data_2VC # _chem_comp.id 2VC _chem_comp.name "N-[(2S)-5-(carbamimidamidooxy)-1-oxo-1-{[(1E,3S)-5-phenyl-1-(pyrimidin-2-ylsulfonyl)pent-1-en-3-yl]amino}pentan-2-yl]-4-methylpiperazine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H39 N9 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-09 _chem_comp.pdbx_modified_date 2014-11-07 _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 601.721 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2VC _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 4PI4 _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 2VC C10 C1 C 0 1 N N N 15.780 9.533 -13.056 -0.848 -1.940 0.349 C10 2VC 1 2VC C15 C2 C 0 1 N N N 20.223 7.476 -15.830 -2.163 -7.849 1.318 C15 2VC 2 2VC C21 C3 C 0 1 N N S 12.066 12.295 -13.982 1.583 1.829 0.219 C21 2VC 3 2VC C22 C4 C 0 1 N N N 10.564 12.347 -13.685 3.033 1.544 0.516 C22 2VC 4 2VC C01 C5 C 0 1 N N N 20.494 14.479 -18.700 -7.368 2.668 -2.140 C01 2VC 5 2VC N02 N1 N 0 1 N N N 19.592 13.931 -17.715 -6.541 1.484 -1.866 N02 2VC 6 2VC C03 C6 C 0 1 N N N 18.205 14.320 -17.864 -6.070 1.482 -0.475 C03 2VC 7 2VC C04 C7 C 0 1 N N N 17.525 14.467 -16.546 -5.369 0.152 -0.179 C04 2VC 8 2VC N05 N2 N 0 1 N N N 17.740 13.331 -15.728 -4.322 -0.060 -1.191 N05 2VC 9 2VC C06 C8 C 0 1 N N N 16.639 12.478 -15.369 -3.059 -0.359 -0.827 C06 2VC 10 2VC O07 O1 O 0 1 N N N 15.568 12.809 -15.817 -2.228 -0.620 -1.676 O07 2VC 11 2VC N08 N3 N 0 1 N N N 16.744 11.278 -14.524 -2.717 -0.369 0.476 N08 2VC 12 2VC C09 C9 C 0 1 N N S 15.548 10.490 -14.192 -1.321 -0.580 0.866 C09 2VC 13 2VC C11 C10 C 0 1 N N N 17.232 9.142 -12.756 -1.635 -3.052 1.046 C11 2VC 14 2VC C12 C11 C 0 1 N N N 17.654 7.770 -13.165 -1.161 -4.412 0.529 C12 2VC 15 2VC O13 O2 O 0 1 N N N 18.960 7.592 -13.732 -1.897 -5.451 1.179 O13 2VC 16 2VC N14 N4 N 0 1 N N N 19.222 8.079 -14.979 -1.533 -6.757 0.770 N14 2VC 17 2VC N16 N5 N 0 1 N N N 20.909 6.413 -15.413 -1.810 -9.117 0.920 N16 2VC 18 2VC N17 N6 N 0 1 N N N 20.468 8.021 -17.112 -3.095 -7.683 2.214 N17 2VC 19 2VC C18 C12 C 0 1 N N N 14.372 11.452 -13.849 -0.464 0.508 0.273 C18 2VC 20 2VC O19 O3 O 0 1 N N N 14.605 12.487 -13.181 -0.867 1.149 -0.675 O19 2VC 21 2VC N20 N7 N 0 1 N N N 13.057 11.241 -14.329 0.750 0.770 0.796 N20 2VC 22 2VC C23 C13 C 0 1 N N N 9.731 11.497 -14.379 3.884 1.382 -0.467 C23 2VC 23 2VC S24 S1 S 0 1 N N N 8.177 11.010 -13.620 5.579 1.049 -0.119 S24 2VC 24 2VC O25 O4 O 0 1 N N N 7.834 9.693 -14.001 6.336 1.945 -0.921 O25 2VC 25 2VC O26 O5 O 0 1 N N N 8.258 10.838 -12.151 5.694 0.987 1.296 O26 2VC 26 2VC C27 C14 C 0 1 Y N N 6.999 12.225 -14.068 5.926 -0.570 -0.719 C27 2VC 27 2VC N28 N8 N 0 1 Y N N 7.185 12.946 -15.203 5.752 -1.602 0.082 N28 2VC 28 2VC C29 C15 C 0 1 Y N N 6.307 13.896 -15.599 6.003 -2.833 -0.333 C29 2VC 29 2VC C30 C16 C 0 1 Y N N 5.164 14.142 -14.793 6.454 -3.029 -1.629 C30 2VC 30 2VC C31 C17 C 0 1 Y N N 4.987 13.389 -13.619 6.625 -1.919 -2.442 C31 2VC 31 2VC N32 N9 N 0 1 Y N N 5.896 12.452 -13.278 6.349 -0.718 -1.959 N32 2VC 32 2VC C33 C18 C 0 1 N N N 11.791 12.679 -15.476 1.192 3.175 0.830 C33 2VC 33 2VC C34 C19 C 0 1 N N N 11.987 14.072 -15.957 -0.242 3.523 0.424 C34 2VC 34 2VC C35 C20 C 0 1 Y N N 10.974 14.513 -16.977 -0.627 4.849 1.026 C35 2VC 35 2VC C36 C21 C 0 1 Y N N 10.639 13.645 -18.036 -1.211 4.897 2.278 C36 2VC 36 2VC C37 C22 C 0 1 Y N N 9.679 14.023 -18.996 -1.559 6.114 2.832 C37 2VC 37 2VC C38 C23 C 0 1 Y N N 9.078 15.277 -18.897 -1.324 7.284 2.134 C38 2VC 38 2VC C39 C24 C 0 1 Y N N 9.411 16.147 -17.845 -0.740 7.237 0.882 C39 2VC 39 2VC C40 C25 C 0 1 Y N N 10.352 15.766 -16.868 -0.392 6.019 0.328 C40 2VC 40 2VC C41 C26 C 0 1 N N N 19.102 13.169 -15.358 -4.691 0.063 -2.609 C41 2VC 41 2VC C42 C27 C 0 1 N N N 20.039 13.857 -16.319 -5.419 1.396 -2.809 C42 2VC 42 2VC H1 H1 H 0 1 N N N 15.366 9.992 -12.146 -1.012 -1.997 -0.727 H1 2VC 43 2VC H2 H2 H 0 1 N N N 15.228 8.609 -13.284 0.215 -2.059 0.561 H2 2VC 44 2VC H3 H3 H 0 1 N N N 12.568 13.136 -13.482 1.434 1.862 -0.860 H3 2VC 45 2VC H4 H4 H 0 1 N N N 10.168 13.033 -12.950 3.371 1.475 1.540 H4 2VC 46 2VC H6 H6 H 0 1 N N N 21.516 14.125 -18.499 -7.766 2.606 -3.153 H6 2VC 47 2VC H7 H7 H 0 1 N N N 20.183 14.152 -19.703 -8.191 2.708 -1.427 H7 2VC 48 2VC H8 H8 H 0 1 N N N 20.470 15.578 -18.648 -6.759 3.566 -2.043 H8 2VC 49 2VC H10 H10 H 0 1 N N N 18.160 15.281 -18.396 -5.369 2.303 -0.327 H10 2VC 50 2VC H11 H11 H 0 1 N N N 17.681 13.551 -18.451 -6.919 1.602 0.197 H11 2VC 51 2VC H12 H12 H 0 1 N N N 17.921 15.357 -16.035 -4.918 0.188 0.812 H12 2VC 52 2VC H13 H13 H 0 1 N N N 16.445 14.590 -16.712 -6.093 -0.662 -0.225 H13 2VC 53 2VC H14 H14 H 0 1 N N N 17.637 10.996 -14.172 -3.396 -0.236 1.156 H14 2VC 54 2VC H15 H15 H 0 1 N N N 15.253 9.908 -15.078 -1.239 -0.555 1.952 H15 2VC 55 2VC H16 H16 H 0 1 N N N 17.383 9.227 -11.670 -1.470 -2.995 2.122 H16 2VC 56 2VC H17 H17 H 0 1 N N N 17.885 9.860 -13.274 -2.697 -2.933 0.834 H17 2VC 57 2VC H18 H18 H 0 1 N N N 16.926 7.416 -13.910 -1.326 -4.470 -0.547 H18 2VC 58 2VC H19 H19 H 0 1 N N N 17.600 7.134 -12.269 -0.099 -4.532 0.741 H19 2VC 59 2VC H20 H20 H 0 1 N N N 18.710 8.871 -15.312 -0.840 -6.881 0.103 H20 2VC 60 2VC H21 H21 H 0 1 N N N 20.733 6.028 -14.507 -1.117 -9.241 0.254 H21 