data_L37
# 
_chem_comp.id                                    L37 
_chem_comp.name                                  
;[[N'-(2,5-DIAMINO-6-HYDROXY-PYRIMIDIN-4-YL)-UREAYL]-PHEN-4-YL]-CARBONYL-GLUTAMIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 N7 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         LY374571 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-15 
_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                        433.375 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L37 
_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        1DIG 
_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 
L37 N2A  N2A  N 0 1 N N N -3.737 50.023 18.962 2.268  -2.568 5.086  N2A  L37 1  
L37 N1   N1   N 0 1 Y N N -2.091 51.718 18.555 0.752  -0.820 4.757  N1   L37 2  
L37 C2   C2   C 0 1 Y N N -3.215 51.186 19.308 1.530  -1.503 5.582  C2   L37 3  
L37 N3   N3   N 0 1 Y N N -3.598 51.755 20.516 1.627  -1.195 6.866  N3   L37 4  
L37 C4   C4   C 0 1 Y N N -3.031 52.883 20.959 0.936  -0.182 7.378  C4   L37 5  
L37 O4A  O4A  O 0 1 N N N -3.377 53.370 22.059 1.042  0.126  8.695  O4A  L37 6  
L37 N5A  N5A  N 0 1 N N N -1.558 54.753 20.553 -0.645 1.639  7.047  N5A  L37 7  
L37 C5   C5   C 0 1 Y N N -1.965 53.592 20.111 0.101  0.559  6.543  C5   L37 8  
L37 C6   C6   C 0 1 Y N N -1.537 52.959 18.849 0.026  0.203  5.196  C6   L37 9  
L37 N7   N7   N 0 1 N N N -0.622 53.472 17.896 -0.793 0.914  4.323  N7   L37 10 
L37 C8   C8   C 0 1 N N N 0.111  54.580 18.117 -0.859 0.562  3.023  C8   L37 11 
L37 O8A  O8A  O 0 1 N N N 0.823  54.936 17.202 -0.203 -0.375 2.614  O8A  L37 12 
L37 N9   N9   N 0 1 N N N 0.208  55.108 19.335 -1.652 1.249  2.178  N9   L37 13 
L37 C1B  C1B  C 0 1 Y N N 0.891  56.306 19.551 -1.631 0.963  0.814  C1B  L37 14 
L37 C2B  C2B  C 0 1 Y N N 1.892  56.793 18.707 -2.796 1.083  0.062  C2B  L37 15 
L37 C3B  C3B  C 0 1 Y N N 2.539  58.005 19.020 -2.779 0.801  -1.285 C3B  L37 16 
L37 C4B  C4B  C 0 1 Y N N 2.141  58.713 20.183 -1.590 0.394  -1.897 C4B  L37 17 
L37 C5B  C5B  C 0 1 Y N N 1.147  58.205 20.983 -0.422 0.275  -1.138 C5B  L37 18 
L37 C6B  C6B  C 0 1 Y N N 0.530  57.043 20.672 -0.445 0.563  0.207  C6B  L37 19 
L37 C7B  C7B  C 0 1 N N N 2.827  59.981 20.680 -1.568 0.090  -3.341 C7B  L37 20 
L37 O7B  O7B  O 0 1 N N N 3.753  60.467 20.045 -2.585 0.194  -4.000 O7B  L37 21 
L37 N    N    N 0 1 N N N 2.519  60.422 21.906 -0.421 -0.301 -3.930 N    L37 22 
L37 CA   CA   C 0 1 N N S 3.316  61.455 22.594 -0.399 -0.602 -5.363 CA   L37 23 
L37 CB   CB   C 0 1 N N N 2.600  62.792 22.673 0.987  -0.290 -5.929 CB   L37 24 
L37 CG   CG   C 0 1 N N N 1.538  63.079 21.683 1.304  1.190  -5.714 CG   L37 25 
L37 CD   CD   C 0 1 N N N 0.700  64.234 22.167 2.670  1.497  -6.272 CD   L37 26 
L37 OE1  OE1  O 0 1 N N N -0.417 63.984 22.662 3.323  0.621  -6.787 OE1  L37 27 
L37 OE2  OE2  O 0 1 N N N 1.180  65.386 22.106 3.161  2.744  -6.195 OE2  L37 28 
L37 C    C    C 0 1 N N N 3.647  61.110 24.034 -0.711 -2.061 -5.575 C    L37 29 
L37 O    O    O 0 1 N N N 3.065  60.146 24.561 -1.265 -2.420 -6.586 O    L37 30 
L37 OXT  OXT  O 0 1 N N N 4.410  61.880 24.651 -0.374 -2.962 -4.639 OXT  L37 31 
L37 HN21 1HN2 H 0 0 N N N -4.525 49.649 19.490 2.204  -2.808 4.149  HN21 L37 32 
L37 HN22 2HN2 H 0 0 N N N -2.994 49.324 18.948 2.845  -3.075 5.678  HN22 L37 33 
L37 HO4  HO4  H 0 1 N N N -2.974 54.170 22.373 1.765  0.764  8.775  HO4  L37 34 
L37 HN51 1HN5 H 0 0 N N N -0.849 55.223 19.989 -0.584 1.876  7.985  HN51 L37 35 
L37 HN52 2HN5 H 0 0 N N N -1.230 54.661 21.514 -1.223 2.146  6.455  HN52 L37 36 
L37 HN7  HN7  H 0 1 N N N -1.131 53.609 17.023 -1.317 1.662  4.650  HN7  L37 37 
