data_L24
# 
_chem_comp.id                                    L24 
_chem_comp.name                                  "[[[2-AMINO-5,6,7,8-TETRAHYDRO-4-HYDROXY-PYRIDO[2,3-D]PYRIMIDIN-6-YL]-ETHYL]-PHENYL]-CARBONYL-GLUTAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         LY249543 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-14 
_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                        443.453 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L24 
_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        1DIA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
L24 N2A  N2A  N 0 1 N N N -3.653 50.768 19.040 -1.062 0.693  10.048 N2A  L24 1  
L24 N1   N1   N 0 1 Y N N -2.097 52.165 17.948 -1.447 0.281  7.781  N1   L24 2  
L24 C2   C2   C 0 1 Y N N -2.942 51.906 19.029 -0.593 0.570  8.751  C2   L24 3  
L24 N3   N3   N 0 1 Y N N -3.064 52.797 20.087 0.698  0.739  8.514  N3   L24 4  
L24 C4   C4   C 0 1 Y N N -2.371 53.946 20.115 1.185  0.631  7.281  C4   L24 5  
L24 O4A  O4A  O 0 1 N N N -2.471 54.743 21.051 2.508  0.807  7.047  O4A  L24 6  
L24 C5   C5   C 0 1 Y N N -1.443 54.231 18.937 0.317  0.334  6.236  C5   L24 7  
L24 C6   C6   C 0 1 Y N N -1.358 53.331 17.912 -1.029 0.161  6.523  C6   L24 8  
L24 N7   N7   N 0 1 N N N -0.541 53.582 16.835 -1.937 -0.140 5.520  N7   L24 9  
L24 C8   C8   C 0 1 N N N 0.213  54.729 16.645 -1.528 0.022  4.118  C8   L24 10 
L24 C9   C9   C 0 1 N N S 0.629  55.366 17.963 -0.125 -0.577 3.962  C9   L24 11 
L24 C10  C10  C 0 1 N N N -0.561 55.491 18.916 0.850  0.213  4.835  C10  L24 12 
L24 C11  C11  C 0 1 N N N 1.327  56.728 17.794 0.311  -0.492 2.498  C11  L24 13 
L24 C12  C12  C 0 1 N N N 2.362  56.934 18.888 -0.665 -1.284 1.627  C12  L24 14 
L24 C1B  C1B  C 0 1 Y N N 2.598  58.341 19.243 -0.234 -1.200 0.186  C1B  L24 15 
L24 C2B  C2B  C 0 1 Y N N 3.305  59.154 18.386 0.632  -2.147 -0.329 C2B  L24 16 
L24 C3B  C3B  C 0 1 Y N N 3.585  60.468 18.738 1.030  -2.076 -1.648 C3B  L24 17 
L24 C4B  C4B  C 0 1 Y N N 3.151  60.969 19.955 0.555  -1.046 -2.463 C4B  L24 18 
L24 C5B  C5B  C 0 1 Y N N 2.427  60.158 20.813 -0.318 -0.095 -1.936 C5B  L24 19 
L24 C6B  C6B  C 0 1 Y N N 2.148  58.839 20.457 -0.713 -0.180 -0.617 C6B  L24 20 
L24 C7B  C7B  C 0 1 N N N 3.539  62.391 20.358 0.978  -0.964 -3.877 C7B  L24 21 
L24 O7B  O7B  O 0 1 N N N 4.487  62.947 19.799 1.740  -1.794 -4.333 O7B  L24 22 
L24 N    N    N 0 1 N N N 2.999  62.860 21.483 0.518  0.030  -4.661 N    L24 23 
L24 CA   CA   C 0 1 N N S 3.367  64.163 22.053 0.937  0.112  -6.063 CA   L24 24 
L24 CB   CB   C 0 1 N N N 2.116  65.043 22.220 -0.176 0.755  -6.891 CB   L24 25 
L24 CG   CG   C 0 1 N N N 1.375  65.347 20.914 -1.445 -0.093 -6.787 CG   L24 26 
