data_KAF
# 
_chem_comp.id                                    KAF 
_chem_comp.name                                  N-{(5S)-4,4-dihydroxy-6-phenyl-5-[(phenylcarbonyl)amino]hexanoyl}-L-phenylalanine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H30 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-18 
_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                        490.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KAF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3BKK 
_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 
KAF CD1  CD1  C 0 1 Y N N 44.290 46.266 39.871 7.025  -0.569 -1.700 CD1  KAF 1  
KAF CE1  CE1  C 0 1 Y N N 43.080 46.779 39.439 6.927  -0.533 -3.079 CE1  KAF 2  
KAF CZ   CZ   C 0 1 Y N N 43.027 48.058 38.914 6.325  0.544  -3.701 CZ   KAF 3  
KAF CE2  CE2  C 0 1 Y N N 44.183 48.813 38.824 5.821  1.586  -2.945 CE2  KAF 4  
KAF CD2  CD2  C 0 1 Y N N 45.387 48.289 39.259 5.919  1.550  -1.566 CD2  KAF 5  
KAF CG   CG   C 0 1 Y N N 45.455 47.010 39.786 6.516  0.470  -0.944 CG   KAF 6  
KAF CB   CB   C 0 1 N N N 46.764 46.429 40.241 6.623  0.430  0.559  CB   KAF 7  
KAF CA   CA   C 0 1 N N S 47.267 46.956 41.588 5.381  -0.247 1.141  CA   KAF 8  
KAF C    C    C 0 1 N N N 47.906 48.330 41.419 5.543  -0.397 2.632  C    KAF 9  
KAF O    O    O 0 1 N N N 47.288 49.311 41.884 6.564  -1.112 3.128  O    KAF 10 
KAF OXT  OXT  O 0 1 N N N 49.017 48.410 40.852 4.752  0.126  3.381  OXT  KAF 11 
KAF N    N    N 0 1 N N N 46.184 47.012 42.563 4.200  0.572  0.858  N    KAF 12 
KAF CBC  CBC  C 0 1 N N N 46.430 47.265 43.845 2.980  -0.000 0.803  CBC  KAF 13 
KAF OAA  OAA  O 0 1 N N N 47.561 47.478 44.281 2.861  -1.193 0.987  OAA  KAF 14 
KAF CAV  CAV  C 0 1 N N N 45.224 47.310 44.778 1.765  0.842  0.511  CAV  KAF 15 
KAF CAW  CAW  C 0 1 N N N 45.712 47.054 46.216 0.519  -0.045 0.505  CAW  KAF 16 
KAF CBM  CBM  C 0 1 N N N 45.239 45.694 46.737 -0.715 0.811  0.209  CBM  KAF 17 
KAF OAE  OAE  O 0 1 N N N 45.520 44.669 45.777 -0.850 1.815  1.217  OAE  KAF 18 
KAF OAF  OAF  O 0 1 N N N 43.823 45.763 46.936 -0.567 1.433  -1.068 OAF  KAF 19 
KAF CBL  CBL  C 0 1 N N S 45.898 45.370 48.082 -1.961 -0.077 0.204  CBL  KAF 20 
KAF CAX  CAX  C 0 1 N N N 47.428 45.546 48.032 -1.872 -1.073 -0.954 CAX  KAF 21 
KAF CBF  CBF  C 0 1 Y N N 48.073 45.303 49.368 -3.038 -2.026 -0.888 CBF  KAF 22 
KAF CAO  CAO  C 0 1 Y N N 48.206 46.329 50.288 -2.930 -3.200 -0.166 CAO  KAF 23 
KAF CAI  CAI  C 0 1 Y N N 48.780 46.106 51.526 -3.999 -4.074 -0.105 CAI  KAF 24 
KAF CAG  CAG  C 0 1 Y N N 49.230 44.840 51.856 -5.176 -3.774 -0.765 CAG  KAF 25 
KAF CAJ  CAJ  C 0 1 Y N N 49.105 43.806 50.947 -5.284 -2.599 -1.486 CAJ  KAF 26 
KAF CAP  CAP  C 0 1 Y N N 48.529 44.041 49.712 -4.216 -1.723 -1.543 CAP  KAF 27 
KAF NBA  NBA  N 0 1 N N N 45.587 44.017 48.532 -3.154 0.758  0.039  NBA  KAF 28 
KAF CBE  CBE  C 0 1 N N N 44.517 43.750 49.275 -4.347 0.324  0.491  CBE  KAF 29 
KAF OAC  OAC  O 0 1 N N N 43.694 44.598 49.625 -4.434 -0.760 1.035  OAC  KAF 30 
