data_VSC
# 
_chem_comp.id                                    VSC 
_chem_comp.name                                  
;N-[N'-BENZYLOXYCARBONYL-PHENYLALANINYL]-3-AMINO-5-PHENYL-PENTANE-1-SULFONIC ACID PHENYL ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H36 N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         WRR-204 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-03 
_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                        600.724 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VSC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_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 
VSC C1   C1   C 0 1 N N N 8.504  5.750  -13.211 0.475   -2.112  0.158  C1   VSC 1  
VSC C9   C9   C 0 1 N N S 8.231  5.361  -11.753 -0.479  -2.387  1.333  C9   VSC 2  
VSC C32  C32  C 0 1 N N N 9.165  6.042  -10.743 -1.861  -2.814  0.806  C32  VSC 3  
VSC C33  C33  C 0 1 N N N 10.605 6.270  -11.265 -2.883  -3.140  1.892  C33  VSC 4  
VSC S34  S34  S 0 1 N N N 11.088 8.006  -11.342 -4.464  -3.573  1.241  S34  VSC 5  
VSC O37  O37  O 0 1 N N N 11.346 8.254  -12.748 -4.301  -4.745  0.399  O37  VSC 6  
VSC O36  O36  O 0 1 N N N 9.928  8.712  -10.802 -5.100  -2.362  0.752  O36  VSC 7  
VSC O35  O35  O 0 1 N N N 12.256 8.096  -10.446 -5.145  -4.012  2.659  O35  VSC 8  
VSC N10  N10  N 0 1 N N N 6.836  5.667  -11.407 0.065   -3.401  2.207  N10  VSC 9  
VSC C11  C11  C 0 1 N N N 5.985  4.775  -10.834 -0.161  -3.428  3.576  C11  VSC 10 
VSC O12  O12  O 0 1 N N N 6.358  3.626  -10.567 -0.838  -2.609  4.195  O12  VSC 11 
VSC C13  C13  C 0 1 N N S 4.690  5.348  -10.348 0.580   -4.574  4.255  C13  VSC 12 
VSC N21  N21  N 0 1 N N N 3.608  4.356  -10.554 1.037   -4.089  5.533  N21  VSC 13 
VSC C22  C22  C 0 1 N N N 3.149  4.066  -11.804 2.233   -3.425  5.719  C22  VSC 14 
VSC O24  O24  O 0 1 N N N 2.257  3.062  -11.811 2.379   -3.096  7.037  O24  VSC 15 
VSC C25  C25  C 0 1 N N N 1.781  2.566  -13.063 3.583   -2.398  7.377  C25  VSC 16 
VSC C26  C26  C 0 1 Y N N 1.201  1.184  -12.902 3.585   -2.115  8.851  C26  VSC 17 
VSC C27  C27  C 0 1 Y N N 1.945  0.066  -13.329 3.032   -0.931  9.325  C27  VSC 18 
VSC C28  C28  C 0 1 Y N N 1.517  -1.236 -13.009 3.035   -0.668  10.695 C28  VSC 19 
VSC C29  C29  C 0 1 Y N N 0.344  -1.432 -12.266 3.590   -1.590  11.581 C29  VSC 20 
VSC C30  C30  C 0 1 Y N N -0.406 -0.320 -11.852 4.143   -2.776  11.098 C30  VSC 21 
VSC C31  C31  C 0 1 Y N N 0.017  0.983  -12.169 4.141   -3.039  9.728  C31  VSC 22 
VSC O23  O23  O 0 1 N N N 3.574  4.614  -12.826 3.050   -3.163  4.842  O23  VSC 23 
VSC C14  C14  C 0 1 N N N 4.829  5.649  -8.843  -0.339  -5.794  4.394  C14  VSC 24 
VSC C15  C15  C 0 1 Y N N 3.524  6.065  -8.203  0.424   -7.075  4.629  C15  VSC 25 
