data_CR2
# 
_chem_comp.id                                    CR2 
_chem_comp.name                                  "{(4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H13 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               "GLY, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "CHROMOPHORE (GLY-TYR-GLY)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-03 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        275.260 
_chem_comp.one_letter_code                       GYG 
_chem_comp.three_letter_code                     CR2 
_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        1MYW 
_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 
CR2 N1   N1   N 0 1 N N N 19.969 87.459 -26.048 -0.705 3.248  -0.256 N1   CR2 1  
CR2 CA1  CA1  C 0 1 N N N 19.996 88.470 -24.975 -1.845 2.346  -0.462 CA1  CR2 2  
CR2 C1   C1   C 0 1 N N N 21.464 88.655 -24.743 -1.370 0.917  -0.416 C1   CR2 3  
CR2 N2   N2   N 0 1 N N N 22.228 88.127 -23.680 -0.139 0.562  -0.223 N2   CR2 4  
CR2 N3   N3   N 0 1 N N N 22.277 89.368 -25.560 -2.183 -0.171 -0.568 N3   CR2 5  
CR2 C2   C2   C 0 1 N N N 23.581 89.399 -25.158 -1.426 -1.286 -0.471 C2   CR2 6  
CR2 O2   O2   O 0 1 N N N 24.543 89.918 -25.649 -1.798 -2.443 -0.554 O2   CR2 7  
CR2 CA2  CA2  C 0 1 N N N 23.567 88.573 -23.919 -0.053 -0.803 -0.240 CA2  CR2 8  
CR2 CA3  CA3  C 0 1 N N N 21.829 90.028 -26.801 -3.629 -0.135 -0.798 CA3  CR2 9  
CR2 C3   C3   C 0 1 N N N 21.402 91.449 -26.762 -4.350 -0.154 0.525  C3   CR2 10 
CR2 O3   O3   O 0 1 N N N 21.459 92.104 -27.788 -3.720 -0.194 1.556  O3   CR2 11 
CR2 CB2  CB2  C 0 1 N N N 24.685 88.315 -23.206 1.081  -1.568 -0.075 CB2  CR2 12 
CR2 CG2  CG2  C 0 1 Y N N 24.908 87.494 -21.977 2.391  -0.921 0.033  CG2  CR2 13 
CR2 CD1  CD1  C 0 1 Y N N 23.873 86.781 -21.278 3.558  -1.697 0.068  CD1  CR2 14 
CR2 CD2  CD2  C 0 1 Y N N 26.301 87.434 -21.495 2.483  0.477  0.096  CD2  CR2 15 
CR2 CE1  CE1  C 0 1 Y N N 24.226 86.006 -20.094 4.781  -1.086 0.170  CE1  CR2 16 
CR2 CE2  CE2  C 0 1 Y N N 26.627 86.669 -20.336 3.712  1.076  0.197  CE2  CR2 17 
CR2 CZ   CZ   C 0 1 Y N N 25.616 85.966 -19.645 4.865  0.301  0.238  CZ   CR2 18 
CR2 OH   OH   O 0 1 N N N 25.983 85.182 -18.444 6.079  0.900  0.339  OH   CR2 19 
CR2 OXT  OXT  O 0 1 N Y N 20.988 91.930 -25.591 -5.692 -0.127 0.559  OXT  CR2 20 
CR2 HN11 1HN1 H 0 0 N N N 19.963 87.916 -26.937 -0.997 4.213  -0.282 HN11 CR2 21 
CR2 HN12 2HN1 H 0 0 N Y N 20.779 86.877 -25.978 -0.229 3.038  0.609  HN12 CR2 22 
CR2 HA11 1HA1 H 0 0 N N N 19.508 89.407 -25.282 -2.583 2.509  0.324  HA11 CR2 23 
CR2 HA12 2HA1 H 0 0 N N N 19.447 88.163 -24.073 -2.297 2.548  -1.433 HA12 CR2 24 
CR2 HA31 1HA3 H 0 0 N N N 20.960 89.455 -27.157 -3.888 0.775  -1.340 HA31 CR2 25 
CR2 HA32 2HA3 H 0 0 N N N 22.729 90.040 -27.433 -3.926 -1.004 -1.386 HA32 CR2 26 
