data_429
# 
_chem_comp.id                                    429 
_chem_comp.name                                  "2-{4-[2-ACETYLAMINO-3-(4-CARBOXYMETHOXY-3-HYDROXY-PHENYL)-PROPIONYLAMINO]-BUTOXY}-6-HYDROXY-BENZOIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H30 N2 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 20" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-16 
_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                        518.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     429 
_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        1QXK 
_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 
429 C1   C1   C 0 1 Y N N 34.408 30.001 19.702 5.659   -1.989 -0.030 C1   429 1  
429 C2   C2   C 0 1 Y N N 33.761 28.982 20.448 6.817   -1.236 0.139  C2   429 2  
429 C3   C3   C 0 1 Y N N 32.334 28.953 20.501 6.725   0.095  0.514  C3   429 3  
429 C4   C4   C 0 1 Y N N 31.584 29.923 19.809 5.486   0.671  0.718  C4   429 4  
429 C5   C5   C 0 1 Y N N 32.231 30.943 19.053 4.335   -0.077 0.550  C5   429 5  
429 C6   C6   C 0 1 Y N N 33.648 30.968 19.009 4.420   -1.407 0.182  C6   429 6  
429 O5   O5   O 0 1 N N N 34.582 28.054 21.092 8.035   -1.805 -0.062 O5   429 7  
429 C9   C9   C 0 1 N N S 31.377 31.729 16.744 2.481   1.159  -0.538 C9   429 8  
429 N1   N1   N 0 1 N N N 30.588 32.773 16.070 3.362   2.257  -0.943 N1   429 9  
429 C10  C10  C 0 1 N N N 30.862 33.191 14.815 3.524   3.324  -0.136 C10  429 10 
429 C11  C11  C 0 1 N N N 30.723 30.361 16.426 1.082   1.684  -0.344 C11  429 11 
429 N2   N2   N 0 1 N N N 29.392 30.348 16.689 0.035   0.836  -0.369 N2   429 12 
429 C12  C12  C 0 1 N N N 28.746 29.206 17.329 -1.326  1.346  -0.180 C12  429 13 
429 C13  C13  C 0 1 N N N 27.455 29.682 18.004 -2.320  0.185  -0.252 C13  429 14 
429 C14  C14  C 0 1 N N N 26.339 30.629 20.086 -4.735  -0.443 -0.128 C14  429 15 
429 C15  C15  C 0 1 N N N 27.650 30.151 19.462 -3.741  0.718  -0.055 C15  429 16 
429 O1   O1   O 0 1 N N N 25.983 29.751 21.147 -6.062  0.055  0.056  O1   429 17 
429 O4   O4   O 0 1 N N N 31.983 33.407 14.359 2.939   3.376  0.926  O4   429 18 
429 C23  C23  C 0 1 N N N 29.601 33.381 13.967 4.430   4.454  -0.552 C23  429 19 
429 C8   C8   C 0 1 N N N 34.186 27.679 22.393 9.011   -0.791 0.186  C8   429 20 
429 O8   O8   O 0 1 N N N 31.367 29.417 15.984 0.898   2.869  -0.165 O8   429 21 
429 C7   C7   C 0 1 N N N 31.421 31.984 18.293 2.987   0.557  0.775  C7   429 22 
429 C24  C24  C 0 1 N N N 35.089 26.560 22.838 10.391  -1.360 -0.021 C24  429 23 
429 O6   O6   O 0 1 N N N 36.033 27.009 23.683 11.471  -0.583 0.158  O6   429 24 
429 O7   O7   O 0 1 N N N 34.988 25.429 22.487 10.525  -2.515 -0.348 O7   429 25 
429 C32  C32  C 0 1 Y N N 24.657 29.837 21.632 -6.895  -1.013 -0.017 C32  429 26 
429 C33  C33  C 0 1 Y N N 23.996 31.103 21.836 -6.382  -2.282 -0.236 C33  429 27 
429 C34  C34  C 0 1 Y N N 22.671 31.165 22.323 -7.228  -3.372 -0.312 C34  429 28 
429 C35  C35  C 0 1 Y N N 21.978 29.971 22.620 -8.594  -3.212 -0.165 C35  429 29 
429 C36  C36  C 0 1 Y N N 22.595 28.711 22.434 -9.128  -1.954 0.060  C36  429 30 
