data_LYD
# 
_chem_comp.id                                    LYD 
_chem_comp.name                                  "2-{4-[2-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYLAMINO}-3-METHYL-BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         LY338529 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-05 
_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                        397.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LYD 
_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        1JUT 
_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 
LYD "C5'" "C5'" C 0 1 Y N N 44.502 41.014 22.079 0.136  -0.652 0.272  "C5'" LYD 1  
LYD "C4'" "C4'" C 0 1 Y N N 44.763 39.977 21.163 -1.088 -0.686 -0.371 "C4'" LYD 2  
LYD "C3'" "C3'" C 0 1 Y N N 46.080 39.746 20.723 -2.261 -0.579 0.354  "C3'" LYD 3  
LYD "C2'" "C2'" C 0 1 Y N N 47.131 40.544 21.192 -2.216 -0.437 1.726  "C2'" LYD 4  
LYD "C1'" "C1'" C 0 1 Y N N 46.848 41.582 22.108 -0.984 -0.402 2.381  "C1'" LYD 5  
LYD "C6'" "C6'" C 0 1 Y N N 45.539 41.817 22.551 0.195  -0.505 1.642  "C6'" LYD 6  
LYD C9    C9    C 0 1 N N N 47.909 42.505 22.491 -0.928 -0.250 3.851  C9    LYD 7  
LYD O9    O9    O 0 1 N N N 49.082 42.156 22.373 -1.957 -0.155 4.491  O9    LYD 8  
LYD N     N     N 0 1 N N N 47.564 43.773 22.905 0.262  -0.216 4.480  N     LYD 9  
LYD CA    CA    C 0 1 N N S 48.577 44.831 23.171 0.317  -0.065 5.936  CA    LYD 10 
LYD CB    CB    C 0 1 N N N 48.638 45.856 22.016 1.565  -0.768 6.475  CB    LYD 11 
LYD CG1   CG1   C 0 1 N N N 48.915 45.185 20.662 1.622  -0.611 7.996  CG1   LYD 12 
LYD CG2   CG2   C 0 1 N N N 49.693 46.937 22.292 1.506  -2.255 6.118  CG2   LYD 13 
LYD C8    C8    C 0 1 N N N 43.580 39.140 20.651 -1.144 -0.841 -1.869 C8    LYD 14 
LYD C7    C7    C 0 1 N N N 43.324 37.866 21.468 -1.124 0.540  -2.525 C7    LYD 15 
LYD C5    C5    C 0 1 Y N N 44.458 36.878 21.423 -1.181 0.385  -4.023 C5    LYD 16 
LYD C     C     C 0 1 N N N 48.275 45.538 24.480 0.374  1.398  6.288  C     LYD 17 
LYD OX1   OX1   O 0 1 N N N 47.086 45.591 24.831 -0.101 1.789  7.327  OX1   LYD 18 
LYD OX2   OX2   O 0 1 N N N 49.215 46.061 25.104 0.954  2.268  5.446  OX2   LYD 19 
LYD C6    C6    C 0 1 Y N N 44.758 36.082 20.363 -2.287 0.337  -4.783 C6    LYD 20 
LYD N7    N7    N 0 1 Y N N 45.859 35.258 20.681 -1.936 0.191  -6.101 N7    LYD 21 
LYD C7A   C7A   C 0 1 Y N N 46.252 35.599 21.960 -0.578 0.141  -6.221 C7A   LYD 22 
LYD C4A   C4A   C 0 1 Y N N 45.392 36.556 22.458 -0.042 0.266  -4.932 C4A   LYD 23 
LYD C4    C4    C 0 1 Y N N 45.595 37.042 23.784 1.360  0.240  -4.766 C4    LYD 24 
