data_PM4
# 
_chem_comp.id                                    PM4 
_chem_comp.name                                  "S-(2-{[N-(2-HYDROXY-4-{[HYDROXY(OXIDO)PHOSPHINO]OXY}-3,3-DIMETHYLBUTANOYL)-BETA-ALANYL]AMINO}ETHYL) HEXANETHIOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H33 N2 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-19 
_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                        440.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PM4 
_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        2FAC 
_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 
PM4 O23  O23  O 0 1 N N N 10.835 28.404 25.417 -9.036 3.378  -0.864 O23  PM4 1  
PM4 P24  P24  P 0 1 N N S 10.332 27.800 24.092 -8.725 1.953  -0.182 P24  PM4 2  
PM4 O26  O26  O 0 1 N N N 9.210  26.805 24.364 -8.779 2.088  1.291  O26  PM4 3  
PM4 O27  O27  O 0 1 N N N 9.779  28.961 23.242 -7.258 1.456  -0.622 O27  PM4 4  
PM4 C28  C28  C 0 1 N N N 9.156  28.760 21.994 -6.897 0.397  0.267  C28  PM4 5  
PM4 C29  C29  C 0 1 N N N 8.556  30.094 21.514 -5.505 -0.123 -0.099 C29  PM4 6  
PM4 C30  C30  C 0 1 N N N 7.600  29.804 20.339 -4.488 1.013  0.022  C30  PM4 7  
PM4 C31  C31  C 0 1 N N N 7.752  30.686 22.697 -5.517 -0.646 -1.536 C31  PM4 8  
PM4 C32  C32  C 0 1 N N R 9.660  31.083 21.071 -5.118 -1.257 0.853  C32  PM4 9  
PM4 O33  O33  O 0 1 N N N 10.391 30.487 19.994 -6.140 -2.257 0.843  O33  PM4 10 
PM4 C34  C34  C 0 1 N N N 8.960  32.365 20.581 -3.815 -1.866 0.405  C34  PM4 11 
PM4 O35  O35  O 0 1 N N N 8.386  33.111 21.377 -3.806 -2.957 -0.126 O35  PM4 12 
PM4 N36  N36  N 0 1 N N N 9.004  32.625 19.277 -2.659 -1.200 0.595  N36  PM4 13 
PM4 C37  C37  C 0 1 N N N 8.372  33.802 18.670 -1.397 -1.773 0.121  C37  PM4 14 
PM4 C38  C38  C 0 1 N N N 8.961  34.231 17.330 -0.246 -0.822 0.460  C38  PM4 15 
PM4 C39  C39  C 0 1 N N N 10.407 34.658 17.393 1.052  -1.412 -0.027 C39  PM4 16 
PM4 O40  O40  O 0 1 N N N 11.330 33.844 17.308 1.057  -2.486 -0.589 O40  PM4 17 
PM4 N41  N41  N 0 1 N N N 10.573 35.971 17.543 2.208  -0.745 0.163  N41  PM4 18 
PM4 C42  C42  C 0 1 N N N 11.834 36.695 17.623 3.471  -1.318 -0.311 C42  PM4 19 
PM4 C43  C43  C 0 1 N N N 12.176 37.149 16.209 4.621  -0.368 0.028  C43  PM4 20 
PM4 S1   S1   S 0 1 N N N 13.654 38.141 15.885 6.181  -1.076 -0.557 S1   PM4 21 
PM4 C1   C1   C 0 1 N N N 13.401 39.681 16.722 7.267  0.152  -0.064 C1   PM4 22 
PM4 O1   O1   O 0 1 N N N 12.375 39.875 17.363 6.851  1.137  0.508  O1   PM4 23 
PM4 C2   C2   C 0 1 N N N 14.510 40.733 16.601 8.742  0.009  -0.342 C2   PM4 24 
PM4 C3   C3   C 0 1 N N N 14.048 42.018 15.959 9.483  1.234  0.197  C3   PM4 25 
PM4 C4   C4   C 0 1 N N N 15.211 42.995 15.768 10.980 1.088  -0.085 C4   PM4 26 
PM4 C5   C5   C 0 1 N N N 15.905 43.365 17.024 11.722 2.313  0.453  C5   PM4 27 
PM4 C6   C6   C 0 1 N N N 17.029 44.362 16.703 13.219 2.168  0.172  C6   PM4 28 
PM4 H23  H23  H 0 1 N N N 10.939 27.713 26.061 -9.921 3.638  -0.575 H23  PM4 29 
PM4 H24  H24  H 0 1 N N N 11.387 27.124 23.423 -9.693 1.004  -0.605 H24  PM4 30 
