data_MIU
# 
_chem_comp.id                                    MIU 
_chem_comp.name                                  N-{(1S)-1-{[4-(3-AMINOPROPYL)PIPERAZIN-1-YL]CARBONYL}-4-[(DIAMINOMETHYLENE)AMINO]BUTYL}-3-(TRIFLUOROMETHYL)BENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 F3 N7 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "L-ARGININE TEMPLATE INHIBITOR CS107" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-02 
_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                        507.573 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MIU 
_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        1W7G 
_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 
MIU C1   C1   C 0 1 Y N N 17.155 -17.292 21.985 0.121  -2.906 -0.676 C1   MIU 1  
MIU S11  S11  S 0 1 N N N 15.424 -17.533 21.925 1.812  -2.500 -0.390 S11  MIU 2  
MIU N12  N12  N 0 1 N N N 14.523 -16.047 21.981 2.031  -0.929 -0.864 N12  MIU 3  
MIU C13  C13  C 0 1 N N S 14.764 -15.071 20.885 1.317  0.150  -0.175 C13  MIU 4  
MIU O24  O24  O 0 1 N N N 14.927 -18.442 23.121 2.558  -3.288 -1.308 O24  MIU 5  
MIU O25  O25  O 0 1 N N N 15.010 -18.222 20.556 1.977  -2.505 1.021  O25  MIU 6  
MIU C2   C2   C 0 1 Y N N 17.976 -17.716 20.908 -0.267 -3.436 -1.893 C2   MIU 7  
MIU C3   C3   C 0 1 Y N N 19.380 -17.502 20.981 -1.593 -3.754 -2.117 C3   MIU 8  
MIU C4   C4   C 0 1 Y N N 19.949 -16.874 22.124 -2.532 -3.543 -1.124 C4   MIU 9  
MIU C5   C5   C 0 1 Y N N 19.116 -16.447 23.213 -2.144 -3.013 0.092  C5   MIU 10 
MIU C6   C6   C 0 1 N N N 19.750 -15.757 24.454 -3.168 -2.782 1.174  C6   MIU 11 
MIU F61  F61  F 0 1 N N N 20.647 -16.581 25.060 -4.429 -3.177 0.715  F61  MIU 12 
MIU F1   F1   F 0 1 N N N 20.399 -14.616 24.076 -2.828 -3.531 2.305  F1   MIU 13 
MIU F6   F6   F 0 1 N N N 18.794 -15.420 25.364 -3.197 -1.423 1.506  F6   MIU 14 
MIU C10  C10  C 0 1 Y N N 17.711 -16.669 23.127 -0.817 -2.699 0.318  C10  MIU 15 
MIU C14  C14  C 0 1 N N N 15.946 -14.050 21.248 0.944  1.219  -1.169 C14  MIU 16 
MIU O15  O15  O 0 1 N N N 16.142 -13.800 22.450 1.500  1.268  -2.246 O15  MIU 17 
MIU N26  N26  N 0 1 N N N 16.751 -13.465 20.272 -0.008 2.122  -0.861 N26  MIU 18 
MIU C27  C27  C 0 1 N N N 18.017 -12.781 20.573 -0.376 3.190  -1.805 C27  MIU 19 
MIU C28  C28  C 0 1 N N N 19.104 -13.451 19.809 -1.902 3.217  -1.935 C28  MIU 20 
MIU N29  N29  N 0 1 N N N 18.746 -13.410 18.324 -2.506 3.384  -0.608 N29  MIU 21 
MIU C30  C30  C 0 1 N N N 17.450 -14.137 18.001 -2.220 2.167  0.161  C30  MIU 22 
MIU C31  C31  C 0 1 N N N 16.315 -13.499 18.805 -0.714 2.072  0.429  C31  MIU 23 
MIU C32  C32  C 0 1 N N N 19.548 -14.410 17.612 -3.960 3.425  -0.808 C32  MIU 24 
MIU C16  C16  C 0 1 N N N 13.338 -14.488 20.624 2.220  0.750  0.905  C16  MIU 25 
MIU C17  C17  C 0 1 N N N 12.607 -13.730 21.760 3.500  1.284  0.260  C17  MIU 26 
MIU C18  C18  C 0 1 N N N 12.300 -12.315 21.267 4.456  1.770  1.352  C18  MIU 27 
MIU N19  N19  N 0 1 N N N 11.591 -11.437 22.228 5.683  2.281  0.735  N19  MIU 28 
MIU C20  C20  C 0 1 N N N 12.174 -10.807 23.244 6.816  1.670  0.934  C20  MIU 29 
MIU N21  N21  N 0 1 N N N 13.142 -9.939  23.131 6.843  0.476  1.616  N21  MIU 30 
MIU N22  N22  N 0 1 N N N 11.759 -11.056 24.455 7.985  2.218  0.463  N22  MIU 31 
MIU C33  C33  C 0 1 N N N 20.469 -14.007 16.424 -4.660 3.502  0.550  C33  MIU 32 
