data_24I
# 
_chem_comp.id                                    24I 
_chem_comp.name                                  "(2S)-2-{[HYDROXY(4-IODOBENZYL)PHOSPHORYL]METHYL}PENTANEDIOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H16 I O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-09 
_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                        426.141 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     24I 
_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        2C6C 
_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 
24I O5   O5   O 0 1 N N N 14.042 48.914 41.205 7.970  1.437  0.500  O5   24I 1  
24I C14  C14  C 0 1 N N N 14.085 47.717 40.960 7.788  0.887  -0.561 C14  24I 2  
24I O6   O6   O 0 1 N N N 13.078 47.208 40.234 8.791  0.790  -1.447 O6   24I 3  
24I C13  C13  C 0 1 N N N 15.240 46.901 41.537 6.435  0.311  -0.889 C13  24I 4  
24I C12  C12  C 0 1 N N N 14.953 45.416 41.676 5.479  0.555  0.281  C12  24I 5  
24I C10  C10  C 0 1 N N S 16.140 44.659 42.236 4.105  -0.031 -0.052 C10  24I 6  
24I C9   C9   C 0 1 N N N 17.285 44.808 41.241 4.213  -1.529 -0.173 C9   24I 7  
24I O4   O4   O 0 1 N N N 17.286 43.980 40.222 3.125  -2.259 -0.462 O4   24I 8  
24I O3   O3   O 0 1 N N N 18.142 45.677 41.344 5.280  -2.073 -0.010 O3   24I 9  
24I C7   C7   C 0 1 N N N 16.489 45.177 43.650 3.118  0.321  1.062  C7   24I 10 
24I P1   P1   P 0 1 N N R 17.718 44.204 44.512 1.415  0.027  0.480  P1   24I 11 
24I O1   O1   O 0 1 N N N 17.002 43.612 45.780 1.185  0.781  -0.772 O1   24I 12 
24I O2   O2   O 0 1 N N N 18.330 43.056 43.546 1.206  -1.545 0.206  O2   24I 13 
24I C6   C6   C 0 1 N N N 18.999 45.403 44.918 0.234  0.585  1.752  C6   24I 14 
24I C8   C8   C 0 1 Y N N 20.174 44.913 45.641 -1.172 0.457  1.222  C8   24I 15 
24I C5   C5   C 0 1 Y N N 21.352 44.599 44.964 -1.877 -0.717 1.412  C5   24I 16 
24I C3   C3   C 0 1 Y N N 22.432 44.136 45.729 -3.166 -0.836 0.927  C3   24I 17 
24I C4   C4   C 0 1 Y N N 20.081 44.815 47.015 -1.757 1.514  0.552  C4   24I 18 
24I C2   C2   C 0 1 Y N N 21.136 44.346 47.804 -3.044 1.395  0.062  C2   24I 19 
24I C1   C1   C 0 1 Y N N 22.329 44.022 47.137 -3.750 0.221  0.252  C1   24I 20 
24I I    I    I 0 1 N N N 23.928 43.367 48.400 -5.703 0.042  -0.483 I    24I 21 
24I H6   H6   H 0 1 N N N 12.463 47.899 40.017 9.660  1.160  -1.237 H6   24I 22 
24I H131 1H13 H 0 0 N N N 15.422 47.284 42.552 6.042  0.792  -1.785 H131 24I 23 
24I H132 2H13 H 0 0 N N N 16.103 47.016 40.865 6.529  -0.761 -1.064 H132 24I 24 
24I H121 1H12 H 0 0 N N N 14.734 45.016 40.675 5.872  0.073  1.177  H121 24I 25 
24I H122 2H12 H 0 0 N N N 14.099 45.285 42.357 5.385  1.626  0.456  H122 24I 26 
24I H10  H10  H 0 1 N N N 15.918 43.589 42.360 3.752  0.386  -0.995 H10  24I 27 
24I H4   H4   H 0 1 N N N 18.016 44.183 39.649 3.194  -3.220 -0.540 H4   24I 28 
24I H7C1 1H7C H 0 0 N N N 15.566 45.119 44.245 3.316  -0.302 1.934  H7C1 24I 29 
24I H7C2 2H7C H 0 0 N N N 16.880 46.200 43.547 3.233  1.371  1.332  H7C2 24I 30 
24I H20  H20  H 0 1 N N N 18.450 43.408 42.672 1.365  -1.999 1.045  H20  24I 31 
24I H6C1 1H6C H 0 0 N N N 18.517 46.116 45.603 0.343  -0.030 2.645  H6C1 24I 32 