PM4 H281 1H28 H 0 0 N N N 8.359  28.008 22.093 -7.621 -0.413 0.181  H281 PM4 31 
PM4 H282 2H28 H 0 0 N N N 9.897  28.404 21.264 -6.888 0.769  1.291  H282 PM4 32 
PM4 H301 1H30 H 0 0 N N N 7.882  28.853 19.864 -3.524 0.680  -0.363 H301 PM4 33 
PM4 H302 2H30 H 0 0 N N N 7.668  30.617 19.601 -4.833 1.872  -0.554 H302 PM4 34 
PM4 H303 3H30 H 0 0 N N N 6.568  29.735 20.714 -4.382 1.297  1.069  H303 PM4 35 
PM4 H311 1H31 H 0 0 N N N 6.940  29.996 22.970 -6.242 -1.456 -1.622 H311 PM4 36 
PM4 H312 2H31 H 0 0 N N N 7.326  31.656 22.401 -5.793 0.162  -2.214 H312 PM4 37 
PM4 H313 3H31 H 0 0 N N N 8.419  30.826 23.560 -4.526 -1.017 -1.797 H313 PM4 38 
PM4 H32  H32  H 0 1 N N N 10.350 31.318 21.894 -5.007 -0.862 1.863  H32  PM4 39 
PM4 H33  H33  H 0 1 N N N 9.812  30.355 19.253 -6.206 -2.579 -0.066 H33  PM4 40 
PM4 H36  H36  H 0 1 N N N 9.492  31.987 18.681 -2.663 -0.340 1.045  H36  PM4 41 
PM4 H371 1H37 H 0 0 N N N 8.540  34.638 19.365 -1.444 -1.915 -0.958 H371 PM4 42 
PM4 H372 2H37 H 0 0 N N N 7.310  33.564 18.507 -1.229 -2.734 0.607  H372 PM4 43 
PM4 H381 1H38 H 0 0 N N N 8.386  35.108 16.997 -0.198 -0.680 1.540  H381 PM4 44 
PM4 H382 2H38 H 0 0 N N N 8.891  33.376 16.642 -0.414 0.139  -0.026 H382 PM4 45 
PM4 H41  H41  H 0 1 N N N 9.740  36.520 17.608 2.204  0.114  0.613  H41  PM4 46 
PM4 H421 1H42 H 0 0 N N N 12.629 36.054 18.032 3.423  -1.461 -1.390 H421 PM4 47 
PM4 H422 2H42 H 0 0 N N N 11.734 37.564 18.290 3.638  -2.279 0.176  H422 PM4 48 
PM4 H431 1H43 H 0 0 N N N 11.353 37.836 15.960 4.669  -0.226 1.108  H431 PM4 49 
PM4 H432 2H43 H 0 0 N N N 12.297 36.228 15.619 4.453  0.593  -0.458 H432 PM4 50 
PM4 H21  1H2  H 0 1 N N N 15.295 40.309 15.957 8.903  -0.070 -1.417 H21  PM4 51 
PM4 H22  2H2  H 0 1 N N N 14.874 40.966 17.612 9.118  -0.889 0.149  H22  PM4 52 
PM4 H31  1H3  H 0 1 N N N 13.304 42.488 16.618 9.322  1.312  1.272  H31  PM4 53 
PM4 H32A 2H3  H 0 0 N N N 13.612 41.787 14.976 9.107  2.131  -0.294 H32A PM4 54 
PM4 H41A 1H4  H 0 0 N N N 14.785 43.921 15.354 11.141 1.010  -1.160 H41A PM4 55 
PM4 H42  2H4  H 0 1 N N N 15.946 42.520 15.102 11.357 0.191  0.405  H42  PM4 56 
PM4 H51  1H5  H 0 1 N N N 16.331 42.465 17.491 11.561 2.392  1.529  H51  PM4 57 
PM4 H52  2H5  H 0 1 N N N 15.189 43.828 17.719 11.345 3.211  -0.037 H52  PM4 58 
PM4 H61  1H6  H 0 1 N N N 18.000 43.916 16.965 13.747 3.041  0.555  H61  PM4 59 
PM4 H62  2H6  H 0 1 N N N 16.879 45.283 17.285 13.595 1.271  0.662  H62  PM4 60 
PM4 H63  3H6  H 0 1 N N N 17.013 44.600 15.629 13.380 2.089  -0.904 H63  PM4 61 
# 
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 
PM4 O23 P24  SING N N 1  
PM4 O23 H23  SING N N 2  
PM4 P24 O26  DOUB N N 3  
PM4 P24 O27  SING N N 4  
PM4 P24 H24  SING N N 5  
PM4 O27 C28  SING N N 6  
PM4 C28 C29  SING N N 7  
PM4 C28 H281 SING N N 8  
PM4 C28 H282 SING N N 9  
PM4 C29 C30  SING N N 10 
PM4 C29 C31  SING N N 11 
PM4 C29 C32  SING N N 12 
PM4 C30 H301 SING N N 13 
PM4 C30 H302 SING N N 14 
PM4 C30 H303 SING N N 15 
PM4 C31 H311 SING N N 16 
