data_4CG
# 
_chem_comp.id                                    4CG 
_chem_comp.name                                  "(1R,2Z)-2-[(2R)-2-amino-3-(phosphonooxy)propylidene]cyclopentanecarboxylic acid" 
_chem_comp.type                                  "peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C9 H16 N O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-02-27 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        265.200 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4CG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4YH1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
4CG C10 C10 C 0 1 N N N Y N N 146.789 -3.876 25.047 -2.333 0.895  -0.457 C10 4CG 1  
4CG C13 C13 C 0 1 N N N N N N 146.508 -5.911 23.833 -4.036 0.531  1.274  C13 4CG 2  
4CG O   O   O 0 1 N N N Y N Y 147.745 -6.120 27.217 -3.210 -1.697 -0.758 O   4CG 3  
4CG C   C   C 0 1 N N N Y N Y 147.826 -5.976 26.008 -2.775 -1.408 0.331  C   4CG 4  
4CG C14 C14 C 0 1 N N R Y N N 146.660 -5.360 25.263 -2.674 0.038  0.744  C14 4CG 5  
4CG C12 C12 C 0 1 N N N N N N 146.339 -4.754 22.833 -4.122 1.992  0.757  C12 4CG 6  
4CG C11 C11 C 0 1 N N N N N N 146.685 -3.462 23.582 -3.471 1.883  -0.644 C11 4CG 7  
4CG C09 C09 C 0 1 N N N Y N N 146.964 -2.949 26.014 -1.253 0.806  -1.193 C09 4CG 8  
4CG CA  CA  C 0 1 N N R Y N N 147.053 -3.237 27.506 -0.167 -0.170 -0.822 CA  4CG 9  
4CG N   N   N 0 1 N N N Y Y N 147.927 -2.196 28.116 0.029  -1.126 -1.921 N   4CG 10 
4CG C03 C03 C 0 1 N N N N N N 145.603 -3.309 28.019 1.137  0.589  -0.570 C03 4CG 11 
4CG O04 O04 O 0 1 N N N N N N 145.403 -2.955 29.396 2.136  -0.321 -0.106 O04 4CG 12 
4CG P05 P05 P 0 1 N N N N N N 143.908 -2.729 30.039 3.636  0.136  0.260  P05 4CG 13 
4CG O06 O06 O 0 1 N N N N N N 143.006 -2.048 29.029 4.235  0.836  -0.898 O06 4CG 14 
4CG O07 O07 O 0 1 N N N N N N 143.451 -4.147 30.328 3.601  1.129  1.527  O07 4CG 15 
4CG O08 O08 O 0 1 N N N N N N 144.193 -1.833 31.252 4.520  -1.161 0.620  O08 4CG 16 
4CG H1  H1  H 0 1 N N N N N N 145.623 -6.563 23.787 -4.847 -0.074 0.868  H1  4CG 17 
4CG H3  H2  H 0 1 N N N N N N 147.405 -6.491 23.570 -4.053 0.511  2.364  H2  4CG 18 
4CG H4  H4  H 0 1 N N N Y N N 145.733 -5.564 25.819 -1.910 0.153  1.513  H4  4CG 19 
4CG H5  H5  H 0 1 N N N N N N 145.301 -4.715 22.472 -5.161 2.313  0.678  H5  4CG 20 
4CG H6  H6  H 0 1 N N N N N N 147.019 -4.890 21.979 -3.554 2.668  1.397  H6  4CG 21 
4CG H7  H7  H 0 1 N N N N N N 147.642 -3.052 23.226 -3.082 2.851  -0.960 H7  4CG 22 
4CG H8  H8  H 0 1 N N N N N N 145.892 -2.712 23.447 -4.191 1.505  -1.370 H8  4CG 23 
4CG H9  H9  H 0 1 N N N Y N N 147.048 -1.918 25.703 -1.142 1.431  -2.067 H9  4CG 24 
4CG HA  H10 H 0 1 N N N Y N N 147.520 -4.223 27.646 -0.455 -0.709 0.081  H10 4CG 25 
4CG H   H11 H 0 1 N N N Y Y N 148.005 -2.360 29.099 0.383  -0.663 -2.744 H11 4CG 26 
4CG H2  H12 H 0 1 N Y N Y Y N 148.835 -2.237 27.699 0.637  -1.880 -1.640 H12 4CG 27 
4CG H14 H14 H 0 1 N N N N N N 144.995 -2.628 27.405 1.472  1.055  -1.497 H14 4CG 28 
4CG H15 H15 H 0 1 N N N N N N 145.249 -4.341 27.882 0.969  1.359  0.183  H15 4CG 29 
