data_P52
# 
_chem_comp.id                                    P52 
_chem_comp.name                                  "Nalpha-[(2S)-2-{[[(1R)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]methyl}-4-methylpentanoyl]-L-tryptophanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H37 N4 O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-03-06 
_chem_comp.pdbx_modified_date                    2013-12-06 
_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                        512.581 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P52 
_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        4JBS 
_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 
P52 O1  O1  O 0 1 N N N 15.990 13.698 60.521 2.044  2.022  0.912  O1  P52 1  
P52 O2  O2  O 0 1 N N N 16.323 11.840 62.010 1.562  -0.228 -0.125 O2  P52 2  
P52 C1  C1  C 0 1 N N N 19.860 11.109 59.327 4.176  -0.320 -0.966 C1  P52 3  
P52 C2  C2  C 0 1 Y N N 20.591 9.776  59.541 5.518  -0.841 -0.521 C2  P52 4  
P52 C3  C3  C 0 1 Y N N 19.972 8.564  59.818 5.826  -0.898 0.826  C3  P52 5  
P52 C4  C4  C 0 1 Y N N 20.775 7.434  60.022 7.057  -1.377 1.234  C4  P52 6  
P52 C5  C5  C 0 1 Y N N 22.138 7.446  59.966 7.980  -1.798 0.295  C5  P52 7  
P52 C6  C6  C 0 1 Y N N 22.774 8.663  59.690 7.673  -1.741 -1.051 C6  P52 8  
P52 N1  N1  N 0 1 N N N 18.866 13.500 61.235 2.984  3.173  -1.844 N1  P52 9  
P52 C7  C7  C 0 1 Y N N 21.980 9.802  59.486 6.439  -1.268 -1.459 C7  P52 10 
P52 C8  C8  C 0 1 N N N 19.016 11.411 60.579 4.263  1.192  -1.184 C8  P52 11 
P52 O3  O3  O 0 1 N N N 17.248 8.797  60.944 -2.442 1.583  -1.803 O3  P52 12 
P52 C9  C9  C 0 1 N N R 18.370 12.600 60.460 2.901  1.722  -1.635 C9  P52 13 
P52 C10 C10 C 0 1 N N N 16.276 8.894  60.218 -2.318 1.237  -0.647 C10 P52 14 
P52 C11 C11 C 0 1 N N N 16.061 11.401 59.562 0.031  1.994  -0.892 C11 P52 15 
P52 C12 C12 C 0 1 N N S 15.407 10.147 60.221 -1.045 1.544  0.098  C12 P52 16 
P52 N2  N2  N 0 1 N N N 15.956 7.804  59.360 -3.319 0.579  -0.030 N2  P52 17 
P52 C13 C13 C 0 1 N N N 14.027 9.864  59.552 -1.304 2.661  1.112  C13 P52 18 
P52 C14 C14 C 0 1 N N N 12.821 10.316 60.400 -0.088 2.811  2.027  C14 P52 19 
P52 C15 C15 C 0 1 N N N 11.517 10.458 59.610 -0.315 3.978  2.990  C15 P52 20 
P52 C16 C16 C 0 1 N N N 13.151 11.664 61.041 0.110  1.522  2.827  C16 P52 21 
P52 C17 C17 C 0 1 N N S 15.637 6.422  59.004 -4.511 0.184  -0.784 C17 P52 22 
P52 N3  N3  N 0 1 Y N N 16.578 5.914  63.453 -3.101 -4.015 -1.138 N3  P52 23 
