data_AP4
# 
_chem_comp.id                                    AP4 
_chem_comp.name                                  7-AMINO-3,3A,4,5-TETRAHYDRO-8H-2-OXA-5,6,8,9B-TETRAAZA-CYCLOPENTA[A]NAPHTHALENE-1,9-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H9 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         5,6-CYCLIC-TETRAHYDROPTERIDINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-16 
_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                        223.189 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AP4 
_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        1DMJ 
_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 
AP4 N1   N1   N 0 1 Y N N 2.578  6.565 55.912 1.193  0.080  2.239  N1   AP4 1  
AP4 C2   C2   C 0 1 Y N N 1.972  6.694 57.113 0.087  0.054  2.952  C2   AP4 2  
AP4 N2   N2   N 0 1 N N N 2.005  7.805 57.788 0.174  0.133  4.319  N2   AP4 3  
AP4 N3   N3   N 0 1 Y N N 1.308  5.633 57.670 -1.139 -0.055 2.373  N3   AP4 4  
AP4 C4   C4   C 0 1 Y N N 1.220  4.379 57.011 -1.248 -0.123 1.027  C4   AP4 5  
AP4 O4   O4   O 0 1 N N N 0.607  3.430 57.523 -2.341 -0.212 0.491  O4   AP4 6  
AP4 N5   N5   N 0 1 N N N 1.839  3.036 55.011 -0.086 -0.157 -1.139 N5   AP4 7  
AP4 C6   C6   C 0 1 N N R 2.829  2.838 53.874 1.133  -0.538 -1.894 C6   AP4 8  
AP4 C7   C7   C 0 1 N N N 3.144  4.049 53.230 2.290  0.251  -1.272 C7   AP4 9  
AP4 N8   N8   N 0 1 N N N 3.161  5.260 53.965 2.320  0.010  0.159  N8   AP4 10 
AP4 C10  C10  C 0 1 Y N N 2.527  5.348 55.212 1.155  0.004  0.904  C10  AP4 11 
AP4 C9   C9   C 0 1 Y N N 1.852  4.239 55.743 -0.080 -0.093 0.266  C9   AP4 12 
AP4 C11  C11  C 0 1 N N N 2.122  1.722 53.071 0.816  -0.069 -3.321 C11  AP4 13 
AP4 O12  O12  O 0 1 N N N 0.737  1.790 53.301 -0.599 0.280  -3.267 O12  AP4 14 
AP4 C13  C13  C 0 1 N N N 0.492  2.590 54.460 -1.049 0.126  -2.012 C13  AP4 15 
AP4 O14  O14  O 0 1 N N N -0.669 2.768 54.840 -2.220 0.233  -1.704 O14  AP4 16 
AP4 HN21 1HN2 H 0 0 N N N 1.547  7.902 58.694 1.041  0.208  4.746  HN21 AP4 17 
AP4 HN22 2HN2 H 0 0 N N N 1.654  8.546 57.182 -0.632 0.119  4.857  HN22 AP4 18 
AP4 HN3  HN3  H 0 1 N N N 0.875  5.777 58.582 -1.936 -0.077 2.926  HN3  AP4 19 
AP4 H6   H6   H 0 1 N N N 3.864  2.523 54.142 1.314  -1.612 -1.854 H6   AP4 20 
AP4 H71  1H7  H 0 1 N N N 4.129  3.931 52.721 3.232  -0.060 -1.723 H71  AP4 21 
AP4 H72  2H7  H 0 1 N N N 2.457  4.174 52.360 2.138  1.318  -1.437 H72  AP4 22 
AP4 HN8  HN8  H 0 1 N N N 2.793  6.000 53.367 3.167  -0.164 0.598  HN8  AP4 23 
AP4 H111 1H11 H 0 0 N N N 2.372  1.759 51.985 1.416  0.803  -3.579 H111 AP4 24 
AP4 H112 2H11 H 0 0 N N N 2.538  0.712 53.294 0.984  -0.875 -4.035 H112 AP4 25 
# 
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 
AP4 N1  C2   DOUB Y N 1  
AP4 N1  C10  SING Y N 2  
AP4 C2  N2   SING N N 3  
AP4 C2  N3   SING Y N 4  
AP4 N2  HN21 SING N N 5  
AP4 N2  HN22 SING N N 6  
AP4 N3  C4   SING Y N 7  
AP4 N3  HN3  SING N N 8  
AP4 C4  O4   DOUB N N 9  
AP4 C4  C9   SING Y N 10 
AP4 N5  C6   SING N N 11 
AP4 N5  C9   SING N N 12 
AP4 N5  C13  SING N N 13 
AP4 C6  C7   SING N N 14 
AP4 C6  C11  SING N N 15 
AP4 C6  H6   SING N N 16 
AP4 C7  N8   SING N N 17 
AP4 C7  H71  SING N N 18 
AP4 C7  H72  SING N N 19 
AP4 N8  C10  SING N N 20 
AP4 N8  HN8  SING N N 21 
AP4 C10 C9   DOUB Y N 22 
AP4 C11 O12  SING N N 23 
AP4 C11 H111 SING N N 24 
AP4 C11 H112 SING N N 25 
AP4 O12 C13  SING N N 26 
AP4 C13 O14  DOUB N N 27 
# 
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 
AP4 SMILES           ACDLabs              10.04 O=C1C3=C(N=C(N)N1)NCC2N3C(=O)OC2                                                                                     
AP4 InChI            InChI                1.02b InChI=1/C8H9N5O3/c9-7-11-5-4(6(14)12-7)13-3(1-10-5)2-16-8(13)15/h3H,1-2H2,(H4,9,10,11,12,14)/t3-/m1/s1/f/h10,12H,9H2 
AP4 InChIKey         InChI                1.02b XAZOBOCYEGBXHD-XJNKWOHWDL                                                                                            
AP4 SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N3[C@H](CN2)COC3=O)C(=O)N1                                                                                 
AP4 SMILES           CACTVS               3.341 NC1=NC2=C(N3[CH](CN2)COC3=O)C(=O)N1                                                                                  
AP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]2COC(=O)N2C3=C(N1)N=C(NC3=O)N                                                                                
AP4 SMILES           "OpenEye OEToolkits" 1.5.0 C1C2COC(=O)N2C3=C(N1)N=C(NC3=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 
AP4 "SYSTEMATIC NAME" ACDLabs              10.04 (6aR)-3-amino-5,6,6a,7-tetrahydro[1,3]oxazolo[3,4-f]pteridine-1,9(2H)-dione 
AP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6aR)-3-amino-5,6,6a,7-tetrahydro-2H-[1,3]oxazolo[3,4-f]pteridine-1,9-dione 
# 