LYD O4    O4    O 0 1 N N N 44.893 37.851 24.382 1.861  0.341  -3.659 O4    LYD 25 
LYD N3    N3    N 0 1 Y N N 46.694 36.528 24.490 2.132  0.105  -5.868 N3    LYD 26 
LYD C2    C2    C 0 1 Y N N 47.588 35.586 23.955 1.556  -0.006 -7.099 C2    LYD 27 
LYD N1    N1    N 0 1 Y N N 47.365 35.100 22.678 0.253  0.011  -7.265 N1    LYD 28 
LYD N2    N2    N 0 1 N N N 48.638 35.113 24.724 2.364  -0.142 -8.200 N2    LYD 29 
LYD "H5'" "H5'" H 0 1 N N N 43.473 41.199 22.430 1.048  -0.737 -0.300 "H5'" LYD 30 
LYD "H3'" "H3'" H 0 1 N N N 46.289 38.934 20.006 -3.213 -0.606 -0.153 "H3'" LYD 31 
LYD "H2'" "H2'" H 0 1 N N N 48.162 40.358 20.846 -3.132 -0.354 2.292  "H2'" LYD 32 
LYD "H6'" "H6'" H 0 1 N N N 45.326 42.628 23.266 1.151  -0.479 2.143  "H6'" LYD 33 
LYD HN    HN    H 0 1 N N N 46.561 43.928 23.014 1.083  -0.292 3.969  HN    LYD 34 
LYD HCA   HCA   H 0 1 N N N 49.572 44.335 23.246 -0.571 -0.512 6.382  HCA   LYD 35 
LYD HCB   HCB   H 0 1 N N N 47.633 46.336 21.960 2.454  -0.322 6.030  HCB   LYD 36 
LYD HG11  1HG1  H 0 0 N N N 48.959 45.924 19.828 2.511  -1.112 8.380  HG11  LYD 37 
LYD HG12  2HG1  H 0 0 N N N 49.840 44.564 20.700 1.663  0.447  8.250  HG12  LYD 38 
LYD HG13  3HG1  H 0 0 N N N 48.172 44.381 20.450 0.733  -1.057 8.441  HG13  LYD 39 
LYD HG21  1HG2  H 0 0 N N N 49.737 47.676 21.458 0.617  -2.701 6.563  HG21  LYD 40 
LYD HG22  2HG2  H 0 0 N N N 49.523 47.435 23.274 1.466  -2.367 5.035  HG22  LYD 41 
LYD HG23  3HG2  H 0 0 N N N 50.693 46.490 22.498 2.395  -2.756 6.502  HG23  LYD 42 
LYD HC81  1HC8  H 0 0 N N N 42.655 39.761 20.591 -0.283 -1.417 -2.207 HC81  LYD 43 
LYD HC82  2HC8  H 0 0 N N N 43.710 38.894 19.571 -2.061 -1.362 -2.146 HC82  LYD 44 
LYD HC71  1HC7  H 0 0 N N N 43.066 38.120 22.522 -1.986 1.116  -2.187 HC71  LYD 45 
LYD HC72  2HC7  H 0 0 N N N 42.369 37.383 21.153 -0.207 1.061  -2.248 HC72  LYD 46 
LYD HX2   HX2   H 0 1 N N N 49.026 46.503 25.923 0.990  3.208  5.672  HX2   LYD 47 
LYD HC6   HC6   H 0 1 N N N 44.203 36.101 19.409 -3.300 0.403  -4.413 HC6   LYD 48 
LYD HN7   HN7   H 0 1 N N N 46.292 34.545 20.093 -2.561 0.131  -6.840 HN7   LYD 49 
LYD HN3   HN3   H 0 1 N N N 46.851 36.856 25.442 3.098  0.088  -5.782 HN3   LYD 50 
LYD HN21  1HN2  H 0 0 N N N 49.287 34.428 24.335 1.971  -0.223 -9.083 HN21  LYD 51 
LYD HN22  2HN2  H 0 0 N N N 48.258 34.739 25.593 3.328  -0.157 -8.095 HN22  LYD 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 
LYD "C5'" "C4'" DOUB Y N 1  
LYD "C5'" "C6'" SING Y N 2  
LYD "C5'" "H5'" SING N N 3  
LYD "C4'" "C3'" SING Y N 4  
LYD "C4'" C8    SING N N 5  
LYD "C3'" "C2'" DOUB Y N 6  
LYD "C3'" "H3'" SING N N 7  