4CG H16 H16 H 0 1 N N N N N N 142.676 -4.341 29.814 3.219  0.736  2.324  H16 4CG 30 
4CG H17 H17 H 0 1 N N N N N N 143.744 -1.002 31.145 5.437  -0.960 0.851  H17 4CG 31 
4CG OXT O1  O 0 1 N Y N Y N Y ?       ?      ?      -2.382 -2.376 1.175  O1  4CG 32 
4CG HXT H3  H 0 1 N Y N Y N Y ?       ?      ?      -2.466 -3.289 0.866  H3  4CG 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 
4CG C12 C11 SING N N 1  
4CG C12 C13 SING N N 2  
4CG C11 C10 SING N N 3  
4CG C13 C14 SING N N 4  
4CG C10 C14 SING N N 5  
4CG C10 C09 DOUB N Z 6  
4CG C14 C   SING N N 7  
4CG C   O   DOUB N N 8  
4CG C09 CA  SING N N 9  
4CG CA  C03 SING N N 10 
4CG CA  N   SING N N 11 
4CG C03 O04 SING N N 12 
4CG O06 P05 DOUB N N 13 
4CG O04 P05 SING N N 14 
4CG P05 O07 SING N N 15 
4CG P05 O08 SING N N 16 
4CG C13 H1  SING N N 17 
4CG C13 H3  SING N N 18 
4CG C14 H4  SING N N 19 
4CG C12 H5  SING N N 20 
4CG C12 H6  SING N N 21 
4CG C11 H7  SING N N 22 
4CG C11 H8  SING N N 23 
4CG C09 H9  SING N N 24 
4CG CA  HA  SING N N 25 
4CG N   H   SING N N 26 
4CG N   H2  SING N N 27 
4CG C03 H14 SING N N 28 
4CG C03 H15 SING N N 29 
4CG O07 H16 SING N N 30 
4CG O08 H17 SING N N 31 
4CG C   OXT SING N N 32 
4CG OXT HXT SING N N 33 
# 
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 
4CG SMILES           ACDLabs              12.01 "C1(/C(CCC1)C(=O)O)=C/C(COP(O)(O)=O)N"                                                                                         
4CG InChI            InChI                1.03  "InChI=1S/C9H16NO6P/c10-7(5-16-17(13,14)15)4-6-2-1-3-8(6)9(11)12/h4,7-8H,1-3,5,10H2,(H,11,12)(H2,13,14,15)/b6-4-/t7-,8-/m1/s1" 
4CG InChIKey         InChI                1.03  ZRZOQCOIQJFVOY-QYPICMNDSA-N                                                                                                    
4CG SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CO[P](O)(O)=O)\C=C/1CCC[C@H]/1C(O)=O"                                                                                 
4CG SMILES           CACTVS               3.385 "N[CH](CO[P](O)(O)=O)C=C1CCC[CH]1C(O)=O"                                                                                       
4CG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1C[C@H](/C(=C\[C@H](COP(=O)(O)O)N)/C1)C(=O)O"                                                                                
4CG SMILES           "OpenEye OEToolkits" 1.9.2 "C1CC(C(=CC(COP(=O)(O)O)N)C1)C(=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 
4CG "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2Z)-2-[(2R)-2-amino-3-(phosphonooxy)propylidene]cyclopentanecarboxylic acid"    
4CG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2Z)-2-[(2R)-2-azanyl-3-phosphonooxy-propylidene]cyclopentane-1-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4CG "Create component" 2015-02-27 RCSB 
4CG "Initial release"  2015-09-16 RCSB 
4CG "Modify backbone"  2023-11-03 PDBE 
4CG "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            4CG 
_pdbx_chem_comp_pcm.modified_residue_id                ? 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain and backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
