data_11U
# 
_chem_comp.id                                    11U 
_chem_comp.name                                  (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H31 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2S)-1-[cyclohexylamino)acetyl-N-{4-[amino(imino)methyl]benzyl}pyrrolidine-2-carboxamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-04 
_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                        385.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     11U 
_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        3BIV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
11U N1   N1   N 0 1 N N N -2.999 -5.260  4.248  1.589  1.458  0.199  N1   11U 1  
11U C14  C14  C 0 1 N N N -2.516 -6.373  3.685  2.422  0.407  0.336  C14  11U 2  
11U O32  O32  O 0 1 N N N -1.627 -7.011  4.242  2.006  -0.642 0.780  O32  11U 3  
11U C15  C15  C 0 1 N N N -2.941 -6.897  2.395  3.869  0.535  -0.063 C15  11U 4  
11U C5   C5   C 0 1 N N N -2.980 -5.081  5.645  1.960  2.785  -0.325 C5   11U 5  
11U C4   C4   C 0 1 N N N -3.288 -3.602  5.931  0.914  3.756  0.278  C4   11U 6  
11U C3   C3   C 0 1 N N N -3.736 -3.026  4.581  -0.371 2.888  0.246  C3   11U 7  
11U C2   C2   C 0 1 N N S -3.727 -4.227  3.592  0.160  1.469  0.542  C2   11U 8  
11U C7   C7   C 0 1 N N N -3.292 -3.821  2.240  -0.577 0.458  -0.298 C7   11U 9  
11U N23  N23  N 0 1 N N N -4.288 -3.942  1.238  -1.907 0.299  -0.149 N23  11U 10 
11U C24  C24  C 0 1 N N N -4.108 -3.523  -0.081 -2.623 -0.685 -0.966 C24  11U 11 
11U C25  C25  C 0 1 Y N N -5.024 -4.170  -1.071 -4.086 -0.666 -0.607 C25  11U 12 
11U C30  C30  C 0 1 Y N N -6.399 -3.849  -1.127 -4.949 0.180  -1.280 C30  11U 13 
11U C29  C29  C 0 1 Y N N -7.225 -4.355  -2.155 -6.291 0.203  -0.956 C29  11U 14 
11U C28  C28  C 0 1 Y N N -6.716 -5.210  -3.169 -6.775 -0.630 0.052  C28  11U 15 
11U C31  C31  C 0 1 N N N -7.510 -5.652  -4.248 -8.213 -0.611 0.405  C31  11U 16 
11U N49  N49  N 0 1 N N N -7.062 -6.385  -5.198 -9.028 0.184  -0.227 N49  11U 17 
11U N48  N48  N 0 1 N N N -8.752 -5.346  -4.395 -8.689 -1.435 1.402  N48  11U 18 
11U C27  C27  C 0 1 Y N N -5.350 -5.582  -3.056 -5.900 -1.481 0.727  C27  11U 19 
11U C26  C26  C 0 1 Y N N -4.525 -5.074  -2.035 -4.562 -1.498 0.391  C26  11U 20 
11U O22  O22  O 0 1 N N N -2.071 -3.444  2.231  0.027  -0.212 -1.108 O22  11U 21 
11U N5   N5   N 0 1 N N N -3.140 -8.369  2.351  4.559  -0.738 0.181  N5   11U 22 
11U C16  C16  C 0 1 N N N -3.569 -8.915  1.027  5.976  -0.651 -0.197 C16  11U 23 
11U C17  C17  C 0 1 N N N -4.974 -8.387  0.589  6.502  -2.048 -0.531 C17  11U 24 
11U C18  C18  C 0 1 N N N -5.505 -9.052  -0.704 7.978  -1.957 -0.925 C18  11U 25 
11U C19  C19  C 0 1 N N N -5.496 -10.596 -0.604 8.781  -1.374 0.240  C19  11U 26 
11U C20  C20  C 0 1 N N N -4.094 -11.128 -0.210 8.255  0.024  0.573  C20  11U 27 
11U C21  C21  C 0 1 N N N -3.572 -10.471 1.098  6.779  -0.068 0.967  C21  11U 28 
