data_COI
# 
_chem_comp.id                                    COI 
_chem_comp.name                                  "2-OXO-4-METHYLPENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H10 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "alpha-ketoisocaproic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        130.142 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1DXY 
_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 
COI C1  C1  C 0 1 N N N Y N Y 84.981 55.644 -9.725  1.877  -0.258 0.049  C1  COI 1  
COI O1  O1  O 0 1 N Y N Y N Y 85.452 55.613 -8.559  2.077  -1.424 0.316  O1  COI 2  
COI O2  O2  O 0 1 N N N Y N Y 83.744 55.554 -9.903  2.913  0.593  -0.068 O2  COI 3  
COI C2  C2  C 0 1 N N N N N N 85.808 55.807 -10.852 0.484  0.231  -0.155 C2  COI 4  
COI O3  O3  O 0 1 N Y N N N N 86.613 54.915 -11.173 0.284  1.392  -0.421 O3  COI 5  
COI C3  C3  C 0 1 N N N N N N 85.706 57.063 -11.712 -0.676 -0.723 -0.030 C3  COI 6  
COI C4  C4  C 0 1 N N N N N N 85.522 58.342 -10.884 -1.985 0.027  -0.285 C4  COI 7  
COI C5  C5  C 0 1 N N N N N N 86.760 58.644 -10.064 -3.150 -0.964 -0.281 C5  COI 8  
COI C6  C6  C 0 1 N N N N N N 85.244 59.496 -11.805 -2.197 1.069  0.815  C6  COI 9  
COI HO2 HO2 H 0 1 N Y N Y N Y 83.308 55.469 -9.063  3.798  0.229  0.069  HO2 COI 10 
COI H31 H31 H 0 1 N N N N N N 86.628 57.158 -12.304 -0.568 -1.524 -0.762 H31 COI 11 
COI H32 H32 H 0 1 N N N N N N 84.845 56.956 -12.388 -0.690 -1.148 0.974  H32 COI 12 
COI H4  H4  H 0 1 N N N N N N 84.667 58.205 -10.206 -1.934 0.526  -1.253 H4  COI 13 
COI H51 H51 H 0 1 N N N N N N 86.600 59.564 -9.482  -3.200 -1.462 0.687  H51 COI 14 
COI H52 H52 H 0 1 N N N N N N 86.959 57.807 -9.379  -4.082 -0.429 -0.463 H52 COI 15 
COI H53 H53 H 0 1 N N N N N N 87.620 58.780 -10.736 -2.999 -1.706 -1.065 H53 COI 16 
COI H61 H61 H 0 1 N N N N N N 85.112 60.414 -11.214 -3.129 1.604  0.633  H61 COI 17 
COI H62 H62 H 0 1 N N N N N N 86.089 59.624 -12.497 -2.247 0.571  1.783  H62 COI 18 
COI H63 H63 H 0 1 N N N N N N 84.327 59.294 -12.379 -1.367 1.775  0.812  H63 COI 19 
# 
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 
COI C1 O1  DOUB N N 1  
COI C1 O2  SING N N 2  
COI C1 C2  SING N N 3  
COI O2 HO2 SING N N 4  
COI C2 O3  DOUB N N 5  
COI C2 C3  SING N N 6  
COI C3 C4  SING N N 7  
COI C3 H31 SING N N 8  
COI C3 H32 SING N N 9  
COI C4 C5  SING N N 10 
COI C4 C6  SING N N 11 
COI C4 H4  SING N N 12 
COI C5 H51 SING N N 13 
COI C5 H52 SING N N 14 
COI C5 H53 SING N N 15 
COI C6 H61 SING N N 16 
COI C6 H62 SING N N 17 
COI C6 H63 SING N N 18 
# 
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 
COI SMILES           ACDLabs              12.01 "O=C(C(=O)O)CC(C)C"                                         
COI InChI            InChI                1.03  "InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)" 
COI InChIKey         InChI                1.03  BKAJNAXTPSGJCU-UHFFFAOYSA-N                                 
COI SMILES_CANONICAL CACTVS               3.370 "CC(C)CC(=O)C(O)=O"                                         
COI SMILES           CACTVS               3.370 "CC(C)CC(=O)C(O)=O"                                         
COI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CC(=O)C(=O)O"                                         
COI SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)CC(=O)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 
COI "SYSTEMATIC NAME" ACDLabs              12.01 "4-methyl-2-oxopentanoic acid"            
COI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-methyl-2-oxidanylidene-pentanoic 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 
COI "Create component"         1999-07-08 RCSB 
COI "Modify descriptor"        2011-06-04 RCSB 
COI "Modify leaving atom flag" 2012-03-12 RCSB 
COI "Modify synonyms"          2013-05-29 RCSB 
COI "Modify synonyms"          2021-03-01 PDBE 
COI "Modify backbone"          2023-11-03 PDBE 
COI "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      COI 
_pdbx_chem_comp_synonyms.name         "alpha-ketoisocaproic acid" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_pcm.pcm_id 
_pdbx_chem_comp_pcm.comp_id 
_pdbx_chem_comp_pcm.modified_residue_id 
_pdbx_chem_comp_pcm.type 
_pdbx_chem_comp_pcm.category 
_pdbx_chem_comp_pcm.position 
_pdbx_chem_comp_pcm.polypeptide_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 
1 COI ?   None "Non-standard residue"           "Amino-acid side chain and backbone" N-terminal     ?  ?   ? ? 
2 COI HIS None "Covalent chemical modification" "Amino-acid side chain"              "Any position" C2 NE2 ? ? 
# 
