data_LY3
# 
_chem_comp.id                                    LY3 
_chem_comp.name                                  "2-{4-[2-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYLAMINO}-4-(2H-TETRAZOL-5-YL)-BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 N9 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         LY341770 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-08-24 
_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                        451.439 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LY3 
_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        1JTQ 
_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 
LY3 N1   N1   N 0 1 Y N N 48.115 35.994 24.562 -2.219 1.089  6.446  N1   LY3 1  
LY3 C1   C1   C 0 1 Y N N 48.959 35.142 23.931 -1.999 0.649  7.718  C1   LY3 2  
LY3 N2   N2   N 0 1 Y N N 48.837 34.858 22.688 -0.917 -0.016 8.049  N2   LY3 3  
LY3 C2   C2   C 0 1 Y N N 47.733 35.486 21.951 0.033  -0.292 7.144  C2   LY3 4  
LY3 C3   C3   C 0 1 Y N N 46.896 36.331 22.547 -0.136 0.140  5.821  C3   LY3 5  
LY3 C4   C4   C 0 1 Y N N 47.043 36.654 24.015 -1.305 0.855  5.478  C4   LY3 6  
LY3 N3   N3   N 0 1 Y N N 47.302 35.399 20.553 1.227  -0.948 7.204  N3   LY3 7  
LY3 C5   C5   C 0 1 Y N N 46.129 36.271 20.398 1.826  -0.951 5.970  C5   LY3 8  
LY3 C6   C6   C 0 1 Y N N 45.857 36.842 21.586 1.046  -0.304 5.088  C6   LY3 9  
LY3 C7   C7   C 0 1 N N N 44.762 37.815 21.932 1.335  -0.082 3.626  C7   LY3 10 
LY3 C8   C8   C 0 1 N N N 44.742 38.992 20.958 0.768  -1.246 2.811  C8   LY3 11 
LY3 C9   C9   C 0 1 Y N N 45.829 39.978 21.321 1.057  -1.024 1.349  C9   LY3 12 
LY3 C10  C10  C 0 1 Y N N 45.667 40.935 22.386 2.229  -1.509 0.796  C10  LY3 13 
LY3 C11  C11  C 0 1 Y N N 46.732 41.864 22.700 2.499  -1.310 -0.541 C11  LY3 14 
LY3 C12  C12  C 0 1 Y N N 47.946 41.809 21.938 1.587  -0.616 -1.338 C12  LY3 15 
LY3 C13  C13  C 0 1 Y N N 48.088 40.857 20.891 0.406  -0.128 -0.774 C13  LY3 16 
LY3 C14  C14  C 0 1 Y N N 47.041 39.953 20.588 0.146  -0.340 0.563  C14  LY3 17 
LY3 C15  C15  C 0 1 N N N 49.133 42.745 22.183 1.870  -0.397 -2.772 C15  LY3 18 
LY3 O1   O1   O 0 1 N N N 46.327 37.403 24.622 -1.486 1.247  4.338  O1   LY3 19 
LY3 N4   N4   N 0 1 N N N 50.021 34.568 24.757 -2.942 0.906  8.682  N4   LY3 20 
LY3 C16  C16  C 0 1 N N S 50.021 44.905 22.889 1.268  0.488  -4.961 C16  LY3 21 
LY3 C17  C17  C 0 1 N N N 50.280 45.765 21.637 -0.048 0.555  -5.736 C17  LY3 22 
LY3 C18  C18  C 0 1 N N N 49.898 45.796 24.141 2.018  1.784  -5.133 C18  LY3 23 
LY3 O2   O2   O 0 1 N N N 48.458 45.994 24.528 2.797  1.914  -6.048 O2   LY3 24 
