data_RA2
# 
_chem_comp.id                                    RA2 
_chem_comp.name                                  "1-[4-CARBOXY-2-(3-PENTYLAMINO)PHENYL]-5,5'-DI(HYDROXYMETHYL)PYRROLIDIN-2-ONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H26 N2 O5" 
_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                        350.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RA2 
_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        1B9V 
_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 
RA2 C1   C1   C 0 1 Y N N 33.875 -9.412  65.071 -2.153 -0.331 -0.622 C1   RA2 1  
RA2 C2   C2   C 0 1 Y N N 32.683 -9.185  64.326 -0.960 -0.319 0.091  C2   RA2 2  
RA2 C3   C3   C 0 1 Y N N 31.636 -10.166 64.369 0.250  -0.110 -0.572 C3   RA2 3  
RA2 C4   C4   C 0 1 Y N N 31.814 -11.338 65.141 0.264  0.072  -1.942 C4   RA2 4  
RA2 C5   C5   C 0 1 Y N N 32.994 -11.571 65.873 -0.935 0.054  -2.659 C5   RA2 5  
RA2 C6   C6   C 0 1 Y N N 34.031 -10.598 65.842 -2.144 -0.149 -1.987 C6   RA2 6  
RA2 C10  C10  C 0 1 N N N 33.134 -12.825 66.653 -0.926 0.250  -4.120 C10  RA2 7  
RA2 N11  N11  N 0 1 N N N 32.521 -8.031  63.549 -0.975 -0.504 1.475  N11  RA2 8  
RA2 N12  N12  N 0 1 N N N 30.484 -9.933  63.641 1.449  -0.093 0.148  N12  RA2 9  
RA2 C13  C13  C 0 1 N N N 29.184 -10.630 63.759 2.720  0.119  -0.548 C13  RA2 10 
RA2 C14  C14  C 0 1 N N N 29.216 -11.921 62.888 3.706  0.818  0.390  C14  RA2 11 
RA2 C15  C15  C 0 1 N N N 27.949 -12.778 62.919 3.129  2.168  0.822  C15  RA2 12 
RA2 C21  C21  C 0 1 N N N 28.061 -9.649  63.334 3.297  -1.229 -0.980 C21  RA2 13 
RA2 C23  C23  C 0 1 N N N 27.765 -8.532  64.344 2.312  -1.929 -1.918 C23  RA2 14 
RA2 C29  C29  C 0 1 N N N 33.066 -7.796  62.159 -1.084 0.582  2.454  C29  RA2 15 
RA2 C30  C30  C 0 1 N N N 32.096 -6.703  61.667 -1.497 -0.098 3.779  C30  RA2 16 
RA2 C31  C31  C 0 1 N N N 31.778 -5.877  62.921 -0.942 -1.528 3.583  C31  RA2 17 
RA2 C32  C32  C 0 1 N N N 31.797 -6.954  63.998 -0.884 -1.700 2.081  C32  RA2 18 
RA2 O37  O37  O 0 1 N N N 31.230 -6.841  65.077 -0.772 -2.763 1.507  O37  RA2 19 
RA2 C38  C38  C 0 1 N N N 33.029 -9.075  61.249 0.260  1.293  2.622  C38  RA2 20 
RA2 O39  O39  O 0 1 N N N 31.702 -9.488  60.929 1.253  0.346  3.022  O39  RA2 21 
RA2 C42  C42  C 0 1 N N N 34.515 -7.210  62.145 -2.158 1.578  2.013  C42  RA2 22 
RA2 O43  O43  O 0 1 N N N 35.115 -7.197  63.435 -1.776 2.173  0.772  O43  RA2 23 
RA2 O49  O49  O 0 1 N N N 32.078 -13.676 66.593 -2.083 0.232  -4.810 O49  RA2 24 
RA2 O50  O50  O 0 1 N N N 34.115 -13.070 67.285 0.125  0.427  -4.703 O50  RA2 25 
RA2 H1   H1   H 0 1 N N N 34.684 -8.662  65.050 -3.088 -0.487 -0.105 H1   RA2 26 
RA2 H4   H4   H 0 1 N N N 31.009 -12.091 65.173 1.200  0.230  -2.458 H4   RA2 27 
RA2 H6   H6   H 0 1 N N N 34.957 -10.763 66.416 -3.072 -0.163 -2.539 H6   RA2 28 
RA2 H12  H12  H 0 1 N N N 30.753 -10.010 62.660 1.439  -0.222 1.110  H12  RA2 29 
RA2 H13  H13  H 0 1 N N N 28.983 -10.946 64.809 2.553  0.741  -1.427 H13  RA2 30 
RA2 H141 1H14 H 0 0 N N N 29.472 -11.661 61.834 4.651  0.977  -0.128 H141 RA2 31 
RA2 H142 2H14 H 0 0 N N N 30.100 -12.541 63.162 3.873  0.197  1.269  H142 RA2 32 
RA2 H151 1H15 H 0 0 N N N 27.971 -13.702 62.295 3.831  2.666  1.491  H151 RA2 33 
RA2 H152 2H15 H 0 0 N N N 27.692 -13.037 63.972 2.961  2.790  -0.057 H152 RA2 34 
RA2 H153 3H15 H 0 0 N N N 27.064 -12.157 62.644 2.183  2.010  1.341  H153 RA2 35 
RA2 H211 1H21 H 0 0 N N N 28.286 -9.214  62.332 4.243  -1.071 -1.498 H211 RA2 36 
RA2 H212 2H21 H 0 0 N N N 27.127 -10.210 63.094 3.465  -1.851 -0.100 H212 RA2 37 
RA2 H231 1H23 H 0 0 N N N 26.957 -7.826  64.038 2.723  -2.890 -2.226 H231 RA2 38 
RA2 H232 2H23 H 0 0 N N N 27.539 -8.967  65.345 1.366  -2.087 -1.400 H232 RA2 39 
RA2 H233 3H23 H 0 0 N N N 28.698 -7.970  64.583 2.144  -1.307 -2.798 H233 RA2 40 
RA2 H301 1H30 H 0 0 N N N 32.484 -6.101  60.812 -2.581 -0.113 3.893  H301 RA2 41 