VSC C16  C16  C 0 1 Y N N 2.554  6.824  -8.875  0.829   -7.834  3.542  C16  VSC 26 
VSC C17  C17  C 0 1 Y N N 1.281  7.008  -8.310  1.534   -9.018  3.759  C17  VSC 27 
VSC C18  C18  C 0 1 Y N N 0.978  6.441  -7.068  1.825   -9.428  5.060  C18  VSC 28 
VSC C19  C19  C 0 1 Y N N 1.949  5.693  -6.386  1.411   -8.654  6.144  C19  VSC 29 
VSC C20  C20  C 0 1 Y N N 3.216  5.517  -6.950  0.706   -7.470  5.927  C20  VSC 30 
VSC C2   C2   C 0 1 N N N 7.593  4.927  -14.139 1.875   -1.693  0.623  C2   VSC 31 
VSC C3   C3   C 0 1 Y N N 7.921  5.172  -15.576 2.809   -1.488  -0.543 C3   VSC 32 
VSC C4   C4   C 0 1 Y N N 7.236  6.166  -16.298 3.559   -2.557  -1.010 C4   VSC 33 
VSC C5   C5   C 0 1 Y N N 7.647  6.505  -17.599 4.423   -2.368  -2.089 C5   VSC 34 
VSC C6   C6   C 0 1 Y N N 8.743  5.844  -18.180 4.527   -1.112  -2.687 C6   VSC 35 
VSC C7   C7   C 0 1 Y N N 9.423  4.841  -17.463 3.767   -0.045  -2.206 C7   VSC 36 
VSC C8   C8   C 0 1 Y N N 9.011  4.508  -16.164 2.903   -0.235  -1.128 C8   VSC 37 
VSC C36  C36  C 0 1 Y N N ?      ?      ?       -6.439  -4.461  2.763  C36  VSC 38 
VSC C37  C37  C 0 1 Y N N ?      ?      ?       -7.483  -3.638  2.365  C37  VSC 39 
VSC C38  C38  C 0 1 Y N N ?      ?      ?       -8.797  -4.094  2.471  C38  VSC 40 
VSC C39  C39  C 0 1 Y N N ?      ?      ?       -9.054  -5.369  2.974  C39  VSC 41 
VSC C40  C40  C 0 1 Y N N ?      ?      ?       -7.997  -6.188  3.372  C40  VSC 42 
VSC C41  C41  C 0 1 Y N N ?      ?      ?       -6.684  -5.732  3.266  C41  VSC 43 
VSC H11  1H1  H 0 1 N N N 8.298  6.821  -13.350 0.054   -1.331  -0.490 H11  VSC 44 
VSC H12  2H1  H 0 1 N N N 9.557  5.546  -13.455 0.559   -3.018  -0.457 H12  VSC 45 
VSC H91  1H9  H 0 1 N N N 8.425  4.280  -11.685 -0.574  -1.474  1.929  H91  VSC 46 
VSC H321 1H32 H 0 0 N N N 8.736  7.024  -10.493 -2.272  -2.008  0.185  H321 VSC 47 
VSC H322 2H32 H 0 0 N N N 9.243  5.369  -9.876  -1.745  -3.689  0.154  H322 VSC 48 
VSC H331 1H33 H 0 0 N N N 11.299 5.753  -10.586 -2.557  -3.959  2.538  H331 VSC 49 
VSC H332 2H33 H 0 0 N N N 10.640 5.880  -12.293 -3.047  -2.258  2.520  H332 VSC 50 
VSC H10  H10  H 0 1 N N N 6.493  6.585  -11.605 0.642   -4.130  1.799  H10  VSC 51 
VSC H131 1H13 H 0 0 N N N 4.448  6.269  -10.899 1.477   -4.816  3.673  H131 VSC 52 
VSC H21  H21  H 0 1 N N N 3.209  3.892  -9.763  0.445   -4.246  6.344  H21  VSC 53 
VSC H251 1H25 H 0 0 N N N 1.001  3.241  -13.444 3.632   -1.469  6.800  H251 VSC 54 
VSC H252 2H25 H 0 0 N N N 2.624  2.517  -13.768 4.446   -3.013  7.099  H252 VSC 55 
VSC H271 1H27 H 0 0 N N N 2.848  0.209  -13.904 2.597   -0.206  8.642  H271 VSC 56 
VSC H281 1H28 H 0 0 N N N 2.094  -2.088 -13.337 2.604   0.255   11.071 H281 VSC 57 
