data_VS4
# 
_chem_comp.id                                    VS4 
_chem_comp.name                                  "3-[[N-[4-METHYL-PIPERAZINYL]CARBONYL]-PHENYLALANINYL-AMINO]-5-PHENYL-PENTANE-1-SULFONIC ACID BENZYLOXY-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H43 N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-06-09 
_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                        621.790 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VS4 
_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        1F2C 
_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 
VS4 C8   C8   C 0 1 N N N -5.487  -6.325  10.462 -1.563 -0.319 3.595  C8   VS4 1  
VS4 N3   N3   N 0 1 N N N -6.030  -5.067  10.217 -2.325 0.495  4.352  N3   VS4 2  
VS4 C39  C39  C 0 1 N N N -5.210  -3.915  9.740  -3.012 -0.006 5.553  C39  VS4 3  
VS4 C40  C40  C 0 1 N N N -6.045  -2.981  8.847  -2.722 0.953  6.712  C40  VS4 4  
VS4 N4   N4   N 0 1 N N N -7.279  -2.554  9.555  -3.129 2.312  6.338  N4   VS4 5  
VS4 C33  C33  C 0 1 N N N -8.036  -1.707  8.616  -2.846 3.171  7.496  C33  VS4 6  
VS4 C49  C49  C 0 1 N N N -8.121  -3.735  9.922  -2.239 2.755  5.258  C49  VS4 7  
VS4 C48  C48  C 0 1 N N N -7.338  -4.694  10.834 -2.497 1.914  4.003  C48  VS4 8  
VS4 O2   O2   O 0 1 N N N -6.176  -7.221  10.987 -1.350 -1.461 3.956  O2   VS4 9  
VS4 N1   N1   N 0 1 N N N -4.139  -6.539  10.154 -1.037 0.131  2.440  N1   VS4 10 
VS4 C9   C9   C 0 1 N N S -3.431  -7.788  10.568 -0.308 -0.785 1.559  C9   VS4 11 
VS4 C10  C10  C 0 1 N N N -1.918  -7.821  10.220 -1.284 -1.424 0.569  C10  VS4 12 
VS4 C11  C11  C 0 1 Y N N -1.625  -7.398  8.817  -2.341 -2.187 1.325  C11  VS4 13 
VS4 C12  C12  C 0 1 Y N N -0.464  -6.650  8.604  -3.508 -1.553 1.711  C12  VS4 14 
VS4 C13  C13  C 0 1 Y N N -0.197  -6.120  7.336  -4.477 -2.253 2.405  C13  VS4 15 
VS4 C14  C14  C 0 1 Y N N -1.097  -6.337  6.280  -4.280 -3.586 2.713  C14  VS4 16 
VS4 C15  C15  C 0 1 Y N N -2.253  -7.094  6.494  -3.113 -4.220 2.327  C15  VS4 17 
VS4 C16  C16  C 0 1 Y N N -2.517  -7.631  7.761  -2.146 -3.521 1.629  C16  VS4 18 
VS4 C17  C17  C 0 1 N N N -3.513  -7.991  12.052 0.747  -0.022 0.803  C17  VS4 19 
VS4 O3   O3   O 0 1 N N N -3.316  -7.083  12.865 0.879  1.169  0.981  O3   VS4 20 
VS4 N2   N2   N 0 1 N N N -3.736  -9.256  12.482 1.546  -0.665 -0.071 N2   VS4 21 
VS4 C18  C18  C 0 1 N N S -3.792  -9.466  13.920 2.573  0.076  -0.807 C18  VS4 22 
VS4 C19  C19  C 0 1 N N N -5.277  -9.721  14.328 3.877  0.071  -0.006 C19  VS4 23 
VS4 C20  C20  C 0 1 N N N -6.244  -8.584  14.057 3.644  0.734  1.351  C20  VS4 24 
VS4 C21  C21  C 0 1 Y N N -7.659  -8.962  14.388 4.928  0.730  2.140  C21  VS4 25 
VS4 C22  C22  C 0 1 Y N N -8.019  -9.619  15.577 5.808  1.790  2.033  C22  VS4 26 
VS4 C23  C23  C 0 1 Y N N -9.367  -9.864  15.863 6.986  1.786  2.756  C23  VS4 27 
VS4 C24  C24  C 0 1 Y N N -10.366 -9.458  14.964 7.284  0.722  3.587  C24  VS4 28 
