -0.755 C13  NBL 13 
NBL C14  C14  C 0 1 Y N N 67.188 -132.266 29.535 7.663  -1.292 -0.818 C14  NBL 14 
NBL C15  C15  C 0 1 Y N N 66.648 -131.053 29.931 6.813  -2.229 -0.261 C15  NBL 15 
NBL C16  C16  C 0 1 Y N N 67.483 -129.959 30.159 5.648  -1.821 0.362  C16  NBL 16 
NBL C17  C17  C 0 1 N N N 74.302 -127.317 31.765 -1.631 0.289  -0.879 C17  NBL 17 
NBL O18  O18  O 0 1 N N N 74.835 -127.891 30.815 -1.331 -0.200 -1.948 O18  NBL 18 
NBL N19  N19  N 0 1 N N N 74.205 -125.948 31.799 -2.911 0.257  -0.459 N19  NBL 19 
NBL C20  C20  C 0 1 N N R 75.325 -125.029 31.440 -3.936 -0.391 -1.282 C20  NBL 20 
NBL C21  C21  C 0 1 N N N 75.019 -124.275 30.168 -5.331 0.176  -0.946 C21  NBL 21 
NBL C22  C22  C 0 1 N N N 76.371 -124.116 29.446 -6.140 -1.036 -0.434 C22  NBL 22 
NBL N23  N23  N 0 1 N N N 77.386 -124.771 30.302 -5.117 -1.990 0.052  N23  NBL 23 
NBL C24  C24  C 0 1 N N N 76.672 -125.701 31.217 -4.022 -1.895 -0.946 C24  NBL 24 
NBL C25  C25  C 0 1 N N N 78.367 -125.410 29.500 -5.168 -2.773 1.157  C25  NBL 25 
NBL N26  N26  N 0 1 N N N 78.903 -124.721 28.487 -5.211 -3.429 2.083  N26  NBL 26 
NBL H11  1H1  H 0 1 N N N 76.528 -127.220 35.735 -2.971 3.278  2.149  H11  NBL 27 
NBL H12A 2H1  H 0 0 N N N 74.763 -127.027 35.215 -2.108 1.727  2.009  H12A NBL 28 
NBL H13A 3H1  H 0 0 N N N 75.476 -128.489 36.097 -1.196 3.232  2.276  H13A NBL 29 
NBL H2   H2   H 0 1 N N N 76.168 -127.555 33.200 -2.762 2.461  -0.226 H2   NBL 30 
NBL H31  1H3  H 0 1 N N N 76.954 -130.070 34.850 -1.234 5.017  0.446  H31  NBL 31 
NBL H32  2H3  H 0 1 N N N 77.324 -129.764 33.063 -1.963 4.628  -1.130 H32  NBL 32 
NBL H33  3H3  H 0 1 N N N 78.006 -128.801 34.488 -3.001 4.874  0.294  H33  NBL 33 
NBL H41  1H4  H 0 1 N N N 74.312 -129.786 34.277 -0.483 2.681  -1.272 H41  NBL 34 
NBL H42  2H4  H 0 1 N N N 74.983 -129.918 32.737 0.200  2.906  0.356  H42  NBL 35 
NBL H5   H5   H 0 1 N N N 73.348 -127.430 33.722 -0.762 0.694  1.028  H5   NBL 36 
NBL HN6  HN6  H 0 1 N N N 72.254 -129.853 32.885 0.899  0.108  -1.311 HN6  NBL 37 
NBL H101 1H10 H 0 0 N N N 69.903 -128.275 29.328 4.200  0.960  1.522  H101 NBL 38 
NBL H102 2H10 H 0 0 N N N 69.292 -128.136 30.890 3.802  -0.736 1.888  H102 NBL 39 
NBL H12  H12  H 0 1 N N N 70.487 -131.419 29.446 5.933  1.510  -0.087 H12  NBL 40 
NBL H13  H13  H 0 1 N N N 69.003 -133.355 29.044 8.011  0.784  -1.190 H13  NBL 41 
NBL H14  H14  H 0 1 N N N 66.522 -133.128 29.359 8.575  -1.610 -1.303 H14  NBL 42 
NBL H15  H15  H 0 1 N N N 65.557 -130.959 30.064 7.060  -3.279 -0.311 H15  NBL 43 
NBL H16  H16  H 0 1 N N N 67.056 -128.992 30.476 4.984  -2.553 0.797  H16  NBL 44 
NBL H19  H19  H 0 1 N N N 73.289 -125.609 32.095 -3.155 0.663  0.387  H19  NBL 45 
NBL H20  H20  H 0 1 N N N 75.406 -124.364 32.332 -3.715 -0.251 -2.340 H20  NBL 46 
NBL H211 1H21 H 0 0 N N N 74.485 -123.311 30.337 -5.254 0.936  -0.168 H211 NBL 47 
NBL H212 2H21 H 0 0 N N N 74.231 -124.754 29.542 -5.796 0.592  -1.839 H212 NBL 48 
NBL H221 1H22 H 0 0 N N N 76.618 -123.057 29.201 -6.798 -0.736 0.382  H221 NBL 49 
NBL H222 2H22 H 0 0 N N N 76.361 -124.502 28.400 -6.717 -1.478 -1.246 H222 NBL 50 
NBL H241 1H24 H 0 0 N N N 76.606 -126.750 30.846 -4.269 -2.472 -1.837 H241 NBL 51 
NBL H242 2H24 H 0 0 N N N 77.227 -125.940 32.154 -3.084 -2.244 -0.515 H242 NBL 52 
# 
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 
