data_XFI
# 
_chem_comp.id                                    XFI 
_chem_comp.name                                  "N-((1S,2R)-3-(((1S)-2-(CYCLOHEXYLAMINO)-1-METHYL-2-OXOETHYL)AMINO)-2-HYDROXY-1-( PHENYLMETHYL)PROPYL)-3-((METHYLSULFONYL)(PHENYL)AMINO) BENZAMIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H42 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-05-24 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        606.775 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XFI 
_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        2XFI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
XFI C1   C1   C 0 1 N N N 29.607 6.381  36.401 -6.381  -1.608 1.302  C1   XFI 1  
XFI C2   C2   C 0 1 N N S 28.923 6.731  35.091 -5.906  -0.680 0.182  C2   XFI 2  
XFI N3   N3   N 0 1 N N N 28.141 5.579  34.577 -4.722  0.064  0.631  N3   XFI 3  
XFI C4   C4   C 0 1 N N N 28.986 4.433  34.191 -3.497  -0.717 0.417  C4   XFI 4  
XFI C5   C5   C 0 1 N N R 28.211 3.567  33.197 -2.288  0.090  0.896  C5   XFI 5  
XFI O6   O6   O 0 1 N N N 27.875 4.443  32.115 -2.372  0.280  2.309  O6   XFI 6  
XFI C7   C7   C 0 1 N N S 29.021 2.367  32.728 -1.003  -0.670 0.560  C7   XFI 7  
XFI C8   C8   C 0 1 N N N 28.378 1.643  31.549 -0.959  -1.976 1.355  C8   XFI 8  
XFI C9   C9   C 0 1 Y N N 29.033 0.313  31.265 0.243   -2.781 0.934  C9   XFI 9  
XFI C10  C10  C 0 1 Y N N 30.400 0.203  31.056 1.450   -2.613 1.587  C10  XFI 10 
XFI C11  C11  C 0 1 Y N N 30.970 -1.034 30.803 2.553   -3.351 1.201  C11  XFI 11 
XFI C12  C12  C 0 1 Y N N 30.181 -2.170 30.753 2.449   -4.258 0.162  C12  XFI 12 
XFI C13  C13  C 0 1 Y N N 28.822 -2.065 30.957 1.242   -4.426 -0.490 C13  XFI 13 
XFI C14  C14  C 0 1 Y N N 28.252 -0.830 31.211 0.138   -3.691 -0.101 C14  XFI 14 
XFI N15  N15  N 0 1 N N N 29.237 1.427  33.834 0.157   0.154  0.910  N15  XFI 15 
XFI C16  C16  C 0 1 N N N 30.447 1.353  34.468 1.334   -0.038 0.282  C16  XFI 16 
XFI O17  O17  O 0 1 N N N 31.361 2.164  34.317 1.433   -0.895 -0.574 O17  XFI 17 
XFI C18  C18  C 0 1 Y N N 30.568 0.192  35.370 2.504   0.793  0.635  C18  XFI 18 
XFI C19  C19  C 0 1 Y N N 30.022 -1.027 35.012 2.393   1.778  1.618  C19  XFI 19 
XFI C20  C20  C 0 1 Y N N 30.126 -2.113 35.871 3.487   2.553  1.946  C20  XFI 20 
XFI C21  C21  C 0 1 Y N N 30.785 -1.978 37.086 4.695   2.358  1.304  C21  XFI 21 
XFI C22  C22  C 0 1 Y N N 31.330 -0.747 37.424 4.817   1.380  0.324  C22  XFI 22 
XFI C23  C23  C 0 1 Y N N 31.222 0.340  36.575 3.725   0.592  -0.009 C23  XFI 23 
XFI N24  N24  N 0 1 N N N 32.028 -0.549 38.663 6.041   1.187  -0.322 N24  XFI 24 
XFI C25  C25  C 0 1 Y N N 33.366 -0.039 38.607 6.344   -0.054 -0.888 C25  XFI 25 
XFI C26  C26  C 0 1 Y N N 34.344 -0.807 38.015 6.526   -0.167 -2.261 C26  XFI 26 
XFI C27  C27  C 0 1 Y N N 35.628 -0.300 37.958 6.825   -1.395 -2.818 C27  XFI 27 
XFI C28  C28  C 0 1 Y N N 35.904 0.937  38.493 6.943   -2.511 -2.010 C28  XFI 28 