VSC H291 1H29 H 0 0 N N N 0.020  -2.431 -12.014 3.592   -1.386  12.648 H291 VSC 58 
VSC H301 1H30 H 0 0 N N N -1.314 -0.466 -11.286 4.576   -3.495  11.789 H301 VSC 59 
VSC H311 1H31 H 0 0 N N N -0.569 1.832  -11.849 4.574   -3.966  9.361  H311 VSC 60 
VSC H141 1H14 H 0 0 N N N 5.187  4.739  -8.340  -0.970  -5.899  3.501  H141 VSC 61 
VSC H142 2H14 H 0 0 N N N 5.533  6.487  -8.736  -1.039  -5.654  5.227  H142 VSC 62 
VSC H161 1H16 H 0 0 N N N 2.787  7.269  -9.831  0.607   -7.522  2.524  H161 VSC 63 
VSC H171 1H17 H 0 0 N N N 0.536  7.588  -8.835  1.857   -9.620  2.915  H171 VSC 64 
VSC H181 1H18 H 0 0 N N N -0.002 6.579  -6.635  2.374   -10.349 5.229  H181 VSC 65 
VSC H191 1H19 H 0 0 N N N 1.718  5.254  -5.427  1.638   -8.973  7.157  H191 VSC 66 
VSC H201 1H20 H 0 0 N N N 3.965  4.953  -6.415  0.388   -6.873  6.778  H201 VSC 67 
VSC H21A 1H2  H 0 0 N N N 7.733  3.858  -13.919 1.828   -0.768  1.210  H21A VSC 68 
VSC H22  2H2  H 0 1 N N N 6.550  5.230  -13.963 2.293   -2.455  1.295  H22  VSC 69 
VSC H41  1H4  H 0 1 N N N 6.392  6.670  -15.852 3.484   -3.539  -0.551 H41  VSC 70 
VSC H51  1H5  H 0 1 N N N 7.122  7.271  -18.150 5.015   -3.198  -2.463 H51  VSC 71 
VSC H61  1H6  H 0 1 N N N 9.064  6.106  -19.177 5.200   -0.964  -3.527 H61  VSC 72 
VSC H71  1H7  H 0 1 N N N 10.261 4.329  -17.913 3.848   0.933   -2.672 H71  VSC 73 
VSC H81  1H8  H 0 1 N N N 9.533  3.739  -15.614 2.315   0.602   -0.760 H81  VSC 74 
VSC H371 1H37 H 0 0 N N N ?      ?      ?       -7.290  -2.644  1.971  H371 VSC 75 
VSC H381 1H38 H 0 0 N N N ?      ?      ?       -9.620  -3.457  2.161  H381 VSC 76 
VSC H391 1H39 H 0 0 N N N ?      ?      ?       -10.077 -5.724  3.057  H391 VSC 77 
VSC H401 1H40 H 0 0 N N N ?      ?      ?       -8.197  -7.181  3.764  H401 VSC 78 
VSC H411 1H41 H 0 0 N N N ?      ?      ?       -5.864  -6.374  3.578  H411 VSC 79 
# 
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 
VSC C1  C9   SING N N 1  
VSC C1  C2   SING N N 2  
VSC C1  H11  SING N N 3  
VSC C1  H12  SING N N 4  
VSC C9  C32  SING N N 5  
VSC C9  N10  SING N N 6  
VSC C9  H91  SING N N 7  
VSC C32 C33  SING N N 8  
VSC C32 H321 SING N N 9  
VSC C32 H322 SING N N 10 
VSC C33 S34  SING N N 11 
VSC C33 H331 SING N N 12 
VSC C33 H332 SING N N 13 
VSC S34 O37  DOUB N N 14 
VSC S34 O36  DOUB N N 15 
VSC S34 O35  SING N N 16 
VSC O35 C36  SING N N 17 
VSC N10 C11  SING N N 18 
VSC N10 H10  SING N N 19 
VSC C11 O12  DOUB N N 20 
VSC C11 C13  SING N N 21 
VSC C13 N21  SING N N 22 
VSC C13 C14  SING N N 23 
VSC C13 H131 SING N N 24 
VSC N21 C22  SING N N 25 
VSC N21 H21  SING N N 26 
VSC C22 O24  SING N N 27 
VSC C22 O23  DOUB N N 28 
VSC O24 C25  SING N N 29 
VSC C25 C26  SING N N 30 
VSC C25 H251 SING N N 31 
VSC C25 H252 SING N N 32 