LY3 O3   O3   O 0 1 N N N 50.845 46.286 24.735 1.821  2.794  -4.271 O3   LY3 25 
LY3 N5   N5   N 0 1 N N N 48.868 44.013 22.686 0.987  0.272  -3.539 N5   LY3 26 
LY3 O4   O4   O 0 1 N N N 50.263 42.394 21.924 2.899  -0.823 -3.260 O4   LY3 27 
LY3 C19  C19  C 0 1 N N N 49.992 47.248 21.862 -0.810 -0.759 -5.561 C19  LY3 28 
LY3 C20  C20  C 0 1 Y N N 49.052 47.712 20.801 -2.108 -0.694 -6.325 C20  LY3 29 
LY3 N6   N6   N 0 1 Y N N 47.958 46.898 20.314 -2.298 -1.052 -7.571 N6   LY3 30 
LY3 N7   N7   N 0 1 Y N N 47.481 47.691 19.471 -3.538 -0.846 -7.857 N7   LY3 31 
LY3 N8   N8   N 0 1 Y N N 48.113 48.892 19.356 -4.135 -0.366 -6.822 N8   LY3 32 
LY3 N9   N9   N 0 1 Y N N 49.121 48.834 20.252 -3.282 -0.266 -5.860 N9   LY3 33 
LY3 HN1  HN1  H 0 1 N N N 48.306 36.155 25.550 -3.031 1.578  6.237  HN1  LY3 34 
LY3 HN3  HN3  H 0 1 N N N 47.737 34.835 19.822 1.598  -1.354 8.003  HN3  LY3 35 
LY3 HC5  HC5  H 0 1 N N N 45.524 36.472 19.497 2.780  -1.403 5.742  HC5  LY3 36 
LY3 HC71 1HC7 H 0 0 N N N 43.768 37.311 21.987 0.870  0.848  3.301  HC71 LY3 37 
LY3 HC72 2HC7 H 0 0 N N N 44.838 38.159 22.989 2.413  -0.022 3.473  HC72 LY3 38 
LY3 HC81 1HC8 H 0 0 N N N 44.816 38.658 19.896 1.233  -2.177 3.135  HC81 LY3 39 
LY3 HC82 2HC8 H 0 0 N N N 43.738 39.475 20.905 -0.309 -1.306 2.963  HC82 LY3 40 
LY3 H10  H10  H 0 1 N N N 44.726 40.956 22.961 2.934  -2.046 1.414  H10  LY3 41 
LY3 H11  H11  H 0 1 N N N 46.619 42.604 23.509 3.414  -1.689 -0.971 H11  LY3 42 
LY3 H13  H13  H 0 1 N N N 49.022 40.819 20.306 -0.302 0.409  -1.385 H13  LY3 43 
LY3 H14  H14  H 0 1 N N N 47.170 39.221 19.772 -0.766 0.036  1.000  H14  LY3 44 
LY3 HN41 1HN4 H 0 0 N N N 50.656 33.926 24.282 -2.803 0.596  9.591  HN41 LY3 45 
LY3 HN42 2HN4 H 0 0 N N N 49.616 34.113 25.575 -3.745 1.400  8.455  HN42 LY3 46 
LY3 H16  H16  H 0 1 N N N 50.896 44.237 23.063 1.872  -0.334 -5.341 H16  LY3 47 
LY3 H171 1H17 H 0 0 N N N 51.317 45.614 21.258 -0.653 1.378  -5.356 H171 LY3 48 
LY3 H172 2H17 H 0 0 N N N 49.708 45.376 20.762 0.160  0.716  -6.794 H172 LY3 49 
LY3 HO3  HO3  H 0 1 N N N 50.769 46.835 25.506 2.303  3.625  -4.381 HO3  LY3 50 
LY3 HN5  HN5  H 0 1 N N N 47.902 44.269 22.890 0.166  0.612  -3.150 HN5  LY3 51 
LY3 H191 1H19 H 0 0 N N N 49.616 47.460 22.890 -0.206 -1.583 -5.941 H191 LY3 52 
LY3 H192 2H19 H 0 0 N N N 50.921 47.862 21.909 -1.019 -0.920 -4.503 H192 LY3 53 
LY3 HN7  HN7  H 0 1 N N N 46.666 47.391 18.936 -3.954 -1.023 -8.715 HN7  LY3 54 
# 
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 
LY3 N1  C1   SING Y N 1  
LY3 N1  C4   SING Y N 2  
LY3 N1  HN1  SING N N 3  
LY3 C1  N2   DOUB Y N 4  
LY3 C1  N4   SING N N 5  
LY3 N2  C2   SING Y N 6  
LY3 C2  C3   DOUB Y N 7  
