data_U15
# 
_chem_comp.id                                    U15 
_chem_comp.name                                  "METHYL N-[(2S,3R)-3-AMINO-2-HYDROXY-3-(4-METHYLPHENYL)PROPANOYL]-D-ALANYL-D-LEUCINATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H31 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-[2-(3-AMINO-2-HYDROXY-3-P-TOLYL-PROPIONYLAMINO)-PROPIONYLAMINO]-4-METHYL-PENTANOIC ACID METHYL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-03 
_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                        393.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U15 
_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        2GG8 
_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 
U15 O42  O42  O 0 1 N N N -5.117 -6.456 6.152  3.480  1.882  1.500  O42  U15 1  
U15 C41  C41  C 0 1 N N N -4.344 -5.644 5.657  4.200  1.782  0.535  C41  U15 2  
U15 O43  O43  O 0 1 N N N -3.214 -6.307 5.014  4.979  2.813  0.169  O43  U15 3  
U15 C44  C44  C 0 1 N N N -3.339 -7.736 4.919  4.956  4.047  0.934  C44  U15 4  
U15 C37  C37  C 0 1 N N R -4.555 -4.140 5.720  4.223  0.502  -0.259 C37  U15 5  
U15 C39  C39  C 0 1 N N N -5.491 -3.702 6.839  5.638  -0.081 -0.245 C39  U15 6  
U15 C48  C48  C 0 1 N N N -6.540 -2.654 6.433  5.690  -1.315 -1.148 C48  U15 7  
U15 C53  C53  C 0 1 N N N -6.062 -1.240 6.720  5.460  -0.894 -2.601 C53  U15 8  
U15 C51  C51  C 0 1 N N N -7.866 -2.820 7.158  7.061  -1.982 -1.022 C51  U15 9  
U15 N36  N36  N 0 1 N N N -3.295 -3.413 5.869  3.293  -0.460 0.338  N36  U15 10 
U15 C27  C27  C 0 1 N N N -2.590 -3.289 6.993  1.987  -0.430 0.006  C27  U15 11 
U15 O35  O35  O 0 1 N N N -2.870 -3.781 8.080  1.582  0.394  -0.787 O35  U15 12 
U15 C24  C24  C 0 1 N N S -1.310 -2.501 6.914  1.031  -1.419 0.621  C24  U15 13 
U15 C28  C28  C 0 1 N N N -0.177 -3.441 6.471  1.469  -2.841 0.265  C28  U15 14 
U15 N23  N23  N 0 1 N N N -1.027 -1.910 8.223  -0.318 -1.180 0.102  N23  U15 15 
U15 C20  C20  C 0 1 N N N -0.291 -0.830 8.256  -1.394 -1.553 0.823  C20  U15 16 
U15 O22  O22  O 0 1 N N N 0.156  -0.258 7.264  -1.245 -2.087 1.902  O22  U15 17 
U15 C14  C14  C 0 1 N N S 0.028  -0.203 9.597  -2.782 -1.308 0.290  C14  U15 18 
U15 O19  O19  O 0 1 N N N 1.454  0.122  9.495  -3.742 -1.891 1.173  O19  U15 19 
U15 C7   C7   C 0 1 N N R -0.724 1.126  9.591  -3.030 0.199  0.189  C7   U15 20 
U15 N15  N15  N 0 1 N N N -0.357 2.111  10.623 -2.786 0.823  1.496  N15  U15 21 
U15 C3   C3   C 0 1 Y N N -2.191 0.848  9.706  -4.457 0.446  -0.227 C3   U15 22 
U15 C6   C6   C 0 1 Y N N -2.751 0.399  10.910 -4.752 0.742  -1.545 C6   U15 23 
U15 C2   C2   C 0 1 Y N N -4.121 0.111  11.015 -6.061 0.969  -1.926 C2   U15 24 
U15 C5   C5   C 0 1 Y N N -4.974 0.264  9.929  -7.076 0.898  -0.991 C5   U15 25 
U15 C9   C9   C 0 1 N N N -6.420 -0.036 10.053 -8.503 1.146  -1.407 C9   U15 26 
U15 C4   C4   C 0 1 Y N N -4.441 0.700  8.712  -6.781 0.600  0.327  C4   U15 27 
U15 C1   C1   C 0 1 Y N N -3.067 0.987  8.619  -5.473 0.370  0.708  C1   U15 28 
