data_528
# 
_chem_comp.id                                    528 
_chem_comp.name                                  "(2S)-2-[3-(AMINOMETHYL)PHENYL]-3-{(R)-HYDROXY[(1R)-2-METHYL-1-{[(3-PHENYLPROPYL)SULFONYL]AMINO}PROPYL]PHOSPHORYL}PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H33 N2 O6 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        496.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     528 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
528 C37  C37  C 0 1 Y N N 39.293 14.730 68.248 5.747  2.672  -0.934 C37  528 1  
528 C38  C38  C 0 1 Y N N 40.521 15.440 68.296 7.000  3.206  -1.169 C38  528 2  
528 C41  C41  C 0 1 Y N N 41.614 15.021 67.495 7.962  3.172  -0.177 C41  528 3  
528 C40  C40  C 0 1 Y N N 41.481 13.894 66.646 7.671  2.605  1.050  C40  528 4  
528 C39  C39  C 0 1 Y N N 40.254 13.182 66.596 6.417  2.072  1.285  C39  528 5  
528 C36  C36  C 0 1 Y N N 39.156 13.598 67.397 5.455  2.105  0.292  C36  528 6  
528 C35  C35  C 0 1 N N N 37.821 12.816 67.352 4.089  1.523  0.548  C35  528 7  
528 C34  C34  C 0 1 N N N 36.692 13.600 66.652 4.081  0.046  0.150  C34  528 8  
528 C33  C33  C 0 1 N N N 36.924 13.719 65.140 2.693  -0.545 0.410  C33  528 9  
528 S32  S32  S 0 1 N N N 35.781 14.883 64.339 2.684  -2.296 -0.062 S32  528 10 
528 O32  O32  O 0 1 N N N 34.360 14.458 64.598 2.805  -2.434 -1.472 O32  528 11 
528 O33  O33  O 0 1 N N N 36.000 16.251 64.904 3.498  -3.055 0.821  O33  528 12 
528 N31  N31  N 0 1 N N N 36.079 14.909 62.719 1.142  -2.804 0.266  N31  528 13 
528 C27  C27  C 0 1 N N R 35.083 14.606 61.726 0.016  -2.274 -0.506 C27  528 14 
528 C28  C28  C 0 1 N N N 34.891 15.780 60.730 -0.579 -3.388 -1.370 C28  528 15 
528 C30  C30  C 0 1 N N N 36.175 16.180 59.994 -1.664 -2.805 -2.278 C30  528 16 
528 C29  C29  C 0 1 N N N 34.331 17.000 61.469 0.523  -4.011 -2.229 C29  528 17 
528 P24  P24  P 0 1 N N R 35.356 12.943 60.963 -1.259 -1.642 0.633  P24  528 18 
528 O25  O25  O 0 1 N N N 34.432 12.793 59.815 -0.617 -0.830 1.691  O25  528 19 
528 O26  O26  O 0 1 N N N 35.236 11.975 62.080 -2.039 -2.880 1.306  O26  528 20 
528 C15  C15  C 0 1 N N N 37.072 12.906 60.339 -2.443 -0.609 -0.291 C15  528 21 
528 C1   C1   C 0 1 N N S 37.497 11.449 60.016 -3.362 0.118  0.692  C1   528 22 
528 C2   C2   C 0 1 N N N 37.736 10.620 61.302 -4.370 -0.854 1.250  C2   528 23 
528 O14  O14  O 0 1 N N N 37.399 9.420  61.267 -4.354 -2.009 0.897  O14  528 24 
528 O13  O13  O 0 1 N N N 38.256 11.207 62.282 -5.285 -0.436 2.139  O13  528 25 
528 C3   C3   C 0 1 Y N N 38.787 11.411 59.163 -4.081 1.233  -0.022 C3   528 26 
528 C8   C8   C 0 1 Y N N 38.801 10.634 57.982 -3.921 2.540  0.398  C8   528 27 
528 C4   C4   C 0 1 Y N N 39.982 12.061 59.590 -4.897 0.948  -1.102 C4   528 28 
528 C5   C5   C 0 1 Y N N 41.175 11.918 58.842 -5.557 1.971  -1.757 C5   528 29 
528 C6   C6   C 0 1 Y N N 41.183 11.133 57.666 -5.401 3.278  -1.334 C6   528 30 
528 C7   C7   C 0 1 Y N N 39.995 10.492 57.237 -4.581 3.562  -0.258 C7   528 31 