PM4 C31 H312 SING N N 17 
PM4 C31 H313 SING N N 18 
PM4 C32 O33  SING N N 19 
PM4 C32 C34  SING N N 20 
PM4 C32 H32  SING N N 21 
PM4 O33 H33  SING N N 22 
PM4 C34 O35  DOUB N N 23 
PM4 C34 N36  SING N N 24 
PM4 N36 C37  SING N N 25 
PM4 N36 H36  SING N N 26 
PM4 C37 C38  SING N N 27 
PM4 C37 H371 SING N N 28 
PM4 C37 H372 SING N N 29 
PM4 C38 C39  SING N N 30 
PM4 C38 H381 SING N N 31 
PM4 C38 H382 SING N N 32 
PM4 C39 O40  DOUB N N 33 
PM4 C39 N41  SING N N 34 
PM4 N41 C42  SING N N 35 
PM4 N41 H41  SING N N 36 
PM4 C42 C43  SING N N 37 
PM4 C42 H421 SING N N 38 
PM4 C42 H422 SING N N 39 
PM4 C43 S1   SING N N 40 
PM4 C43 H431 SING N N 41 
PM4 C43 H432 SING N N 42 
PM4 S1  C1   SING N N 43 
PM4 C1  O1   DOUB N N 44 
PM4 C1  C2   SING N N 45 
PM4 C2  C3   SING N N 46 
PM4 C2  H21  SING N N 47 
PM4 C2  H22  SING N N 48 
PM4 C3  C4   SING N N 49 
PM4 C3  H31  SING N N 50 
PM4 C3  H32A SING N N 51 
PM4 C4  C5   SING N N 52 
PM4 C4  H41A SING N N 53 
PM4 C4  H42  SING N N 54 
PM4 C5  C6   SING N N 55 
PM4 C5  H51  SING N N 56 
PM4 C5  H52  SING N N 57 
PM4 C6  H61  SING N N 58 
PM4 C6  H62  SING N N 59 
PM4 C6  H63  SING N N 60 
# 
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 
PM4 SMILES           ACDLabs              10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)O)CCCCC                                                                                                                               
PM4 InChI            InChI                1.02b InChI=1/C17H33N2O7PS/c1-4-5-6-7-14(21)28-11-10-18-13(20)8-9-19-16(23)15(22)17(2,3)12-26-27(24)25/h15,22,27H,4-12H2,1-3H3,(H,18,20)(H,19,23)(H,24,25)/t15-/m0/s1/f/h18-19,24H 
PM4 InChIKey         InChI                1.02b RXYQLYCKZTXHTF-PMUYRMDSDQ                                                                                                                                                    
PM4 SMILES_CANONICAL CACTVS               3.341 CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P@@H](O)=O                                                                                                                      
PM4 SMILES           CACTVS               3.341 CCCCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[PH](O)=O                                                                                                                         
PM4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO[P@H](=O)O)O                                                                                                                      
PM4 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=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 
PM4 "SYSTEMATIC NAME" ACDLabs              10.04 "S-[2-({N-[(2R)-2-hydroxy-4-{[(R)-hydroxy(oxido)phosphanyl]oxy}-3,3-dimethylbutanoyl]-beta-alanyl}amino)ethyl] hexanethioate" 
PM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R)-4-[[3-(2-hexanoylsulfanylethylamino)-3-oxo-propyl]amino]-3-hydroxy-2,2-dimethyl-4-oxo-butoxy]phosphinic acid"          
# 