L24 CD   CD   C 0 1 N N N 0.131  66.192 21.133 -2.542 0.539  -7.603 CD   L24 27 
L24 OE1  OE1  O 0 1 N N N -0.932 65.612 21.445 -2.331 1.564  -8.206 OE1  L24 28 
L24 OE2  OE2  O 0 1 N N N 0.212  67.435 20.995 -3.754 -0.035 -7.659 OE2  L24 29 
L24 C    C    C 0 1 N N N 4.068  64.012 23.406 2.186  0.948  -6.166 C    L24 30 
L24 O    O    O 0 1 N N N 3.749  63.037 24.123 2.989  0.729  -7.043 O    L24 31 
L24 OXT  OXT  O 0 1 N N N 4.924  64.866 23.734 2.408  1.935  -5.284 OXT  L24 32 
L24 HN21 1HN2 H 0 0 N N N -4.270 50.578 19.829 -2.006 0.575  10.235 HN21 L24 33 
L24 HN22 2HN2 H 0 0 N N N -3.014 49.980 18.925 -0.447 0.900  10.768 HN22 L24 34 
L24 HO4  HO4  H 0 1 N N N -1.980 55.556 21.070 2.925  -0.061 7.135  HO4  L24 35 
L24 HN7  HN7  H 0 1 N N N -1.118 53.472 16.001 -2.829 -0.454 5.740  HN7  L24 36 
L24 H81  1H8  H 0 1 N N N 1.097  54.528 15.996 -1.507 1.081  3.861  H81  L24 37 
L24 H82  2H8  H 0 1 N N N -0.320 55.460 15.993 -2.228 -0.501 3.466  H82  L24 38 
L24 H9   H9   H 0 1 N N N 1.383  54.675 18.407 -0.137 -1.620 4.280  H9   L24 39 
L24 H101 1H10 H 0 0 N N N -1.166 56.398 18.682 0.985  1.209  4.413  H101 L24 40 
L24 H102 2H10 H 0 0 N N N -0.222 55.758 19.944 1.811  -0.300 4.858  H102 L24 41 
L24 H111 1H11 H 0 0 N N N 1.769  56.844 16.777 0.318  0.550  2.181  H111 L24 42 
L24 H112 2H11 H 0 0 N N N 0.594  57.567 17.752 1.312  -0.910 2.393  H112 L24 43 
L24 H121 1H12 H 0 0 N N N 2.092  56.344 19.794 -0.672 -2.327 1.944  H121 L24 44 
L24 H122 2H12 H 0 0 N N N 3.321  56.435 18.614 -1.666 -0.866 1.732  H122 L24 45 
L24 H2B  H2B  H 0 1 N N N 3.647  58.752 17.417 0.998  -2.942 0.301  H2B  L24 46 
L24 H3B  H3B  H 0 1 N N N 4.153  61.115 18.049 1.707  -2.815 -2.050 H3B  L24 47 
L24 H5B  H5B  H 0 1 N N N 2.073  60.561 21.776 -0.689 0.703  -2.561 H5B  L24 48 
L24 H6B  H6B  H 0 1 N N N 1.570  58.189 21.136 -1.389 0.555  -0.208 H6B  L24 49 
L24 HN   HN   H 0 1 N N N 2.314  62.230 21.901 -0.089 0.692  -4.298 HN   L24 50 
L24 HA   HA   H 0 1 N N N 4.077  64.648 21.344 1.138  -0.890 -6.441 HA   L24 51 
L24 HB1  1HB  H 0 1 N N N 1.420  64.591 22.965 -0.378 1.757  -6.513 HB1  L24 52 
L24 HB2  2HB  H 0 1 N N N 2.374  65.989 22.749 0.134  0.815  -7.934 HB2  L24 53 
L24 HG1  1HG  H 0 1 N N N 2.055  65.820 20.167 -1.244 -1.096 -7.164 HG1  L24 54 
L24 HG2  2HG  H 0 1 N N N 1.130  64.408 20.363 -1.756 -0.154 -5.744 HG2  L24 55 
L24 HE2  HE2  H 0 1 N N N -0.565 67.963 21.131 -4.458 0.371  -8.183 HE2  L24 56 
L24 HXT  HXT  H 0 1 N N N 5.358  64.772 24.573 3.209  2.472  -5.350 HXT  L24 57 
# 
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 
L24 N2A C2   SING N N 1  
L24 N2A HN21 SING N N 2  
L24 N2A HN22 SING N N 3  