U15 H441 1H44 H 0 0 N N N -3.371 -8.032 3.860  5.648  4.762  0.489  H441 U15 29 
U15 H442 2H44 H 0 0 N N N -2.476 -8.213 5.407  3.948  4.462  0.924  H442 U15 30 
U15 H443 3H44 H 0 0 N N N -4.266 -8.057 5.417  5.255  3.843  1.962  H443 U15 31 
U15 H37  H37  H 0 1 N N N -5.023 -3.892 4.756  3.925  0.706  -1.287 H37  U15 32 
U15 H391 1H39 H 0 0 N N N -6.029 -4.594 7.193  6.342  0.666  -0.610 H391 U15 33 
U15 H392 2H39 H 0 0 N N N -4.860 -3.230 7.606  5.904  -0.365 0.773  H392 U15 34 
U15 H48  H48  H 0 1 N N N -6.685 -2.816 5.355  4.914  -2.019 -0.847 H48  U15 35 
U15 H531 1H53 H 0 0 N N N -5.947 -1.105 7.806  6.236  -0.190 -2.902 H531 U15 36 
U15 H532 2H53 H 0 0 N N N -5.094 -1.073 6.225  5.498  -1.773 -3.245 H532 U15 37 
U15 H533 3H53 H 0 0 N N N -6.800 -0.519 6.337  4.484  -0.418 -2.692 H533 U15 38 
U15 H511 1H51 H 0 0 N N N -7.689 -2.860 8.243  7.100  -2.858 -1.670 H511 U15 39 
U15 H512 2H51 H 0 0 N N N -8.520 -1.967 6.925  7.837  -1.277 -1.317 H512 U15 40 
U15 H513 3H51 H 0 0 N N N -8.348 -3.753 6.831  7.222  -2.288 0.012  H513 U15 41 
U15 HN36 HN36 H 0 0 N N N -2.929 -2.968 5.052  3.617  -1.118 0.972  HN36 U15 42 
U15 H24  H24  H 0 1 N N N -1.399 -1.686 6.180  1.030  -1.299 1.704  H24  U15 43 
U15 H281 1H28 H 0 0 N N N -0.284 -3.666 5.399  1.470  -2.961 -0.818 H281 U15 44 
U15 H282 2H28 H 0 0 N N N 0.793  -2.954 6.648  2.473  -3.018 0.651  H282 U15 45 
U15 H283 3H28 H 0 0 N N N -0.230 -4.376 7.048  0.777  -3.556 0.710  H283 U15 46 
U15 HN23 HN23 H 0 0 N N N -1.384 -2.318 9.063  -0.438 -0.753 -0.761 HN23 U15 47 
U15 H14  H14  H 0 1 N N N -0.218 -0.822 10.472 -2.876 -1.758 -0.698 H14  U15 48 
U15 HO19 HO19 H 0 0 N N N 1.699  0.192  8.580  -3.625 -1.466 2.033  HO19 U15 49 
U15 H7   H7   H 0 1 N N N -0.434 1.597  8.640  -2.356 0.629  -0.551 H7   U15 50 
U15 H151 1H15 H 0 0 N N N -0.274 1.652  11.508 -3.429 0.396  2.146  H151 U15 51 
U15 H152 2H15 H 0 0 N N N 0.517  2.534  10.384 -1.858 0.547  1.781  H152 U15 52 
U15 H6   H6   H 0 1 N N N -2.116 0.272  11.774 -3.959 0.797  -2.276 H6   U15 53 
U15 H2   H2   H 0 1 N N N -4.519 -0.236 11.957 -6.291 1.201  -2.956 H2   U15 54 
U15 H91  1H9  H 0 1 N N N -6.690 -0.110 11.117 -8.962 0.204  -1.707 H91  U15 55 
U15 H92  2H9  H 0 1 N N N -7.003 0.769  9.583  -9.057 1.569  -0.569 H92  U15 56 
U15 H93  3H9  H 0 1 N N N -6.641 -0.990 9.552  -8.521 1.843  -2.244 H93  U15 57 
U15 H4   H4   H 0 1 N N N -5.080 0.816  7.849  -7.574 0.545  1.058  H4   U15 58 
U15 H1   H1   H 0 1 N N N -2.671 1.328  7.674  -5.243 0.137  1.737  H1   U15 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 
U15 O42 C41  DOUB N N 1  
U15 C41 O43  SING N N 2  
U15 C41 C37  SING N N 3  
U15 O43 C44  SING N N 4  
U15 C44 H441 SING N N 5  
U15 C44 H442 SING N N 6  
U15 C44 H443 SING N N 7  
U15 C37 C39  SING N N 8  
U15 C37 N36  SING N N 9  
U15 C37 H37  SING N N 10 
U15 C39 C48  SING N N 11 
U15 C39 H391 SING N N 12 
U15 C39 H392 SING N N 13 
U15 C48 C53  SING N N 14 
U15 C48 C51  SING N N 15 
U15 C48 H48  SING N N 16 
U15 C53 H531 SING N N 17 
U15 C53 H532 SING N N 18 
U15 C53 H533 SING N N 19 