LY3 C2  N3   SING Y N 8  
LY3 C3  C4   SING Y N 9  
LY3 C3  C6   SING Y N 10 
LY3 C4  O1   DOUB N N 11 
LY3 N3  C5   SING Y N 12 
LY3 N3  HN3  SING N N 13 
LY3 C5  C6   DOUB Y N 14 
LY3 C5  HC5  SING N N 15 
LY3 C6  C7   SING N N 16 
LY3 C7  C8   SING N N 17 
LY3 C7  HC71 SING N N 18 
LY3 C7  HC72 SING N N 19 
LY3 C8  C9   SING N N 20 
LY3 C8  HC81 SING N N 21 
LY3 C8  HC82 SING N N 22 
LY3 C9  C10  DOUB Y N 23 
LY3 C9  C14  SING Y N 24 
LY3 C10 C11  SING Y N 25 
LY3 C10 H10  SING N N 26 
LY3 C11 C12  DOUB Y N 27 
LY3 C11 H11  SING N N 28 
LY3 C12 C13  SING Y N 29 
LY3 C12 C15  SING N N 30 
LY3 C13 C14  DOUB Y N 31 
LY3 C13 H13  SING N N 32 
LY3 C14 H14  SING N N 33 
LY3 C15 N5   SING N N 34 
LY3 C15 O4   DOUB N N 35 
LY3 N4  HN41 SING N N 36 
LY3 N4  HN42 SING N N 37 
LY3 C16 C17  SING N N 38 
LY3 C16 C18  SING N N 39 
LY3 C16 N5   SING N N 40 
LY3 C16 H16  SING N N 41 
LY3 C17 C19  SING N N 42 
LY3 C17 H171 SING N N 43 
LY3 C17 H172 SING N N 44 
LY3 C18 O2   DOUB N N 45 
LY3 C18 O3   SING N N 46 
LY3 O3  HO3  SING N N 47 
LY3 N5  HN5  SING N N 48 
LY3 C19 C20  SING N N 49 
LY3 C19 H191 SING N N 50 
LY3 C19 H192 SING N N 51 
LY3 C20 N6   DOUB Y N 52 
LY3 C20 N9   SING Y N 53 
LY3 N6  N7   SING Y N 54 
LY3 N7  N8   SING Y N 55 
LY3 N7  HN7  SING N N 56 
LY3 N8  N9   DOUB Y N 57 
# 
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 
LY3 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)CCc2cnc3N=C(NC(=O)c23)N)CCc4nnnn4 
LY3 InChI            InChI                1.02b 
InChI=1/C20H21N9O4/c21-20-24-16-15(18(31)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(30)23-13(19(32)33)7-8-14-26-28-29-27-14/h1-2,4-5,9,13H,3,6-8H2,(H,23,30)(H,32,33)(H,26,27,28,29)(H4,21,22,24,25,31)/t13-/m0/s1/f/h22-23,25,28,32H,21H2 
LY3 InChIKey         InChI                1.02b MXAFDBCLWLMXSI-OYHDOZJODX 
LY3 SMILES_CANONICAL CACTVS               3.341 NC1=Nc2[nH]cc(CCc3ccc(cc3)C(=O)N[C@@H](CCc4n[nH]nn4)C(O)=O)c2C(=O)N1 
LY3 SMILES           CACTVS               3.341 NC1=Nc2[nH]cc(CCc3ccc(cc3)C(=O)N[CH](CCc4n[nH]nn4)C(O)=O)c2C(=O)N1 
LY3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCc2c[nH]c3c2C(=O)NC(=N3)N)C(=O)N[C@@H](CCc4n[nH]nn4)C(=O)O 
LY3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCc2c[nH]c3c2C(=O)NC(=N3)N)C(=O)NC(CCc4n[nH]nn4)C(=O)O 
# 
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 
LY3 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[({4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl}carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid"   
LY3 "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]-4-(2H-1,2,3,4-tetrazol-5-yl)butanoic acid" 
# 