RA2 H302 2H30 H 0 0 N N N 31.195 -7.097  61.141 -1.024 0.389  4.631  H302 RA2 42 
RA2 H311 1H31 H 0 0 N N N 32.451 -5.007  63.103 -1.614 -2.263 4.025  H311 RA2 43 
RA2 H312 2H31 H 0 0 N N N 30.844 -5.270  62.869 0.054  -1.613 4.015  H312 RA2 44 
RA2 H381 1H38 H 0 0 N N N 33.634 -8.924  60.324 0.552  1.747  1.674  H381 RA2 45 
RA2 H282 2H28 H 0 0 N N N 33.606 -9.909  61.710 0.169  2.068  3.383  H282 RA2 46 
RA2 H39  H39  H 0 1 N N N 31.679 -10.261 60.378 2.082  0.833  3.115  H39  RA2 47 
RA2 H421 1H42 H 0 0 N N N 35.157 -7.749  61.410 -3.108 1.057  1.889  H421 RA2 48 
RA2 H422 2H42 H 0 0 N N N 34.530 -6.193  61.686 -2.267 2.355  2.770  H422 RA2 49 
RA2 H43  H43  H 0 1 N N N 35.995 -6.840  63.426 -2.478 2.792  0.530  H43  RA2 50 
RA2 H49  H49  H 0 1 N N N 32.167 -14.479 67.092 -2.077 0.361  -5.768 H49  RA2 51 
# 
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 
RA2 C1  C2   DOUB Y N 1  
RA2 C1  C6   SING Y N 2  
RA2 C1  H1   SING N N 3  
RA2 C2  C3   SING Y N 4  
RA2 C2  N11  SING N N 5  
RA2 C3  C4   DOUB Y N 6  
RA2 C3  N12  SING N N 7  
RA2 C4  C5   SING Y N 8  
RA2 C4  H4   SING N N 9  
RA2 C5  C6   DOUB Y N 10 
RA2 C5  C10  SING N N 11 
RA2 C6  H6   SING N N 12 
RA2 C10 O49  SING N N 13 
RA2 C10 O50  DOUB N N 14 
RA2 N11 C29  SING N N 15 
RA2 N11 C32  SING N N 16 
RA2 N12 C13  SING N N 17 
RA2 N12 H12  SING N N 18 
RA2 C13 C14  SING N N 19 
RA2 C13 C21  SING N N 20 
RA2 C13 H13  SING N N 21 
RA2 C14 C15  SING N N 22 
RA2 C14 H141 SING N N 23 
RA2 C14 H142 SING N N 24 
RA2 C15 H151 SING N N 25 
RA2 C15 H152 SING N N 26 
RA2 C15 H153 SING N N 27 
RA2 C21 C23  SING N N 28 
RA2 C21 H211 SING N N 29 
RA2 C21 H212 SING N N 30 
RA2 C23 H231 SING N N 31 
RA2 C23 H232 SING N N 32 
RA2 C23 H233 SING N N 33 
RA2 C29 C30  SING N N 34 
RA2 C29 C38  SING N N 35 
RA2 C29 C42  SING N N 36 
RA2 C30 C31  SING N N 37 
RA2 C30 H301 SING N N 38 
RA2 C30 H302 SING N N 39 
RA2 C31 C32  SING N N 40 
RA2 C31 H311 SING N N 41 
RA2 C31 H312 SING N N 42 
RA2 C32 O37  DOUB N N 43 
RA2 C38 O39  SING N N 44 
RA2 C38 H381 SING N N 45 
RA2 C38 H282 SING N N 46 
RA2 O39 H39  SING N N 47 
RA2 C42 O43  SING N N 48 
RA2 C42 H421 SING N N 49 
RA2 C42 H422 SING N N 50 
RA2 O43 H43  SING N N 51 
RA2 O49 H49  SING N N 52 
# 
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 
RA2 SMILES           ACDLabs              10.04 O=C(O)c1cc(c(cc1)N2C(=O)CCC2(CO)CO)NC(CC)CC                                                                                                            
RA2 InChI            InChI                1.02b InChI=1/C18H26N2O5/c1-3-13(4-2)19-14-9-12(17(24)25)5-6-15(14)20-16(23)7-8-18(20,10-21)11-22/h5-6,9,13,19,21-22H,3-4,7-8,10-11H2,1-2H3,(H,24,25)/f/h24H 
RA2 InChIKey         InChI                1.02b BNIJJJRESBVRNB-LQFNOIFHCX                                                                                                                              
RA2 SMILES_CANONICAL CACTVS               3.341 CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CO)CO)C(O)=O                                                                                                              
RA2 SMILES           CACTVS               3.341 CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CO)CO)C(O)=O                                                                                                              
RA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CO)CO)C(=O)O                                                                                                              
RA2 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CO)CO)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 
RA2 "SYSTEMATIC NAME" ACDLabs              10.04 "4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(1-ethylpropyl)amino]benzoic acid" 
RA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2,2-bis(hydroxymethyl)-5-oxo-pyrrolidin-1-yl]-3-(pentan-3-ylamino)benzoic acid"    
# 
