data_S33 # _chem_comp.id S33 _chem_comp.name "(2S)-N-[[2-(aminomethyl)-5-chloranyl-phenyl]methyl]-1-[(2S)-2-[(3-chloranyl-4-methoxy-phenyl)sulfonylamino]-4-[(4-cyanophenyl)methylamino]-4-oxidanylidene-butanoyl]pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H34 Cl2 N6 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-27 _chem_comp.pdbx_modified_date 2012-10-19 _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 701.620 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S33 _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 3U9A _chem_comp.pdbx_subcomponent_list "BSZ AS7 PRO 00T" _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 S33 S26 S26 S 0 1 N N N 17.878 -15.835 24.799 -1.796 3.764 -0.615 S BSZ 1 S33 CL4 CL4 CL 0 0 N N N 20.792 -11.768 26.803 3.297 5.065 -1.947 CL BSZ 2 S33 C1 C1 C 0 1 Y N N 19.250 -14.991 24.864 -0.136 4.115 -0.141 CG BSZ 3 S33 C45 C45 C 0 1 N N N 23.915 -13.061 24.178 4.049 4.896 2.368 CH BSZ 4 S33 O44 O44 O 0 1 N N N 22.794 -12.794 25.021 3.751 4.938 0.971 OH BSZ 5 S33 C43 C43 C 0 1 Y N N 21.646 -13.546 24.935 2.471 4.667 0.605 CZ BSZ 6 S33 O5 O5 O 0 1 N N N 17.257 -15.800 26.077 -2.605 4.044 0.519 OB1 BSZ 7 S33 O42 O42 O 0 1 N N N 18.158 -17.157 24.316 -1.992 4.381 -1.880 OB2 BSZ 8 S33 C47 C47 C 0 1 Y N N 20.331 -15.355 24.055 0.219 4.097 1.196 CD1 BSZ 9 S33 C40 C40 C 0 1 Y N N 19.381 -13.893 25.706 0.808 4.414 -1.105 CD2 BSZ 10 S33 C46 C46 C 0 1 Y N N 21.531 -14.640 24.086 1.521 4.366 1.570 CE1 BSZ 11 S33 C41 C41 C 0 1 Y N N 20.581 -13.187 25.737 2.112 4.690 -0.736 CE2 BSZ 12 S33 C8 C8 C 0 1 N N N 17.054 -13.390 22.095 -0.229 0.749 0.223 C AS7 13 S33 N3 N3 N 0 1 N N N 16.857 -15.132 23.774 -1.898 2.131 -0.870 N AS7 14 S33 O9 O9 O 0 1 N N N 16.119 -12.802 22.623 0.428 0.852 -0.791 O AS7 15 S33 C31 C31 C 0 1 N N N 14.468 -18.679 21.769 -6.412 -0.045 0.176 C1 AS7 16 S33 C32 C32 C 0 1 Y N N 14.307 -19.061 23.219 -7.321 -1.211 -0.114 C2 AS7 17 S33 C33 C33 C 0 1 Y N N 13.148 -19.723 23.615 -7.707 -2.055 0.912 C3 AS7 18 S33 C34 C34 C 0 1 Y N N 12.967 -20.080 24.947 -8.539 -3.124 0.654 C4 AS7 19 S33 C35 C35 C 0 1 Y N N 13.950 -19.776 25.880 -8.994 -3.353 -0.646 C5 AS7 20 S33 C36 C36 C 0 1 Y N N 15.106 -19.112 25.483 -8.601 -2.497 -1.677 C6 AS7 21 S33 C37 C37 C 0 1 Y N N 15.287 -18.753 24.154 -7.772 -1.429 -1.404 C7 AS7 22 S33 C38 C38 C 0 1 N N N 13.787 -20.116 27.110 -9.858 -4.461 -0.922 C8 AS7 23 S33 N39 N39 N 0 1 N N N 13.636 -20.424 28.217 -10.544 -5.340 -1.140 N9 AS7 24 S33 C6 C6 C 0 1 N N S 17.372 -14.809 22.469 -1.667 1.201 0.237 CA AS7 25 S33 C7 C7 C 0 1 N N N 16.877 -15.749 21.363 -2.585 -0.014 0.083 CB AS7 26 S33 