data_CMU
# 
_chem_comp.id                                    CMU 
_chem_comp.name                                  "5-CHLORO-6-(1-(2-IMINOPYRROLIDINYL) METHYL) URACIL" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H11 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         5-CHLORO-6-[(2-IMINOPYRROLIDIN-1-YL)METHYL]PYRIMIDINE-2,4(1H,3H)-DIONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-23 
_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                        242.662 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CMU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1UOU 
_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 
CMU CL1  CL1  CL 0 0 N N N -4.802 4.529  30.601 4.080  4.798  -1.185 CL1  CMU 1  
CMU C2   C2   C  0 1 N N N -3.589 3.293  30.616 2.838  5.400  -0.152 C2   CMU 2  
CMU C3   C3   C  0 1 N N N -3.112 2.764  29.462 1.560  4.988  -0.198 C3   CMU 3  
CMU C4   C4   C  0 1 N N N -3.629 3.166  28.078 1.013  3.966  -1.128 C4   CMU 4  
CMU N5   N5   N  0 1 N N N -4.265 1.945  27.496 1.135  2.678  -0.491 N5   CMU 5  
CMU C6   C6   C  0 1 N N N -5.294 1.131  28.179 0.251  2.309  0.601  C6   CMU 6  
CMU C7   C7   C  0 1 N N N -5.824 0.142  27.113 0.889  1.014  1.109  C7   CMU 7  
CMU C8   C8   C  0 1 N N N -4.792 0.145  25.944 1.544  0.385  -0.122 C8   CMU 8  
CMU C9   C9   C  0 1 N N N -3.976 1.396  26.267 1.858  1.603  -0.962 C9   CMU 9  
CMU N10  N10  N  0 1 N N N -3.116 1.927  25.450 2.674  1.511  -1.956 N10  CMU 10 
CMU N11  N11  N  0 1 N N N -2.149 1.793  29.571 0.624  5.519  0.665  N11  CMU 11 
CMU C12  C12  C  0 1 N N N -1.673 1.349  30.755 0.901  6.485  1.618  C12  CMU 12 
CMU O13  O13  O  0 1 N N N -0.820 0.470  30.761 0.044  6.940  2.375  O13  CMU 13 
CMU N14  N14  N  0 1 N N N -2.145 1.864  31.907 2.230  6.900  1.652  N14  CMU 14 
CMU C15  C15  C  0 1 N N N -3.073 2.830  31.860 3.252  6.437  0.836  C15  CMU 15 
CMU O16  O16  O  0 1 N N N -3.474 3.313  32.893 4.409  6.841  0.914  O16  CMU 16 
CMU H4C1 1H4C H  0 0 N N N -4.369 3.975  28.168 1.584  3.985  -2.060 H4C1 CMU 17 
CMU H4C2 2H4C H  0 0 N N N -2.813 3.535  27.439 -0.036 4.191  -1.335 H4C2 CMU 18 
CMU H6C1 1H6C H  0 0 N N N -4.851 0.583  29.024 -0.760 2.125  0.224  H6C1 CMU 19 
CMU H6C2 2H6C H  0 0 N N N -6.101 1.757  28.587 0.215  3.073  1.383  H6C2 CMU 20 
CMU H7C1 1H7C H  0 0 N N N -5.908 -0.868 27.542 0.164  0.349  1.587  H7C1 CMU 21 
CMU H7C2 2H7C H  0 0 N N N -6.822 0.440  26.760 1.663  1.254  1.849  H7C2 CMU 22 
CMU H8C1 1H8C H  0 0 N N N -5.291 0.231  24.967 0.842  -0.251 -0.670 H8C1 CMU 23 
CMU H8C2 2H8C H  0 0 N N N -4.194 -0.775 25.869 2.445  -0.180 0.126  H8C2 CMU 24 
CMU H10  H10  H  0 1 N N N -2.638 2.762  25.704 2.765  2.428  -2.405 H10  CMU 25 
CMU HN1  HN1  H  0 1 N N N -1.781 1.394  28.732 -0.330 5.178  0.595  HN1  CMU 26 
CMU HN2  HN2  H  0 1 N N N -1.807 1.530  32.787 2.473  7.609  2.338  HN2  CMU 27 
# 
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 
CMU CL1 C2   SING N N 1  
CMU C2  C3   DOUB N N 2  
CMU C2  C15  SING N N 3  
CMU C3  C4   SING N N 4  
CMU C3  N11  SING N N 5  
CMU C4  N5   SING N N 6  
CMU C4  H4C1 SING N N 7  
CMU C4  H4C2 SING N N 8  
CMU N5  C6   SING N N 9  
CMU N5  C9   SING N N 10 
CMU C6  C7   SING N N 11 
CMU C6  H6C1 SING N N 12 
CMU C6  H6C2 SING N N 13 
CMU C7  C8   SING N N 14 
CMU C7  H7C1 SING N N 15 
CMU C7  H7C2 SING N N 16 
CMU C8  C9   SING N N 17 
CMU C8  H8C1 SING N N 18 
CMU C8  H8C2 SING N N 19 
CMU C9  N10  DOUB N N 20 
CMU N10 H10  SING N N 21 
CMU N11 C12  SING N N 22 
CMU C12 O13  DOUB N N 23 
CMU C12 N14  SING N N 24 
CMU N14 C15  SING N N 25 
CMU C15 O16  DOUB N N 26 
CMU HN1 N11  SING N N 27 
CMU HN2 N14  SING N N 28 
# 
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 
CMU SMILES           ACDLabs              10.04 ClC1=C(NC(=O)NC1=O)CN2C(=[N@H])CCC2                                                                           
CMU InChI            InChI                1.02b InChI=1/C9H11ClN4O2/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11/h11H,1-4H2,(H2,12,13,15,16)/b11-6-/f/h12-13H 
CMU InChIKey         InChI                1.02b QQHMKNYGKVVGCZ-LQFIVOHJDS                                                                                     
CMU SMILES_CANONICAL CACTVS               3.341 ClC1=C(CN2CCCC2=N)NC(=O)NC1=O                                                                                 
CMU SMILES           CACTVS               3.341 ClC1=C(CN2CCCC2=N)NC(=O)NC1=O                                                                                 
CMU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C\1/CCCN1CC2=C(C(=O)NC(=O)N2)Cl                                                                         
CMU SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C1CCCN1CC2=C(C(=O)NC(=O)N2)Cl                                                                            
# 
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 
CMU "SYSTEMATIC NAME" ACDLabs              10.04 5-chloro-6-{[(2Z)-2-iminopyrrolidin-1-yl]methyl}pyrimidine-2,4(1H,3H)-dione 
CMU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione         
# 