528 C9   C9   C 0 1 N N N 40.003 9.628  55.982 -4.406 4.987  0.200  C9   528 32 
528 N10  N10  N 0 1 N N N 40.105 8.216  56.374 -3.273 5.595  -0.510 N10  528 33 
528 H37  H37  H 0 1 N N N 38.461 15.049 68.858 4.993  2.702  -1.708 H37  528 34 
528 H38  H38  H 0 1 N N N 40.623 16.299 68.942 7.228  3.649  -2.127 H38  528 35 
528 H41  H41  H 0 1 N N N 42.548 15.561 67.532 8.941  3.589  -0.360 H41  528 36 
528 H40  H40  H 0 1 N N N 42.314 13.577 66.036 8.422  2.578  1.825  H40  528 37 
528 H39  H39  H 0 1 N N N 40.155 12.323 65.949 6.189  1.629  2.243  H39  528 38 
528 H351 1H35 H 0 0 N N N 37.986 11.879 66.800 3.847  1.615  1.607  H351 528 39 
528 H352 2H35 H 0 0 N N N 37.506 12.635 68.390 3.348  2.062  -0.042 H352 528 40 
528 H341 1H34 H 0 0 N N N 35.742 13.073 66.821 4.322  -0.047 -0.909 H341 528 41 
528 H342 2H34 H 0 0 N N N 36.671 14.616 67.074 4.821  -0.494 0.740  H342 528 42 
528 H331 1H33 H 0 0 N N N 37.952 14.074 64.974 2.451  -0.452 1.468  H331 528 43 
528 H332 2H33 H 0 0 N N N 36.751 12.727 64.698 1.952  -0.005 -0.181 H332 528 44 
528 HN31 HN31 H 0 0 N N N 36.366 15.847 62.522 0.985  -3.453 0.970  HN31 528 45 
528 H27  H27  H 0 1 N N N 34.106 14.513 62.223 0.364  -1.464 -1.147 H27  528 46 
528 H28  H28  H 0 1 N N N 34.184 15.424 59.966 -1.016 -4.152 -0.728 H28  528 47 
528 H301 1H30 H 0 0 N N N 35.967 16.276 58.918 -1.266 -1.941 -2.811 H301 528 48 
528 H302 2H30 H 0 0 N N N 36.537 17.143 60.385 -1.982 -3.560 -2.996 H302 528 49 
528 H303 3H30 H 0 0 N N N 36.943 15.408 60.151 -2.517 -2.497 -1.673 H303 528 50 
528 H291 1H29 H 0 0 N N N 34.197 16.755 62.533 1.291  -4.436 -1.582 H291 528 51 
528 H292 2H29 H 0 0 N N N 35.033 17.841 61.372 0.097  -4.798 -2.852 H292 528 52 
528 H293 3H29 H 0 0 N N N 33.361 17.279 61.032 0.966  -3.245 -2.864 H293 528 53 
528 HO26 HO26 H 0 0 N N N 35.210 11.091 61.732 -2.409 -3.505 0.668  HO26 528 54 
528 H151 1H15 H 0 0 N N N 37.137 13.513 59.424 -1.898 0.122  -0.888 H151 528 55 
528 H152 2H15 H 0 0 N N N 37.742 13.312 61.111 -3.041 -1.241 -0.948 H152 528 56 
528 H1   H1   H 0 1 N N N 36.665 11.007 59.448 -2.768 0.532  1.507  H1   528 57 
528 HO13 HO13 H 0 0 N N N 38.356 10.595 63.002 -5.910 -1.095 2.469  HO13 528 58 
528 H8   H8   H 0 1 N N N 37.897 10.147 57.647 -3.280 2.762  1.238  H8   528 59 
528 H4   H4   H 0 1 N N N 39.977 12.664 60.486 -5.019 -0.072 -1.433 H4   528 60 
528 H5   H5   H 0 1 N N N 42.080 12.409 59.170 -6.194 1.749  -2.601 H5   528 61 
528 H6   H6   H 0 1 N N N 42.093 11.022 57.096 -5.916 4.077  -1.846 H6   528 62 
528 H91  1H9  H 0 1 N N N 39.073 9.788  55.417 -5.314 5.552  -0.015 H91  528 63 
528 H92  2H9  H 0 1 N N N 40.860 9.901  55.349 -4.214 5.003  1.273  H92  528 64 
528 H101 1H10 H 0 0 N N N 40.128 7.643  55.555 -3.135 6.551  -0.220 H101 528 65 
528 H102 2H10 H 0 0 N N N 40.943 8.076  56.902 -2.432 5.052  -0.379 H102 528 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 
528 C37 C36  DOUB Y N 1  
528 C37 C38  SING Y N 2  