2VC 61 2VC H22 H22 H 0 1 N N N 21.600 6.000 -16.006 -2.255 -9.888 1.307 H22 2VC 62 2VC H23 H23 H 0 1 N N N 19.886 8.812 -17.300 -3.344 -6.788 2.494 H23 2VC 63 2VC H24 H24 H 0 1 N N N 12.810 10.435 -14.867 1.072 0.258 1.554 H24 2VC 64 2VC H25 H25 H 0 1 N N N 10.006 11.132 -15.357 3.546 1.452 -1.490 H25 2VC 65 2VC H27 H27 H 0 1 N N N 6.472 14.455 -16.508 5.858 -3.674 0.328 H27 2VC 66 2VC H28 H28 H 0 1 N N N 4.443 14.894 -15.077 6.667 -4.021 -1.997 H28 2VC 67 2VC H29 H29 H 0 1 N N N 4.125 13.560 -12.991 6.976 -2.033 -3.457 H29 2VC 68 2VC H30 H30 H 0 1 N N N 10.740 12.424 -15.676 1.257 3.114 1.917 H30 2VC 69 2VC H31 H31 H 0 1 N N N 12.446 12.042 -16.088 1.870 3.949 0.469 H31 2VC 70 2VC H32 H32 H 0 1 N N N 12.987 14.145 -16.409 -0.306 3.584 -0.663 H32 2VC 71 2VC H33 H33 H 0 1 N N N 11.925 14.749 -15.092 -0.919 2.749 0.785 H33 2VC 72 2VC H34 H34 H 0 1 N N N 11.122 12.682 -18.112 -1.394 3.983 2.823 H34 2VC 73 2VC H35 H35 H 0 1 N N N 9.412 13.350 -19.798 -2.016 6.151 3.810 H35 2VC 74 2VC H36 H36 H 0 1 N N N 8.351 15.582 -19.635 -1.597 8.235 2.567 H36 2VC 75 2VC H37 H37 H 0 1 N N N 8.941 17.117 -17.785 -0.556 8.151 0.337 H37 2VC 76 2VC H38 H38 H 0 1 N N N 10.591 16.428 -16.048 0.068 5.982 -0.649 H38 2VC 77 2VC H39 H39 H 0 1 N N N 19.339 12.095 -15.340 -3.791 0.041 -3.225 H39 2VC 78 2VC H40 H40 H 0 1 N N N 19.249 13.594 -14.354 -5.347 -0.761 -2.890 H40 2VC 79 2VC H41 H41 H 0 1 N N N 20.996 13.315 -16.301 -5.796 1.455 -3.830 H41 2VC 80 2VC H42 H42 H 0 1 N N N 20.193 14.885 -15.960 -4.727 2.219 -2.629 H42 2VC 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 2VC C37 C38 DOUB Y N 1 2VC C37 C36 SING Y N 2 2VC C38 C39 SING Y N 3 2VC C01 N02 SING N N 4 2VC C36 C35 DOUB Y N 5 2VC C03 N02 SING N N 6 2VC C03 C04 SING N N 7 2VC C39 C40 DOUB Y N 8 2VC N02 C42 SING N N 9 2VC N17 C15 DOUB N N 10 2VC C35 C40 SING Y N 11 2VC C35 C34 SING N N 12 2VC C04 N05 SING N N 13 2VC C42 C41 SING N N 14 2VC C34 C33 SING N N 15 2VC C15 N16 SING N N 16 2VC C15 N14 SING N N 17 2VC O07 C06 DOUB N N 18 2VC N05 C06 SING N N 19 2VC N05 C41 SING N N 20 2VC C29 N28 DOUB Y N 21 2VC C29 C30 SING Y N 22 2VC C33 C21 SING N N 23 2VC C06 N08 SING N N 24 2VC N28 C27 SING Y N 25 2VC N14 O13 SING N N 26 2VC C30 C31 DOUB Y N 27 2VC N08 C09 SING N N 28 2VC C23 C22 DOUB N E 29 2VC C23 S24 SING N N 30 2VC N20 C21 SING N N 31 2VC N20 C18 SING N N 32 2VC C09 C18 SING N N 33 2VC C09 C10 SING N N 34 2VC C27 S24 SING N N 35 2VC C27 N32 DOUB Y N 36 2VC O25 S24 DOUB N N 37 2VC C21 C22 SING N N 38 2VC C18 O19 DOUB N N 39 2VC O13 C12 SING N N 40 2VC S24 O26 DOUB N N 41 2VC C31 N32 SING Y N 42 2VC