C28 C28 C 0 1 N N N 15.571 -16.470 21.620 -4.020 0.418 0.237 CG AS7 27 S33 O29 O29 O 0 1 N N N 14.534 -15.868 21.853 -4.279 1.561 0.551 OD1 AS7 28 S33 N30 N30 N 0 1 N N N 15.614 -17.802 21.575 -5.016 -0.465 0.026 ND2 AS7 29 S33 N10 N10 N 0 1 N N N 17.854 -12.840 21.193 0.326 0.230 1.336 N PRO 30 S33 C11 C11 C 0 1 N N S 17.588 -11.475 20.753 1.711 -0.247 1.460 CA PRO 31 S33 C15 C15 C 0 1 N N N 16.145 -11.343 20.345 1.960 -1.359 0.474 C PRO 32 S33 O16 O16 O 0 1 N N N 15.555 -12.212 19.709 1.071 -1.723 -0.266 O PRO 33 S33 C12 C12 C 0 1 N N N 18.495 -11.314 19.534 1.886 -0.774 2.900 CB PRO 34 S33 C13 C13 C 0 1 N N N 19.610 -12.333 19.706 0.430 -1.085 3.336 CG PRO 35 S33 C14 C14 C 0 1 N N N 18.994 -13.461 20.518 -0.353 0.054 2.632 CD PRO 36 S33 N17 N17 N 0 1 N N N 15.501 -10.235 20.707 3.171 -1.948 0.414 N19 00T 37 S33 C18 C18 C 0 1 N N N 14.106 -9.991 20.360 3.413 -3.028 -0.545 C10 00T 38 S33 C19 C19 C 0 1 Y N N 13.217 -9.983 21.582 4.834 -3.511 -0.410 C6 00T 39 S33 C20 C20 C 0 1 Y N N 12.460 -11.091 21.914 5.174 -4.384 0.607 C5 00T 40 S33 C25 C25 C 0 1 N N N 12.529 -12.351 21.073 4.123 -4.852 1.579 C32 00T 41 S33 N27 N27 N 0 1 N N N 13.131 -13.436 21.848 3.335 -5.930 0.967 N33 00T 42 S33 C21 C21 C 0 1 Y N N 11.647 -11.094 23.039 6.478 -4.826 0.732 C4 00T 43 S33 C22 C22 C 0 1 Y N N 11.554 -9.965 23.847 7.442 -4.396 -0.160 C3 00T 44 S33 C23 C23 C 0 1 Y N N 12.331 -8.866 23.504 7.103 -3.523 -1.178 C2 00T 45 S33 CL2 CL2 CL 0 0 N N N 12.255 -7.400 24.518 8.314 -2.982 -2.298 CL1 00T 46 S33 C24 C24 C 0 1 Y N N 13.150 -8.854 22.385 5.797 -3.085 -1.306 C7 00T 47 S33 H45 H45 H 0 1 N N N 24.723 -12.351 24.406 3.433 5.626 2.894 HH BSZ 48 S33 H45A H45A H 0 0 N N N 24.269 -14.088 24.353 3.839 3.898 2.755 HHA BSZ 49 S33 H45B H45B H 0 0 N N N 23.616 -12.951 23.125 5.102 5.130 2.523 HHB BSZ 50 S33 H47 H47 H 0 1 N N N 20.237 -16.204 23.394 -0.522 3.867 1.947 HD1 BSZ 51 S33 H40 H40 H 0 1 N N N 18.556 -13.589 26.333 0.528 4.432 -2.148 HD2 BSZ 52 S33 H46 H46 H 0 1 N N N 22.359 -14.934 23.458 1.798 4.347 2.614 HE1 BSZ 53 S33 HN3 HN3 H 0 1 N N N 16.561 -14.274 24.195 -2.111 1.790 -1.753 H AS7 54 S33 H31 H31 H 0 1 N N N 13.560 -18.155 21.437 -6.579 0.303 1.195 H1 AS7 55 S33 H31A H31A H 0 0 N N N 14.616 -19.593 21.175 -6.624 0.765 -0.523 H1A AS7 56 S33 H33 H33 H 0 1 N N N 12.387 -19.960 22.886 -7.354 -1.877 1.917 H3 AS7 57 S33 H34 H34 H 0 1 N N N 12.067 -20.591 25.254 -8.839 -3.783 1.456 H4 AS7 58 S33 H36 H36 H 0 1 N N N 15.867 -18.875 26.212 -8.948 -2.668 -2.685 H6 AS7 59 S33 H37 H37 H 0 1 N N N 16.185 -18.237 23.849 -7.471 -0.763 -2.200 H7 AS7 60 S33 H6 H6 H 0 1 N N N 18.461 -14.941 