VS4 C25  C25  C 0 1 Y N N -10.019 -8.800  13.780 6.403  -0.337 3.694  C25  VS4 29 
VS4 C26  C26  C 0 1 Y N N -8.667  -8.554  13.497 5.223  -0.331 2.974  C26  VS4 30 
VS4 C28  C28  C 0 1 N N N -3.666  -11.752 14.277 1.503  -0.582 -2.966 C28  VS4 31 
VS4 S1   S1   S 0 1 N N N -3.567  -13.227 15.055 1.779  -1.369 -4.577 S1   VS4 32 
VS4 N5   N5   N 0 1 N N N -3.829  -14.444 13.984 0.293  -1.280 -5.301 N5   VS4 33 
VS4 O6   O6   O 0 1 N N N -5.014  -14.442 13.165 -0.308 -0.019 -5.529 O6   VS4 34 
VS4 C34  C34  C 0 1 N N N -4.887  -15.507 12.249 -1.567 -0.270 -6.159 C34  VS4 35 
VS4 C41  C41  C 0 1 Y N N -6.170  -15.686 11.518 -2.262 1.038  -6.431 C41  VS4 36 
VS4 C42  C42  C 0 1 Y N N -6.905  -16.874 11.680 -2.055 1.695  -7.629 C42  VS4 37 
VS4 C43  C43  C 0 1 Y N N -8.142  -17.025 11.032 -2.693 2.895  -7.879 C43  VS4 38 
VS4 C44  C44  C 0 1 Y N N -8.631  -15.981 10.215 -3.538 3.439  -6.930 C44  VS4 39 
VS4 C45  C45  C 0 1 Y N N -7.882  -14.797 10.042 -3.746 2.782  -5.731 C45  VS4 40 
VS4 C46  C46  C 0 1 Y N N -6.657  -14.653 10.709 -3.112 1.579  -5.484 C46  VS4 41 
VS4 O4   O4   O 0 1 N N N -4.699  -13.114 15.905 2.589  -0.563 -5.422 O4   VS4 42 
VS4 O5   O5   O 0 1 N N N -2.298  -13.390 15.739 1.984  -2.769 -4.448 O5   VS4 43 
VS4 C27  C27  C 0 1 N N N -2.966  -10.625 14.435 2.807  -0.587 -2.166 C27  VS4 44 
VS4 H391 1H39 H 0 0 N N N -4.740  -3.363  10.588 -2.641 -1.001 5.799  H391 VS4 45 
VS4 H392 2H39 H 0 0 N N N -4.281  -4.255  9.225  -4.086 -0.048 5.371  H392 VS4 46 
VS4 H401 1H40 H 0 0 N N N -5.450  -2.109  8.487  -1.655 0.941  6.934  H401 VS4 47 
VS4 H402 2H40 H 0 0 N N N -6.272  -3.445  7.859  -3.280 0.636  7.593  H402 VS4 48 
VS4 H331 1H33 H 0 0 N N N -8.962  -1.386  9.147  -3.133 4.197  7.265  H331 VS4 49 
VS4 H332 2H33 H 0 0 N N N -7.440  -0.853  8.216  -3.415 2.819  8.356  H332 VS4 50 
VS4 H333 3H33 H 0 0 N N N -8.239  -2.205  7.639  -1.781 3.134  7.724  H333 VS4 51 
VS4 H491 1H49 H 0 0 N N N -9.089  -3.426  10.379 -2.431 3.805  5.037  H491 VS4 52 
VS4 H492 2H49 H 0 0 N N N -8.520  -4.254  9.020  -1.202 2.633  5.569  H492 VS4 53 
VS4 H481 1H48 H 0 0 N N N -7.940  -5.594  11.098 -1.786 2.189  3.224  H481 VS4 54 
VS4 H482 2H48 H 0 0 N N N -7.205  -4.272  11.857 -3.514 2.085  3.650  H482 VS4 55 
VS4 HN11 1HN1 H 0 0 N N N -3.677  -5.792  9.633  -1.140 1.063  2.190  HN11 VS4 56 
VS4 H91  1H9  H 0 1 N N N -3.955  -8.587  9.993  0.163  -1.564 2.157  H91  VS4 57 
VS4 H101 1H10 H 0 0 N N N -1.330  -7.213  10.947 -1.757 -0.645 -0.028 H101 VS4 58 
VS4 H102 2H10 H 0 0 N N N -1.485  -8.827  10.428 -0.742 -2.106 -0.085 H102 VS4 59 
VS4 H121 1H12 H 0 0 N N N 0.240   -6.478  9.435  -3.662 -0.512 1.470  H121 VS4 60 
VS4 H131 1H13 H 0 0 N N N 0.721   -5.532  7.169  -5.388 -1.758 2.706  H131 VS4 61 
VS4 H141 1H14 H 0 0 N N N -0.895  -5.912  5.282  -5.037 -4.133 3.256  H141 VS4 62 
VS4 H151 1H15 H 0 0 N N N -2.957  -7.267  5.662  -2.959 -5.261 2.568  H151 VS4 63 
