data_SI1 # _chem_comp.id SI1 _chem_comp.name "N-(BUTYLSULFONYL)-D-SERYL-N-{4-[AMINO(IMINO)METHYL]BENZYL}-L-ALANINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H29 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 2004-06-15 _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 427.518 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SI1 _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 SI1 N4 N4 N 0 1 N N N 34.395 4.770 27.388 -9.793 -1.739 -0.232 N4 SI1 1 SI1 N5 N5 N 0 1 N N N 33.177 2.953 27.899 -9.957 0.238 0.973 N5 SI1 2 SI1 C18 C18 C 0 1 N N N 33.187 4.298 27.784 -9.254 -0.552 0.213 C18 SI1 3 SI1 C14 C14 C 0 1 Y N N 32.049 5.094 28.062 -7.874 -0.175 -0.171 C14 SI1 4 SI1 C13 C13 C 0 1 Y N N 32.074 6.499 27.889 -7.326 1.026 0.279 C13 SI1 5 SI1 C12 C12 C 0 1 Y N N 30.972 7.302 28.242 -6.040 1.372 -0.083 C12 SI1 6 SI1 C17 C17 C 0 1 Y N N 29.768 6.721 28.681 -5.295 0.530 -0.889 C17 SI1 7 SI1 C16 C16 C 0 1 Y N N 29.717 5.321 28.817 -5.835 -0.660 -1.343 C16 SI1 8 SI1 C15 C15 C 0 1 Y N N 30.844 4.527 28.526 -7.118 -1.019 -0.984 C15 SI1 9 SI1 C11 C11 C 0 1 N N N 28.585 7.563 28.993 -3.891 0.914 -1.280 C11 SI1 10 SI1 N3 N3 N 0 1 N N N 28.781 8.335 30.159 -2.948 0.395 -0.285 N3 SI1 11 SI1 C10 C10 C 0 1 N N N 29.071 9.611 30.133 -1.627 0.618 -0.429 C10 SI1 12 SI1 O5 O5 O 0 1 N N N 29.239 10.205 29.059 -1.218 1.248 -1.382 O5 SI1 13 SI1 C8 C8 C 0 1 N N S 29.205 10.370 31.381 -0.657 0.085 0.594 C8 SI1 14 SI1 N2 N2 N 0 1 N N N 30.302 11.263 31.304 0.708 0.458 0.214 N2 SI1 15 SI1 C7 C7 C 0 1 N N N 31.570 10.928 31.176 1.752 -0.281 0.640 C7 SI1 16 SI1 O4 O4 O 0 1 N N N 31.875 9.734 31.079 1.561 -1.254 1.338 O4 SI1 17 SI1 C5 C5 C 0 1 N N R 32.666 11.906 31.134 3.155 0.103 0.250 C5 SI1 18 SI1 C6 C6 C 0 1 N N N 33.401 12.104 32.490 3.463 1.510 0.767 C6 SI1 19 SI1 O3 O3 O 0 1 N N N 32.493 12.123 33.595 3.229 1.560 2.176 O3 SI1 20 SI1 N1 N1 N 0 1 N N N 33.798 11.560 30.238 4.103 -0.850 0.834 N1 SI1 21 SI1 S1 S1 S 0 1 N N N 33.756 12.140 28.658 5.472 -1.272 0.003 S1 SI1 22 SI1 O2 O2 O 0 1 N N N 33.365 13.638 28.602 6.091 -2.210 0.872 O2 SI1 23 SI1 O1 O1 O 0 1 N N N 35.184 11.850 28.111 4.965 -1.643 -1.272 O1 SI1 24 SI1 C1 C1 C 0 1 N N N 32.615 11.143 27.770 6.403 0.283 -0.075 C1 SI1 25 SI1 C4 C4 C 0 1 N N N 32.475 11.400 26.251 7.717 0.054 -0.825 C4 SI1 26 SI1 C3 C3 C 0 1 N N N 31.457 10.393 25.652 8.502 1.365 -0.891 C3 SI1 27 SI1 C2 C2 C 0 1 N N N 31.343 10.600 24.121 9.816 1.135 -1.641 C2 SI1 28 SI1 C9 C9 C 0 1 N N N 27.916 11.198 31.624 -0.985 0.679 1.966 C9 SI1 29 SI1 H41 H41 H 0 1 N N N 34.624 5.732 27.240 -10.696 -1.986 0.020 H41 SI1 30 SI1 H42 H42 H 0 1 N N N 35.019 3.998 27.268 -9.269 -2.328 -0.798 H42 SI1 31 SI1 H51 H51 H 0 1 N N N 32.267 2.661 28.192 -10.861 -0.009 1.225 H51 SI1 32 SI1 H14 H14 H 0 1 N N N 32.957 6.965 27.477 -7.906 1.684 0.908 H14 SI1 33 SI1 H17 H17 H 0 1 N N N 31.052 8.377 28.175 -5.614 2.301 0.265 H17 SI1 34 SI1 H16 H16 H 0 1 N N N 28.803 4.850 29.148 -5.249 -1.313 -1.972 H16 SI1 35 SI1 H15 H15 H 0 1 N N N 30.784 3.457 28.662 -7.538 -1.950 -1.335 H15 SI1 36 SI1 H11 H11 H 0 1 N N N 27.726 6.897 29.164 -3.810 2.000 -1.325 H11 SI1 37 SI1 H12 H12 H 0 1 N N N 28.403 8.242 28.147 -3.657 0.490 -2.257 H12 SI1 38 SI1 H31 H31 H 0 1 N N N 28.694 7.885 31.048 -3.275 -0.108 0.477 H31 SI1 39 SI1 H81 H81 H 0 1 N N N 29.368 9.659 32.204 -0.738 -1.001 0.640 H81 SI1 40 SI1 H21 H21 H 0 1 N N N 30.094 12.240 31.351 0.860 1.237 -0.344 H21 SI1 41 SI1 H52 H52 H 0 1 N N N 32.106 12.789 30.794 3.247 0.087 -0.836 H52 SI1 42 SI1 H61 H61 H 0 1 N N N 33.919 13.074 32.458 4.505 1.752 0.562 H61 SI1 43 SI1 H62 H62 H 0 1 N N N 34.108 11.273 32.631 2.817 2.230 0.266 H62 SI1 44 SI1 H32 H32 H 0 1 N N N 32.984 12.127 34.409 3.434 2.461 2.461 H32 SI1 45 SI1 H13 H13 H 0 1 N N N 34.624 11.932 30.660 3.928 -1.234 1.707 H13 SI1 46 SI1 H22 H22 H 0 1 N N N 31.630 11.390 28.193 6.618 0.629 0.936 H22 SI1 47 SI1 H23 H23 H 0 1 N N N 32.942 10.100 27.889 5.812 1.035 -0.598 H23 SI1 48 SI1 H43 H43 H 0 1 N N N 33.452 11.270 25.764 7.502 -0.292 -1.837 H43 SI1 49 SI1 H44 H44 H 0 1 N N N 32.118 12.427 26.083 8.307 -0.698 -0.302 H44 SI1 50 SI1 H33 H33 H 0 1 N N N 30.472 10.559 26.113 8.717 1.710 0.120 H33 SI1 51 SI1 H34 H34 H 0 1 N N N 31.798 9.367 25.855 7.911 2.117 -1.414 H34 SI1 52 SI1 H24 H24 H 0 1 N N N 30.420 10.126 23.755 10.375 2.070 -1.688 H24 SI1 53 SI1 H25 H25 H 0 1 N N N 32.212 10.144 23.624 10.406 0.384 -1.118 H25 SI1 54 SI1 H26 H26 H 0 1 N N N 31.316 11.677 23.897 9.601 0.790 -2.653 H26 SI1 55 SI1 H91 H91 H 0 1 N N N 27.044 10.634 31.261 -2.001 0.402 2.248 H91 SI1 56 SI1 H92 H92 H 0 1 N N N 27.987 12.153 31.083 -0.284 0.293 2.706 H92 SI1 57 SI1 H93 H93 H 0 1 N N N 27.803 11.394 32.700 -0.904 1.765 1.920 H93 SI1 58 # 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 SI1 N4 C18 SING N N 1 SI1 N4 H41 SING N N 2 SI1 N4 H42 SING N N 3 SI1 N5 C18 DOUB N E 4 SI1 N5 H51 SING