XFI C29  C29  C 0 1 Y N N 34.916 1.693  39.081 6.761   -2.403 -0.644 C29  XFI 29 
XFI C30  C30  C 0 1 Y N N 33.629 1.206  39.141 6.468   -1.177 -0.080 C30  XFI 30 
XFI S31  S31  S 0 1 N N N 31.515 -1.249 40.112 7.133   2.428  -0.416 S31  XFI 31 
XFI C32  C32  C 0 1 N N N 32.464 -2.743 40.198 8.039   2.355  1.153  C32  XFI 32 
XFI O33  O33  O 0 1 N N N 30.133 -1.625 39.961 7.980   2.069  -1.499 O33  XFI 33 
XFI O34  O34  O 0 1 N N N 31.971 -0.425 41.207 6.328   3.599  -0.473 O34  XFI 34 
XFI C35  C35  C 0 1 N N N 29.947 7.173  34.061 -7.006  0.289  -0.167 C35  XFI 35 
XFI O36  O36  O 0 1 N N N 31.144 6.898  34.121 -6.822  1.482  -0.053 O36  XFI 36 
XFI N37  N37  N 0 1 N N N 29.399 7.933  33.052 -8.195  -0.171 -0.607 N37  XFI 37 
XFI C38  C38  C 0 1 N N N 30.254 8.409  31.961 -9.264  0.771  -0.946 C38  XFI 38 
XFI C39  C39  C 0 1 N N N 29.513 8.247  30.657 -10.214 0.123  -1.955 C39  XFI 39 
XFI C40  C40  C 0 1 N N N 30.316 8.741  29.456 -11.331 1.107  -2.310 C40  XFI 40 
XFI C41  C41  C 0 1 N N N 30.694 10.197 29.649 -12.107 1.475  -1.044 C41  XFI 41 
XFI C42  C42  C 0 1 N N N 31.473 10.329 30.952 -11.157 2.124  -0.034 C42  XFI 42 
XFI C43  C43  C 0 1 N N N 30.613 9.870  32.131 -10.040 1.140  0.320  C43  XFI 43 
XFI H11C H11C H 0 0 N N N 30.692 6.296  36.238 -6.636  -1.016 2.181  H11C XFI 44 
XFI H12C H12C H 0 0 N N N 29.408 7.171  37.141 -7.259  -2.161 0.969  H12C XFI 45 
XFI H13C H13C H 0 0 N N N 29.217 5.422  36.773 -5.585  -2.309 1.554  H13C XFI 46 
XFI H2   H2   H 0 1 N N N 28.228 7.563  35.279 -5.651  -1.272 -0.697 H2   XFI 47 
XFI H3   H3   H 0 1 N N N 27.515 5.279  35.296 -4.664  0.961  0.173  H3   XFI 48 
XFI H41C H41C H 0 0 N N N 29.913 4.796  33.724 -3.557  -1.649 0.979  H41C XFI 49 
XFI H42C H42C H 0 0 N N N 29.245 3.841  35.081 -3.388  -0.939 -0.645 H42C XFI 50 
XFI H5   H5   H 0 1 N N N 27.313 3.132  33.659 -2.278  1.059  0.398  H5   XFI 51 
XFI H6   H6   H 0 1 N N N 27.801 5.333  32.439 -2.386  -0.542 2.817  H6   XFI 52 
XFI H7   H7   H 0 1 N N N 29.989 2.759  32.381 -0.981  -0.893 -0.507 H7   XFI 53 
XFI H81C H81C H 0 0 N N N 27.318 1.467  31.783 -0.891  -1.751 2.420  H81C XFI 54 
XFI H82C H82C H 0 0 N N N 28.499 2.276  30.658 -1.866  -2.549 1.163  H82C XFI 55 
XFI H15  H15  H 0 1 N N N 28.489 0.832  34.128 0.078   0.838  1.593  H15  XFI 56 
XFI H10  H10  H 0 1 N N N 31.022 1.085  31.091 1.532   -1.905 2.398  H10  XFI 57 
XFI H14  H14  H 0 1 N N N 27.186 -0.756 31.369 -0.807  -3.825 -0.607 H14  XFI 58 
XFI H11  H11  H 0 1 N N N 32.035 -1.112 30.644 3.497   -3.219 1.710  H11  XFI 59 
XFI H12  H12  H 0 1 N N N 30.628 -3.133 30.555 3.311   -4.834 -0.140 H12  XFI 60 
XFI H13  H13  H 0 1 N N N 28.201 -2.948 30.919 1.160   -5.134 -1.301 H13  XFI 61 
XFI H19  H19  H 0 1 N N N 29.515 -1.134 34.065 1.450   1.934  2.122  H19  XFI 62 
XFI H23  H23  H 0 1 N N N 31.645 1.294  36.853 3.818   -0.171 -0.767 H23  XFI 63 
XFI H20  H20  H 0 1 N N N 29.694 -3.063 35.594 3.398   3.315  2.706  H20  XFI 64 