VS4 H161 1H16 H 0 0 N N N -3.424  -8.235  7.926  -1.234 -4.016 1.328  H161 VS4 64 
VS4 HN21 1HN2 H 0 0 N N N -3.852  -9.988  11.781 1.440  -1.619 -0.214 HN21 VS4 65 
VS4 H181 1H18 H 0 0 N N N -3.360  -8.543  14.374 2.242  1.103  -0.957 H181 VS4 66 
VS4 H191 1H19 H 0 0 N N N -5.647  -10.656 13.846 4.208  -0.956 0.142  H191 VS4 67 
VS4 H192 2H19 H 0 0 N N N -5.329  -10.015 15.402 4.641  0.623  -0.554 H192 VS4 68 
VS4 H201 1H20 H 0 0 N N N -5.937  -7.654  14.591 3.313  1.762  1.202  H201 VS4 69 
VS4 H202 2H20 H 0 0 N N N -6.156  -8.219  13.007 2.879  0.183  1.899  H202 VS4 70 
VS4 H221 1H22 H 0 0 N N N -7.240  -9.943  16.288 5.576  2.621  1.384  H221 VS4 71 
VS4 H231 1H23 H 0 0 N N N -9.642  -10.378 16.799 7.675  2.614  2.672  H231 VS4 72 
VS4 H241 1H24 H 0 0 N N N -11.427 -9.656  15.188 8.204  0.718  4.151  H241 VS4 73 
VS4 H251 1H25 H 0 0 N N N -10.804 -8.478  13.075 6.635  -1.169 4.343  H251 VS4 74 
VS4 H261 1H26 H 0 0 N N N -8.393  -8.034  12.563 4.534  -1.159 3.059  H261 VS4 75 
VS4 H281 1H28 H 0 0 N N N -3.566  -11.996 13.193 0.738  -1.134 -2.419 H281 VS4 76 
VS4 H282 2H28 H 0 0 N N N -4.730  -11.442 14.393 1.172  0.444  -3.116 H282 VS4 77 
VS4 HN51 1HN5 H 0 0 N N N -3.786  -15.330 14.486 -0.165 -2.092 -5.568 HN51 VS4 78 
VS4 H341 1H34 H 0 0 N N N -4.023  -15.368 11.557 -1.404 -0.797 -7.099 H341 VS4 79 
VS4 H342 2H34 H 0 0 N N N -4.546  -16.448 12.740 -2.186 -0.881 -5.502 H342 VS4 80 
VS4 H421 1H42 H 0 0 N N N -6.511  -17.686 12.314 -1.395 1.270  -8.371 H421 VS4 81 
VS4 H431 1H43 H 0 0 N N N -8.723  -17.953 11.163 -2.531 3.409  -8.815 H431 VS4 82 
VS4 H441 1H44 H 0 0 N N N -9.604  -16.091 9.708  -4.036 4.378  -7.124 H441 VS4 83 
VS4 H451 1H45 H 0 0 N N N -8.252  -13.988 9.389  -4.406 3.207  -4.990 H451 VS4 84 
VS4 H461 1H46 H 0 0 N N N -6.074  -13.723 10.596 -3.274 1.066  -4.548 H461 VS4 85 
VS4 H271 1H27 H 0 0 N N N -1.959  -10.677 13.958 3.571  -0.035 -2.713 H271 VS4 86 
VS4 H272 2H27 H 0 0 N N N -2.629  -10.475 15.487 3.137  -1.615 -2.016 H272 VS4 87 
# 
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 
VS4 C8  N3   SING N N 1  
VS4 C8  O2   DOUB N N 2  
VS4 C8  N1   SING N N 3  
VS4 N3  C39  SING N N 4  
VS4 N3  C48  SING N N 5  
VS4 C39 C40  SING N N 6  
VS4 C39 H391 SING N N 7  
VS4 C39 H392 SING N N 8  
VS4 C40 N4   SING N N 9  
VS4 C40 H401 SING N N 10 
VS4 C40 H402 SING N N 11 
VS4 N4  C33  SING N N 12 
VS4 N4  C49  SING N N 13 
VS4 C33 H331 SING N N 14 
VS4 C33 H332 SING N N 15 
VS4 C33 H333 SING N N 16 
VS4 C49 C48  SING N N 17 
VS4 C49 H491 SING N N 18 
VS4 C49 H492 SING N N 19 
VS4 C48 H481 SING N N 20 
VS4 C48 H482 SING N N 21 
VS4 N1  C9   SING N N 22 
VS4 N1  HN11 SING N N 23 
VS4 C9  C10  SING N N 24 
VS4 C9  C17  SING N N 25 
VS4 C9  H91  SING N N 26 
VS4 C10 C11  SING N N 27 
VS4 C10 H101 SING N N 28 
VS4 C10 H102 SING N N 29 
VS4 C11 C12  DOUB Y N 30 
VS4 C11 C16  SING Y N 31 
VS4 C12 C13  SING Y N 32 