U15 C51 H511 SING N N 20 
U15 C51 H512 SING N N 21 
U15 C51 H513 SING N N 22 
U15 N36 C27  SING N N 23 
U15 N36 HN36 SING N N 24 
U15 C27 O35  DOUB N N 25 
U15 C27 C24  SING N N 26 
U15 C24 C28  SING N N 27 
U15 C24 N23  SING N N 28 
U15 C24 H24  SING N N 29 
U15 C28 H281 SING N N 30 
U15 C28 H282 SING N N 31 
U15 C28 H283 SING N N 32 
U15 N23 C20  SING N N 33 
U15 N23 HN23 SING N N 34 
U15 C20 O22  DOUB N N 35 
U15 C20 C14  SING N N 36 
U15 C14 O19  SING N N 37 
U15 C14 C7   SING N N 38 
U15 C14 H14  SING N N 39 
U15 O19 HO19 SING N N 40 
U15 C7  N15  SING N N 41 
U15 C7  C3   SING N N 42 
U15 C7  H7   SING N N 43 
U15 N15 H151 SING N N 44 
U15 N15 H152 SING N N 45 
U15 C3  C6   DOUB Y N 46 
U15 C3  C1   SING Y N 47 
U15 C6  C2   SING Y N 48 
U15 C6  H6   SING N N 49 
U15 C2  C5   DOUB Y N 50 
U15 C2  H2   SING N N 51 
U15 C5  C9   SING N N 52 
U15 C5  C4   SING Y N 53 
U15 C9  H91  SING N N 54 
U15 C9  H92  SING N N 55 
U15 C9  H93  SING N N 56 
U15 C4  C1   DOUB Y N 57 
U15 C4  H4   SING N N 58 
U15 C1  H1   SING N N 59 
# 
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 
U15 SMILES           ACDLabs              10.04 O=C(OC)C(NC(=O)C(NC(=O)C(O)C(N)c1ccc(cc1)C)C)CC(C)C                                                                                                                                      
U15 InChI            InChI                1.02b InChI=1/C20H31N3O5/c1-11(2)10-15(20(27)28-5)23-18(25)13(4)22-19(26)17(24)16(21)14-8-6-12(3)7-9-14/h6-9,11,13,15-17,24H,10,21H2,1-5H3,(H,22,26)(H,23,25)/t13-,15+,16+,17-/m0/s1/f/h22-23H 
U15 InChIKey         InChI                1.02b BMHZOSJVDHAFEE-ICTNRKREDM                                                                                                                                                                
U15 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](O)[C@H](N)c1ccc(C)cc1                                                                                                                    
U15 SMILES           CACTVS               3.341 COC(=O)[CH](CC(C)C)NC(=O)[CH](C)NC(=O)[CH](O)[CH](N)c1ccc(C)cc1                                                                                                                          
U15 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)[C@H]([C@@H](C(=O)N[C@@H](C)C(=O)N[C@H](CC(C)C)C(=O)OC)O)N                                                                                                                    
U15 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)C(C(C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)OC)O)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 
U15 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl N-[(2S,3R)-3-amino-2-hydroxy-3-(4-methylphenyl)propanoyl]-L-alanyl-D-leucinate"                                     
U15 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2R)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-3-(4-methylphenyl)propanoyl]amino]propanoyl]amino]-4-methyl-pentanoate" 
# 