KAF CBG  CBG  C 0 1 Y N N 44.346 42.281 49.659 -5.551 1.166  0.325  CBG  KAF 31 
KAF CAR  CAR  C 0 1 Y N N 45.104 41.304 49.037 -5.456 2.409  -0.304 CAR  KAF 32 
KAF CAL  CAL  C 0 1 Y N N 44.949 39.973 49.378 -6.583 3.190  -0.456 CAL  KAF 33 
KAF CAH  CAH  C 0 1 Y N N 44.032 39.604 50.345 -7.806 2.744  0.014  CAH  KAF 34 
KAF CAK  CAK  C 0 1 Y N N 43.270 40.575 50.967 -7.906 1.513  0.639  CAK  KAF 35 
KAF CAQ  CAQ  C 0 1 Y N N 43.427 41.905 50.624 -6.788 0.720  0.792  CAQ  KAF 36 
KAF HD1  HD1  H 0 1 N N N 44.327 45.268 40.282 7.496  -1.411 -1.214 HD1  KAF 37 
KAF HE1  HE1  H 0 1 N N N 42.181 46.184 39.511 7.321  -1.347 -3.670 HE1  KAF 38 
KAF HZ   HZ   H 0 1 N N N 42.086 48.466 38.575 6.248  0.572  -4.778 HZ   KAF 39 
KAF HE2  HE2  H 0 1 N N N 44.145 49.811 38.414 5.351  2.428  -3.431 HE2  KAF 40 
KAF HD2  HD2  H 0 1 N N N 46.285 48.885 39.187 5.525  2.364  -0.975 HD2  KAF 41 
KAF HB   HB   H 0 1 N N N 46.633 45.341 40.335 7.512  -0.132 0.845  HB   KAF 42 
KAF HBA  HBA  H 0 1 N N N 47.514 46.722 39.491 6.696  1.447  0.945  HBA  KAF 43 
KAF HA   HA   H 0 1 N N N 48.030 46.259 41.965 5.258  -1.231 0.688  HA   KAF 44 
KAF HO   HO   H 0 1 N N N 47.792 50.102 41.737 6.627  -1.180 4.090  HO   KAF 45 
KAF HN   HN   H 0 1 N N N 45.243 46.858 42.263 4.295  1.526  0.710  HN   KAF 46 
KAF HAV  HAV  H 0 1 N N N 44.742 48.297 44.718 1.662  1.609  1.279  HAV  KAF 47 
KAF HAVA HAVA H 0 0 N N N 44.492 46.543 44.486 1.878  1.317  -0.463 HAVA KAF 48 
KAF HAW  HAW  H 0 1 N N N 46.812 47.074 46.226 0.622  -0.811 -0.263 HAW  KAF 49 
KAF HAWA HAWA H 0 0 N N N 45.296 47.837 46.867 0.407  -0.520 1.480  HAWA KAF 50 
KAF HOAE HOAE H 0 0 N N N 45.582 45.054 44.911 -0.954 1.464  2.111  HOAE KAF 51 
KAF HOAF HOAF H 0 0 N N N 43.634 45.778 47.867 -0.470 0.810  -1.801 HOAF KAF 52 
KAF HBL  HBL  H 0 1 N N N 45.480 46.089 48.802 -2.025 -0.620 1.146  HBL  KAF 53 
KAF HAX  HAX  H 0 1 N N N 47.840 44.827 47.309 -1.898 -0.533 -1.901 HAX  KAF 54 
KAF HAXA HAXA H 0 0 N N N 47.640 46.584 47.738 -0.940 -1.633 -0.881 HAXA KAF 55 
KAF HAO  HAO  H 0 1 N N N 47.856 47.319 50.035 -2.010 -3.435 0.349  HAO  KAF 56 
KAF HAI  HAI  H 0 1 N N N 48.877 46.917 52.233 -3.915 -4.992 0.458  HAI  KAF 57 
KAF HAG  HAG  H 0 1 N N N 49.678 44.660 52.822 -6.011 -4.457 -0.717 HAG  KAF 58 
KAF HAJ  HAJ  H 0 1 N N N 49.456 42.817 51.201 -6.204 -2.365 -2.001 HAJ  KAF 59 
KAF HAP  HAP  H 0 1 N N N 48.433 43.229 49.006 -4.302 -0.803 -2.103 HAP  KAF 60 
KAF HNBA HNBA H 0 0 N N N 46.197 43.268 48.274 -3.085 1.623  -0.395 HNBA KAF 61 
KAF HAR  HAR  H 0 1 N N N 45.822 41.583 48.280 -4.502 2.758  -0.671 HAR  KAF 62 
KAF HAL  HAL  H 0 1 N N N 45.546 39.219 48.887 -6.511 4.151  -0.942 HAL  KAF 63 
KAF HAH  HAH  H 0 1 N N N 43.912 38.565 50.612 -8.685 3.359  -0.107 HAH  KAF 64 
KAF HAK  HAK  H 0 1 N N N 42.551 40.294 51.722 -8.864 1.171  1.004  HAK  KAF 65 
KAF HAQ  HAQ  H 0 1 N N N 42.827 42.658 51.113 -6.869 -0.242 1.276  HAQ  KAF 66 
# 
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 
