data_5PH
# 
_chem_comp.id                                    5PH 
_chem_comp.name                                  "5-[5-(1-CARBOXYMETHYL-2-OXO-PROPYLCARBAMOYL)-5-PHENYL-PENTYLSULFAMOYL]-2-HYDROXY-BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H28 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-09 
_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                        520.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5PH 
_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        1RWV 
_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 
5PH O32  O32  O 0 1 N N N 31.160 61.209 5.441  4.133  0.900  1.715  O32  5PH 1  
5PH C16  C16  C 0 1 N N N 32.317 61.234 5.842  3.988  0.180  0.750  C16  5PH 2  
5PH N13  N13  N 0 1 N N N 33.341 60.695 5.180  5.047  -0.473 0.232  N13  5PH 3  
5PH C9   C9   C 0 1 N N S 33.204 60.012 3.899  6.372  -0.315 0.835  C9   5PH 4  
5PH C25  C25  C 0 1 N N N 34.353 60.558 3.054  7.225  -1.546 0.523  C25  5PH 5  
5PH C26  C26  C 0 1 N N N 33.970 61.872 2.412  6.625  -2.756 1.191  C26  5PH 6  
5PH O30  O30  O 0 1 N N N 34.884 62.627 2.017  7.209  -3.957 1.055  O30  5PH 7  
5PH O28  O28  O 0 1 N N N 32.760 62.163 2.293  5.618  -2.645 1.850  O28  5PH 8  
5PH C35  C35  C 0 1 N N N 33.327 58.517 4.022  7.038  0.914  0.270  C35  5PH 9  
5PH C36  C36  C 0 1 N N N 33.193 57.854 5.363  8.248  1.496  0.953  C36  5PH 10 
5PH O5   O5   O 0 1 N N N 33.537 57.851 3.024  6.600  1.432  -0.729 O5   5PH 11 
5PH C19  C19  C 0 1 N N S 32.706 61.877 7.154  2.624  0.017  0.129  C19  5PH 12 
5PH C20  C20  C 0 1 Y N N 32.449 60.971 8.316  2.668  0.475  -1.306 C20  5PH 13 
5PH C22  C22  C 0 1 Y N N 31.396 60.049 8.319  2.358  -0.409 -2.323 C22  5PH 14 
5PH C24  C24  C 0 1 Y N N 31.194 59.212 9.417  2.398  0.010  -3.640 C24  5PH 15 
5PH C34  C34  C 0 1 Y N N 32.049 59.285 10.517 2.747  1.314  -3.939 C34  5PH 16 
5PH C33  C33  C 0 1 Y N N 33.106 60.195 10.519 3.056  2.198  -2.923 C33  5PH 17 
5PH C31  C31  C 0 1 Y N N 33.305 61.032 9.420  3.012  1.779  -1.606 C31  5PH 18 
5PH C4   C4   C 0 1 N N N 32.146 63.301 7.311  1.608  0.860  0.902  C4   5PH 19 
5PH C1   C1   C 0 1 N N N 30.680 63.418 7.716  0.205  0.599  0.351  C1   5PH 20 
5PH C12  C12  C 0 1 N N N 30.244 64.880 7.670  -0.812 1.442  1.125  C12  5PH 21 
5PH C8   C8   C 0 1 N N N 30.188 65.483 9.069  -2.215 1.180  0.574  C8   5PH 22 
5PH N2   N2   N 0 1 N N N 30.695 66.844 9.125  -3.188 1.987  1.314  N2   5PH 23 
5PH S7   S7   S 0 1 N N N 30.048 67.933 10.112 -4.716 2.199  0.713  S7   5PH 24 
5PH O3   O3   O 0 1 N N N 31.007 68.970 10.379 -4.548 2.556  -0.653 O3   5PH 25 
5PH O6   O6   O 0 1 N N N 28.893 68.515 9.488  -5.410 2.970  1.684  O6   5PH 26 
5PH C11  C11  C 0 1 Y N N 29.631 67.233 11.492 -5.502 0.622  0.702  C11  5PH 27 
5PH C21  C21  C 0 1 Y N N 30.617 66.878 12.415 -5.404 -0.185 -0.410 C21  5PH 28 
5PH C23  C23  C 0 1 Y N N 30.273 66.265 13.621 -6.023 -1.439 -0.417 C23  5PH 29 
5PH C29  C29  C 0 1 N N N 31.360 65.897 14.594 -5.917 -2.310 -1.601 C29  5PH 30 