VS4 C12 H121 SING N N 33 
VS4 C13 C14  DOUB Y N 34 
VS4 C13 H131 SING N N 35 
VS4 C14 C15  SING Y N 36 
VS4 C14 H141 SING N N 37 
VS4 C15 C16  DOUB Y N 38 
VS4 C15 H151 SING N N 39 
VS4 C16 H161 SING N N 40 
VS4 C17 O3   DOUB N N 41 
VS4 C17 N2   SING N N 42 
VS4 N2  C18  SING N N 43 
VS4 N2  HN21 SING N N 44 
VS4 C18 C19  SING N N 45 
VS4 C18 C27  SING N N 46 
VS4 C18 H181 SING N N 47 
VS4 C19 C20  SING N N 48 
VS4 C19 H191 SING N N 49 
VS4 C19 H192 SING N N 50 
VS4 C20 C21  SING N N 51 
VS4 C20 H201 SING N N 52 
VS4 C20 H202 SING N N 53 
VS4 C21 C22  DOUB Y N 54 
VS4 C21 C26  SING Y N 55 
VS4 C22 C23  SING Y N 56 
VS4 C22 H221 SING N N 57 
VS4 C23 C24  DOUB Y N 58 
VS4 C23 H231 SING N N 59 
VS4 C24 C25  SING Y N 60 
VS4 C24 H241 SING N N 61 
VS4 C25 C26  DOUB Y N 62 
VS4 C25 H251 SING N N 63 
VS4 C26 H261 SING N N 64 
VS4 C28 S1   SING N N 65 
VS4 C28 C27  SING N N 66 
VS4 C28 H281 SING N N 67 
VS4 C28 H282 SING N N 68 
VS4 S1  N5   SING N N 69 
VS4 S1  O4   DOUB N N 70 
VS4 S1  O5   DOUB N N 71 
VS4 N5  O6   SING N N 72 
VS4 N5  HN51 SING N N 73 
VS4 O6  C34  SING N N 74 
VS4 C34 C41  SING N N 75 
VS4 C34 H341 SING N N 76 
VS4 C34 H342 SING N N 77 
VS4 C41 C42  DOUB Y N 78 
VS4 C41 C46  SING Y N 79 
VS4 C42 C43  SING Y N 80 
VS4 C42 H421 SING N N 81 
VS4 C43 C44  DOUB Y N 82 
VS4 C43 H431 SING N N 83 
VS4 C44 C45  SING Y N 84 
VS4 C44 H441 SING N N 85 
VS4 C45 C46  DOUB Y N 86 
VS4 C45 H451 SING N N 87 
VS4 C46 H461 SING N N 88 
VS4 C27 H271 SING N N 89 
VS4 C27 H272 SING N N 90 
# 
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 
VS4 SMILES           ACDLabs              10.04 O=C(N1CCN(C)CC1)NC(C(=O)NC(CCS(=O)(=O)NOCc2ccccc2)CCc3ccccc3)Cc4ccccc4 
VS4 InChI            InChI                1.02b 
InChI=1/C33H43N5O5S/c1-37-20-22-38(23-21-37)33(40)35-31(25-28-13-7-3-8-14-28)32(39)34-30(18-17-27-11-5-2-6-12-27)19-24-44(41,42)36-43-26-29-15-9-4-10-16-29/h2-16,30-31,36H,17-26H2,1H3,(H,34,39)(H,35,40)/t30-,31-/m0/s1/f/h34-35H 
VS4 InChIKey         InChI                1.02b PPIYQXGSPPWVLJ-SNZQKZJWDA 
VS4 SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCc3ccccc3)CC[S](=O)(=O)NOCc4ccccc4 
VS4 SMILES           CACTVS               3.341 CN1CCN(CC1)C(=O)N[CH](Cc2ccccc2)C(=O)N[CH](CCc3ccccc3)CC[S](=O)(=O)NOCc4ccccc4 
VS4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCc3ccccc3)CCS(=O)(=O)NOCc4ccccc4 
VS4 SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)C(=O)NC(Cc2ccccc2)C(=O)NC(CCc3ccccc3)CCS(=O)(=O)NOCc4ccccc4 
# 
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 
VS4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-3-[(benzyloxy)sulfamoyl]-1-(2-phenylethyl)propyl]-Nalpha-[(4-methylpiperazin-1-yl)carbonyl]-L-phenylalaninamide            
VS4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-methyl-N-[(2S)-1-oxo-3-phenyl-1-[[(3S)-1-phenyl-5-(phenylmethoxysulfamoyl)pentan-3-yl]amino]propan-2-yl]piperazine-1-carboxamide 
# 