MIU C8   C8   C 0 1 N N N 20.448 -12.507 16.073 -6.164 3.687  0.339  C8   MIU 33 
MIU N9   N9   N 0 1 N N N 19.080 -12.103 15.696 -6.836 3.760  1.644  N9   MIU 34 
MIU H12  H12  H 0 1 N N N 13.554 -16.290 21.949 2.631  -0.722 -1.597 H12  MIU 35 
MIU H13  H13  H 0 1 N N N 15.161 -15.487 19.948 0.414  -0.249 0.286  H13  MIU 36 
MIU H2   H2   H 0 1 N N N 17.540 -18.195 20.044 0.467  -3.601 -2.668 H2   MIU 37 
MIU H3   H3   H 0 1 N N N 20.016 -17.817 20.167 -1.896 -4.168 -3.067 H3   MIU 38 
MIU H4   H4   H 0 1 N N N 21.016 -16.717 22.173 -3.568 -3.790 -1.300 H4   MIU 39 
MIU H10  H10  H 0 1 N N N 17.068 -16.360 23.938 -0.514 -2.286 1.269  H10  MIU 40 
MIU H271 1H27 H 0 0 N N N 18.227 -12.831 21.652 0.072  2.990  -2.778 H271 MIU 41 
MIU H272 2H27 H 0 0 N N N 17.950 -11.724 20.278 -0.023 4.150  -1.429 H272 MIU 42 
MIU H281 1H28 H 0 0 N N N 19.212 -14.494 20.142 -2.245 2.280  -2.375 H281 MIU 43 
MIU H282 2H28 H 0 0 N N N 20.056 -12.927 19.978 -2.198 4.048  -2.576 H282 MIU 44 
MIU H301 1H30 H 0 0 N N N 17.542 -15.201 18.264 -2.756 2.203  1.109  H301 MIU 45 
MIU H302 2H30 H 0 0 N N N 17.236 -14.053 16.925 -2.543 1.295  -0.407 H302 MIU 46 
MIU H311 1H31 H 0 0 N N N 16.108 -12.482 18.440 -0.490 1.132  0.933  H311 MIU 47 
MIU H312 2H31 H 0 0 N N N 15.395 -14.092 18.697 -0.399 2.908  1.053  H312 MIU 48 
MIU H321 1H32 H 0 0 N N N 18.786 -15.042 17.131 -4.281 2.524  -1.331 H321 MIU 49 
MIU H322 2H32 H 0 0 N N N 20.213 -14.853 18.368 -4.221 4.301  -1.401 H322 MIU 50 
MIU H161 1H16 H 0 0 N N N 12.714 -15.378 20.454 1.696  1.566  1.403  H161 MIU 51 
MIU H162 2H16 H 0 0 N N N 13.444 -13.773 19.795 2.473  -0.018 1.635  H162 MIU 52 
MIU H171 1H17 H 0 0 N N N 13.240 -13.690 22.659 3.977  0.489  -0.313 H171 MIU 53 
MIU H172 2H17 H 0 0 N N N 11.671 -14.249 22.016 3.255  2.113  -0.403 H172 MIU 54 
MIU H181 1H18 H 0 0 N N N 11.622 -12.434 20.409 3.979  2.565  1.925  H181 MIU 55 
MIU H182 2H18 H 0 0 N N N 13.260 -11.834 21.028 4.702  0.941  2.015  H182 MIU 56 
MIU H211 1H21 H 0 0 N N N 13.543 -9.661  22.258 7.692  0.080  1.868  H211 MIU 57 
MIU H212 2H21 H 0 0 N N N 13.435 -9.585  24.019 6.013  0.030  1.846  H212 MIU 58 
MIU H221 1H22 H 0 0 N N N 12.138 -10.627 25.275 7.967  3.060  -0.019 H221 MIU 59 
MIU H222 2H22 H 0 0 N N N 11.017 -11.726 24.468 8.829  1.763  0.611  H222 MIU 60 
MIU H331 1H33 H 0 0 N N N 20.092 -14.541 15.540 -4.266 4.346  1.115  H331 MIU 61 
MIU H332 2H33 H 0 0 N N N 21.501 -14.274 16.694 -4.481 2.580  1.104  H332 MIU 62 
MIU H8C1 1H8C H 0 0 N N N 21.128 -12.321 15.229 -6.559 2.842  -0.225 H8C1 MIU 63 
MIU H8C2 2H8C H 0 0 N N N 20.774 -11.923 16.946 -6.343 4.608  -0.214 H8C2 MIU 64 
MIU H9N1 1H9N H 0 0 N N N 19.112 -11.226 15.216 -6.518 4.610  2.086  H9N1 MIU 65 
MIU H9N2 2H9N H 0 0 N N N 18.520 -12.012 16.519 -7.820 3.882  1.456  H9N2 MIU 66 
# 
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 
MIU C1  S11  SING N N 1  
MIU C1  C2   DOUB Y N 2  
MIU C1  C10  SING Y N 3  
MIU S11 N12  SING N N 4  
MIU S11 O24  DOUB N N 5  
MIU S11 O25  DOUB N N 6  
MIU N12 C13  SING N N 7  
MIU N12 H12  SING N N 8  
MIU C13 C14  SING N N 9  
MIU C13 C16  SING N N 10 
MIU C13 H13  SING N N 11 
MIU C2  C3   SING Y N 12 
MIU C2  H2   SING N N 13 
MIU C3  C4   DOUB Y N 14 
MIU C3  H3   SING N N 15 
MIU C4  C5   SING Y N 16 
MIU C4  H4   SING N N 17 
MIU C5  C6   SING N N 18 
MIU C5  C10  DOUB Y N 19 
MIU C6  F61  SING N N 20 