XFI H21  H21  H 0 1 N N N 30.872 -2.819 37.758 5.548   2.968  1.565  H21  XFI 65 
XFI H26  H26  H 0 1 N N N 34.113 -1.780 37.606 6.434   0.705  -2.892 H26  XFI 66 
XFI H30  H30  H 0 1 N N N 32.841 1.787  39.597 6.332   -1.092 0.988  H30  XFI 67 
XFI H27  H27  H 0 1 N N N 36.415 -0.875 37.493 6.967   -1.483 -3.885 H27  XFI 68 
XFI H28  H28  H 0 1 N N N 36.913 1.321  38.451 7.177   -3.470 -2.448 H28  XFI 69 
XFI H29  H29  H 0 1 N N N 35.149 2.664  39.494 6.854   -3.277 -0.016 H29  XFI 70 
XFI H321 H321 H 0 0 N N N 32.661 -3.112 39.181 8.406   1.341  1.314  H321 XFI 71 
XFI H322 H322 H 0 0 N N N 33.419 -2.542 40.706 8.882   3.045  1.119  H322 XFI 72 
XFI H323 H323 H 0 0 N N N 31.902 -3.502 40.761 7.374   2.633  1.971  H323 XFI 73 
XFI H37  H37  H 0 1 N N N 28.425 8.158  33.064 -8.342  -1.125 -0.698 H37  XFI 74 
XFI H38  H38  H 0 1 N N N 31.182 7.819  31.970 -8.831  1.672  -1.381 H38  XFI 75 
XFI H391 H391 H 0 0 N N N 29.294 7.179  30.513 -9.661  -0.140 -2.857 H391 XFI 76 
XFI H392 H392 H 0 0 N N N 28.596 8.852  30.717 -10.647 -0.777 -1.520 H392 XFI 77 
XFI H431 H431 H 0 0 N N N 29.692 10.471 32.168 -10.474 0.240  0.756  H431 XFI 78 
XFI H432 H432 H 0 0 N N N 31.177 10.001 33.066 -9.364  1.602  1.039  H432 XFI 79 
XFI H401 H401 H 0 0 N N N 31.231 8.138  29.357 -10.897 2.007  -2.745 H401 XFI 80 
XFI H402 H402 H 0 0 N N N 29.704 8.644  28.547 -12.007 0.645  -3.029 H402 XFI 81 
XFI H411 H411 H 0 0 N N N 31.317 10.534 28.808 -12.902 2.176  -1.296 H411 XFI 82 
XFI H412 H412 H 0 0 N N N 29.787 10.818 29.690 -12.540 0.575  -0.608 H412 XFI 83 
XFI H421 H421 H 0 0 N N N 32.377 9.705  30.898 -10.724 3.024  -0.470 H421 XFI 84 
XFI H422 H422 H 0 0 N N N 31.751 11.383 31.099 -11.710 2.386  0.868  H422 XFI 85 
# 
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 
XFI C1  C2   SING N N 1  
XFI C2  N3   SING N N 2  
XFI C2  C35  SING N N 3  
XFI N3  C4   SING N N 4  
XFI C4  C5   SING N N 5  
XFI C5  O6   SING N N 6  
XFI C5  C7   SING N N 7  
XFI C7  C8   SING N N 8  
XFI C7  N15  SING N N 9  
XFI C8  C9   SING N N 10 
XFI C9  C10  SING Y N 11 
XFI C9  C14  DOUB Y N 12 
XFI C10 C11  DOUB Y N 13 
XFI C11 C12  SING Y N 14 
XFI C12 C13  DOUB Y N 15 
XFI C13 C14  SING Y N 16 
XFI N15 C16  SING N N 17 
XFI C16 O17  DOUB N N 18 
XFI C16 C18  SING N N 19 
XFI C18 C19  SING Y N 20 
XFI C18 C23  DOUB Y N 21 
XFI C19 C20  DOUB Y N 22 
XFI C20 C21  SING Y N 23 
XFI C21 C22  DOUB Y N 24 
XFI C22 C23  SING Y N 25 
XFI C22 N24  SING N N 26 
XFI N24 C25  SING N N 27 
XFI N24 S31  SING N N 28 
XFI C25 C26  SING Y N 29 
XFI C25 C30  DOUB Y N 30 
XFI C26 C27  DOUB Y N 31 
XFI C27 C28  SING Y N 32 
XFI C28 C29  DOUB Y N 33 
XFI C29 C30  SING Y N 34 
XFI S31 C32  SING N N 35 
XFI S31 O33  DOUB N N 36 
XFI S31 O34  DOUB N N 37 
XFI C35 O36  DOUB N N 38 
XFI C35 N37  SING N N 39 
XFI N37 C38  SING N N 40 
XFI C38 C39  SING N N 41 
XFI C38 C43  SING N N 42 
