data_S29 # _chem_comp.id S29 _chem_comp.name "N-(benzylsulfonyl)-D-alanyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-25 _chem_comp.pdbx_modified_date 2012-04-20 _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 471.572 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S29 _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 3RLY _chem_comp.pdbx_subcomponent_list "PMS DAL PRO 00S" _chem_comp.pdbx_processing_site PDBJ # 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 S29 C7 C7 C 0 1 N N N 23.181 -16.864 25.482 -5.702 -0.262 0.576 C PMS 1 S29 S8 S8 S 0 1 N N N 22.277 -18.263 25.525 -4.444 1.018 0.316 S PMS 2 S29 C6 C6 C 0 1 Y N N 22.306 -15.628 25.447 -6.973 0.131 -0.132 C1 PMS 3 S29 C1 C1 C 0 1 Y N N 22.193 -14.912 24.268 -7.182 -0.256 -1.442 C2 PMS 4 S29 C2 C2 C 0 1 Y N N 21.397 -13.776 24.210 -8.348 0.104 -2.092 C3 PMS 5 S29 C3 C3 C 0 1 Y N N 20.723 -13.340 25.341 -9.305 0.851 -1.431 C4 PMS 6 S29 C4 C4 C 0 1 Y N N 20.840 -14.050 26.527 -9.096 1.238 -0.120 C5 PMS 7 S29 C5 C5 C 0 1 Y N N 21.639 -15.189 26.580 -7.931 0.877 0.530 C6 PMS 8 S29 O13 O13 O 0 1 N N N 21.637 -18.449 24.256 -4.031 1.042 -1.043 O2S PMS 9 S29 O14 O14 O 0 1 N N N 21.310 -18.207 26.587 -4.803 2.215 0.994 O1S PMS 10 S29 N9 N9 N 0 1 N N N 23.274 -19.493 25.769 -3.117 0.466 1.138 N DAL 11 S29 C10 C10 C 0 1 N N R 23.654 -19.869 27.115 -2.444 -0.760 0.702 CA DAL 12 S29 C33 C33 C 0 1 N N N 25.059 -20.461 27.108 -2.980 -1.948 1.503 CB DAL 13 S29 C11 C11 C 0 1 N N N 22.694 -20.874 27.681 -0.960 -0.627 0.932 C DAL 14 S29 O15 O15 O 0 1 N N N 22.224 -21.744 26.967 -0.509 0.391 1.412 O DAL 15 S29 N12 N12 N 0 1 N N N 22.388 -20.760 28.969 -0.134 -1.641 0.604 N PRO 16 S29 C16 C16 C 0 1 N N S 21.469 -21.706 29.593 1.326 -1.645 0.773 CA PRO 17 S29 C17 C17 C 0 1 N N N 20.026 -21.363 29.368 1.937 -0.514 -0.014 C PRO 18 S29 O18 O18 O 0 1 N N N 19.163 -22.020 29.926 1.227 0.230 -0.657 O PRO 19 S29 C21 C21 C 0 1 N N N 21.765 -21.587 31.083 1.845 -2.997 0.238 CB PRO 20 S29 C22 C22 C 0 1 N N N 22.790 -20.479 31.253 0.713 -3.449 -0.721 CG PRO 21 S29 C23 C23 C 0 1 N N N 22.889 -19.766 29.914 -0.547 -2.931 0.021 CD PRO 22 S29 N19 N19 N 0 1 N N N 19.738 -20.359 28.541 3.272 -0.329 -0.002 N23 00S 23 S29 C20 C20 C 0 1 N N N 18.399 -19.885 28.213 3.865 0.771 -0.766 C16 00S 24 S29 C24 C24 C 0 1 Y N N 18.111 -20.152 26.754 5.361 0.758 -0.586 C17 00S 25 S29 C31 C31 C 0 1 Y N N 16.826 -19.982 26.253 5.937 1.477 0.445 C22 00S 26 S29 C29 C29 C 0 1 Y N N 16.564 -20.229 24.910 7.306 1.465 0.619 C21 00S 27 S29 C28 C28 C 0 1 Y N N 17.587 -20.657 24.073 8.110 0.733 -0.255 C24 00S 28 S29 C26 C26 C 0 1 N N N 17.312 -20.924 22.623 9.580 0.720 -0.077 C27 00S 29 S29 N30 N30 N 0 1 N N