5PH O17  O17  O 0 1 N N N 32.189 66.767 14.939 -5.219 -1.902 -2.678 O17  5PH 31 
5PH O14  O14  O 0 1 N N N 31.418 64.727 15.033 -6.460 -3.397 -1.605 O14  5PH 32 
5PH C15  C15  C 0 1 Y N N 28.933 66.004 13.902 -6.748 -1.860 0.706  C15  5PH 33 
5PH O10  O10  O 0 1 N N N 28.578 65.420 15.046 -7.357 -3.072 0.709  O10  5PH 34 
5PH C18  C18  C 0 1 Y N N 27.943 66.354 12.982 -6.840 -1.031 1.815  C18  5PH 35 
5PH C27  C27  C 0 1 Y N N 28.290 66.968 11.780 -6.220 0.202  1.811  C27  5PH 36 
5PH H13  H13  H 0 1 N N N 34.236 60.806 5.657  4.931  -1.049 -0.541 H13  5PH 37 
5PH H9   H9   H 0 1 N N N 32.197 60.194 3.457  6.269  -0.208 1.915  H9   5PH 38 
5PH H251 1H25 H 0 0 N N N 34.699 59.815 2.298  7.254  -1.704 -0.555 H251 5PH 39 
5PH H252 2H25 H 0 0 N N N 35.294 60.647 3.645  8.238  -1.390 0.895  H252 5PH 40 
5PH H30  H30  H 0 1 N N N 34.643 63.453 1.614  6.823  -4.733 1.484  H30  5PH 41 
5PH H361 1H36 H 0 0 N N N 32.221 58.164 5.812  8.588  2.374  0.404  H361 5PH 42 
5PH H362 2H36 H 0 0 N N N 33.284 56.747 5.454  7.989  1.782  1.972  H362 5PH 43 
5PH H363 3H36 H 0 0 N N N 33.923 58.325 6.062  9.045  0.752  0.976  H363 5PH 44 
5PH H19  H19  H 0 1 N N N 33.811 62.024 7.138  2.331  -1.032 0.167  H19  5PH 45 
5PH H22  H22  H 0 1 N N N 30.720 59.982 7.450  2.085  -1.428 -2.089 H22  5PH 46 
5PH H24  H24  H 0 1 N N N 30.358 58.492 9.415  2.156  -0.681 -4.434 H24  5PH 47 
5PH H34  H34  H 0 1 N N N 31.889 58.623 11.385 2.779  1.641  -4.968 H34  5PH 48 
5PH H33  H33  H 0 1 N N N 33.783 60.253 11.388 3.330  3.216  -3.157 H33  5PH 49 
5PH H31  H31  H 0 1 N N N 34.145 61.747 9.424  3.254  2.470  -0.812 H31  5PH 50 
5PH H41  1H4  H 0 1 N N N 32.323 63.878 6.374  1.640  0.590  1.958  H41  5PH 51 
5PH H42  2H4  H 0 1 N N N 32.779 63.876 8.027  1.852  1.917  0.790  H42  5PH 52 
5PH H11  1H1  H 0 1 N N N 30.482 62.953 8.710  0.173  0.869  -0.704 H11  5PH 53 
5PH H12  2H1  H 0 1 N N N 30.021 62.765 7.097  -0.039 -0.458 0.464  H12  5PH 54 
5PH H121 1H12 H 0 0 N N N 29.275 65.002 7.132  -0.779 1.172  2.180  H121 5PH 55 
5PH H122 2H12 H 0 0 N N N 30.893 65.480 6.991  -0.568 2.498  1.012  H122 5PH 56 
5PH H81  1H8  H 0 1 N N N 30.717 64.832 9.804  -2.247 1.450  -0.482 H81  5PH 57 
5PH H82  2H8  H 0 1 N N N 29.155 65.427 9.485  -2.458 0.124  0.686  H82  5PH 58 
5PH HN2  HN2  H 0 1 N N N 30.679 67.226 8.179  -2.937 2.397  2.157  HN2  5PH 59 
5PH H21  H21  H 0 1 N N N 31.677 67.084 12.190 -4.844 0.147  -1.271 H21  5PH 60 
5PH H17  H17  H 0 1 N N N 32.875 66.535 15.553 -5.150 -2.473 -3.455 H17  5PH 61 
5PH H10  H10  H 0 1 N N N 27.665 65.242 15.238 -8.248 -2.937 0.359  H10  5PH 62 
5PH H18  H18  H 0 1 N N N 26.883 66.145 13.206 -7.398 -1.351 2.683  H18  5PH 63 
5PH H27  H27  H 0 1 N N N 27.504 67.244 11.057 -6.294 0.843  2.677  H27  5PH 64 
# 
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 
5PH O32 C16  DOUB N N 1  
5PH C16 N13  SING N N 2  
5PH C16 C19  SING N N 3  
5PH N13 C9   SING N N 4  
5PH N13 H13  SING N N 5  