528 C37 H37  SING N N 3  
528 C38 C41  DOUB Y N 4  
528 C38 H38  SING N N 5  
528 C41 C40  SING Y N 6  
528 C41 H41  SING N N 7  
528 C40 C39  DOUB Y N 8  
528 C40 H40  SING N N 9  
528 C39 C36  SING Y N 10 
528 C39 H39  SING N N 11 
528 C36 C35  SING N N 12 
528 C35 C34  SING N N 13 
528 C35 H351 SING N N 14 
528 C35 H352 SING N N 15 
528 C34 C33  SING N N 16 
528 C34 H341 SING N N 17 
528 C34 H342 SING N N 18 
528 C33 S32  SING N N 19 
528 C33 H331 SING N N 20 
528 C33 H332 SING N N 21 
528 S32 N31  SING N N 22 
528 S32 O32  DOUB N N 23 
528 S32 O33  DOUB N N 24 
528 N31 C27  SING N N 25 
528 N31 HN31 SING N N 26 
528 C27 C28  SING N N 27 
528 C27 P24  SING N N 28 
528 C27 H27  SING N N 29 
528 C28 C30  SING N N 30 
528 C28 C29  SING N N 31 
528 C28 H28  SING N N 32 
528 C30 H301 SING N N 33 
528 C30 H302 SING N N 34 
528 C30 H303 SING N N 35 
528 C29 H291 SING N N 36 
528 C29 H292 SING N N 37 
528 C29 H293 SING N N 38 
528 P24 O25  DOUB N N 39 
528 P24 C15  SING N N 40 
528 P24 O26  SING N N 41 
528 O26 HO26 SING N N 42 
528 C15 C1   SING N N 43 
528 C15 H151 SING N N 44 
528 C15 H152 SING N N 45 
528 C1  C3   SING N N 46 
528 C1  C2   SING N N 47 
528 C1  H1   SING N N 48 
528 C2  O14  DOUB N N 49 
528 C2  O13  SING N N 50 
528 O13 HO13 SING N N 51 
528 C3  C8   DOUB Y N 52 
528 C3  C4   SING Y N 53 
528 C8  C7   SING Y N 54 
528 C8  H8   SING N N 55 
528 C4  C5   DOUB Y N 56 
528 C4  H4   SING N N 57 
528 C5  C6   SING Y N 58 
528 C5  H5   SING N N 59 
528 C6  C7   DOUB Y N 60 
528 C6  H6   SING N N 61 
528 C7  C9   SING N N 62 
528 C9  N10  SING N N 63 
528 C9  H91  SING N N 64 
528 C9  H92  SING N N 65 
528 N10 H101 SING N N 66 
528 N10 H102 SING N N 67 
# 
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 
528 SMILES           ACDLabs              10.04 O=S(=O)(NC(C(C)C)P(=O)(O)CC(c1cccc(c1)CN)C(=O)O)CCCc2ccccc2 
528 InChI            InChI                1.02b 
InChI=1/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/t21-,22+/m0/s1/f/h26,28H 
528 InChIKey         InChI                1.02b WFFOOKSVFDUPDH-QCBKYARKDE 
528 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](N[S](=O)(=O)CCCc1ccccc1)[P@@](O)(=O)C[C@H](C(O)=O)c2cccc(CN)c2 
528 SMILES           CACTVS               3.341 CC(C)[CH](N[S](=O)(=O)CCCc1ccccc1)[P](O)(=O)C[CH](C(O)=O)c2cccc(CN)c2 
528 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@H](NS(=O)(=O)CCCc1ccccc1)[P@@](=O)(C[C@@H](c2cccc(c2)CN)C(=O)O)O 
528 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(NS(=O)(=O)CCCc1ccccc1)P(=O)(CC(c2cccc(c2)CN)C(=O)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 
528 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[3-(aminomethyl)phenyl]-3-{(R)-hydroxy[(1R)-2-methyl-1-{[(3-phenylpropyl)sulfonyl]amino}propyl]phosphoryl}propanoic acid" 
528 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[3-(aminomethyl)phenyl]-3-[hydroxy-[(1R)-2-methyl-1-(3-phenylpropylsulfonylamino)propyl]phosphoryl]propanoic acid"        
# 
