data_MIC
# 
_chem_comp.id                                    MIC 
_chem_comp.name                                  "ALPHA-METHYLISOCITRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C7 H10 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        206.150 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MIC 
_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        1AMI 
_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 
MIC C1   C1   C 0 1 N N N 35.132 34.790 69.784 0.048  -0.395 2.305  C1   MIC 1  
MIC O1   O1   O 0 1 N N N 34.833 36.021 69.941 -0.474 0.321  3.125  O1   MIC 2  
MIC O2   O2   O 0 1 N N N 34.577 34.115 68.912 -0.047 -1.728 2.420  O2   MIC 3  
MIC C2   C2   C 0 1 N N R 36.174 34.068 70.668 0.807  0.209  1.152  C2   MIC 4  
MIC CM2  CM2  C 0 1 N N N 37.543 34.527 70.268 2.262  -0.263 1.196  CM2  MIC 5  
MIC O7   O7   O 0 1 N N N 36.234 32.680 70.420 0.766  1.634  1.249  O7   MIC 6  
MIC C3   C3   C 0 1 N N S 35.726 34.311 72.141 0.168  -0.231 -0.166 C3   MIC 7  
MIC C4   C4   C 0 1 N N N 36.635 33.984 73.280 0.939  0.382  -1.336 C4   MIC 8  
MIC C5   C5   C 0 1 N N N 37.783 34.886 73.390 0.426  -0.192 -2.632 C5   MIC 9  
MIC O3   O3   O 0 1 N N N 37.678 36.115 73.334 -0.356 -1.112 -2.616 O3   MIC 10 
MIC O4   O4   O 0 1 N N N 38.916 34.370 73.454 0.839  0.318  -3.802 O4   MIC 11 
MIC C6   C6   C 0 1 N N N 34.250 33.995 72.581 -1.264 0.234  -0.209 C6   MIC 12 
MIC O5   O5   O 0 1 N N N 33.945 33.937 73.773 -1.725 0.858  0.716  O5   MIC 13 
MIC O6   O6   O 0 1 N N N 33.339 33.788 71.766 -2.028 -0.044 -1.277 O6   MIC 14 
MIC HO2  HO2  H 0 1 N N N 34.799 33.198 68.795 -0.534 -2.116 3.160  HO2  MIC 15 
MIC HM21 1HM2 H 0 0 N N N 38.294 34.006 70.905 2.293  -1.350 1.122  HM21 MIC 16 
MIC HM22 2HM2 H 0 0 N N N 37.738 34.388 69.179 2.811  0.173  0.362  HM22 MIC 17 
MIC HM23 3HM2 H 0 0 N N N 37.648 35.636 70.303 2.717  0.050  2.135  HM23 MIC 18 
MIC HO7  HO7  H 0 1 N N N 36.874 32.236 70.963 -0.165 1.889  1.217  HO7  MIC 19 
MIC H3   H3   H 0 1 N N N 35.807 35.407 71.955 0.199  -1.318 -0.240 H3   MIC 20 
MIC H41  1H4  H 0 1 N N N 36.068 33.948 74.239 0.798  1.463  -1.337 H41  MIC 21 
MIC H42  2H4  H 0 1 N N N 36.971 32.922 73.223 2.000  0.153  -1.232 H42  MIC 22 
MIC HO4  HO4  H 0 1 N N N 39.660 34.955 73.525 0.510  -0.050 -4.634 HO4  MIC 23 
MIC HO6  HO6  H 0 1 N N N 32.447 33.597 72.031 -2.947 0.254  -1.305 HO6  MIC 24 
# 
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 
MIC C1  O1   DOUB N N 1  
MIC C1  O2   SING N N 2  
MIC C1  C2   SING N N 3  
MIC O2  HO2  SING N N 4  
MIC C2  CM2  SING N N 5  
MIC C2  O7   SING N N 6  
MIC C2  C3   SING N N 7  
MIC CM2 HM21 SING N N 8  
MIC CM2 HM22 SING N N 9  
MIC CM2 HM23 SING N N 10 
MIC O7  HO7  SING N N 11 
MIC C3  C4   SING N N 12 
MIC C3  C6   SING N N 13 
MIC C3  H3   SING N N 14 
MIC C4  C5   SING N N 15 
MIC C4  H41  SING N N 16 
MIC C4  H42  SING N N 17 
MIC C5  O3   DOUB N N 18 
MIC C5  O4   SING N N 19 
MIC O4  HO4  SING N N 20 
MIC C6  O5   DOUB N N 21 
MIC C6  O6   SING N N 22 
MIC O6  HO6  SING N N 23 
# 
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 
MIC SMILES           ACDLabs              10.04 O=C(O)C(O)(C)C(C(=O)O)CC(=O)O                                                                                       
MIC InChI            InChI                1.02b InChI=1/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1/f/h8,10,12H 
MIC InChIKey         InChI                1.02b HHKPKXCSHMJWCF-OGMIENMIDU                                                                                           
MIC SMILES_CANONICAL CACTVS               3.341 C[C@@](O)([C@H](CC(O)=O)C(O)=O)C(O)=O                                                                               
MIC SMILES           CACTVS               3.341 C[C](O)([CH](CC(O)=O)C(O)=O)C(O)=O                                                                                  
MIC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]([C@H](CC(=O)O)C(=O)O)(C(=O)O)O                                                                               
MIC SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(CC(=O)O)C(=O)O)(C(=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 
MIC "SYSTEMATIC NAME" ACDLabs              10.04 "3-carboxy-2,3-dideoxy-4-C-methyl-L-threo-pentaric acid" 
MIC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-hydroxybutane-1,2,3-tricarboxylic acid"       
# 
