data_418
# 
_chem_comp.id                                    418 
_chem_comp.name                                  "2-{4-[2-(S)-ALLYLOXYCARBONYLAMINO-3-{4-[(2-CARBOXY-PHENYL)-OXALYL-AMINO]-PHENYL}-PROPIONYLAMINO]-BUTOXY}-6-HYDROXY-BENZOIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H35 N3 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 6; N-(ALLYLOXYCARBONYL)-4-[N-(CARBOXY-FORMYL)-2-(BENZOIC ACID)-AMINO]-L-PHENYLALANINYL-AMINO-BUTYLOXY-(6-HYDROXY-BENZOIC ACID METHYL ESTER)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-06-05 
_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                        677.655 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     418 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1PH0 
_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 
418 O6   O6   O 0 1 N N N 35.733 29.891 23.400 -1.834  14.073 -1.901 O6   418 1  
418 C24  C24  C 0 1 N N N 34.813 29.177 23.711 -1.431  12.868 -1.472 C24  418 2  
418 O7   O7   O 0 1 N N N 33.970 29.580 24.514 -0.556  12.165 -1.936 O7   418 3  
418 C8   C8   C 0 1 N N N 34.680 27.765 23.076 -2.181  12.500 -0.225 C8   418 4  
418 O5   O5   O 0 1 N N N 34.913 26.814 23.831 -2.991  13.342 0.150  O5   418 5  
418 N4   N4   N 0 1 N N N 34.261 27.577 21.732 -1.942  11.224 0.373  N4   418 6  
418 C2   C2   C 0 1 Y N N 33.783 28.680 20.985 -2.620  10.848 1.533  C2   418 7  
418 C3   C3   C 0 1 Y N N 32.467 29.202 21.327 -3.022  11.817 2.452  C3   418 8  
418 C4   C4   C 0 1 Y N N 31.922 30.288 20.611 -3.700  11.441 3.611  C4   418 9  
418 C5   C5   C 0 1 Y N N 32.671 30.871 19.543 -3.968  10.100 3.837  C5   418 10 
418 C6   C6   C 0 1 Y N N 33.982 30.382 19.179 -3.575  9.126  2.933  C6   418 11 
418 C1   C1   C 0 1 Y N N 34.548 29.274 19.906 -2.897  9.502  1.773  C1   418 12 
418 C7   C7   C 0 1 N N N 31.999 32.018 18.793 -4.701  9.693  5.092  C7   418 13 
418 C9   C9   C 0 1 N N S 31.368 31.580 17.425 -3.756  9.401  6.262  C9   418 14 
418 N1   N1   N 0 1 N N N 30.718 32.764 16.817 -2.825  8.342  5.960  N1   418 15 
418 C10  C10  C 0 1 N N N 30.657 32.942 15.474 -1.453  8.489  6.005  C10  418 16 
418 O4   O4   O 0 1 N N N 31.104 32.188 14.611 -0.853  9.517  6.303  O4   418 17 
418 O23  O23  O 0 1 N N N 29.948 34.227 15.084 -0.850  7.310  5.667  O23  418 18 
418 C40  C40  C 0 1 N N N ?      ?      ?      0.582   7.317  5.672  C40  418 19 
418 C41  C41  C 0 1 N N N ?      ?      ?      1.070   5.961  5.282  C41  418 20 
418 C42  C42  C 0 1 N N N ?      ?      ?      1.843   5.723  4.217  C42  418 21 
418 C11  C11  C 0 1 N N N 30.482 30.323 17.577 -4.550  8.966  7.489  C11  418 22 
418 O8   O8   O 0 1 N N N 30.958 29.192 17.430 -4.430  7.856  8.004  O8   418 23 
418 N2   N2   N 0 1 N N N 29.193 30.586 17.909 -5.367  9.981  7.966  N2   418 24 
418 C12  C12  C 0 1 N N N 28.265 29.464 18.110 -6.189  9.849  9.147  C12  418 25 
418 C13  C13  C 0 1 N N N 27.251 29.764 19.226 -7.583  9.314  8.833  C13  418 26 