L37 HN9  HN9  H 0 1 N N N -0.238 54.598 20.097 -2.238 1.944  2.519  HN9  L37 38 
L37 H2B  H2B  H 0 1 N N N 2.168  56.226 17.802 -3.714 1.397  0.535  H2B  L37 39 
L37 H3B  H3B  H 0 1 N N N 3.340  58.391 18.368 -3.683 0.894  -1.868 H3B  L37 40 
L37 H5B  H5B  H 0 1 N N N 0.837  58.742 21.895 0.497  -0.038 -1.608 H5B  L37 41 
L37 H6B  H6B  H 0 1 N N N -0.275 56.692 21.339 0.456  0.472  0.793  H6B  L37 42 
L37 HN   HN   H 0 1 N N N 1.692  59.979 22.308 0.390  -0.384 -3.404 HN   L37 43 
L37 HA   HA   H 0 1 N N N 4.239  61.510 21.971 -1.145 0.006  -5.874 HA   L37 44 
L37 HB1  1HB  H 0 1 N N N 2.184  62.921 23.699 1.733  -0.899 -5.418 HB1  L37 45 
L37 HB2  2HB  H 0 1 N N N 3.355  63.611 22.643 1.003  -0.515 -6.996 HB2  L37 46 
L37 HG1  1HG  H 0 1 N N N 1.949  63.255 20.662 0.558  1.799  -6.225 HG1  L37 47 
L37 HG2  2HG  H 0 1 N N N 0.922  62.178 21.452 1.288  1.414  -4.648 HG2  L37 48 
L37 HE2  HE2  H 0 1 N N N 0.651  66.114 22.411 4.038  2.941  -6.553 HE2  L37 49 
L37 HXT  HXT  H 0 1 N N N 4.617  61.664 25.552 -0.574 -3.899 -4.774 HXT  L37 50 
# 
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 
L37 N2A C2   SING N N 1  
L37 N2A HN21 SING N N 2  
L37 N2A HN22 SING N N 3  
L37 N1  C2   DOUB Y N 4  
L37 N1  C6   SING Y N 5  
L37 C2  N3   SING Y N 6  
L37 N3  C4   DOUB Y N 7  
L37 C4  O4A  SING N N 8  
L37 C4  C5   SING Y N 9  
L37 O4A HO4  SING N N 10 
L37 N5A C5   SING N N 11 
L37 N5A HN51 SING N N 12 
L37 N5A HN52 SING N N 13 
L37 C5  C6   DOUB Y N 14 
L37 C6  N7   SING N N 15 
L37 N7  C8   SING N N 16 
L37 N7  HN7  SING N N 17 
L37 C8  O8A  DOUB N N 18 
L37 C8  N9   SING N N 19 
L37 N9  C1B  SING N N 20 
L37 N9  HN9  SING N N 21 
L37 C1B C2B  DOUB Y N 22 
L37 C1B C6B  SING Y N 23 
L37 C2B C3B  SING Y N 24 
L37 C2B H2B  SING N N 25 
L37 C3B C4B  DOUB Y N 26 
L37 C3B H3B  SING N N 27 
L37 C4B C5B  SING Y N 28 
L37 C4B C7B  SING N N 29 
L37 C5B C6B  DOUB Y N 30 
L37 C5B H5B  SING N N 31 
L37 C6B H6B  SING N N 32 
L37 C7B O7B  DOUB N N 33 
L37 C7B N    SING N N 34 
L37 N   CA   SING N N 35 
L37 N   HN   SING N N 36 
L37 CA  CB   SING N N 37 
L37 CA  C    SING N N 38 
L37 CA  HA   SING N N 39 
L37 CB  CG   SING N N 40 
L37 CB  HB1  SING N N 41 
L37 CB  HB2  SING N N 42 
L37 CG  CD   SING N N 43 
L37 CG  HG1  SING N N 44 
L37 CG  HG2  SING N N 45 
L37 CD  OE1  DOUB N N 46 
L37 CD  OE2  SING N N 47 
L37 OE2 HE2  SING N N 48 
L37 C   O    DOUB N N 49 
L37 C   OXT  SING N N 50 
L37 OXT HXT  SING N N 51 
# 
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 
L37 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NC(=O)Nc2nc(nc(O)c2N)N)CCC(=O)O 
L37 InChI            InChI                1.02b 
InChI=1/C17H19N7O7/c18-11-12(22-16(19)24-14(11)28)23-17(31)20-8-3-1-7(2-4-8)13(27)21-9(15(29)30)5-6-10(25)26/h1-4,9H,5-6,18H2,(H,21,27)(H,25,26)(H,29,30)(H5,19,20,22,23,24,28,31)/t9-/m0/s1/f/h20-21,23,25,28-29H,19H2 
L37 InChIKey         InChI                1.02b SZHRIPFGZWWRKW-NZEGCUAYDD 
L37 SMILES_CANONICAL CACTVS               3.341 Nc1nc(O)c(N)c(NC(=O)Nc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)n1 
L37 SMILES           CACTVS               3.341 Nc1nc(O)c(N)c(NC(=O)Nc2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O)n1 
L37 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)Nc2c(c(nc(n2)N)O)N 
L37 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NC(=O)Nc2c(c(nc(n2)N)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 
L37 "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{[(2,5-diamino-6-hydroxypyrimidin-4-yl)carbamoyl]amino}phenyl)carbonyl]-L-glutamic acid"           
L37 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2,5-diamino-6-hydroxy-pyrimidin-4-yl)carbamoylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
