data_3SP
# 
_chem_comp.id                                    3SP 
_chem_comp.name                                  N-(CARBOXYMETHYL)-3-CYCLOHEXYL-D-ALANYL-N-({5-[(E)-AMINO(IMINO)METHYL]THIEN-2-YL}METHYL)-L-PROLINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H33 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                     2006-01-06 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        463.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3SP 
_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        2FES 
_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 
3SP C1   C1   C 0 1 Y N N 11.987 22.183 23.007 6.916  -0.614 -0.413 C1   3SP 1  
3SP C2   C2   C 0 1 Y N N 12.340 20.938 22.463 6.958  0.561  0.315  C2   3SP 2  
3SP C3   C3   C 0 1 Y N N 13.293 21.060 21.433 5.797  0.953  0.939  C3   3SP 3  
3SP C4   C4   C 0 1 Y N N 13.654 22.401 21.205 4.689  0.178  0.824  C4   3SP 4  
3SP S5   S5   S 0 1 Y N N 12.824 23.451 22.252 5.226  -1.133 -0.174 S5   3SP 5  
3SP C6   C6   C 0 1 N N N 11.002 22.381 24.095 7.988  -1.270 -1.179 C6   3SP 6  
3SP N7   N7   N 0 1 N N N 10.354 21.335 24.617 9.176  -0.728 -1.235 N7   3SP 7  
3SP N8   N8   N 0 1 N N N 10.754 23.611 24.552 7.739  -2.456 -1.838 N8   3SP 8  
3SP C9   C9   C 0 1 N N N 14.528 22.806 20.270 3.323  0.404  1.419  C9   3SP 9  
3SP N10  N10  N 0 1 N N N 15.855 22.688 20.750 2.505  1.181  0.485  N10  3SP 10 
3SP C11  C11  C 0 1 N N N 16.642 21.602 20.450 1.237  1.505  0.808  C11  3SP 11 
3SP O12  O12  O 0 1 N N N 16.213 20.688 19.755 0.774  1.152  1.872  O12  3SP 12 
3SP C13  C13  C 0 1 N N S 18.049 21.509 21.005 0.396  2.304  -0.153 C13  3SP 13 
3SP C14  C14  C 0 1 N N N 19.090 21.624 19.854 0.459  3.811  0.201  C14  3SP 14 
3SP C15  C15  C 0 1 N N N 20.165 20.576 20.244 -0.867 4.331  -0.414 C15  3SP 15 
3SP C16  C16  C 0 1 N N N 19.335 19.479 20.915 -1.840 3.156  -0.183 C16  3SP 16 
3SP N17  N17  N 0 1 N N N 18.239 20.161 21.621 -1.026 1.941  -0.015 N17  3SP 17 
3SP C18  C18  C 0 1 N N N 17.508 19.648 22.662 -1.502 0.704  0.227  C18  3SP 18 
3SP O19  O19  O 0 1 N N N 16.617 20.308 23.168 -0.747 -0.245 0.243  O19  3SP 19 
3SP C20  C20  C 0 1 N N R 17.787 18.250 23.191 -2.974 0.498  0.478  C20  3SP 20 
3SP N21  N21  N 0 1 N N N 16.538 17.477 23.168 -3.184 -0.803 1.127  N21  3SP 21 
3SP C22  C22  C 0 1 N N N 15.969 17.042 21.879 -2.844 -1.830 0.132  C22  3SP 22 
3SP C23  C23  C 0 1 N N N 14.515 16.670 22.049 -3.181 -3.192 0.682  C23  3SP 23 
3SP C24  C24  C 0 1 N N N 18.336 18.310 24.638 -3.728 0.532  -0.853 C24  3SP 24 
3SP C25  C25  C 0 1 N N N 19.733 18.952 24.668 -5.234 0.500  -0.587 C25  3SP 25 
3SP C26  C26  C 0 1 N N N 20.056 19.431 26.094 -5.989 0.709  -1.902 C26  3SP 26 
3SP C27  C27  C 0 1 N N N 21.442 20.125 26.111 -7.495 0.676  -1.636 C27  3SP 27 
3SP C28  C28  C 0 1 N N N 22.543 19.153 25.619 -7.878 -0.678 -1.037 C28  3SP 28 
3SP C29  C29  C 0 1 N N N 22.203 18.611 24.208 -7.124 -0.887 0.278  C29  3SP 29 
3SP C30  C30  C 0 1 N N N 20.807 17.933 24.212 -5.618 -0.855 0.012  C30  3SP 30 