418 C15  C15  C 0 1 N N N 27.867 30.480 20.448 -8.349  10.209 7.858  C15  418 27 
418 C14  C14  C 0 1 N N N 26.844 30.779 21.550 -9.750  9.676  7.591  C14  418 28 
418 O1   O1   O 0 1 N N N 26.158 29.565 21.914 -10.412 10.555 6.693  O1   418 29 
418 C32  C32  C 0 1 Y N N 24.855 29.623 22.461 -11.337 9.996  5.849  C32  418 30 
418 C33  C33  C 0 1 Y N N 24.159 30.860 22.697 -12.434 9.340  6.399  C33  418 31 
418 C34  C34  C 0 1 Y N N 22.851 30.845 23.248 -13.387 8.764  5.559  C34  418 32 
418 C35  C35  C 0 1 Y N N 22.233 29.615 23.577 -13.238 8.847  4.175  C35  418 33 
418 C36  C36  C 0 1 Y N N 22.888 28.380 23.359 -12.136 9.506  3.630  C36  418 34 
418 O13  O13  O 0 1 N N N 22.291 27.350 23.669 -12.011 9.575  2.275  O13  418 35 
418 C37  C37  C 0 1 Y N N 24.214 28.380 22.809 -11.183 10.083 4.470  C37  418 36 
418 C38  C38  C 0 1 N N N 24.920 27.098 22.578 -10.031 10.771 3.900  C38  418 37 
418 O11  O11  O 0 1 N N N 25.169 26.330 23.480 -10.006 11.976 3.623  O11  418 38 
418 O12  O12  O 0 1 N N N 25.245 26.900 21.292 -8.981  9.916  3.712  O12  418 39 
418 C39  C39  C 0 1 N N N 25.956 25.696 20.836 -7.786  10.476 3.157  C39  418 40 
418 C26  C26  C 0 1 Y N N 34.193 26.256 21.148 -0.977  10.321 -0.246 C26  418 41 
418 C27  C27  C 0 1 Y N N 32.920 25.884 20.545 -1.461  9.455  -1.186 C27  418 42 
418 C28  C28  C 0 1 Y N N 32.727 24.612 19.932 -0.557  8.584  -1.792 C28  418 43 
418 C29  C29  C 0 1 Y N N 33.793 23.674 19.870 0.790   8.616  -1.433 C29  418 44 
418 C30  C30  C 0 1 Y N N 35.057 23.986 20.438 1.234   9.519  -0.468 C30  418 45 
418 C25  C25  C 0 1 Y N N 35.291 25.272 21.064 0.329   10.391 0.139  C25  418 46 
418 C31  C31  C 0 1 N N N 36.665 25.462 21.605 0.825   11.323 1.144  C31  418 47 
418 O9   O9   O 0 1 N N N 37.190 24.576 22.248 0.350   12.436 1.380  O9   418 48 
418 O10  O10  O 0 1 N N N 37.315 26.490 21.440 1.897   10.831 1.821  O10  418 49 
418 HO6  HO6  H 0 1 N N N 35.660 30.720 23.858 -1.329  14.375 -2.686 HO6  418 50 
418 H3   H3   H 0 1 N N N 31.905 28.755 22.134 -2.812  12.869 2.275  H3   418 51 
418 H4   H4   H 0 1 N N N 30.947 30.676 20.868 -4.008  12.203 4.322  H4   418 52 
418 H6   H6   H 0 1 N N N 34.531 30.842 18.371 -3.786  8.075  3.112  H6   418 53 
418 H1   H1   H 0 1 N N N 35.526 28.892 19.651 -2.589  8.738  1.064  H1   418 54 
418 H71  1H7  H 0 1 N N N 31.197 32.421 19.428 -5.420  10.475 5.369  H71  418 55 
418 H72  2H7  H 0 1 N N N 32.776 32.765 18.572 -5.311  8.809  4.862  H72  418 56 
418 H9   H9   H 0 1 N N N 32.140 31.245 16.717 -3.155  10.281 6.518  H9   418 57 
418 HN1  HN1  H 0 1 N N N 30.311 33.454 17.416 -3.201  7.435  5.697  HN1  418 58 
418 H401 1H40 H 0 0 N N N ?      ?      ?      0.930   8.095  4.985  H401 418 59 
418 H402 2H40 H 0 0 N N N ?      ?      ?      0.927   7.559  6.683  H402 418 60 
418 H41  H41  H 0 1 N N N ?      ?      ?      0.781   5.125  5.914  H41  418 61 