NBL C1  C2   SING N N 1  
NBL C1  H11  SING N N 2  
NBL C1  H12A SING N N 3  
NBL C1  H13A SING N N 4  
NBL C2  C3   SING N N 5  
NBL C2  C4   SING N N 6  
NBL C2  H2   SING N N 7  
NBL C3  H31  SING N N 8  
NBL C3  H32  SING N N 9  
NBL C3  H33  SING N N 10 
NBL C4  C5   SING N N 11 
NBL C4  H41  SING N N 12 
NBL C4  H42  SING N N 13 
NBL C5  N6   SING N N 14 
NBL C5  C17  SING N N 15 
NBL C5  H5   SING N N 16 
NBL N6  C7   SING N N 17 
NBL N6  HN6  SING N N 18 
NBL C7  O8   DOUB N N 19 
NBL C7  O9   SING N N 20 
NBL O9  C10  SING N N 21 
NBL C10 C11  SING N N 22 
NBL C10 H101 SING N N 23 
NBL C10 H102 SING N N 24 
NBL C11 C12  DOUB Y N 25 
NBL C11 C16  SING Y N 26 
NBL C12 C13  SING Y N 27 
NBL C12 H12  SING N N 28 
NBL C13 C14  DOUB Y N 29 
NBL C13 H13  SING N N 30 
NBL C14 C15  SING Y N 31 
NBL C14 H14  SING N N 32 
NBL C15 C16  DOUB Y N 33 
NBL C15 H15  SING N N 34 
NBL C16 H16  SING N N 35 
NBL C17 O18  DOUB N N 36 
NBL C17 N19  SING N N 37 
NBL N19 C20  SING N N 38 
NBL N19 H19  SING N N 39 
NBL C20 C21  SING N N 40 
NBL C20 C24  SING N N 41 
NBL C20 H20  SING N N 42 
NBL C21 C22  SING N N 43 
NBL C21 H211 SING N N 44 
NBL C21 H212 SING N N 45 
NBL C22 N23  SING N N 46 
NBL C22 H221 SING N N 47 
NBL C22 H222 SING N N 48 
NBL N23 C24  SING N N 49 
NBL N23 C25  SING N N 50 
NBL C24 H241 SING N N 51 
NBL C24 H242 SING N N 52 
NBL C25 N26  TRIP N N 53 
# 
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 
NBL SMILES           ACDLabs              10.04 N#CN2CCC(NC(=O)C(NC(=O)OCc1ccccc1)CC(C)C)C2                                                                                                                            
NBL InChI            InChI                1.02b InChI=1/C19H26N4O3/c1-14(2)10-17(18(24)21-16-8-9-23(11-16)13-20)22-19(25)26-12-15-6-4-3-5-7-15/h3-7,14,16-17H,8-12H2,1-2H3,(H,21,24)(H,22,25)/t16-,17+/m1/s1/f/h21-22H 
NBL InChIKey         InChI                1.02b IMTUSTXBVIALBC-OMAXJTEQDW                                                                                                                                              
NBL SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H]2CCN(C2)C#N                                                                                                                   
NBL SMILES           CACTVS               3.341 CC(C)C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH]2CCN(C2)C#N                                                                                                                      
NBL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)N[C@@H]1CCN(C1)C#N)NC(=O)OCc2ccccc2                                                                                                                  
NBL SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(=O)NC1CCN(C1)C#N)NC(=O)OCc2ccccc2                                                                                                                            
# 
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 
NBL "SYSTEMATIC NAME" ACDLabs              10.04 N~2~-[(benzyloxy)carbonyl]-N-[(3R)-1-cyanopyrrolidin-3-yl]-L-leucinamide                           
NBL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[[(3R)-1-cyanopyrrolidin-3-yl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamate" 
# 