3SP O31  O31  O 0 1 N N N 14.098 16.302 23.137 -2.955 -4.289 -0.058 O31  3SP 31 
3SP O32  O32  O 0 1 N N N 13.753 16.733 21.090 -3.656 -3.297 1.788  O32  3SP 32 
3SP H2   H2   H 0 1 N N N 11.929 19.996 22.795 7.861  1.149  0.383  H2   3SP 33 
3SP H3   H3   H 0 1 N N N 13.699 20.224 20.883 5.769  1.865  1.518  H3   3SP 34 
3SP HN7  HN7  H 0 1 N N N 10.663 20.505 24.154 9.351  0.106  -0.772 HN7  3SP 35 
3SP HN81 1HN8 H 0 0 N N N 10.069 23.550 25.278 8.446  -2.888 -2.343 HN81 3SP 36 
3SP HN82 2HN8 H 0 0 N N N 11.182 24.453 24.223 6.858  -2.860 -1.793 HN82 3SP 37 
3SP H91  1H9  H 0 1 N N N 14.327 23.858 20.020 2.846  -0.558 1.607  H91  3SP 38 
3SP H92  2H9  H 0 1 N N N 14.414 22.174 19.377 3.422  0.949  2.358  H92  3SP 39 
3SP HN10 HN10 H 0 0 N N N 16.230 23.416 21.324 2.876  1.463  -0.365 HN10 3SP 40 
3SP H13  H13  H 0 1 N N N 18.189 22.318 21.737 0.732  2.141  -1.177 H13  3SP 41 
3SP H141 1H14 H 0 0 N N N 19.515 22.637 19.791 0.473  3.959  1.281  H141 3SP 42 
3SP H142 2H14 H 0 0 N N N 18.654 21.442 18.861 1.320  4.287  -0.268 H142 3SP 43 
3SP H151 1H15 H 0 0 N N N 20.706 20.199 19.364 -1.210 5.224  0.108  H151 3SP 44 
3SP H152 2H15 H 0 0 N N N 20.953 20.983 20.894 -0.747 4.528  -1.479 H152 3SP 45 
3SP H161 1H16 H 0 0 N N N 18.935 18.784 20.162 -2.431 3.335  0.716  H161 3SP 46 
3SP H162 2H16 H 0 0 N N N 19.948 18.886 21.610 -2.497 3.043  -1.045 H162 3SP 47 
3SP H20  H20  H 0 1 N N N 18.544 17.768 22.555 -3.346 1.292  1.127  H20  3SP 48 
3SP HN21 HN21 H 0 0 N N N 15.845 18.056 23.597 -2.497 -0.874 1.863  HN21 3SP 49 
3SP H221 1H22 H 0 0 N N N 16.526 16.167 21.514 -3.415 -1.654 -0.780 H221 3SP 50 
3SP H222 2H22 H 0 0 N N N 16.046 17.867 21.156 -1.778 -1.781 -0.091 H222 3SP 51 
3SP H241 1H24 H 0 0 N N N 17.652 18.911 25.256 -3.473 1.445  -1.392 H241 3SP 52 
3SP H242 2H24 H 0 0 N N N 18.411 17.285 25.029 -3.446 -0.334 -1.452 H242 3SP 53 
3SP H25  H25  H 0 1 N N N 19.739 19.810 23.980 -5.497 1.294  0.112  H25  3SP 54 
3SP H261 1H26 H 0 0 N N N 19.286 20.145 26.423 -5.716 1.674  -2.328 H261 3SP 55 
3SP H262 2H26 H 0 0 N N N 20.073 18.566 26.774 -5.726 -0.085 -2.601 H262 3SP 56 
3SP H271 1H27 H 0 0 N N N 21.674 20.441 27.139 -7.758 1.470  -0.936 H271 3SP 57 
3SP H272 2H27 H 0 0 N N N 21.412 20.997 25.441 -8.033 0.825  -2.572 H272 3SP 58 
3SP H281 1H28 H 0 0 N N N 22.617 18.309 26.320 -8.952 -0.701 -0.848 H281 3SP 59 
3SP H282 2H28 H 0 0 N N N 23.499 19.695 25.570 -7.616 -1.472 -1.736 H282 3SP 60 
3SP H291 1H29 H 0 0 N N N 22.963 17.872 23.912 -7.386 -0.093 0.977  H291 3SP 61 
3SP H292 2H29 H 0 0 N N N 22.191 19.449 23.496 -7.397 -1.852 0.704  H292 3SP 62 
3SP H301 1H30 H 0 0 N N N 20.569 17.581 23.197 -5.355 -1.648 -0.688 H301 3SP 63 
3SP H302 2H30 H 0 0 N N N 20.818 17.080 24.906 -5.080 -1.003 0.948  H302 3SP 64 
3SP HO31 HO31 H 0 0 N N N 13.171 16.104 23.071 -3.171 -5.163 0.294  HO31 3SP 65 
# 
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 
3SP C1  C2   DOUB Y N 1  
3SP C1  S5   SING Y N 2  
3SP C1  C6   SING N N 3  
3SP C2  C3   SING Y N 4  
3SP C2  H2   SING N N 5  