L24 N1  C2   DOUB Y N 4  
L24 N1  C6   SING Y N 5  
L24 C2  N3   SING Y N 6  
L24 N3  C4   DOUB Y N 7  
L24 C4  O4A  SING N N 8  
L24 C4  C5   SING Y N 9  
L24 O4A HO4  SING N N 10 
L24 C5  C6   DOUB Y N 11 
L24 C5  C10  SING N N 12 
L24 C6  N7   SING N N 13 
L24 N7  C8   SING N N 14 
L24 N7  HN7  SING N N 15 
L24 C8  C9   SING N N 16 
L24 C8  H81  SING N N 17 
L24 C8  H82  SING N N 18 
L24 C9  C10  SING N N 19 
L24 C9  C11  SING N N 20 
L24 C9  H9   SING N N 21 
L24 C10 H101 SING N N 22 
L24 C10 H102 SING N N 23 
L24 C11 C12  SING N N 24 
L24 C11 H111 SING N N 25 
L24 C11 H112 SING N N 26 
L24 C12 C1B  SING N N 27 
L24 C12 H121 SING N N 28 
L24 C12 H122 SING N N 29 
L24 C1B C2B  DOUB Y N 30 
L24 C1B C6B  SING Y N 31 
L24 C2B C3B  SING Y N 32 
L24 C2B H2B  SING N N 33 
L24 C3B C4B  DOUB Y N 34 
L24 C3B H3B  SING N N 35 
L24 C4B C5B  SING Y N 36 
L24 C4B C7B  SING N N 37 
L24 C5B C6B  DOUB Y N 38 
L24 C5B H5B  SING N N 39 
L24 C6B H6B  SING N N 40 
L24 C7B O7B  DOUB N N 41 
L24 C7B N    SING N N 42 
L24 N   CA   SING N N 43 
L24 N   HN   SING N N 44 
L24 CA  CB   SING N N 45 
L24 CA  C    SING N N 46 
L24 CA  HA   SING N N 47 
L24 CB  CG   SING N N 48 
L24 CB  HB1  SING N N 49 
L24 CB  HB2  SING N N 50 
L24 CG  CD   SING N N 51 
L24 CG  HG1  SING N N 52 
L24 CG  HG2  SING N N 53 
L24 CD  OE1  DOUB N N 54 
L24 CD  OE2  SING N N 55 
L24 OE2 HE2  SING N N 56 
L24 C   O    DOUB N N 57 
L24 C   OXT  SING N N 58 
L24 OXT HXT  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 
L24 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)CCC3Cc2c(nc(nc2NC3)N)O)CCC(=O)O 
L24 InChI            InChI                1.02b 
InChI=1/C21H25N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30)/t12-,15-/m0/s1/f/h23-24,27,30-31H,22H2 
L24 InChIKey         InChI                1.02b ZUQBAQVRAURMCL-PYDZYTFYDD 
L24 SMILES_CANONICAL CACTVS               3.341 Nc1nc(O)c2C[C@H](CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2n1 
L24 SMILES           CACTVS               3.341 Nc1nc(O)c2C[CH](CCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)CNc2n1 
L24 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC[C@H]2Cc3c(nc(nc3O)N)NC2)C(=O)N[C@@H](CCC(=O)O)C(=O)O 
L24 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCC2Cc3c(nc(nc3O)N)NC2)C(=O)NC(CCC(=O)O)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 
L24 "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{2-[(6S)-2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}phenyl)carbonyl]-L-glutamic acid"            
L24 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-[(6S)-2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[5,6-e]pyrimidin-6-yl]ethyl]phenyl]carbonylamino]pentanedioic acid" 
# 