LYD "C2'" "C1'" SING Y N 8  
LYD "C2'" "H2'" SING N N 9  
LYD "C1'" "C6'" DOUB Y N 10 
LYD "C1'" C9    SING N N 11 
LYD "C6'" "H6'" SING N N 12 
LYD C9    O9    DOUB N N 13 
LYD C9    N     SING N N 14 
LYD N     CA    SING N N 15 
LYD N     HN    SING N N 16 
LYD CA    CB    SING N N 17 
LYD CA    C     SING N N 18 
LYD CA    HCA   SING N N 19 
LYD CB    CG1   SING N N 20 
LYD CB    CG2   SING N N 21 
LYD CB    HCB   SING N N 22 
LYD CG1   HG11  SING N N 23 
LYD CG1   HG12  SING N N 24 
LYD CG1   HG13  SING N N 25 
LYD CG2   HG21  SING N N 26 
LYD CG2   HG22  SING N N 27 
LYD CG2   HG23  SING N N 28 
LYD C8    C7    SING N N 29 
LYD C8    HC81  SING N N 30 
LYD C8    HC82  SING N N 31 
LYD C7    C5    SING N N 32 
LYD C7    HC71  SING N N 33 
LYD C7    HC72  SING N N 34 
LYD C5    C6    DOUB Y N 35 
LYD C5    C4A   SING Y N 36 
LYD C     OX1   DOUB N N 37 
LYD C     OX2   SING N N 38 
LYD OX2   HX2   SING N N 39 
LYD C6    N7    SING Y N 40 
LYD C6    HC6   SING N N 41 
LYD N7    C7A   SING Y N 42 
LYD N7    HN7   SING N N 43 
LYD C7A   C4A   DOUB Y N 44 
LYD C7A   N1    SING Y N 45 
LYD C4A   C4    SING Y N 46 
LYD C4    O4    DOUB N N 47 
LYD C4    N3    SING Y N 48 
LYD N3    C2    SING Y N 49 
LYD N3    HN3   SING N N 50 
LYD C2    N1    DOUB Y N 51 
LYD C2    N2    SING N N 52 
LYD N2    HN21  SING N N 53 
LYD N2    HN22  SING N N 54 
# 
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 
LYD SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)CCc2cnc3N=C(NC(=O)c23)N)C(C)C 
LYD InChI            InChI                1.02b 
InChI=1/C20H23N5O4/c1-10(2)15(19(28)29)23-17(26)12-6-3-11(4-7-12)5-8-13-9-22-16-14(13)18(27)25-20(21)24-16/h3-4,6-7,9-10,15H,5,8H2,1-2H3,(H,23,26)(H,28,29)(H4,21,22,24,25,27)/t15-/m0/s1/f/h22-23,25,28H,21H2 
LYD InChIKey         InChI                1.02b MYENGRJSPURSQB-APJGWRSXDI 
LYD SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)c1ccc(CCc2c[nH]c3N=C(N)NC(=O)c23)cc1)C(O)=O 
LYD SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)c1ccc(CCc2c[nH]c3N=C(N)NC(=O)c23)cc1)C(O)=O 
LYD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc2c[nH]c3c2C(=O)NC(=N3)N 
LYD SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)O)NC(=O)c1ccc(cc1)CCc2c[nH]c3c2C(=O)NC(=N3)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 
LYD "SYSTEMATIC NAME" ACDLabs              10.04 N-({4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl}carbonyl)-L-valine                       
LYD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-(2-amino-4-oxo-3,7-dihydropyrrolo[5,4-d]pyrimidin-5-yl)ethyl]phenyl]carbonylamino]-3-methyl-butanoic acid" 
# 