MIU C6  F1   SING N N 21 
MIU C6  F6   SING N N 22 
MIU C10 H10  SING N N 23 
MIU C14 O15  DOUB N N 24 
MIU C14 N26  SING N N 25 
MIU N26 C27  SING N N 26 
MIU N26 C31  SING N N 27 
MIU C27 C28  SING N N 28 
MIU C27 H271 SING N N 29 
MIU C27 H272 SING N N 30 
MIU C28 N29  SING N N 31 
MIU C28 H281 SING N N 32 
MIU C28 H282 SING N N 33 
MIU N29 C30  SING N N 34 
MIU N29 C32  SING N N 35 
MIU C30 C31  SING N N 36 
MIU C30 H301 SING N N 37 
MIU C30 H302 SING N N 38 
MIU C31 H311 SING N N 39 
MIU C31 H312 SING N N 40 
MIU C32 C33  SING N N 41 
MIU C32 H321 SING N N 42 
MIU C32 H322 SING N N 43 
MIU C16 C17  SING N N 44 
MIU C16 H161 SING N N 45 
MIU C16 H162 SING N N 46 
MIU C17 C18  SING N N 47 
MIU C17 H171 SING N N 48 
MIU C17 H172 SING N N 49 
MIU C18 N19  SING N N 50 
MIU C18 H181 SING N N 51 
MIU C18 H182 SING N N 52 
MIU N19 C20  DOUB N N 53 
MIU C20 N21  SING N N 54 
MIU C20 N22  SING N N 55 
MIU N21 H211 SING N N 56 
MIU N21 H212 SING N N 57 
MIU N22 H221 SING N N 58 
MIU N22 H222 SING N N 59 
MIU C33 C8   SING N N 60 
MIU C33 H331 SING N N 61 
MIU C33 H332 SING N N 62 
MIU C8  N9   SING N N 63 
MIU C8  H8C1 SING N N 64 
MIU C8  H8C2 SING N N 65 
MIU N9  H9N1 SING N N 66 
MIU N9  H9N2 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 
MIU SMILES           ACDLabs              10.04 FC(F)(F)c1cccc(c1)S(=O)(=O)NC(C(=O)N2CCN(CCCN)CC2)CCC/N=C(\N)N                                                                                                                               
MIU InChI            InChI                1.02b InChI=1/C20H32F3N7O3S/c21-20(22,23)15-4-1-5-16(14-15)34(32,33)28-17(6-2-8-27-19(25)26)18(31)30-12-10-29(11-13-30)9-3-7-24/h1,4-5,14,17,28H,2-3,6-13,24H2,(H4,25,26,27)/t17-/m0/s1/f/h25-26H2 
MIU InChIKey         InChI                1.02b KGJKWHCPJPBEJP-FDHMZYCGDK                                                                                                                                                                    
MIU SMILES_CANONICAL CACTVS               3.341 NCCCN1CCN(CC1)C(=O)[C@H](CCCN=C(N)N)N[S](=O)(=O)c2cccc(c2)C(F)(F)F                                                                                                                           
MIU SMILES           CACTVS               3.341 NCCCN1CCN(CC1)C(=O)[CH](CCCN=C(N)N)N[S](=O)(=O)c2cccc(c2)C(F)(F)F                                                                                                                            
MIU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)S(=O)(=O)N[C@@H](CCCN=C(N)N)C(=O)N2CCN(CC2)CCCN)C(F)(F)F                                                                                                                          
MIU SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)S(=O)(=O)NC(CCCN=C(N)N)C(=O)N2CCN(CC2)CCCN)C(F)(F)F                                                                                                                               
# 
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 
MIU "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S)-1-{[4-(3-aminopropyl)piperazin-1-yl]carbonyl}-4-[(diaminomethylidene)amino]butyl}-3-(trifluoromethyl)benzenesulfonamide 
MIU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(4S)-5-[4-(3-aminopropyl)piperazin-1-yl]-5-oxo-4-[[3-(trifluoromethyl)phenyl]sulfonylamino]pentyl]guanidine                  
# 