C12 C11 SING N N 43 2VC C10 C11 SING N N 44 2VC C10 H1 SING N N 45 2VC C10 H2 SING N N 46 2VC C21 H3 SING N N 47 2VC C22 H4 SING N N 48 2VC C01 H6 SING N N 49 2VC C01 H7 SING N N 50 2VC C01 H8 SING N N 51 2VC C03 H10 SING N N 52 2VC C03 H11 SING N N 53 2VC C04 H12 SING N N 54 2VC C04 H13 SING N N 55 2VC N08 H14 SING N N 56 2VC C09 H15 SING N N 57 2VC C11 H16 SING N N 58 2VC C11 H17 SING N N 59 2VC C12 H18 SING N N 60 2VC C12 H19 SING N N 61 2VC N14 H20 SING N N 62 2VC N16 H21 SING N N 63 2VC N16 H22 SING N N 64 2VC N17 H23 SING N N 65 2VC N20 H24 SING N N 66 2VC C23 H25 SING N N 67 2VC C29 H27 SING N N 68 2VC C30 H28 SING N N 69 2VC C31 H29 SING N N 70 2VC C33 H30 SING N N 71 2VC C33 H31 SING N N 72 2VC C34 H32 SING N N 73 2VC C34 H33 SING N N 74 2VC C36 H34 SING N N 75 2VC C37 H35 SING N N 76 2VC C38 H36 SING N N 77 2VC C39 H37 SING N N 78 2VC C40 H38 SING N N 79 2VC C41 H39 SING N N 80 2VC C41 H40 SING N N 81 2VC C42 H41 SING N N 82 2VC C42 H42 SING N N 83 # 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 2VC SMILES ACDLabs 12.01 "O=C(N1CCN(C)CC1)NC(C(=O)NC(/C=C/S(=O)(=O)c2ncccn2)CCc3ccccc3)CCCONC(=[N@H])N" 2VC InChI InChI 1.03 "InChI=1S/C27H39N9O5S/c1-35-15-17-36(18-16-35)27(38)33-23(9-5-19-41-34-25(28)29)24(37)32-22(11-10-21-7-3-2-4-8-21)12-20-42(39,40)26-30-13-6-14-31-26/h2-4,6-8,12-14,20,22-23H,5,9-11,15-19H2,1H3,(H,32,37)(H,33,38)(H4,28,29,34)/b20-12+/t22-,23-/m0/s1" 2VC InChIKey InChI 1.03 FGWKPELIWHWYFZ-OBYRPWEKSA-N 2VC SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)C(=O)N[C@@H](CCCONC(N)=N)C(=O)N[C@@H](CCc2ccccc2)/C=C/[S](=O)(=O)c3ncccn3" 2VC SMILES CACTVS 3.385 "CN1CCN(CC1)C(=O)N[CH](CCCONC(N)=N)C(=O)N[CH](CCc2ccccc2)C=C[S](=O)(=O)c3ncccn3" 2VC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(/N)\NOCCC[C@@H](C(=O)N[C@@H](CCc1ccccc1)/C=C/S(=O)(=O)c2ncccn2)NC(=O)N3CCN(CC3)C" 2VC SMILES "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)C(=O)NC(CCCONC(=N)N)C(=O)NC(CCc2ccccc2)C=CS(=O)(=O)c3ncccn3" # 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 2VC "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-5-(carbamimidamidooxy)-1-oxo-1-{[(1E,3S)-5-phenyl-1-(pyrimidin-2-ylsulfonyl)pent-1-en-3-yl]amino}pentan-2-yl]-4-methylpiperazine-1-carboxamide" 2VC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(2S)-5-carbamimidamidooxy-1-oxidanylidene-1-[[(E,3S)-5-phenyl-1-pyrimidin-2-ylsulfonyl-pent-1-en-3-yl]amino]pentan-2-yl]-4-methyl-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 2VC "Create component" 2014-05-09 RCSB 2VC "Modify descriptor" 2014-09-05 RCSB 2VC "Initial release" 2014-11-12 RCSB #