data_ALJ
# 
_chem_comp.id                                    ALJ 
_chem_comp.name                                  "CYCLO-(L-ARGININE-L-PROLINE) INHIBITOR" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H19 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N''-{3-[(3S,8AR)-1,4-DIOXOOCTAHYDROPYRROLO[1,2-A]PYRAZIN-3-YL]PROPYL}GUANIDINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-24 
_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                        253.301 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ALJ 
_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        1W1V 
_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 
ALJ O    O    O 0 1 N N N 20.642 43.344 103.261 -2.460 -0.192 1.665  O    ALJ 1  
ALJ C    C    C 0 1 N N N 19.484 43.342 102.846 -1.301 0.153  1.747  C    ALJ 2  
ALJ NP   NP   N 0 1 N N N 18.808 44.554 102.647 -0.626 0.058  2.910  NP   ALJ 3  
ALJ CDP  CDP  C 0 1 N N N 19.250 45.964 102.754 -1.069 -0.530 4.190  CDP  ALJ 4  
ALJ CGP  CGP  C 0 1 N N N 17.966 46.765 102.522 0.125  -0.460 5.167  CGP  ALJ 5  
ALJ CBP  CBP  C 0 1 N N N 17.269 45.901 101.472 1.348  -0.341 4.218  CBP  ALJ 6  
ALJ CAP  CAP  C 0 1 N N S 17.417 44.546 102.164 0.768  0.523  3.074  CAP  ALJ 7  
ALJ CP   CP   C 0 1 N N N 17.200 43.392 101.186 1.501  0.227  1.790  CP   ALJ 8  
ALJ OP   OP   O 0 1 N N N 16.441 43.526 100.224 2.677  -0.071 1.816  OP   ALJ 9  
ALJ N    N    N 0 1 N N N 17.866 42.179 101.410 0.847  0.296  0.615  N    ALJ 10 
ALJ CA   CA   C 0 1 N N S 18.759 42.024 102.569 -0.560 0.688  0.543  CA   ALJ 11 
ALJ CB   CB   C 0 1 N N N 19.751 40.881 102.334 -1.182 0.116  -0.732 CB   ALJ 12 
ALJ CG   CG   C 0 1 N N N 18.988 39.569 102.528 -0.435 0.659  -1.952 CG   ALJ 13 
ALJ CD   CD   C 0 1 N N N 19.902 38.341 102.518 -1.057 0.088  -3.227 CD   ALJ 14 
ALJ NE   NE   N 0 1 N N N 19.000 37.189 102.676 -0.342 0.608  -4.395 NE   ALJ 15 
ALJ CZ   CZ   C 0 1 N N N 18.742 36.384 101.648 0.301  -0.207 -5.182 CZ   ALJ 16 
ALJ NH1  NH1  N 0 1 N N N 19.365 36.554 100.485 1.078  0.290  -6.201 NH1  ALJ 17 
ALJ NH2  NH2  N 0 1 N N N 17.899 35.364 101.800 0.204  -1.565 -4.991 NH2  ALJ 18 
ALJ HDP1 1HDP H 0 0 N N N 20.091 46.236 102.075 -1.371 -1.567 4.047  HDP1 ALJ 19 
ALJ HDP2 2HDP H 0 0 N N N 19.781 46.209 103.703 -1.903 0.051  4.582  HDP2 ALJ 20 
ALJ HGP1 1HGP H 0 0 N N N 18.112 47.834 102.242 0.188  -1.369 5.765  HGP1 ALJ 21 
ALJ HGP2 2HGP H 0 0 N N N 17.367 46.985 103.436 0.048  0.418  5.808  HGP2 ALJ 22 
ALJ HBP1 1HBP H 0 0 N N N 16.235 46.203 101.186 1.655  -1.320 3.851  HBP1 ALJ 23 
ALJ HBP2 2HBP H 0 0 N N N 17.660 45.973 100.430 2.177  0.167  4.710  HBP2 ALJ 24 
ALJ HAP  HAP  H 0 1 N N N 16.708 44.468 103.021 0.808  1.585  3.318  HAP  ALJ 25 
ALJ H    H    H 0 1 N N N 17.731 41.400 100.766 1.321  0.081  -0.203 H    ALJ 26 
ALJ HA   HA   H 0 1 N N N 18.137 41.772 103.460 -0.633 1.775  0.526  HA   ALJ 27 
ALJ HBC1 1HBC H 0 0 N N N 20.661 40.955 102.974 -2.230 0.409  -0.788 HBC1 ALJ 28 
ALJ HBC2 2HBC H 0 0 N N N 20.264 40.945 101.346 -1.109 -0.970 -0.716 HBC2 ALJ 29 
ALJ HGC1 1HGC H 0 0 N N N 18.174 39.466 101.773 0.613  0.366  -1.896 HGC1 ALJ 30 