418 H421 1H42 H 0 0 N N N ?      ?      ?      2.175   4.721  3.970  H421 418 62 
418 H422 2H42 H 0 0 N N N ?      ?      ?      2.156   6.537  3.572  H422 418 63 
418 HN2  HN2  H 0 1 N N N 28.879 31.529 18.015 -5.388  10.861 7.459  HN2  418 64 
418 H121 1H12 H 0 0 N N N 27.718 29.284 17.173 -6.262  10.844 9.597  H121 418 65 
418 H122 2H12 H 0 0 N N N 28.850 28.579 18.402 -5.664  9.193  9.848  H122 418 66 
418 H131 1H13 H 0 0 N N N 26.467 30.413 18.809 -8.157  9.207  9.762  H131 418 67 
418 H132 2H13 H 0 0 N N N 26.862 28.797 19.579 -7.483  8.312  8.399  H132 418 68 
418 H151 1H15 H 0 0 N N N 28.649 29.831 20.870 -7.804  10.287 6.909  H151 418 69 
418 H152 2H15 H 0 0 N N N 28.266 31.444 20.099 -8.422  11.231 8.248  H152 418 70 
418 H141 1H14 H 0 0 N N N 27.363 31.185 22.431 -10.330 9.622  8.518  H141 418 71 
418 H142 2H14 H 0 0 N N N 26.114 31.515 21.182 -9.710  8.680  7.138  H142 418 72 
418 H33  H33  H 0 1 N N N 24.632 31.800 22.455 -12.556 9.271  7.477  H33  418 73 
418 H34  H34  H 0 1 N N N 22.326 31.774 23.416 -14.245 8.250  5.984  H34  418 74 
418 H35  H35  H 0 1 N N N 21.241 29.619 24.003 -13.984 8.395  3.527  H35  418 75 
418 H13  H13  H 0 1 N N N 22.137 26.826 22.891 -11.073 9.609  2.027  H13  418 76 
418 H391 1H39 H 0 0 N N N 26.134 25.763 19.752 -7.312  11.129 3.894  H391 418 77 
418 H392 2H39 H 0 0 N N N 26.919 25.618 21.361 -8.033  11.045 2.257  H392 418 78 
418 H393 3H39 H 0 0 N N N 25.347 24.806 21.053 -7.101  9.666  2.897  H393 418 79 
418 H27  H27  H 0 1 N N N 32.102 26.590 20.563 -2.509  9.420  -1.474 H27  418 80 
418 H28  H28  H 0 1 N N N 31.765 24.359 19.512 -0.902  7.879  -2.544 H28  418 81 
418 H29  H29  H 0 1 N N N 33.641 22.719 19.389 1.494   7.937  -1.906 H29  418 82 
418 H30  H30  H 0 1 N N N 35.853 23.257 20.403 2.286   9.534  -0.197 H30  418 83 
418 H10  H10  H 0 1 N N N 38.159 26.404 21.868 2.238   11.451 2.501  H10  418 84 
# 
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 
418 O6  C24  SING N N 1  
418 O6  HO6  SING N N 2  
418 C24 O7   DOUB N N 3  
418 C24 C8   SING N N 4  
418 C8  O5   DOUB N N 5  
418 C8  N4   SING N N 6  
418 N4  C2   SING N N 7  
418 N4  C26  SING N N 8  
418 C2  C3   DOUB Y N 9  
418 C2  C1   SING Y N 10 
418 C3  C4   SING Y N 11 
418 C3  H3   SING N N 12 
418 C4  C5   DOUB Y N 13 
418 C4  H4   SING N N 14 
418 C5  C6   SING Y N 15 
418 C5  C7   SING N N 16 
418 C6  C1   DOUB Y N 17 
418 C6  H6   SING N N 18 
418 C1  H1   SING N N 19 
418 C7  C9   SING N N 20 
418 C7  H71  SING N N 21 
418 C7  H72  SING N N 22 
418 C9  N1   SING N N 23 
418 C9  C11  SING N N 24 
418 C9  H9   SING N N 25 
418 N1  C10  SING N N 26 
418 N1  HN1  SING N N 27 
418 C10 O4   DOUB N N 28 
418 C10 O23  SING N N 29 
418 O23 C40  SING N N 30 
418 C40 C41  SING N N 31 
418 C40 H401 SING N N 32 
418 C40 H402 SING N N 33 
418 C41 C42  DOUB N N 34 
418 C41 H41  SING N N 35 
418 C42 H421 SING N N 36 
418 C42 H422 SING N N 37 
418 C11 O8   DOUB N N 38 
418 C11 N2   SING N N 39 