CR2 HB2  HB2  H 0 1 N N N 25.577 88.786 -23.593 1.004  -2.644 -0.026 HB2  CR2 27 
CR2 HD1  HD1  H 0 1 N N N 22.851 86.819 -21.624 3.494  -2.774 0.016  HD1  CR2 28 
CR2 HD2  HD2  H 0 1 N N N 27.076 87.971 -22.021 1.587  1.080  0.064  HD2  CR2 29 
CR2 HE1  HE1  H 0 1 N N N 23.464 85.465 -19.552 5.681  -1.683 0.198  HE1  CR2 30 
CR2 HE2  HE2  H 0 1 N N N 27.648 86.627 -19.987 3.784  2.153  0.246  HE2  CR2 31 
CR2 HOH  HOH  H 0 1 N N N 26.062 84.264 -18.676 6.484  1.113  -0.512 HOH  CR2 32 
CR2 HXT  HXT  H 0 1 N Y N 20.752 92.845 -25.690 -6.109 -0.141 1.432  HXT  CR2 33 
# 
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 
CR2 O3  C3   DOUB N N 1  
CR2 CA3 C3   SING N N 2  
CR2 CA3 N3   SING N N 3  
CR2 C3  OXT  SING N N 4  
CR2 N1  CA1  SING N N 5  
CR2 O2  C2   DOUB N N 6  
CR2 N3  C2   SING N N 7  
CR2 N3  C1   SING N N 8  
CR2 C2  CA2  SING N N 9  
CR2 CA1 C1   SING N N 10 
CR2 C1  N2   DOUB N N 11 
CR2 CA2 N2   SING N N 12 
CR2 CA2 CB2  DOUB N Z 13 
CR2 CB2 CG2  SING N N 14 
CR2 CG2 CD2  DOUB N N 15 
CR2 CG2 CD1  SING N N 16 
CR2 CD2 CE2  SING N N 17 
CR2 CD1 CE1  DOUB N N 18 
CR2 CE2 CZ   DOUB N N 19 
CR2 CE1 CZ   SING N N 20 
CR2 CZ  OH   SING N N 21 
CR2 N1  HN11 SING Y N 22 
CR2 N1  HN12 SING Y N 23 
CR2 CA1 HA11 SING Y N 24 
CR2 CA1 HA12 SING N N 25 
CR2 CA3 HA31 SING Y N 26 
CR2 CA3 HA32 SING N N 27 
CR2 CB2 HB2  SING Y N 28 
CR2 CD1 HD1  SING N N 29 
CR2 CD2 HD2  SING Y N 30 
CR2 CE1 HE1  SING N N 31 
CR2 CE2 HE2  SING N N 32 
CR2 OH  HOH  SING N N 33 
CR2 OXT HXT  SING N N 34 
# 
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 
CR2 SMILES           ACDLabs              10.04 "O=C1C(\N=C(N1CC(=O)O)CN)=C\c2ccc(O)cc2"                                                                                
CR2 InChI            InChI                1.02b "InChI=1/C13H13N3O4/c14-6-11-15-10(13(20)16(11)7-12(18)19)5-8-1-3-9(17)4-2-8/h1-5,17H,6-7,14H2,(H,18,19)/b10-5-/f/h18H" 
CR2 InChIKey         InChI                1.02b IZZXWFHPOZIXIE-IOJAFEJWDP                                                                                               
CR2 SMILES_CANONICAL CACTVS               3.341 "NCC1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                
CR2 SMILES           CACTVS               3.341 "NCC1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                  
CR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1\C=C/2\C(=O)N(C(=N2)CN)CC(=O)O)O"                                                                             
CR2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C=C2C(=O)N(C(=N2)CN)CC(=O)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 
CR2 "SYSTEMATIC NAME" ACDLabs              10.04 "{(4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
CR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxo-imidazol-1-yl]ethanoic acid"            
# 
