data_VS3
# 
_chem_comp.id                                    VS3 
_chem_comp.name                                  "3-[N-[BENZYLOXYCARBONYL]-PHENYLALANINYL-AMINO]-5-PHENYL-PENTANE-1-SULFONIC ACID 4-NITRO-PHENYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H35 N3 O8 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                        645.722 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VS3 
_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        1F2B 
_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 
VS3 C1   C1   C 0  1 Y N N 1.221  -13.016 1.201  7.240  -1.233 1.405  C1   VS3 1  
VS3 C2   C2   C 0  1 Y N N 1.038  -12.349 -0.022 7.420  -2.513 1.894  C2   VS3 2  
VS3 C3   C3   C 0  1 Y N N -0.260 -12.036 -0.468 8.215  -2.723 3.006  C3   VS3 3  
VS3 C4   C4   C 0  1 Y N N -1.371 -12.392 0.315  8.830  -1.653 3.628  C4   VS3 4  
VS3 C5   C5   C 0  1 Y N N -1.190 -13.047 1.543  8.650  -0.373 3.138  C5   VS3 5  
VS3 C6   C6   C 0  1 Y N N 0.108  -13.358 1.988  7.859  -0.163 2.024  C6   VS3 6  
VS3 C7   C7   C 0  1 N N N 2.603  -13.268 1.705  6.373  -1.005 0.194  C7   VS3 7  
VS3 O1   O1   O 0  1 N N N 3.057  -12.107 2.406  5.003  -0.775 0.615  O1   VS3 8  
VS3 C8   C8   C 0  1 N N N 4.108  -12.158 3.231  4.045  -0.546 -0.304 C8   VS3 9  
VS3 O2   O2   O 0  1 N N N 4.704  -13.207 3.526  4.328  -0.532 -1.485 O2   VS3 10 
VS3 N1   N1   N 0  1 N N N 4.357  -10.898 3.714  2.773  -0.333 0.087  N1   VS3 11 
VS3 C9   C9   C 0  1 N N S 5.400  -10.598 4.706  1.732  -0.084 -0.912 C9   VS3 12 
VS3 C10  C10  C 0  1 N N N 5.702  -9.080  4.803  1.194  -1.419 -1.431 C10  VS3 13 
VS3 C11  C11  C 0  1 Y N N 6.036  -8.465  3.465  2.287  -2.149 -2.168 C11  VS3 14 
VS3 C12  C12  C 0  1 Y N N 5.334  -7.315  3.087  3.121  -3.015 -1.486 C12  VS3 15 
VS3 C13  C13  C 0  1 Y N N 5.573  -6.733  1.838  4.124  -3.684 -2.162 C13  VS3 16 
VS3 C14  C14  C 0  1 Y N N 6.519  -7.295  0.965  4.292  -3.488 -3.520 C14  VS3 17 
VS3 C15  C15  C 0  1 Y N N 7.228  -8.436  1.344  3.457  -2.623 -4.202 C15  VS3 18 
VS3 C16  C16  C 0  1 Y N N 6.989  -9.020  2.593  2.452  -1.957 -3.527 C16  VS3 19 
VS3 C17  C17  C 0  1 N N N 4.940  -11.061 6.028  0.609  0.699  -0.283 C17  VS3 20 
VS3 O3   O3   O 0  1 N N N 3.755  -11.039 6.389  0.672  1.018  0.886  O3   VS3 21 
VS3 N2   N2   N 0  1 N N N 5.935  -11.427 6.853  -0.466 1.046  -1.018 N2   VS3 22 
VS3 C18  C18  C 0  1 N N S 5.549  -11.754 8.218  -1.558 1.807  -0.406 C18  VS3 23 
VS3 C19  C19  C 0  1 N N N 5.700  -13.320 8.449  -1.227 3.300  -0.455 C19  VS3 24 
VS3 C20  C20  C 0  1 N N N 4.653  -14.164 7.734  -0.001 3.580  0.417  C20  VS3 25 
VS3 C21  C21  C 0  1 Y N N 5.009  -15.609 7.903  0.325  5.050  0.370  C21  VS3 26 
VS3 C22  C22  C 0  1 Y N N 4.459  -16.430 8.903  -0.239 5.913  1.291  C22  VS3 27 