418 N2  C12  SING N N 40 
418 N2  HN2  SING N N 41 
418 C12 C13  SING N N 42 
418 C12 H121 SING N N 43 
418 C12 H122 SING N N 44 
418 C13 C15  SING N N 45 
418 C13 H131 SING N N 46 
418 C13 H132 SING N N 47 
418 C15 C14  SING N N 48 
418 C15 H151 SING N N 49 
418 C15 H152 SING N N 50 
418 C14 O1   SING N N 51 
418 C14 H141 SING N N 52 
418 C14 H142 SING N N 53 
418 O1  C32  SING N N 54 
418 C32 C33  DOUB Y N 55 
418 C32 C37  SING Y N 56 
418 C33 C34  SING Y N 57 
418 C33 H33  SING N N 58 
418 C34 C35  DOUB Y N 59 
418 C34 H34  SING N N 60 
418 C35 C36  SING Y N 61 
418 C35 H35  SING N N 62 
418 C36 O13  SING N N 63 
418 C36 C37  DOUB Y N 64 
418 O13 H13  SING N N 65 
418 C37 C38  SING N N 66 
418 C38 O11  DOUB N N 67 
418 C38 O12  SING N N 68 
418 O12 C39  SING N N 69 
418 C39 H391 SING N N 70 
418 C39 H392 SING N N 71 
418 C39 H393 SING N N 72 
418 C26 C27  DOUB Y N 73 
418 C26 C25  SING Y N 74 
418 C27 C28  SING Y N 75 
418 C27 H27  SING N N 76 
418 C28 C29  DOUB Y N 77 
418 C28 H28  SING N N 78 
418 C29 C30  SING Y N 79 
418 C29 H29  SING N N 80 
418 C30 C25  DOUB Y N 81 
418 C30 H30  SING N N 82 
418 C25 C31  SING N N 83 
418 C31 O9   DOUB N N 84 
418 C31 O10  SING N N 85 
418 O10 H10  SING N N 86 
# 
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 
418 SMILES           ACDLabs              10.04 O=C(O)c1ccccc1N(C(=O)C(=O)O)c2ccc(cc2)CC(NC(=O)OC/C=C)C(=O)NCCCCOc3cccc(O)c3C(=O)OC 
418 InChI            InChI                1.02b 
;InChI=1/C34H35N3O12/c1-3-18-49-34(46)36-24(29(39)35-17-6-7-19-48-27-12-8-11-26(38)28(27)33(45)47-2)20-21-13-15-22(16-14-21)37(30(40)32(43)44)25-10-5-4-9-23(25)31(41)42/h3-5,8-16,24,38H,1,6-7,17-20H2,2H3,(H,35,39)(H,36,46)(H,41,42)(H,43,44)/t24-/m0/s1/f/h35-36,41,43H
;
418 InChIKey         InChI                1.02b JTJBRKLISQICDU-OEBIWUFWDP 
418 SMILES_CANONICAL CACTVS               3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[C@H](Cc2ccc(cc2)N(C(=O)C(O)=O)c3ccccc3C(O)=O)NC(=O)OCC=C 
418 SMILES           CACTVS               3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[CH](Cc2ccc(cc2)N(C(=O)C(O)=O)c3ccccc3C(O)=O)NC(=O)OCC=C 
418 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)c1c(cccc1OCCCCNC(=O)[C@H](Cc2ccc(cc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)OCC=C)O 
418 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)c1c(cccc1OCCCCNC(=O)C(Cc2ccc(cc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)OCC=C)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 
418 "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(carboxycarbonyl){4-[(2S)-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxo-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propyl]phenyl}amino]benzoic acid" 
418 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[carboxycarbonyl-[4-[(2S)-3-[4-(3-hydroxy-2-methoxycarbonyl-phenoxy)butylamino]-3-oxo-2-(prop-2-enoxycarbonylamino)propyl]phenyl]amino]benzoic acid"              
# 