N 18.149 -20.575 21.747 10.329 0.035 -0.895 N35 00S 30 S29 N32 N32 N 0 1 N N N 16.192 -21.545 22.264 10.156 1.431 0.953 N34 00S 31 S29 C27 C27 C 0 1 Y N N 18.872 -20.825 24.574 7.524 0.014 -1.296 C19 00S 32 S29 C25 C25 C 0 1 Y N N 19.134 -20.576 25.916 6.154 0.031 -1.457 C18 00S 33 S29 H7 H7 H 0 1 N N N 23.808 -16.877 24.578 -5.899 -0.367 1.643 H2A PMS 34 S29 H7A H7A H 0 1 N N N 23.811 -16.824 26.383 -5.343 -1.211 0.178 H1 PMS 35 S29 H1 H1 H 0 1 N N N 22.727 -15.239 23.388 -6.437 -0.844 -1.957 H2 PMS 36 S29 H2 H2 H 0 1 N N N 21.302 -13.231 23.282 -8.512 -0.198 -3.116 H3 PMS 37 S29 H3 H3 H 0 1 N N N 20.110 -12.452 25.299 -10.216 1.134 -1.938 H4 PMS 38 S29 H4 H4 H 0 1 N N N 20.312 -13.719 27.409 -9.843 1.823 0.396 H5 PMS 39 S29 H5 H5 H 0 1 N N N 21.739 -15.733 27.508 -7.767 1.180 1.553 H6 PMS 40 S29 HN9 HN9 H 0 1 N N N 22.825 -20.295 25.375 -2.784 0.955 1.907 H DAL 41 S29 H10 H10 H 0 1 N N N 23.632 -18.967 27.744 -2.634 -0.922 -0.359 HA DAL 42 S29 H33 H33 H 0 1 N N N 25.343 -20.745 28.132 -2.789 -1.786 2.564 HB1 DAL 43 S29 H33A H33A H 0 0 N N N 25.078 -21.351 26.462 -4.053 -2.044 1.337 HB2 DAL 44 S29 H33B H33B H 0 0 N N N 25.770 -19.714 26.724 -2.479 -2.860 1.179 HB3 DAL 45 S29 H16 H16 H 0 1 N N N 21.614 -22.712 29.172 1.577 -1.540 1.829 HA PRO 46 S29 H21 H21 H 0 1 N N N 20.845 -21.342 31.635 2.781 -2.863 -0.305 HB2 PRO 47 S29 H21A H21A H 0 0 N N N 22.165 -22.537 31.468 1.969 -3.711 1.052 HB3 PRO 48 S29 H22 H22 H 0 1 N N N 22.470 -19.778 32.038 0.817 -2.976 -1.698 HG2 PRO 49 S29 H22A H22A H 0 0 N N N 23.766 -20.900 31.537 0.691 -4.534 -0.815 HG3 PRO 50 S29 H23 H23 H 0 1 N N N 23.925 -19.475 29.685 -0.839 -3.626 0.808 HD2 PRO 51 S29 H23A H23A H 0 0 N N N 22.282 -18.849 29.897 -1.367 -2.785 -0.681 HD3 PRO 52 S29 HN19 HN19 H 0 0 N N N 20.507 -19.890 28.108 3.839 -0.924 0.513 HN23 00S 53 S29 H20 H20 H 0 1 N N N 17.661 -20.413 28.834 3.625 0.650 -1.823 H16 00S 54 S29 H20A H20A H 0 0 N N N 18.336 -18.804 28.407 3.465 1.720 -0.409 H16A 00S 55 S29 H31 H31 H 0 1 N N N 16.030 -19.658 26.907 5.314 2.047 1.119 H22 00S 56 S29 H29 H29 H 0 1 N N N 15.567 -20.088 24.518 7.754 2.023 1.428 H21 00S 57 S29 HN30 HN30 H 0 0 N N N 17.852 -20.823 20.825 11.292 0.026 -0.778 HN35 00S 58 S29 HN32 HN32 H 0 0 N N N 16.013 -21.735 21.299 9.599 1.940 1.561 HN34 00S 59 S29 HN3A HN3A H 0 0 N N N 15.529 -21.821 22.959 11.119 1.422 1.069 HN3A 00S 60 S29 H27 H27 H 0 1 N N N 19.668 -21.149 23.920 8.142 -0.554 -1.976 H19 00S 61 S29 H25 H25 H 0 1 N N N 20.132 -20.712 26.307 5.699 -0.525 -2.263 H18 00S 62 # 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 S29 C1 C2 DOUB Y N 1 S29 C1 C6 SING Y N 2 S29 C2 C3 SING Y N 3 S29 C3 C4 DOUB Y N 4 S29 C4 C5 SING Y N 5 S29 C5 C6 