VS3 C23  C23  C 0  1 Y N N 4.860  -17.777 9.023  0.060  7.262  1.248  C23  VS3 28 
VS3 C24  C24  C 0  1 Y N N 5.815  -18.295 8.132  0.922  7.748  0.283  C24  VS3 29 
VS3 C25  C25  C 0  1 Y N N 6.364  -17.477 7.124  1.486  6.885  -0.638 C25  VS3 30 
VS3 C26  C26  C 0  1 Y N N 5.963  -16.137 7.016  1.191  5.536  -0.592 C26  VS3 31 
VS3 C28  C28  C 0  1 N N N 7.101  -11.718 9.897  -3.252 0.077  -1.023 C28  VS3 32 
VS3 S1   S1   S 0  1 N N N 8.120  -11.797 11.150 -4.790 -0.231 -1.935 S1   VS3 33 
VS3 O4   O4   O 0  1 N N N 8.146  -13.247 11.390 -5.903 0.391  -1.309 O4   VS3 34 
VS3 O5   O5   O 0  1 N N N 7.561  -10.980 12.217 -4.585 -0.176 -3.340 O5   VS3 35 
VS3 O29  O29  O 0  1 N N N 9.520  -11.275 10.775 -5.047 -1.711 -1.689 O29  VS3 36 
VS3 C30  C30  C 0  1 Y N N 10.704 -11.956 10.994 -5.500 -1.824 -0.413 C30  VS3 37 
VS3 C31  C31  C 0  1 Y N N 11.498 -11.691 9.871  -6.860 -1.750 -0.149 C31  VS3 38 
VS3 C32  C32  C 0  1 Y N N 12.533 -12.535 9.551  -7.318 -1.865 1.149  C32  VS3 39 
VS3 C33  C33  C 0  1 Y N N 12.792 -13.646 10.376 -6.422 -2.055 2.185  C33  VS3 40 
VS3 N3   N3   N 1  1 N N N 13.968 -14.457 10.047 -6.915 -2.178 3.575  N3   VS3 41 
VS3 O8   O8   O 0  1 N N N 14.279 -15.411 10.793 -6.127 -2.350 4.488  O8   VS3 42 
VS3 O9   O9   O -1 1 N N N 14.746 -14.167 8.974  -8.109 -2.113 3.806  O9   VS3 43 
VS3 C34  C34  C 0  1 Y N N 12.019 -13.912 11.568 -5.065 -2.123 1.925  C34  VS3 44 
VS3 C35  C35  C 0  1 Y N N 10.970 -13.047 11.877 -4.603 -2.014 0.628  C35  VS3 45 
VS3 C27  C27  C 0  1 N N N 6.369  -10.895 9.180  -2.855 1.547  -1.175 C27  VS3 46 
VS3 H21  1H2  H 0  1 N N N 1.913  -12.071 -0.632 6.939  -3.350 1.409  H21  VS3 47 
VS3 H31  1H3  H 0  1 N N N -0.406 -11.513 -1.428 8.355  -3.723 3.389  H31  VS3 48 
VS3 H41  1H4  H 0  1 N N N -2.389 -12.156 -0.035 9.450  -1.816 4.496  H41  VS3 49 
VS3 H51  1H5  H 0  1 N N N -2.065 -13.316 2.156  9.130  0.464  3.624  H51  VS3 50 
VS3 H61  1H6  H 0  1 N N N 0.253  -13.870 2.954  7.719  0.837  1.641  H61  VS3 51 
VS3 H71  1H7  H 0  1 N N N 2.668  -14.192 2.325  6.413  -1.882 -0.452 H71  VS3 52 
VS3 H72  2H7  H 0  1 N N N 3.302  -13.576 0.893  6.736  -0.134 -0.353 H72  VS3 53 
VS3 HN11 1HN1 H 0  0 N N N 3.755  -10.170 3.328  2.548  -0.345 1.031  HN11 VS3 54 
VS3 H91  1H9  H 0  1 N N N 6.332  -11.117 4.384  2.152  0.485  -1.741 H91  VS3 55 
VS3 H101 1H10 H 0  0 N N N 4.862  -8.535  5.294  0.854  -2.025 -0.592 H101 VS3 56 
VS3 H102 2H10 H 0  0 N N N 6.507  -8.879  5.547  0.359  -1.236 -2.108 H102 VS3 57 
VS3 H121 1H12 H 0  0 N N N 4.593  -6.868  3.772  2.990  -3.168 -0.425 H121 VS3 58 
VS3 H131 1H13 H 0  0 N N N 5.014  -5.829  1.541  4.777  -4.360 -1.629 H131 VS3 59 
VS3 H141 1H14 H 0  0 N N N 6.705  -6.838  -0.021 5.076  -4.010 -4.048 H141 VS3 60 