P52 P1  P1  P 0 1 N N N 16.616 12.394 60.691 1.654  1.363  -0.354 P1  P52 24 
P52 C18 C18 C 0 1 N N N 14.164 6.101  59.263 -5.529 1.294  -0.732 C18 P52 25 
P52 C19 C19 C 0 1 N N N 16.541 5.443  59.768 -5.108 -1.084 -0.170 C19 P52 26 
P52 C20 C20 C 0 1 Y N N 16.336 5.455  61.265 -4.137 -2.225 -0.332 C20 P52 27 
P52 C21 C21 C 0 1 Y N N 17.056 6.162  62.184 -4.132 -3.134 -1.321 C21 P52 28 
P52 C22 C22 C 0 1 Y N N 15.350 4.717  62.011 -3.020 -2.553 0.557  C22 P52 29 
P52 C23 C23 C 0 1 Y N N 15.530 5.036  63.373 -2.403 -3.690 0.003  C23 P52 30 
P52 C24 C24 C 0 1 Y N N 14.325 3.831  61.657 -2.519 -1.991 1.732  C24 P52 31 
P52 C25 C25 C 0 1 Y N N 14.736 4.499  64.380 -1.295 -4.241 0.638  C25 P52 32 
P52 C26 C26 C 0 1 Y N N 13.538 3.290  62.661 -1.429 -2.549 2.340  C26 P52 33 
P52 C27 C27 C 0 1 Y N N 13.747 3.630  64.007 -0.817 -3.670 1.798  C27 P52 34 
P52 O4  O4  O 0 1 N N N 13.507 6.787  60.048 -5.469 2.131  0.144  O4  P52 35 
P52 N4  N4  N 0 1 N N N 13.465 5.203  58.388 -6.506 1.358  -1.658 N4  P52 36 
P52 H1  H1  H 0 1 N N N 15.778 12.448 62.495 1.311  -0.725 -0.915 H1  P52 37 
P52 H2  H2  H 0 1 N N N 20.594 11.914 59.171 3.888  -0.805 -1.898 H2  P52 38 
P52 H3  H3  H 0 1 N N N 19.204 11.035 58.447 3.431  -0.534 -0.200 H3  P52 39 
P52 H4  H4  H 0 1 N N N 18.896 8.494  59.875 5.104  -0.569 1.559  H4  P52 40 
P52 H5  H5  H 0 1 N N N 20.285 6.496  60.237 7.297  -1.421 2.286  H5  P52 41 
P52 H6  H6  H 0 1 N N N 22.709 6.544  60.130 8.942  -2.171 0.614  H6  P52 42 
P52 H7  H7  H 0 1 N N N 23.851 8.723  59.635 8.394  -2.070 -1.784 H7  P52 43 
P52 H8  H8  H 0 1 N N N 18.363 14.356 61.117 2.115  3.537  -2.205 H8  P52 44 
P52 H9  H9  H 0 1 N N N 18.792 13.199 62.186 3.249  3.646  -0.993 H9  P52 45 
P52 H11 H11 H 0 1 N N N 22.470 10.741 59.277 6.197  -1.228 -2.511 H11 P52 46 
P52 H12 H12 H 0 1 N N N 18.273 10.611 60.713 4.550  1.678  -0.251 H12 P52 47 
P52 H13 H13 H 0 1 N N N 19.677 11.448 61.457 5.008  1.406  -1.949 H13 P52 48 
P52 H14 H14 H 0 1 N N N 18.458 12.934 59.416 2.613  1.236  -2.568 H14 P52 49 
P52 H15 H15 H 0 1 N N N 16.894 11.081 58.919 -0.201 1.602  -1.883 H15 P52 50 
P52 H16 H16 H 0 1 N N N 15.309 11.926 58.954 0.058  3.083  -0.929 H16 P52 51 
P52 H17 H17 H 0 1 N N N 15.207 10.405 61.272 -0.706 0.650  0.622  H17 P52 52 
P52 H18 H18 H 0 1 N N N 15.939 8.251  58.465 -3.250 0.366  0.914  H18 P52 53 
P52 H19 H19 H 0 1 N N N 13.993 10.395 58.589 -1.479 3.598  0.583  H19 P52 54 
P52 H20 H20 H 0 1 N N N 13.942 8.781  59.377 -2.181 2.413  1.710  H20 P52 55 
P52 H21 H21 H 0 1 N N N 12.665 9.578  61.200 0.799  3.004  1.424  H21 P52 56 