DOUB Y N 6 S29 C6 C7 SING N N 7 S29 C7 S8 SING N N 8 S29 S8 N9 SING N N 9 S29 S8 O13 DOUB N N 10 S29 S8 O14 DOUB N N 11 S29 N9 C10 SING N N 12 S29 C10 C11 SING N N 13 S29 C10 C33 SING N N 14 S29 C11 N12 SING N N 15 S29 C11 O15 DOUB N N 16 S29 N12 C16 SING N N 17 S29 N12 C23 SING N N 18 S29 C16 C17 SING N N 19 S29 C16 C21 SING N N 20 S29 C17 O18 DOUB N N 21 S29 C17 N19 SING N N 22 S29 N19 C20 SING N N 23 S29 C20 C24 SING N N 24 S29 C21 C22 SING N N 25 S29 C22 C23 SING N N 26 S29 C24 C25 DOUB Y N 27 S29 C24 C31 SING Y N 28 S29 C25 C27 SING Y N 29 S29 C26 C28 SING N N 30 S29 C26 N30 DOUB N N 31 S29 C26 N32 SING N N 32 S29 C27 C28 DOUB Y N 33 S29 C28 C29 SING Y N 34 S29 C29 C31 DOUB Y N 35 S29 C1 H1 SING N N 36 S29 C2 H2 SING N N 37 S29 C3 H3 SING N N 38 S29 C4 H4 SING N N 39 S29 C5 H5 SING N N 40 S29 C7 H7 SING N N 41 S29 C7 H7A SING N N 42 S29 N9 HN9 SING N N 43 S29 C10 H10 SING N N 44 S29 C16 H16 SING N N 45 S29 N19 HN19 SING N N 46 S29 C20 H20 SING N N 47 S29 C20 H20A SING N N 48 S29 C21 H21 SING N N 49 S29 C21 H21A SING N N 50 S29 C22 H22 SING N N 51 S29 C22 H22A SING N N 52 S29 C23 H23 SING N N 53 S29 C23 H23A SING N N 54 S29 C25 H25 SING N N 55 S29 C27 H27 SING N N 56 S29 C29 H29 SING N N 57 S29 N30 HN30 SING N N 58 S29 C31 H31 SING N N 59 S29 N32 HN32 SING N N 60 S29 N32 HN3A SING N N 61 S29 C33 H33 SING N N 62 S29 C33 H33A SING N N 63 S29 C33 H33B SING N N 64 # 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 S29 SMILES ACDLabs 12.01 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)C(NS(=O)(=O)Cc2ccccc2)C)CCC3" S29 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3ccc(cc3)C(N)=N" S29 SMILES CACTVS 3.370 "C[CH](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3ccc(cc3)C(N)=N" S29 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](C)NS(=O)(=O)Cc3ccccc3)\\N" S29 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C(=O)N1CCCC1C(=O)NCc2ccc(cc2)C(=N)N)NS(=O)(=O)Cc3ccccc3" S29 InChI InChI 1.03 "InChI=1S/C23H29N5O4S/c1-16(27-33(31,32)15-18-6-3-2-4-7-18)23(30)28-13-5-8-20(28)22(29)26-14-17-9-11-19(12-10-17)21(24)25/h2-4,6-7,9-12,16,20,27H,5,8,13-15H2,1H3,(H3,24,25)(H,26,29)/t16-,20+/m1/s1" S29 InChIKey InChI 1.03 RXILOHGFTAPEST-UZLBHIALSA-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 S29 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(benzylsulfonyl)-D-alanyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" S29 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[(2R)-2-[(phenylmethyl)sulfonylamino]propanoyl]pyrrolidine-2-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 S29 "Create component" 2011-04-25 PDBJ S29 "Modify aromatic_flag" 2011-06-04 RCSB S29 "Modify descriptor" 2011-06-04 RCSB #