VSC C26 C27  DOUB Y N 33 
VSC C26 C31  SING Y N 34 
VSC C27 C28  SING Y N 35 
VSC C27 H271 SING N N 36 
VSC C28 C29  DOUB Y N 37 
VSC C28 H281 SING N N 38 
VSC C29 C30  SING Y N 39 
VSC C29 H291 SING N N 40 
VSC C30 C31  DOUB Y N 41 
VSC C30 H301 SING N N 42 
VSC C31 H311 SING N N 43 
VSC C14 C15  SING N N 44 
VSC C14 H141 SING N N 45 
VSC C14 H142 SING N N 46 
VSC C15 C16  DOUB Y N 47 
VSC C15 C20  SING Y N 48 
VSC C16 C17  SING Y N 49 
VSC C16 H161 SING N N 50 
VSC C17 C18  DOUB Y N 51 
VSC C17 H171 SING N N 52 
VSC C18 C19  SING Y N 53 
VSC C18 H181 SING N N 54 
VSC C19 C20  DOUB Y N 55 
VSC C19 H191 SING N N 56 
VSC C20 H201 SING N N 57 
VSC C2  C3   SING N N 58 
VSC C2  H21A SING N N 59 
VSC C2  H22  SING N N 60 
VSC C3  C4   DOUB Y N 61 
VSC C3  C8   SING Y N 62 
VSC C4  C5   SING Y N 63 
VSC C4  H41  SING N N 64 
VSC C5  C6   DOUB Y N 65 
VSC C5  H51  SING N N 66 
VSC C6  C7   SING Y N 67 
VSC C6  H61  SING N N 68 
VSC C7  C8   DOUB Y N 69 
VSC C7  H71  SING N N 70 
VSC C8  H81  SING N N 71 
VSC C36 C37  DOUB Y N 72 
VSC C36 C41  SING Y N 73 
VSC C37 C38  SING Y N 74 
VSC C37 H371 SING N N 75 
VSC C38 C39  DOUB Y N 76 
VSC C38 H381 SING N N 77 
VSC C39 C40  SING Y N 78 
VSC C39 H391 SING N N 79 
VSC C40 C41  DOUB Y N 80 
VSC C40 H401 SING N N 81 
VSC C41 H411 SING N N 82 
# 
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 
VSC SMILES           ACDLabs              10.04 O=S(=O)(Oc1ccccc1)CCC(NC(=O)C(NC(=O)OCc2ccccc2)Cc3ccccc3)CCc4ccccc4 
VSC InChI            InChI                1.02b 
InChI=1/C34H36N2O6S/c37-33(32(25-28-15-7-2-8-16-28)36-34(38)41-26-29-17-9-3-10-18-29)35-30(22-21-27-13-5-1-6-14-27)23-24-43(39,40)42-31-19-11-4-12-20-31/h1-20,30,32H,21-26H2,(H,35,37)(H,36,38)/t30-,32-/m0/s1/f/h35-36H 
VSC InChIKey         InChI                1.02b SUGQHICXCRBQOI-LEGIKLIHDR 
VSC SMILES_CANONICAL CACTVS               3.341 O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCc2ccccc2)CC[S](=O)(=O)Oc3ccccc3)OCc4ccccc4 
VSC SMILES           CACTVS               3.341 O=C(N[CH](Cc1ccccc1)C(=O)N[CH](CCc2ccccc2)CC[S](=O)(=O)Oc3ccccc3)OCc4ccccc4 
VSC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@@H](CCS(=O)(=O)Oc2ccccc2)NC(=O)[C@H](Cc3ccccc3)NC(=O)OCc4ccccc4 
VSC SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(CCS(=O)(=O)Oc2ccccc2)NC(=O)C(Cc3ccccc3)NC(=O)OCc4ccccc4 
# 
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 
VSC "SYSTEMATIC NAME" ACDLabs              10.04 "phenyl (3S)-3-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-5-phenylpentane-1-sulfonate"               
VSC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenyl (3S)-5-phenyl-3-[[(2S)-3-phenyl-2-phenylmethoxycarbonylamino-propanoyl]amino]pentane-1-sulfonate" 
# 