22.547 -1.881 1.700 1.182 HA AS7 61 S33 H7 H7 H 0 1 N N N 16.739 -15.140 20.457 -2.442 -0.455 -0.903 HB AS7 62 S33 H7A H7A H 0 1 N N N 17.650 -16.519 21.221 -2.343 -0.751 0.849 HBA AS7 63 S33 HN30 HN30 H 0 0 N N N 16.499 -18.231 21.395 -4.809 -1.378 -0.225 HND2 AS7 64 S33 H11 H11 H 0 1 N N N 17.773 -10.721 21.532 2.404 0.574 1.279 HA PRO 65 S33 H12 H12 H 0 1 N N N 17.936 -11.504 18.606 2.492 -1.680 2.908 HB2 PRO 66 S33 H12A H12A H 0 0 N N N 18.905 -10.294 19.487 2.325 -0.009 3.540 HB3 PRO 67 S33 H13 H13 H 0 1 N N N 19.963 -12.698 18.730 0.113 -2.063 2.973 HG2 PRO 68 S33 H13A H13A H 0 0 N N N 20.468 -11.892 20.234 0.323 -1.019 4.419 HG3 PRO 69 S33 H14 H14 H 0 1 N N N 19.713 -13.868 21.244 -0.299 0.973 3.217 HD2 PRO 70 S33 H14A H14A H 0 0 N N N 18.670 -14.288 19.869 -1.392 -0.238 2.480 HD3 PRO 71 S33 HN17 HN17 H 0 0 N N N 15.993 -9.544 21.237 3.882 -1.656 1.006 HN19 00T 72 S33 H18 H18 H 0 1 N N N 14.032 -9.012 19.864 2.729 -3.853 -0.344 H10 00T 73 S33 H18A H18A H 0 0 N N N 13.767 -10.788 19.682 3.250 -2.659 -1.558 H10A 00T 74 S33 H25 H25 H 0 1 N N N 11.513 -12.642 20.769 4.604 -5.223 2.484 H32 00T 75 S33 H25A H25A H 0 0 N N N 13.141 -12.159 20.180 3.465 -4.021 1.833 H32A 00T 76 S33 HN27 HN27 H 0 0 N N N 13.173 -14.263 21.287 2.622 -6.262 1.600 HN33 00T 77 S33 HN2A HN2A H 0 0 N N N 14.055 -13.174 22.126 2.930 -5.630 0.093 HN3A 00T 78 S33 H21 H21 H 0 1 N N N 11.082 -11.980 23.289 6.742 -5.508 1.527 H4 00T 79 S33 H22 H22 H 0 1 N N N 10.902 -9.944 24.708 8.461 -4.742 -0.061 H3 00T 80 S33 H24 H24 H 0 1 N N N 13.729 -7.976 22.142 5.530 -2.407 -2.103 H7 00T 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 S33 C1 S26 SING N N 1 S33 C1 C40 DOUB Y N 2 S33 C1 C47 SING Y N 3 S33 CL2 C23 SING N N 4 S33 N3 C6 SING N N 5 S33 N3 S26 SING N N 6 S33 CL4 C41 SING N N 7 S33 O5 S26 DOUB N N 8 S33 C6 C7 SING N N 9 S33 C6 C8 SING N N 10 S33 C7 C28 SING N N 11 S33 C8 O9 DOUB N N 12 S33 C8 N10 SING N N 13 S33 N10 C11 SING N N 14 S33 N10 C14 SING N N 15 S33 C11 C12 SING N N 16 S33 C11 C15 SING N N 17 S33 C12 C13 SING N N 18 S33 C13 C14 SING N N 19 S33 C15 O16 DOUB N N 20 S33 C15 N17 SING N N 21 S33 N17 C18 SING N N 22 S33 C18 C19 SING N N 23 S33 C19 C20 DOUB Y N 24 S33 C19 C24 SING Y N 25 S33 C20 C21 SING Y N 26 S33 C20 C25 SING N N 27 S33 C21 C22 DOUB Y N 28 S33 C22 C23 SING Y N 29 S33 C23 C24 DOUB Y N 30 S33 C25 N27 SING N N 31 S33 S26 O42 DOUB N N 32 S33 C28 O29 DOUB N N 33 S33 C28 N30 SING N N 34 S33 N30 C31 SING N N 35 S33 C31 C32 SING N N 36 S33 C32 C33 DOUB Y N 37 S33 C32 C37 SING Y N 38 S33 C33 C34 SING Y N 39 S33 C34 C35 DOUB Y N 40 S33 C35 C36 SING Y N 41 S33 C35 C38 SING N N 42 