ALJ HGC2 2HGC H 0 0 N N N 18.372 39.600 103.457 -0.508 1.747  -1.968 HGC2 ALJ 31 
ALJ HDC1 1HDC H 0 0 N N N 20.719 38.381 103.276 -2.105 0.381  -3.283 HDC1 ALJ 32 
ALJ HDC2 2HDC H 0 0 N N N 20.561 38.277 101.621 -0.984 -0.999 -3.211 HDC2 ALJ 33 
ALJ HH11 1HH1 H 0 0 N N N 19.167 35.937 99.697  1.557  -0.317 -6.787 HH11 ALJ 34 
ALJ HH12 2HH1 H 0 0 N N N 20.011 37.335 100.369 1.143  1.248  -6.338 HH12 ALJ 35 
ALJ HH21 1HH2 H 0 0 N N N 17.701 34.747 101.012 0.788  -2.166 -5.480 HH21 ALJ 36 
ALJ HH22 2HH2 H 0 0 N N N 17.421 35.234 102.692 -0.448 -1.922 -4.369 HH22 ALJ 37 
# 
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 
ALJ O   C    DOUB N N 1  
ALJ C   NP   SING N N 2  
ALJ C   CA   SING N N 3  
ALJ NP  CDP  SING N N 4  
ALJ NP  CAP  SING N N 5  
ALJ CDP CGP  SING N N 6  
ALJ CDP HDP1 SING N N 7  
ALJ CDP HDP2 SING N N 8  
ALJ CGP CBP  SING N N 9  
ALJ CGP HGP1 SING N N 10 
ALJ CGP HGP2 SING N N 11 
ALJ CBP CAP  SING N N 12 
ALJ CBP HBP1 SING N N 13 
ALJ CBP HBP2 SING N N 14 
ALJ CAP CP   SING N N 15 
ALJ CAP HAP  SING N N 16 
ALJ CP  OP   DOUB N N 17 
ALJ CP  N    SING N N 18 
ALJ N   CA   SING N N 19 
ALJ N   H    SING N N 20 
ALJ CA  CB   SING N N 21 
ALJ CA  HA   SING N N 22 
ALJ CB  CG   SING N N 23 
ALJ CB  HBC1 SING N N 24 
ALJ CB  HBC2 SING N N 25 
ALJ CG  CD   SING N N 26 
ALJ CG  HGC1 SING N N 27 
ALJ CG  HGC2 SING N N 28 
ALJ CD  NE   SING N N 29 
ALJ CD  HDC1 SING N N 30 
ALJ CD  HDC2 SING N N 31 
ALJ NE  CZ   DOUB N N 32 
ALJ CZ  NH1  SING N N 33 
ALJ CZ  NH2  SING N N 34 
ALJ NH1 HH11 SING N N 35 
ALJ NH1 HH12 SING N N 36 
ALJ NH2 HH21 SING N N 37 
ALJ NH2 HH22 SING N N 38 
# 
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 
ALJ SMILES           ACDLabs              10.04 O=C1N2C(C(=O)NC1CCC/N=C(\N)N)CCC2                                                                                                    
ALJ InChI            InChI                1.02b InChI=1/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)/t7-,8-/m0/s1/f/h15H,12-13H2 
ALJ InChIKey         InChI                1.02b ZRJHYOXNWCMGMW-KOYPNAJQDD                                                                                                            
ALJ SMILES_CANONICAL CACTVS               3.341 NC(N)=NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C1=O                                                                                              
ALJ SMILES           CACTVS               3.341 NC(N)=NCCC[CH]1NC(=O)[CH]2CCCN2C1=O                                                                                                  
ALJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CCCN=C(N)N                                                                                            
ALJ SMILES           "OpenEye OEToolkits" 1.5.0 C1CC2C(=O)NC(C(=O)N2C1)CCCN=C(N)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 
ALJ "SYSTEMATIC NAME" ACDLabs              10.04 2-{3-[(3S,8aS)-1,4-dioxooctahydropyrrolo[1,2-a]pyrazin-3-yl]propyl}guanidine               
ALJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-[(3S,8aS)-1,4-dioxo-2,3,6,7,8,8a-hexahydropyrrolo[1,2-d]pyrazin-3-yl]propyl]guanidine 
# 