429 C37  C37  C 0 1 Y N N 23.940 28.620 21.941 -8.278  -0.840 0.139  C37  429 31 
429 C38  C38  C 0 1 N N N 24.545 27.272 21.765 -8.834  0.501  0.378  C38  429 32 
429 O11  O11  O 0 1 N N N 24.614 26.498 22.692 -8.969  0.909  1.515  O11  429 33 
429 O12  O12  O 0 1 N N N 24.999 26.978 20.538 -9.194  1.277  -0.664 O12  429 34 
429 C39  C39  C 0 1 N N N 25.592 25.682 20.325 -9.743  2.600  -0.428 C39  429 35 
429 O13  O13  O 0 1 N N N 21.847 27.591 22.751 -10.468 -1.799 0.204  O13  429 36 
429 O2   O2   O 0 1 N N N 35.790 30.038 19.645 5.744   -3.296 -0.397 O2   429 37 
429 H3   H3   H 0 1 N N N 31.808 28.176 21.080 7.622   0.682  0.645  H3   429 38 
429 H4   H4   H 0 1 N N N 30.483 29.884 19.859 5.415   1.709  1.010  H4   429 39 
429 H6   H6   H 0 1 N N N 34.166 31.750 18.428 3.520   -1.989 0.051  H6   429 40 
429 H9   H9   H 0 1 N N N 32.430 31.742 16.378 2.477   0.392  -1.312 H9   429 41 
429 HN1  HN1  H 0 1 N N N 29.793 33.241 16.505 3.830   2.216  -1.792 HN1  429 42 
429 HN2  HN2  H 0 1 N N N 28.883 31.187 16.409 0.182   -0.113 -0.511 HN2  429 43 
429 H121 1H12 H 0 0 N N N 29.425 28.674 18.036 -1.554  2.069  -0.962 H121 429 44 
429 H122 2H12 H 0 0 N N N 28.570 28.364 16.620 -1.401  1.828  0.795  H122 429 45 
429 H131 1H13 H 0 0 N N N 26.669 28.894 17.947 -2.092  -0.539 0.530  H131 429 46 
429 H132 2H13 H 0 0 N N N 26.966 30.479 17.397 -2.245  -0.298 -1.227 H132 429 47 
429 H141 1H14 H 0 0 N N N 25.524 30.736 19.332 -4.507  -1.166 0.655  H141 429 48 
429 H142 2H14 H 0 0 N N N 26.389 31.693 20.415 -4.660  -0.926 -1.102 H142 429 49 
429 H151 1H15 H 0 0 N N N 28.442 30.932 19.534 -3.969  1.441  -0.838 H151 429 50 
429 H152 2H15 H 0 0 N N N 28.129 29.358 20.083 -3.816  1.200  0.919  H152 429 51 
429 H231 1H23 H 0 0 N N N 28.881 34.068 14.469 4.864   4.231  -1.527 H231 429 52 
429 H232 2H23 H 0 0 N N N 29.827 33.726 12.931 3.856   5.378  -0.613 H232 429 53 
429 H233 3H23 H 0 0 N N N 28.984 32.452 13.954 5.228   4.569  0.182  H233 429 54 
429 H81  1H8  H 0 1 N N N 33.104 27.416 22.459 8.854   0.041  -0.501 H81  429 55 
429 H82  2H8  H 0 1 N N N 34.172 28.536 23.107 8.914   -0.437 1.213  H82  429 56 
429 H71  1H7  H 0 1 N N N 31.791 33.012 18.514 3.075   1.343  1.525  H71  429 57 
429 H72  2H7  H 0 1 N N N 30.390 32.065 18.710 2.283   -0.200 1.122  H72  429 58 
429 HO6  HO6  H 0 1 N N N 36.603 26.303 23.964 12.356  -0.948 0.025  HO6  429 59 
429 H33  H33  H 0 1 N N N 24.518 32.049 21.614 -5.317  -2.419 -0.352 H33  429 60 
429 H34  H34  H 0 1 N N N 22.180 32.141 22.471 -6.820  -4.356 -0.487 H34  429 61 
429 H35  H35  H 0 1 N N N 20.944 30.023 23.001 -9.246  -4.070 -0.225 H35  429 62 
429 H391 1H39 H 0 0 N N N 24.871 24.894 20.645 -9.973  3.073  -1.383 H391 429 63 
429 H392 2H39 H 0 0 N N N 25.970 25.438 19.305 -10.654 2.515  0.164  H392 429 64 
429 H393 3H39 H 0 0 N N N 26.414 25.531 21.064 -9.014  3.205  0.111  H393 429 65 
429 H13  H13  H 0 1 N N N 22.261 26.745 22.626 -10.827 -1.639 -0.680 H13  429 66 
429 HO2  HO2  H 0 1 N N N 36.223 30.720 19.146 5.793   -3.813 0.418  HO2  429 67 
# 
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 
429 C1  C2   DOUB Y N 1  