5PH C9  C25  SING N N 6  
5PH C9  C35  SING N N 7  
5PH C9  H9   SING N N 8  
5PH C25 C26  SING N N 9  
5PH C25 H251 SING N N 10 
5PH C25 H252 SING N N 11 
5PH C26 O30  SING N N 12 
5PH C26 O28  DOUB N N 13 
5PH O30 H30  SING N N 14 
5PH C35 C36  SING N N 15 
5PH C35 O5   DOUB N N 16 
5PH C36 H361 SING N N 17 
5PH C36 H362 SING N N 18 
5PH C36 H363 SING N N 19 
5PH C19 C20  SING N N 20 
5PH C19 C4   SING N N 21 
5PH C19 H19  SING N N 22 
5PH C20 C22  DOUB Y N 23 
5PH C20 C31  SING Y N 24 
5PH C22 C24  SING Y N 25 
5PH C22 H22  SING N N 26 
5PH C24 C34  DOUB Y N 27 
5PH C24 H24  SING N N 28 
5PH C34 C33  SING Y N 29 
5PH C34 H34  SING N N 30 
5PH C33 C31  DOUB Y N 31 
5PH C33 H33  SING N N 32 
5PH C31 H31  SING N N 33 
5PH C4  C1   SING N N 34 
5PH C4  H41  SING N N 35 
5PH C4  H42  SING N N 36 
5PH C1  C12  SING N N 37 
5PH C1  H11  SING N N 38 
5PH C1  H12  SING N N 39 
5PH C12 C8   SING N N 40 
5PH C12 H121 SING N N 41 
5PH C12 H122 SING N N 42 
5PH C8  N2   SING N N 43 
5PH C8  H81  SING N N 44 
5PH C8  H82  SING N N 45 
5PH N2  S7   SING N N 46 
5PH N2  HN2  SING N N 47 
5PH S7  O3   DOUB N N 48 
5PH S7  O6   DOUB N N 49 
5PH S7  C11  SING N N 50 
5PH C11 C21  DOUB Y N 51 
5PH C11 C27  SING Y N 52 
5PH C21 C23  SING Y N 53 
5PH C21 H21  SING N N 54 
5PH C23 C29  SING N N 55 
5PH C23 C15  DOUB Y N 56 
5PH C29 O17  SING N N 57 
5PH C29 O14  DOUB N N 58 
5PH O17 H17  SING N N 59 
5PH C15 O10  SING N N 60 
5PH C15 C18  SING Y N 61 
5PH O10 H10  SING N N 62 
5PH C18 C27  DOUB Y N 63 
5PH C18 H18  SING N N 64 
5PH C27 H27  SING N N 65 
# 
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 
5PH SMILES           ACDLabs              10.04 O=C(O)c1cc(ccc1O)S(=O)(=O)NCCCCC(c2ccccc2)C(=O)NC(C(=O)C)CC(=O)O 
5PH InChI            InChI                1.02b 
InChI=1/C24H28N2O9S/c1-15(27)20(14-22(29)30)26-23(31)18(16-7-3-2-4-8-16)9-5-6-12-25-36(34,35)17-10-11-21(28)19(13-17)24(32)33/h2-4,7-8,10-11,13,18,20,25,28H,5-6,9,12,14H2,1H3,(H,26,31)(H,29,30)(H,32,33)/t18-,20-/m0/s1/f/h26,29,32H 
5PH InChIKey         InChI                1.02b PBZHVFMSQSBSIF-POYQVBKSDH 
5PH SMILES_CANONICAL CACTVS               3.341 CC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](CCCCN[S](=O)(=O)c1ccc(O)c(c1)C(O)=O)c2ccccc2 
5PH SMILES           CACTVS               3.341 CC(=O)[CH](CC(O)=O)NC(=O)[CH](CCCCN[S](=O)(=O)c1ccc(O)c(c1)C(O)=O)c2ccccc2 
5PH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](CCCCNS(=O)(=O)c1ccc(c(c1)C(=O)O)O)c2ccccc2 
5PH SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C(CC(=O)O)NC(=O)C(CCCCNS(=O)(=O)c1ccc(c(c1)C(=O)O)O)c2ccccc2 
# 
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 
5PH "SYSTEMATIC NAME" ACDLabs              10.04 "5-{[(5S)-6-{[(1S)-1-(carboxymethyl)-2-oxopropyl]amino}-6-oxo-5-phenylhexyl]sulfamoyl}-2-hydroxybenzoic acid"    
5PH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-hydroxy-5-[[(5S)-6-[[(3S)-1-hydroxy-1,4-dioxo-pentan-3-yl]amino]-6-oxo-5-phenyl-hexyl]sulfamoyl]benzoic acid" 
# 