11U H15  H15  H 0 1 N N N -3.900 -6.422  2.141  3.933  0.786  -1.122 H15  11U 29 
11U H15A H15A H 0 0 N N N -2.131 -6.671  1.685  4.340  1.322  0.526  H15A 11U 30 
11U H5   H5   H 0 1 N N N -3.738 -5.723  6.118  2.963  3.056  0.004  H5   11U 31 
11U H5A  H5A  H 0 1 N N N -1.996 -5.355  6.054  1.902  2.793  -1.413 H5A  11U 32 
11U H4   H4   H 0 1 N N N -4.082 -3.503  6.686  1.177  4.028  1.301  H4   11U 33 
11U H4A  H4A  H 0 1 N N N -2.416 -3.070  6.338  0.802  4.644  -0.344 H4A  11U 34 
11U H3   H3   H 0 1 N N N -4.743 -2.590  4.657  -1.072 3.208  1.017  H3   11U 35 
11U H3A  H3A  H 0 1 N N N -3.071 -2.217  4.244  -0.836 2.924  -0.739 H3A  11U 36 
11U H2   H2   H 0 1 N N N -4.726 -4.628  3.366  0.030  1.240  1.600  H2   11U 37 
11U HN23 HN23 H 0 0 N N N -5.166 -4.349  1.490  -2.390 0.835  0.499  HN23 11U 38 
11U H24  H24  H 0 1 N N N -4.287 -2.438  -0.116 -2.504 -0.437 -2.020 H24  11U 39 
11U H24A H24A H 0 0 N N N -3.085 -3.810  -0.365 -2.216 -1.678 -0.778 H24A 11U 40 
11U H30  H30  H 0 1 N N N -6.825 -3.206  -0.371 -4.573 0.824  -2.061 H30  11U 41 
11U H29  H29  H 0 1 N N N -8.271 -4.085  -2.171 -6.963 0.864  -1.482 H29  11U 42 
11U HN49 HN49 H 0 0 N N N -7.781 -6.588  -5.862 -9.970 0.196  0.004  HN49 11U 43 
11U HN48 HN48 H 0 0 N N N -9.069 -4.769  -3.642 -8.082 -2.027 1.872  HN48 11U 44 
11U HN4A HN4A H 0 0 N N N -9.323 -5.645  -5.160 -9.631 -1.422 1.633  HN4A 11U 45 
11U H27  H27  H 0 1 N N N -4.933 -6.274  -3.773 -6.269 -2.127 1.509  H27  11U 46 
11U H26  H26  H 0 1 N N N -3.491 -5.381  -1.988 -3.884 -2.159 0.910  H26  11U 47 
11U H20  H20  H 0 1 N N N -2.269 -8.799  2.587  4.459  -1.025 1.143  H20  11U 48 
11U H21  H21  H 0 1 N N N -2.853 -8.569  0.267  6.080  -0.005 -1.069 H21  11U 49 
11U H22  H22  H 0 1 N N N -5.687 -8.596  1.400  6.398  -2.693 0.342  H22  11U 50 
11U H23  H23  H 0 1 N N N -4.870 -7.311  0.384  5.930  -2.463 -1.360 H23  11U 51 
11U H241 H241 H 0 0 N N N -6.539 -8.716  -0.874 8.353  -2.952 -1.162 H241 11U 52 
11U H25  H25  H 0 1 N N N -4.846 -8.759  -1.535 8.082  -1.311 -1.797 H25  11U 53 
11U H261 H261 H 0 0 N N N -6.222 -10.907 0.162  8.677  -2.019 1.112  H261 11U 54 
11U H271 H271 H 0 0 N N N -5.761 -11.010 -1.588 9.832  -1.309 -0.041 H271 11U 55 
11U H28  H28  H 0 1 N N N -4.160 -12.215 -0.056 8.827  0.439  1.403  H28  11U 56 
11U H291 H291 H 0 0 N N N -3.393 -10.880 -1.021 8.359  0.669  -0.299 H291 11U 57 
11U H301 H301 H 0 0 N N N -2.541 -10.813 1.272  6.404  0.928  1.205  H301 11U 58 
11U H31  H31  H 0 1 N N N -4.247 -10.768 1.914  6.675  -0.713 1.839  H31  11U 59 
# 
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 
11U N1  C14  SING N N 1  
11U N1  C5   SING N N 2  
11U N1  C2   SING N N 3  
11U C14 O32  DOUB N N 4  
11U C14 C15  SING N N 5  
11U C5  C4   SING N N 6  
11U C4  C3   SING N N 7  
11U C3  C2   SING N N 8  
11U C2  C7   SING N N 9  
11U C7  N23  SING N N 10 
11U C7  O22  DOUB N N 11 
11U N23 C24  SING N N 12 
11U C24 C25  SING N N 13 
11U C25 C30  DOUB N N 14 