429 C1  C6   SING Y N 2  
429 C1  O2   SING N N 3  
429 C2  C3   SING Y N 4  
429 C2  O5   SING N N 5  
429 C3  C4   DOUB Y N 6  
429 C3  H3   SING N N 7  
429 C4  C5   SING Y N 8  
429 C4  H4   SING N N 9  
429 C5  C6   DOUB Y N 10 
429 C5  C7   SING N N 11 
429 C6  H6   SING N N 12 
429 O5  C8   SING N N 13 
429 C9  N1   SING N N 14 
429 C9  C11  SING N N 15 
429 C9  C7   SING N N 16 
429 C9  H9   SING N N 17 
429 N1  C10  SING N N 18 
429 N1  HN1  SING N N 19 
429 C10 O4   DOUB N N 20 
429 C10 C23  SING N N 21 
429 C11 N2   SING N N 22 
429 C11 O8   DOUB N N 23 
429 N2  C12  SING N N 24 
429 N2  HN2  SING N N 25 
429 C12 C13  SING N N 26 
429 C12 H121 SING N N 27 
429 C12 H122 SING N N 28 
429 C13 C15  SING N N 29 
429 C13 H131 SING N N 30 
429 C13 H132 SING N N 31 
429 C14 C15  SING N N 32 
429 C14 O1   SING N N 33 
429 C14 H141 SING N N 34 
429 C14 H142 SING N N 35 
429 C15 H151 SING N N 36 
429 C15 H152 SING N N 37 
429 O1  C32  SING N N 38 
429 C23 H231 SING N N 39 
429 C23 H232 SING N N 40 
429 C23 H233 SING N N 41 
429 C8  C24  SING N N 42 
429 C8  H81  SING N N 43 
429 C8  H82  SING N N 44 
429 C7  H71  SING N N 45 
429 C7  H72  SING N N 46 
429 C24 O6   SING N N 47 
429 C24 O7   DOUB N N 48 
429 O6  HO6  SING N N 49 
429 C32 C33  DOUB Y N 50 
429 C32 C37  SING Y N 51 
429 C33 C34  SING Y N 52 
429 C33 H33  SING N N 53 
429 C34 C35  DOUB Y N 54 
429 C34 H34  SING N N 55 
429 C35 C36  SING Y N 56 
429 C35 H35  SING N N 57 
429 C36 C37  DOUB Y N 58 
429 C36 O13  SING N N 59 
429 C37 C38  SING N N 60 
429 C38 O11  DOUB N N 61 
429 C38 O12  SING N N 62 
429 O12 C39  SING N N 63 
429 C39 H391 SING N N 64 
429 C39 H392 SING N N 65 
429 C39 H393 SING N N 66 
429 O13 H13  SING N N 67 
429 O2  HO2  SING N N 68 
# 
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 
429 SMILES           ACDLabs              10.04 O=C(OC)c2c(O)cccc2OCCCCNC(=O)C(NC(=O)C)Cc1ccc(OCC(=O)O)c(O)c1 
429 InChI            InChI                1.02b 
InChI=1/C25H30N2O10/c1-15(28)27-17(12-16-8-9-20(19(30)13-16)37-14-22(31)32)24(33)26-10-3-4-11-36-21-7-5-6-18(29)23(21)25(34)35-2/h5-9,13,17,29-30H,3-4,10-12,14H2,1-2H3,(H,26,33)(H,27,28)(H,31,32)/t17-/m0/s1/f/h26-27,31H 
429 InChIKey         InChI                1.02b QEANZBIJPCAREV-JCDOYIQBDQ 
429 SMILES_CANONICAL CACTVS               3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[C@H](Cc2ccc(OCC(O)=O)c(O)c2)NC(C)=O 
429 SMILES           CACTVS               3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[CH](Cc2ccc(OCC(O)=O)c(O)c2)NC(C)=O 
429 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(c(c1)O)OCC(=O)O)C(=O)NCCCCOc2cccc(c2C(=O)OC)O 
429 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(c(c1)O)OCC(=O)O)C(=O)NCCCCOc2cccc(c2C(=O)OC)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 
429 "SYSTEMATIC NAME" ACDLabs              10.04 "{4-[(2S)-2-(acetylamino)-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxopropyl]-2-hydroxyphenoxy}acetic acid" 
429 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[(2S)-2-acetamido-3-[4-(3-hydroxy-2-methoxycarbonyl-phenoxy)butylamino]-3-oxo-propyl]-2-hydroxy-phenoxy]ethanoic acid"  
# 