XFI C39 C40  SING N N 43 
XFI C40 C41  SING N N 44 
XFI C41 C42  SING N N 45 
XFI C42 C43  SING N N 46 
XFI C1  H11C SING N N 47 
XFI C1  H12C SING N N 48 
XFI C1  H13C SING N N 49 
XFI C2  H2   SING N N 50 
XFI N3  H3   SING N N 51 
XFI C4  H41C SING N N 52 
XFI C4  H42C SING N N 53 
XFI C5  H5   SING N N 54 
XFI O6  H6   SING N N 55 
XFI C7  H7   SING N N 56 
XFI C8  H81C SING N N 57 
XFI C8  H82C SING N N 58 
XFI N15 H15  SING N N 59 
XFI C10 H10  SING N N 60 
XFI C14 H14  SING N N 61 
XFI C11 H11  SING N N 62 
XFI C12 H12  SING N N 63 
XFI C13 H13  SING N N 64 
XFI C19 H19  SING N N 65 
XFI C23 H23  SING N N 66 
XFI C20 H20  SING N N 67 
XFI C21 H21  SING N N 68 
XFI C26 H26  SING N N 69 
XFI C30 H30  SING N N 70 
XFI C27 H27  SING N N 71 
XFI C28 H28  SING N N 72 
XFI C29 H29  SING N N 73 
XFI C32 H321 SING N N 74 
XFI C32 H322 SING N N 75 
XFI C32 H323 SING N N 76 
XFI N37 H37  SING N N 77 
XFI C38 H38  SING N N 78 
XFI C39 H391 SING N N 79 
XFI C39 H392 SING N N 80 
XFI C43 H431 SING N N 81 
XFI C43 H432 SING N N 82 
XFI C40 H401 SING N N 83 
XFI C40 H402 SING N N 84 
XFI C41 H411 SING N N 85 
XFI C41 H412 SING N N 86 
XFI C42 H421 SING N N 87 
XFI C42 H422 SING N N 88 
# 
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 
XFI SMILES           ACDLabs              10.04 "O=C(NC1CCCCC1)C(NCC(O)C(NC(=O)c3cccc(N(c2ccccc2)S(=O)(=O)C)c3)Cc4ccccc4)C" 
XFI SMILES_CANONICAL CACTVS               3.352 "C[C@H](NC[C@@H](O)[C@H](Cc1ccccc1)NC(=O)c2cccc(c2)N(c3ccccc3)[S](C)(=O)=O)C(=O)NC4CCCCC4" 
XFI SMILES           CACTVS               3.352 "C[CH](NC[CH](O)[CH](Cc1ccccc1)NC(=O)c2cccc(c2)N(c3ccccc3)[S](C)(=O)=O)C(=O)NC4CCCCC4" 
XFI SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@@H](C(=O)NC1CCCCC1)NC[C@H]([C@H](Cc2ccccc2)NC(=O)c3cccc(c3)N(c4ccccc4)S(=O)(=O)C)O" 
XFI SMILES           "OpenEye OEToolkits" 1.6.1 "CC(C(=O)NC1CCCCC1)NCC(C(Cc2ccccc2)NC(=O)c3cccc(c3)N(c4ccccc4)S(=O)(=O)C)O" 
XFI InChI            InChI                1.03  
;InChI=1S/C33H42N4O5S/c1-24(32(39)35-27-16-8-4-9-17-27)34-23-31(38)30(21-25-13-6-3-7-14-25)36-33(40)26-15-12-20-29(22-26)37(43(2,41)42)28-18-10-5-11-19-28/h3,5-7,10-15,18-20,22,24,27,30-31,34,38H,4,8-9,16-17,21,23H2,1-2H3,(H,35,39)(H,36,40)/t24-,30-,31+/m0/s1
;
XFI InChIKey         InChI                1.03  PSSKPAZTPVDDNS-RJSONGRPSA-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 
XFI "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(1S,2R)-1-benzyl-3-{[(1S)-2-(cyclohexylamino)-1-methyl-2-oxoethyl]amino}-2-hydroxypropyl]-3-[(methylsulfonyl)(phenyl)amino]benzamide"  
XFI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[(2S,3R)-4-[[(2S)-1-(cyclohexylamino)-1-oxo-propan-2-yl]amino]-3-hydroxy-1-phenyl-butan-2-yl]-3-(methylsulfonyl-phenyl-amino)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XFI "Create component"     2010-05-24 EBI  
XFI "Modify aromatic_flag" 2011-06-04 RCSB 
XFI "Modify descriptor"    2011-06-04 RCSB 
# 