11U C25 C26  SING N N 15 
11U C30 C29  SING N N 16 
11U C29 C28  DOUB N N 17 
11U C28 C31  SING N N 18 
11U C28 C27  SING N N 19 
11U C31 N49  DOUB N N 20 
11U C31 N48  SING N N 21 
11U C27 C26  DOUB N N 22 
11U C15 N5   SING N N 23 
11U N5  C16  SING N N 24 
11U C16 C17  SING N N 25 
11U C16 C21  SING N N 26 
11U C17 C18  SING Y N 27 
11U C18 C19  SING Y N 28 
11U C19 C20  SING Y N 29 
11U C20 C21  SING N N 30 
11U C15 H15  SING Y N 31 
11U C15 H15A SING N N 32 
11U C5  H5   SING N N 33 
11U C5  H5A  SING Y N 34 
11U C4  H4   SING N N 35 
11U C4  H4A  SING N N 36 
11U C3  H3   SING N N 37 
11U C3  H3A  SING N N 38 
11U C2  H2   SING N N 39 
11U N23 HN23 SING Y N 40 
11U C24 H24  SING N N 41 
11U C24 H24A SING N N 42 
11U C30 H30  SING N N 43 
11U C29 H29  SING N N 44 
11U N49 HN49 SING N N 45 
11U N48 HN48 SING N N 46 
11U N48 HN4A SING N N 47 
11U C27 H27  SING N N 48 
11U C26 H26  SING N N 49 
11U N5  H20  SING N N 50 
11U C16 H21  SING N N 51 
11U C17 H22  SING N N 52 
11U C17 H23  SING N N 53 
11U C18 H241 SING N N 54 
11U C18 H25  SING N N 55 
11U C19 H261 SING N N 56 
11U C19 H271 SING N N 57 
11U C20 H28  SING N N 58 
11U C20 H291 SING N N 59 
11U C21 H301 SING N N 60 
11U C21 H31  SING N N 61 
# 
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 
11U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CNC2CCCCC2)CCC3                                                                                                                                       
11U InChI            InChI                1.02b InChI=1/C21H31N5O2/c22-20(23)16-10-8-15(9-11-16)13-25-21(28)18-7-4-12-26(18)19(27)14-24-17-5-2-1-3-6-17/h8-11,17-18,24H,1-7,12-14H2,(H3,22,23)(H,25,28)/t18-/m0/s1/f/h22,25H,23H2/b22-20- 
11U InChIKey         InChI                1.02b RYKFVFFOIYLADT-QRNTVGSKDA                                                                                                                                                                 
11U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCC3)cc1                                                                                                                                        
11U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CNC3CCCCC3)cc1                                                                                                                                          
11U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCC3)\N                                                                                                                                  
11U SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C2CCCN2C(=O)CNC3CCCCC3)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 
11U "SYSTEMATIC NAME" ACDLabs              10.04 N-cyclohexylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide                                      
11U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cyclohexylamino)ethanoyl]pyrrolidine-2-carboxamide 
# 