VS3 H151 1H15 H 0  0 N N N 7.973  -8.874  0.659  3.589  -2.470 -5.263 H151 VS3 61 
VS3 H161 1H16 H 0  0 N N N 7.553  -9.919  2.890  1.799  -1.281 -4.060 H161 VS3 62 
VS3 HN21 1HN2 H 0  0 N N N 6.884  -11.453 6.481  -0.517 0.790  -1.953 HN21 VS3 63 
VS3 H181 1H18 H 0  0 N N N 4.477  -11.517 8.412  -1.682 1.496  0.631  H181 VS3 64 
VS3 H191 1H19 H 0  0 N N N 6.726  -13.656 8.172  -1.016 3.593  -1.483 H191 VS3 65 
VS3 H192 2H19 H 0  0 N N N 5.709  -13.553 9.539  -2.076 3.873  -0.081 H192 VS3 66 
VS3 H201 1H20 H 0  0 N N N 3.615  -13.936 8.073  -0.212 3.287  1.445  H201 VS3 67 
VS3 H202 2H20 H 0  0 N N N 4.530  -13.876 6.663  0.848  3.007  0.043  H202 VS3 68 
VS3 H221 1H22 H 0  0 N N N 3.708  -16.015 9.597  -0.913 5.533  2.045  H221 VS3 69 
VS3 H231 1H23 H 0  0 N N N 4.429  -18.421 9.808  -0.381 7.936  1.967  H231 VS3 70 
VS3 H241 1H24 H 0  0 N N N 6.134  -19.346 8.224  1.155  8.802  0.249  H241 VS3 71 
VS3 H251 1H25 H 0  0 N N N 7.107  -17.885 6.419  2.160  7.265  -1.392 H251 VS3 72 
VS3 H261 1H26 H 0  0 N N N 6.399  -15.496 6.231  1.632  4.862  -1.311 H261 VS3 73 
VS3 H281 1H28 H 0  0 N N N 7.713  -12.200 9.099  -3.403 -0.151 0.032  H281 VS3 74 
VS3 H282 2H28 H 0  0 N N N 6.332  -12.464 10.206 -2.460 -0.556 -1.422 H282 VS3 75 
VS3 H311 1H31 H 0  0 N N N 11.306 -10.811 9.233  -7.560 -1.603 -0.958 H311 VS3 76 
VS3 H321 1H32 H 0  0 N N N 13.140 -12.325 8.654  -8.376 -1.808 1.355  H321 VS3 77 
VS3 H341 1H34 H 0  0 N N N 12.227 -14.765 12.234 -4.367 -2.271 2.736  H341 VS3 78 
VS3 H351 1H35 H 0  0 N N N 10.371 -13.219 12.787 -3.544 -2.072 0.425  H351 VS3 79 
VS3 H271 1H27 H 0  0 N N N 6.969  -10.109 8.664  -2.704 1.775  -2.230 H271 VS3 80 
VS3 H272 2H27 H 0  0 N N N 5.743  -10.210 9.799  -3.647 2.181  -0.777 H272 VS3 81 
# 
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 
VS3 C1  C2   DOUB Y N 1  
VS3 C1  C6   SING Y N 2  
VS3 C1  C7   SING N N 3  
VS3 C2  C3   SING Y N 4  
VS3 C2  H21  SING N N 5  
VS3 C3  C4   DOUB Y N 6  
VS3 C3  H31  SING N N 7  
VS3 C4  C5   SING Y N 8  
VS3 C4  H41  SING N N 9  
VS3 C5  C6   DOUB Y N 10 
VS3 C5  H51  SING N N 11 
VS3 C6  H61  SING N N 12 
VS3 C7  O1   SING N N 13 
VS3 C7  H71  SING N N 14 
VS3 C7  H72  SING N N 15 
VS3 O1  C8   SING N N 16 
VS3 C8  O2   DOUB N N 17 
VS3 C8  N1   SING N N 18 
VS3 N1  C9   SING N N 19 
VS3 N1  HN11 SING N N 20 
VS3 C9  C10  SING N N 21 
VS3 C9  C17  SING N N 22 
VS3 C9  H91  SING N N 23 
VS3 C10 C11  SING N N 24 
VS3 C10 H101 SING N N 25 
VS3 C10 H102 SING N N 26 
VS3 C11 C12  DOUB Y N 27 
VS3 C11 C16  SING Y N 28 
VS3 C12 C13  SING Y N 29 
VS3 C12 H121 SING N N 30 
VS3 C13 C14  DOUB Y N 31 
VS3 C13 H131 SING N N 32 
VS3 C14 C15  SING Y N 33 
VS3 C14 H141 SING N N 34 
VS3 C15 C16  DOUB Y N 35 