N N 5 SI1 C18 C14 SING N N 6 SI1 C14 C13 DOUB Y N 7 SI1 C14 C15 SING Y N 8 SI1 C13 C12 SING Y N 9 SI1 C13 H14 SING N N 10 SI1 C12 C17 DOUB Y N 11 SI1 C12 H17 SING N N 12 SI1 C17 C16 SING Y N 13 SI1 C17 C11 SING N N 14 SI1 C16 C15 DOUB Y N 15 SI1 C16 H16 SING N N 16 SI1 C15 H15 SING N N 17 SI1 C11 N3 SING N N 18 SI1 C11 H11 SING N N 19 SI1 C11 H12 SING N N 20 SI1 N3 C10 SING N N 21 SI1 N3 H31 SING N N 22 SI1 C10 O5 DOUB N N 23 SI1 C10 C8 SING N N 24 SI1 C8 N2 SING N N 25 SI1 C8 C9 SING N N 26 SI1 C8 H81 SING N N 27 SI1 N2 C7 SING N N 28 SI1 N2 H21 SING N N 29 SI1 C7 O4 DOUB N N 30 SI1 C7 C5 SING N N 31 SI1 C5 C6 SING N N 32 SI1 C5 N1 SING N N 33 SI1 C5 H52 SING N N 34 SI1 C6 O3 SING N N 35 SI1 C6 H61 SING N N 36 SI1 C6 H62 SING N N 37 SI1 O3 H32 SING N N 38 SI1 N1 S1 SING N N 39 SI1 N1 H13 SING N N 40 SI1 S1 O2 DOUB N N 41 SI1 S1 O1 DOUB N N 42 SI1 S1 C1 SING N N 43 SI1 C1 C4 SING N N 44 SI1 C1 H22 SING N N 45 SI1 C1 H23 SING N N 46 SI1 C4 C3 SING N N 47 SI1 C4 H43 SING N N 48 SI1 C4 H44 SING N N 49 SI1 C3 C2 SING N N 50 SI1 C3 H33 SING N N 51 SI1 C3 H34 SING N N 52 SI1 C2 H24 SING N N 53 SI1 C2 H25 SING N N 54 SI1 C2 H26 SING N N 55 SI1 C9 H91 SING N N 56 SI1 C9 H92 SING N N 57 SI1 C9 H93 SING N N 58 # 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 SI1 SMILES ACDLabs 10.04 "O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(cc1)C(=[N@H])N)C)CO)CCCC" SI1 SMILES_CANONICAL CACTVS 3.341 "CCCC[S](=O)(=O)N[C@H](CO)C(=O)N[C@@H](C)C(=O)NCc1ccc(cc1)C(N)=N" SI1 SMILES CACTVS 3.341 "CCCC[S](=O)(=O)N[CH](CO)C(=O)N[CH](C)C(=O)NCc1ccc(cc1)C(N)=N" SI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1ccc(cc1)CNC(=O)[C@H](C)NC(=O)[C@@H](CO)NS(=O)(=O)CCCC)/N" SI1 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)CNC(=O)C(C)NC(=O)C(CO)NS(=O)(=O)CCCC)N" SI1 InChI InChI 1.03 "InChI=1S/C18H29N5O5S/c1-3-4-9-29(27,28)23-15(11-24)18(26)22-12(2)17(25)21-10-13-5-7-14(8-6-13)16(19)20/h5-8,12,15,23-24H,3-4,9-11H2,1-2H3,(H3,19,20)(H,21,25)(H,22,26)/t12-,15+/m0/s1" SI1 InChIKey InChI 1.03 GDNHYCQJIXDFDC-SWLSCSKDSA-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 SI1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(butylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)-L-alaninamide" SI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2R)-2-(butylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SI1 "Create component" 2004-06-15 EBI SI1 "Modify descriptor" 2011-06-04 RCSB #