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 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 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 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" VS4 InChI InChI 1.03 "InChI=1S/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" VS4 InChIKey InChI 1.03 PPIYQXGSPPWVLJ-CONSDPRKSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VS4 "Create component" 2000-06-09 RCSB VS4 "Modify descriptor" 2011-06-04 RCSB #