VS3 C15 H151 SING N N 36 
VS3 C16 H161 SING N N 37 
VS3 C17 O3   DOUB N N 38 
VS3 C17 N2   SING N N 39 
VS3 N2  C18  SING N N 40 
VS3 N2  HN21 SING N N 41 
VS3 C18 C19  SING N N 42 
VS3 C18 C27  SING N N 43 
VS3 C18 H181 SING N N 44 
VS3 C19 C20  SING N N 45 
VS3 C19 H191 SING N N 46 
VS3 C19 H192 SING N N 47 
VS3 C20 C21  SING N N 48 
VS3 C20 H201 SING N N 49 
VS3 C20 H202 SING N N 50 
VS3 C21 C22  DOUB Y N 51 
VS3 C21 C26  SING Y N 52 
VS3 C22 C23  SING Y N 53 
VS3 C22 H221 SING N N 54 
VS3 C23 C24  DOUB Y N 55 
VS3 C23 H231 SING N N 56 
VS3 C24 C25  SING Y N 57 
VS3 C24 H241 SING N N 58 
VS3 C25 C26  DOUB Y N 59 
VS3 C25 H251 SING N N 60 
VS3 C26 H261 SING N N 61 
VS3 C28 S1   SING N N 62 
VS3 C28 C27  SING N N 63 
VS3 C28 H281 SING N N 64 
VS3 C28 H282 SING N N 65 
VS3 S1  O4   DOUB N N 66 
VS3 S1  O5   DOUB N N 67 
VS3 S1  O29  SING N N 68 
VS3 O29 C30  SING N N 69 
VS3 C30 C31  DOUB Y N 70 
VS3 C30 C35  SING Y N 71 
VS3 C31 C32  SING Y N 72 
VS3 C31 H311 SING N N 73 
VS3 C32 C33  DOUB Y N 74 
VS3 C32 H321 SING N N 75 
VS3 C33 N3   SING N N 76 
VS3 C33 C34  SING Y N 77 
VS3 N3  O8   DOUB N N 78 
VS3 N3  O9   SING N N 79 
VS3 C34 C35  DOUB Y N 80 
VS3 C34 H341 SING N N 81 
VS3 C35 H351 SING N N 82 
VS3 C27 H271 SING N N 83 
VS3 C27 H272 SING N N 84 
# 
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 
VS3 SMILES           ACDLabs              10.04 O=S(=O)(Oc1ccc(cc1)[N+]([O-])=O)CCC(NC(=O)C(NC(=O)OCc2ccccc2)Cc3ccccc3)CCc4ccccc4 
VS3 InChI            InChI                1.02b 
InChI=1/C34H35N3O8S/c38-33(32(24-27-12-6-2-7-13-27)36-34(39)44-25-28-14-8-3-9-15-28)35-29(17-16-26-10-4-1-5-11-26)22-23-46(42,43)45-31-20-18-30(19-21-31)37(40)41/h1-15,18-21,29,32H,16-17,22-25H2,(H,35,38)(H,36,39)/t29-,32-/m0/s1/f/h35-36H 
VS3 InChIKey         InChI                1.02b WABCRPSWXFHXDH-XXGBVOAZDK 
VS3 SMILES_CANONICAL CACTVS               3.341 [O-][N+](=O)c1ccc(O[S](=O)(=O)CC[C@H](CCc2ccccc2)NC(=O)[C@H](Cc3ccccc3)NC(=O)OCc4ccccc4)cc1 
VS3 SMILES           CACTVS               3.341 [O-][N+](=O)c1ccc(O[S](=O)(=O)CC[CH](CCc2ccccc2)NC(=O)[CH](Cc3ccccc3)NC(=O)OCc4ccccc4)cc1 
VS3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@@H](CCS(=O)(=O)Oc2ccc(cc2)[N+](=O)[O-])NC(=O)[C@H](Cc3ccccc3)NC(=O)OCc4ccccc4 
VS3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(CCS(=O)(=O)Oc2ccc(cc2)[N+](=O)[O-])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 
VS3 "SYSTEMATIC NAME" ACDLabs              10.04 "4-nitrophenyl (3S)-3-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-5-phenylpentane-1-sulfonate"                 
VS3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4-nitrophenyl) (3S)-5-phenyl-3-[[(2S)-3-phenyl-2-phenylmethoxycarbonylamino-propanoyl]amino]pentane-1-sulfonate" 
# 