S33 C36 C37 DOUB Y N 43 S33 C38 N39 TRIP N N 44 S33 C40 C41 SING Y N 45 S33 C41 C43 DOUB Y N 46 S33 C43 O44 SING N N 47 S33 C43 C46 SING Y N 48 S33 O44 C45 SING N N 49 S33 C46 C47 DOUB Y N 50 S33 N3 HN3 SING N N 51 S33 C6 H6 SING N N 52 S33 C7 H7 SING N N 53 S33 C7 H7A SING N N 54 S33 C11 H11 SING N N 55 S33 C12 H12 SING N N 56 S33 C12 H12A SING N N 57 S33 C13 H13 SING N N 58 S33 C13 H13A SING N N 59 S33 C14 H14 SING N N 60 S33 C14 H14A SING N N 61 S33 N17 HN17 SING N N 62 S33 C18 H18 SING N N 63 S33 C18 H18A SING N N 64 S33 C21 H21 SING N N 65 S33 C22 H22 SING N N 66 S33 C24 H24 SING N N 67 S33 C25 H25 SING N N 68 S33 C25 H25A SING N N 69 S33 N27 HN27 SING N N 70 S33 N27 HN2A SING N N 71 S33 N30 HN30 SING N N 72 S33 C31 H31 SING N N 73 S33 C31 H31A SING N N 74 S33 C33 H33 SING N N 75 S33 C34 H34 SING N N 76 S33 C36 H36 SING N N 77 S33 C37 H37 SING N N 78 S33 C40 H40 SING N N 79 S33 C45 H45 SING N N 80 S33 C45 H45A SING N N 81 S33 C45 H45B SING N N 82 S33 C46 H46 SING N N 83 S33 C47 H47 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 S33 SMILES ACDLabs 12.01 "O=C(NCc1cc(Cl)ccc1CN)C4N(C(=O)C(NS(=O)(=O)c2ccc(OC)c(Cl)c2)CC(=O)NCc3ccc(C#N)cc3)CCC4" S33 InChI InChI 1.03 "InChI=1S/C32H34Cl2N6O6S/c1-46-29-11-10-25(14-26(29)34)47(44,45)39-27(15-30(41)37-18-21-6-4-20(16-35)5-7-21)32(43)40-12-2-3-28(40)31(42)38-19-23-13-24(33)9-8-22(23)17-36/h4-11,13-14,27-28,39H,2-3,12,15,17-19,36H2,1H3,(H,37,41)(H,38,42)/t27-,28-/m0/s1" S33 InChIKey InChI 1.03 MSHHPYQVXLZTQG-NSOVKSMOSA-N S33 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1Cl)[S](=O)(=O)N[C@@H](CC(=O)NCc2ccc(cc2)C#N)C(=O)N3CCC[C@H]3C(=O)NCc4cc(Cl)ccc4CN" S33 SMILES CACTVS 3.370 "COc1ccc(cc1Cl)[S](=O)(=O)N[CH](CC(=O)NCc2ccc(cc2)C#N)C(=O)N3CCC[CH]3C(=O)NCc4cc(Cl)ccc4CN" S33 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1Cl)S(=O)(=O)N[C@@H](CC(=O)NCc2ccc(cc2)C#N)C(=O)N3CCC[C@H]3C(=O)NCc4cc(ccc4CN)Cl" S33 SMILES "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1Cl)S(=O)(=O)NC(CC(=O)NCc2ccc(cc2)C#N)C(=O)N3CCCC3C(=O)NCc4cc(ccc4CN)Cl" # 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 S33 "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(3-chloro-4-methoxyphenyl)sulfonyl]-N-(4-cyanobenzyl)-L-asparaginyl-N-[2-(aminomethyl)-5-chlorobenzyl]-L-prolinamide" S33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-N-[[2-(aminomethyl)-5-chloranyl-phenyl]methyl]-1-[(2S)-2-[(3-chloranyl-4-methoxy-phenyl)sulfonylamino]-4-[(4-cyanophenyl)methylamino]-4-oxidanylidene-butanoyl]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 S33 "Create component" 2011-10-27 PDBJ S33 "Initial release" 2012-10-19 RCSB #