24I H6C2 2H6C H 0 0 N N N 19.360 45.821 43.967 0.434  1.627  2.001  H6C2 24I 33 
24I H5   H5   H 0 1 N N N 21.429 44.708 43.892 -1.421 -1.542 1.940  H5   24I 34 
24I H3   H3   H 0 1 N N N 23.354 43.863 45.238 -3.716 -1.753 1.075  H3   24I 35 
24I HA   HA   H 0 1 N N N 19.161 45.111 47.497 -1.206 2.431  0.404  HA   24I 36 
24I H2   H2   H 0 1 N N N 21.038 44.238 48.874 -3.500 2.220  -0.465 H2   24I 37 
# 
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 
24I O5  C14  DOUB N N 1  
24I C14 O6   SING N N 2  
24I C14 C13  SING N N 3  
24I O6  H6   SING N N 4  
24I C13 C12  SING N N 5  
24I C13 H131 SING N N 6  
24I C13 H132 SING N N 7  
24I C12 C10  SING N N 8  
24I C12 H121 SING N N 9  
24I C12 H122 SING N N 10 
24I C10 C9   SING N N 11 
24I C10 C7   SING N N 12 
24I C10 H10  SING N N 13 
24I C9  O4   SING N N 14 
24I C9  O3   DOUB N N 15 
24I O4  H4   SING N N 16 
24I C7  P1   SING N N 17 
24I C7  H7C1 SING N N 18 
24I C7  H7C2 SING N N 19 
24I P1  O1   DOUB N N 20 
24I P1  O2   SING N N 21 
24I P1  C6   SING N N 22 
24I O2  H20  SING N N 23 
24I C6  C8   SING N N 24 
24I C6  H6C1 SING N N 25 
24I C6  H6C2 SING N N 26 
24I C8  C5   DOUB Y N 27 
24I C8  C4   SING Y N 28 
24I C5  C3   SING Y N 29 
24I C5  H5   SING N N 30 
24I C3  C1   DOUB Y N 31 
24I C3  H3   SING N N 32 
24I C4  C2   DOUB Y N 33 
24I C4  HA   SING N N 34 
24I C2  C1   SING Y N 35 
24I C2  H2   SING N N 36 
24I C1  I    SING N N 37 
# 
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 
24I SMILES           ACDLabs              10.04 Ic1ccc(cc1)CP(=O)(O)CC(C(=O)O)CCC(=O)O                                                                                                                
24I InChI            InChI                1.02b InChI=1/C13H16IO6P/c14-11-4-1-9(2-5-11)7-21(19,20)8-10(13(17)18)3-6-12(15)16/h1-2,4-5,10H,3,6-8H2,(H,15,16)(H,17,18)(H,19,20)/t10-/m1/s1/f/h15,17,19H 
24I InChIKey         InChI                1.02b PPTCQJLGUKWAEP-ABYGZWNVDS                                                                                                                             
24I SMILES_CANONICAL CACTVS               3.341 OC(=O)CC[C@H](C[P@](O)(=O)Cc1ccc(I)cc1)C(O)=O                                                                                                         
24I SMILES           CACTVS               3.341 OC(=O)CC[CH](C[P](O)(=O)Cc1ccc(I)cc1)C(O)=O                                                                                                           
24I SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C[P@@](=O)(C[C@@H](CCC(=O)O)C(=O)O)O)I                                                                                                       
24I SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CP(=O)(CC(CCC(=O)O)C(=O)O)O)I                                                                                                                
# 
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 
24I "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-{[(R)-hydroxy(4-iodobenzyl)phosphoryl]methyl}pentanedioic acid"      
24I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[hydroxy-[(4-iodophenyl)methyl]phosphoryl]methyl]pentanedioic acid" 
# 