P52 H22 H22 H 0 1 N N N 10.712 10.782 60.286 -1.202 3.785  3.593  H22 P52 57 
P52 H23 H23 H 0 1 N N N 11.650 11.205 58.814 0.551  4.085  3.642  H23 P52 58 
P52 H24 H24 H 0 1 N N N 11.252 9.489  59.163 -0.456 4.897  2.420  H24 P52 59 
P52 H25 H25 H 0 1 N N N 12.299 12.000 61.650 0.918  1.661  3.546  H25 P52 60 
P52 H26 H26 H 0 1 N N N 14.039 11.558 61.681 -0.810 1.278  3.358  H26 P52 61 
P52 H27 H27 H 0 1 N N N 13.353 12.405 60.253 0.364  0.708  2.148  H27 P52 62 
P52 H28 H28 H 0 1 N N N 15.827 6.283  57.929 -4.238 -0.009 -1.822 H28 P52 63 
P52 H29 H29 H 0 1 N N N 16.939 6.311  64.297 -2.895 -4.760 -1.724 H29 P52 64 
P52 H30 H30 H 0 1 N N N 16.339 4.426  59.400 -5.299 -0.918 0.891  H30 P52 65 
P52 H31 H31 H 0 1 N N N 17.589 5.706  59.561 -6.043 -1.327 -0.674 H31 P52 66 
P52 H32 H32 H 0 1 N N N 17.880 6.820  61.951 -4.836 -3.165 -2.138 H32 P52 67 
P52 H33 H33 H 0 1 N N N 14.151 3.575  60.622 -2.990 -1.118 2.160  H33 P52 68 
P52 H34 H34 H 0 1 N N N 14.894 4.758  65.417 -0.812 -5.114 0.224  H34 P52 69 
P52 H35 H35 H 0 1 N N N 12.751 2.596  62.404 -1.042 -2.115 3.250  H35 P52 70 
P52 H36 H36 H 0 1 N N N 13.113 3.196  64.766 0.043  -4.100 2.289  H36 P52 71 
P52 H37 H37 H 0 1 N N N 12.467 5.145  58.424 -6.554 0.689  -2.359 H37 P52 72 
P52 H38 H38 H 0 1 N N N 13.976 4.636  57.742 -7.161 2.072  -1.625 H38 P52 73 
# 
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 
P52 N4  C18 SING N N 1  
P52 C17 C18 SING N N 2  
P52 C17 N2  SING N N 3  
P52 C17 C19 SING N N 4  
P52 C18 O4  DOUB N N 5  
P52 C1  C2  SING N N 6  
P52 C1  C8  SING N N 7  
P52 N2  C10 SING N N 8  
P52 C7  C2  DOUB Y N 9  
P52 C7  C6  SING Y N 10 
P52 C2  C3  SING Y N 11 
P52 C13 C12 SING N N 12 
P52 C13 C14 SING N N 13 
P52 C11 C12 SING N N 14 
P52 C11 P1  SING N N 15 
P52 C15 C14 SING N N 16 
P52 C6  C5  DOUB Y N 17 
P52 C19 C20 SING N N 18 
P52 C3  C4  DOUB Y N 19 
P52 C5  C4  SING Y N 20 
P52 C10 C12 SING N N 21 
P52 C10 O3  DOUB N N 22 
P52 C14 C16 SING N N 23 
P52 C9  C8  SING N N 24 
P52 C9  P1  SING N N 25 
P52 C9  N1  SING N N 26 
P52 O1  P1  DOUB N N 27 
P52 P1  O2  SING N N 28 
P52 C20 C22 SING Y N 29 
P52 C20 C21 DOUB Y N 30 
P52 C24 C22 DOUB Y N 31 
P52 C24 C26 SING Y N 32 
P52 C22 C23 SING Y N 33 
P52 C21 N3  SING Y N 34 
P52 C26 C27 DOUB Y N 35 
P52 C23 N3  SING Y N 36 
P52 C23 C25 DOUB Y N 37 
P52 C27 C25 SING Y N 38 
P52 O2  H1  SING N N 39 
P52 C1  H2  SING N N 40 
P52 C1  H3  SING N N 41 
P52 C3  H4  SING N N 42 
P52 C4  H5  SING N N 43 
P52 C5  H6  SING N N 44 
