data_IOP
# 
_chem_comp.id                                    IOP 
_chem_comp.name                                  "INDOLYLPROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H11 N O2" 
_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                        189.211 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IOP 
_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        1AHF 
_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 
IOP "C1'"  "C1'"  C 0 1 N N N -11.402 56.082 23.961 0.283  -0.145 3.520  "C1'"  IOP 1  
IOP O1     O1     O 0 1 N N N -10.684 56.401 24.881 0.310  1.017  3.846  O1     IOP 2  
IOP O2     O2     O 0 1 N N N -12.699 56.183 23.978 0.595  -1.099 4.411  O2     IOP 3  
IOP "C2'"  "C2'"  C 0 1 N N N -10.647 55.495 22.775 -0.101 -0.525 2.113  "C2'"  IOP 4  
IOP "C3'"  "C3'"  C 0 1 N N N -11.466 54.285 22.343 -0.406 0.739  1.309  "C3'"  IOP 5  
IOP N1     N1     N 0 1 Y N N -12.039 51.975 25.170 -1.990 -0.210 -1.876 N1     IOP 6  
IOP C2     C2     C 0 1 Y N N -12.482 52.916 24.270 -2.030 0.098  -0.543 C2     IOP 7  
IOP C3     C3     C 0 1 Y N N -11.457 53.290 23.448 -0.791 0.359  -0.097 C3     IOP 8  
IOP C3A    C3A    C 0 1 Y N N -10.313 52.566 23.860 0.115  0.210  -1.238 C3A    IOP 9  
IOP C4     C4     C 0 1 Y N N -9.003  52.542 23.405 1.495  0.338  -1.404 C4     IOP 10 
IOP C5     C5     C 0 1 Y N N -8.093  51.718 24.003 2.054  0.120  -2.632 C5     IOP 11 
IOP C6     C6     C 0 1 Y N N -8.468  50.922 25.074 1.261  -0.234 -3.715 C6     IOP 12 
IOP C7     C7     C 0 1 Y N N -9.763  50.932 25.560 -0.102 -0.372 -3.572 C7     IOP 13 
IOP C7A    C7A    C 0 1 Y N N -10.695 51.757 24.936 -0.692 -0.154 -2.331 C7A    IOP 14 
IOP HO2    HO2    H 0 1 N N N -13.262 55.932 23.255 0.842  -0.855 5.314  HO2    IOP 15 
IOP "H2'1" "1H2'" H 0 0 N N N -10.456 56.226 21.955 0.722  -1.064 1.645  "H2'1" IOP 16 
IOP "H2'2" "2H2'" H 0 0 N N N -9.578  55.262 22.991 -0.985 -1.162 2.138  "H2'2" IOP 17 
IOP "H3'1" "1H3'" H 0 0 N N N -12.498 54.559 22.022 -1.230 1.278  1.777  "H3'1" IOP 18 
IOP "H3'2" "2H3'" H 0 0 N N N -11.115 53.854 21.376 0.477  1.376  1.284  "H3'2" IOP 19 
IOP HN1    HN1    H 0 1 N N N -12.606 51.519 25.884 -2.762 -0.435 -2.419 HN1    IOP 20 
IOP H2     H2     H 0 1 N N N -13.509 53.312 24.215 -2.925 0.127  0.059  H2     IOP 21 
IOP H4     H4     H 0 1 N N N -8.683  53.180 22.564 2.118  0.613  -0.566 H4     IOP 22 
IOP H5     H5     H 0 1 N N N -7.058  51.695 23.622 3.121  0.224  -2.761 H5     IOP 23 
IOP H6     H6     H 0 1 N N N -7.719  50.266 25.549 1.717  -0.403 -4.679 H6     IOP 24 
IOP H7     H7     H 0 1 N N N -10.044 50.300 26.419 -0.710 -0.649 -4.420 H7     IOP 25 
# 
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 
IOP "C1'" O1     DOUB N N 1  
IOP "C1'" O2     SING N N 2  
IOP "C1'" "C2'"  SING N N 3  
IOP O2    HO2    SING N N 4  
IOP "C2'" "C3'"  SING N N 5  
IOP "C2'" "H2'1" SING N N 6  
IOP "C2'" "H2'2" SING N N 7  
IOP "C3'" C3     SING N N 8  
IOP "C3'" "H3'1" SING N N 9  
IOP "C3'" "H3'2" SING N N 10 
IOP N1    C2     SING Y N 11 
IOP N1    C7A    SING Y N 12 
IOP N1    HN1    SING N N 13 
IOP C2    C3     DOUB Y N 14 
IOP C2    H2     SING N N 15 
IOP C3    C3A    SING Y N 16 
IOP C3A   C4     DOUB Y N 17 
IOP C3A   C7A    SING Y N 18 
IOP C4    C5     SING Y N 19 
IOP C4    H4     SING N N 20 
IOP C5    C6     DOUB Y N 21 
IOP C5    H5     SING N N 22 
IOP C6    C7     SING Y N 23 
IOP C6    H6     SING N N 24 
IOP C7    C7A    DOUB Y N 25 
IOP C7    H7     SING N N 26 
# 
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 
IOP SMILES           ACDLabs              10.04 O=C(O)CCc2c1ccccc1nc2                                                                      
IOP InChI            InChI                1.02b InChI=1/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)/f/h13H 
IOP InChIKey         InChI                1.02b GOLXRNDWAUTYKT-NDKGDYFDCJ                                                                  
IOP SMILES_CANONICAL CACTVS               3.341 OC(=O)CCc1c[nH]c2ccccc12                                                                   
IOP SMILES           CACTVS               3.341 OC(=O)CCc1c[nH]c2ccccc12                                                                   
IOP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)CCC(=O)O                                                               
IOP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)CCC(=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 
IOP "SYSTEMATIC NAME" ACDLabs              10.04 "3-(1H-indol-3-yl)propanoic acid" 
IOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(1H-indol-3-yl)propanoic acid" 
# 