KAF CE1 CD1  DOUB N N 1  
KAF CG  CD1  SING Y N 2  
KAF CD1 HD1  SING N N 3  
KAF CZ  CE1  SING Y N 4  
KAF CE1 HE1  SING N N 5  
KAF CE2 CZ   DOUB Y N 6  
KAF CZ  HZ   SING Y N 7  
KAF CE2 CD2  SING N N 8  
KAF CE2 HE2  SING Y N 9  
KAF CD2 CG   DOUB N N 10 
KAF CD2 HD2  SING Y N 11 
KAF CG  CB   SING N N 12 
KAF CB  CA   SING N N 13 
KAF CB  HB   SING N N 14 
KAF CB  HBA  SING N N 15 
KAF C   CA   SING N N 16 
KAF CA  N    SING N N 17 
KAF CA  HA   SING N N 18 
KAF OXT C    DOUB N N 19 
KAF C   O    SING N N 20 
KAF O   HO   SING N N 21 
KAF N   CBC  SING N N 22 
KAF N   HN   SING N N 23 
KAF CBC OAA  DOUB N N 24 
KAF CBC CAV  SING N N 25 
KAF CAV CAW  SING N N 26 
KAF CAV HAV  SING N N 27 
KAF CAV HAVA SING N N 28 
KAF CAW CBM  SING N N 29 
KAF CAW HAW  SING N N 30 
KAF CAW HAWA SING N N 31 
KAF OAE CBM  SING N N 32 
KAF CBM OAF  SING N N 33 
KAF CBM CBL  SING N N 34 
KAF OAE HOAE SING N N 35 
KAF OAF HOAF SING N N 36 
KAF CAX CBL  SING N N 37 
KAF CBL NBA  SING N N 38 
KAF CBL HBL  SING N N 39 
KAF CAX CBF  SING N N 40 
KAF CAX HAX  SING N N 41 
KAF CAX HAXA SING N N 42 
KAF CBF CAP  DOUB Y N 43 
KAF CBF CAO  SING Y N 44 
KAF CAO CAI  DOUB Y N 45 
KAF CAO HAO  SING N N 46 
KAF CAI CAG  SING Y N 47 
KAF CAI HAI  SING N N 48 
KAF CAJ CAG  DOUB N N 49 
KAF CAG HAG  SING Y N 50 
KAF CAP CAJ  SING N N 51 
KAF CAJ HAJ  SING Y N 52 
KAF CAP HAP  SING N N 53 
KAF NBA CBE  SING N N 54 
KAF NBA HNBA SING N N 55 
KAF CBE OAC  DOUB N N 56 
KAF CBE CBG  SING N N 57 
KAF CAR CBG  DOUB Y N 58 
KAF CBG CAQ  SING Y N 59 
KAF CAR CAL  SING Y N 60 
KAF CAR HAR  SING N N 61 
KAF CAL CAH  DOUB Y N 62 
KAF CAL HAL  SING N N 63 
KAF CAH CAK  SING Y N 64 
KAF CAH HAH  SING N N 65 
KAF CAQ CAK  DOUB N N 66 
KAF CAK HAK  SING Y N 67 
KAF CAQ HAQ  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 
KAF SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)CCC(O)(O)C(NC(=O)c1ccccc1)Cc2ccccc2)Cc3ccccc3 
KAF InChI            InChI                1.02b 
InChI=1/C28H30N2O6/c31-25(29-23(27(33)34)18-20-10-4-1-5-11-20)16-17-28(35,36)24(19-21-12-6-2-7-13-21)30-26(32)22-14-8-3-9-15-22/h1-15,23-24,35-36H,16-19H2,(H,29,31)(H,30,32)(H,33,34)/t23-,24-/m0/s1/f/h29-30,33H 
KAF InChIKey         InChI                1.02b XSYPPQBCHNRTIT-OJSMOHPSDQ 
KAF SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(O)(O)[C@H](Cc2ccccc2)NC(=O)c3ccccc3 
KAF SMILES           CACTVS               3.341 OC(=O)[CH](Cc1ccccc1)NC(=O)CCC(O)(O)[CH](Cc2ccccc2)NC(=O)c3ccccc3 
KAF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)CCC([C@H](Cc2ccccc2)NC(=O)c3ccccc3)(O)O 
KAF SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)O)NC(=O)CCC(C(Cc2ccccc2)NC(=O)c3ccccc3)(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 
KAF "SYSTEMATIC NAME" ACDLabs              10.04 N-{(5S)-4,4-dihydroxy-6-phenyl-5-[(phenylcarbonyl)amino]hexanoyl}-L-phenylalanine          
KAF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(5S)-5-benzamido-4,4-dihydroxy-6-phenyl-hexanoyl]amino]-3-phenyl-propanoic acid" 
# 