P52 C6  H7  SING N N 45 
P52 N1  H8  SING N N 46 
P52 N1  H9  SING N N 47 
P52 C7  H11 SING N N 48 
P52 C8  H12 SING N N 49 
P52 C8  H13 SING N N 50 
P52 C9  H14 SING N N 51 
P52 C11 H15 SING N N 52 
P52 C11 H16 SING N N 53 
P52 C12 H17 SING N N 54 
P52 N2  H18 SING N N 55 
P52 C13 H19 SING N N 56 
P52 C13 H20 SING N N 57 
P52 C14 H21 SING N N 58 
P52 C15 H22 SING N N 59 
P52 C15 H23 SING N N 60 
P52 C15 H24 SING N N 61 
P52 C16 H25 SING N N 62 
P52 C16 H26 SING N N 63 
P52 C16 H27 SING N N 64 
P52 C17 H28 SING N N 65 
P52 N3  H29 SING N N 66 
P52 C19 H30 SING N N 67 
P52 C19 H31 SING N N 68 
P52 C21 H32 SING N N 69 
P52 C24 H33 SING N N 70 
P52 C25 H34 SING N N 71 
P52 C26 H35 SING N N 72 
P52 C27 H36 SING N N 73 
P52 N4  H37 SING N N 74 
P52 N4  H38 SING N N 75 
# 
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 
P52 SMILES           ACDLabs              12.01 "O=P(O)(C(N)CCc1ccccc1)CC(C(=O)NC(C(=O)N)Cc3c2ccccc2nc3)CC(C)C" 
P52 InChI            InChI                1.03  
"InChI=1S/C27H37N4O4P/c1-18(2)14-21(17-36(34,35)25(28)13-12-19-8-4-3-5-9-19)27(33)31-24(26(29)32)15-20-16-30-23-11-7-6-10-22(20)23/h3-11,16,18,21,24-25,30H,12-15,17,28H2,1-2H3,(H2,29,32)(H,31,33)(H,34,35)/t21-,24+,25-/m1/s1" 
P52 InChIKey         InChI                1.03  QKFOTLXPIIESQI-IEZKXTBUSA-N 
P52 SMILES_CANONICAL CACTVS               3.370 "CC(C)C[C@H](C[P](O)(=O)[C@@H](N)CCc1ccccc1)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(N)=O" 
P52 SMILES           CACTVS               3.370 "CC(C)C[CH](C[P](O)(=O)[CH](N)CCc1ccccc1)C(=O)N[CH](Cc2c[nH]c3ccccc23)C(N)=O" 
P52 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@H](CP(=O)([C@H](CCc1ccccc1)N)O)C(=O)N[C@@H](Cc2c[nH]c3c2cccc3)C(=O)N" 
P52 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)CC(CP(=O)(C(CCc1ccccc1)N)O)C(=O)NC(Cc2c[nH]c3c2cccc3)C(=O)N" 
# 
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 
P52 "SYSTEMATIC NAME" ACDLabs              12.01 "Nalpha-[(2S)-2-{[(R)-[(1R)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]methyl}-4-methylpentanoyl]-L-tryptophanamide"                               
P52 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2S)-2-[[(2S)-1-azanyl-3-(1H-indol-3-yl)-1-oxidanylidene-propan-2-yl]carbamoyl]-4-methyl-pentyl]-[(1R)-1-azanyl-3-phenyl-propyl]phosphinic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
P52 "Create component"   2013-03-06 RCSB 
P52 "Other modification" 2013-04-09 RCSB 
P52 "Modify name"        2013-04-24 RCSB 
P52 "Initial release"    2013-12-11 RCSB 
# 