3SP C3  C4   DOUB Y N 6  
3SP C3  H3   SING N N 7  
3SP C4  S5   SING Y N 8  
3SP C4  C9   SING N N 9  
3SP C6  N7   DOUB N E 10 
3SP C6  N8   SING N N 11 
3SP N7  HN7  SING N N 12 
3SP N8  HN81 SING N N 13 
3SP N8  HN82 SING N N 14 
3SP C9  N10  SING N N 15 
3SP C9  H91  SING N N 16 
3SP C9  H92  SING N N 17 
3SP N10 C11  SING N N 18 
3SP N10 HN10 SING N N 19 
3SP C11 O12  DOUB N N 20 
3SP C11 C13  SING N N 21 
3SP C13 C14  SING N N 22 
3SP C13 N17  SING N N 23 
3SP C13 H13  SING N N 24 
3SP C14 C15  SING N N 25 
3SP C14 H141 SING N N 26 
3SP C14 H142 SING N N 27 
3SP C15 C16  SING N N 28 
3SP C15 H151 SING N N 29 
3SP C15 H152 SING N N 30 
3SP C16 N17  SING N N 31 
3SP C16 H161 SING N N 32 
3SP C16 H162 SING N N 33 
3SP N17 C18  SING N N 34 
3SP C18 O19  DOUB N N 35 
3SP C18 C20  SING N N 36 
3SP C20 N21  SING N N 37 
3SP C20 C24  SING N N 38 
3SP C20 H20  SING N N 39 
3SP N21 C22  SING N N 40 
3SP N21 HN21 SING N N 41 
3SP C22 C23  SING N N 42 
3SP C22 H221 SING N N 43 
3SP C22 H222 SING N N 44 
3SP C23 O31  SING N N 45 
3SP C23 O32  DOUB N N 46 
3SP C24 C25  SING N N 47 
3SP C24 H241 SING N N 48 
3SP C24 H242 SING N N 49 
3SP C25 C26  SING N N 50 
3SP C25 C30  SING N N 51 
3SP C25 H25  SING N N 52 
3SP C26 C27  SING N N 53 
3SP C26 H261 SING N N 54 
3SP C26 H262 SING N N 55 
3SP C27 C28  SING N N 56 
3SP C27 H271 SING N N 57 
3SP C27 H272 SING N N 58 
3SP C28 C29  SING N N 59 
3SP C28 H281 SING N N 60 
3SP C28 H282 SING N N 61 
3SP C29 C30  SING N N 62 
3SP C29 H291 SING N N 63 
3SP C29 H292 SING N N 64 
3SP C30 H301 SING N N 65 
3SP C30 H302 SING N N 66 
3SP O31 HO31 SING N N 67 
# 
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 
3SP SMILES           ACDLabs              10.04 O=C(O)CNC(C(=O)N1CCCC1C(=O)NCc2sc(C(=[N@H])N)cc2)CC3CCCCC3 
3SP InChI            InChI                1.02b 
InChI=1/C22H33N5O4S/c23-20(24)18-9-8-15(32-18)12-26-21(30)17-7-4-10-27(17)22(31)16(25-13-19(28)29)11-14-5-2-1-3-6-14/h8-9,14,16-17,25H,1-7,10-13H2,(H3,23,24)(H,26,30)(H,28,29)/t16-,17+/m1/s1/f/h23,26,28H,24H2/b23-20+ 
3SP InChIKey         InChI                1.02b WWADFOUMUCMPEO-OKZCMGJFDU 
3SP SMILES_CANONICAL CACTVS               3.341 NC(=N)c1sc(CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cc1 
3SP SMILES           CACTVS               3.341 NC(=N)c1sc(CNC(=O)[CH]2CCCN2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cc1 
3SP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc(s1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O)/N 
3SP SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(s1)CNC(=O)C2CCCN2C(=O)C(CC3CCCCC3)NCC(=O)O)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 
3SP "SYSTEMATIC NAME" ACDLabs              10.04 N-(carboxymethyl)-3-cyclohexyl-D-alanyl-N-[(5-carbamimidoylthiophen-2-yl)methyl]-L-prolinamide                                          
3SP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-1-[(2S)-2-[(5-carbamimidoylthiophen-2-yl)methylcarbamoyl]pyrrolidin-1-yl]-3-cyclohexyl-1-oxo-propan-2-yl]amino]ethanoic acid" 
# 
