data_I5U
# 
_chem_comp.id                                    I5U 
_chem_comp.name                                  "N',N'-{[(2R)-3-aminopropane-1,2-diyl]bis(oxymethanediylbenzene-3,1-diyl)}dithiophene-2-carboximidamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N5 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-06-17 
_chem_comp.pdbx_modified_date                    2014-08-15 
_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                        519.681 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I5U 
_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        4UPM 
_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 
I5U N26  N26  N 0 1 N N N 11.464 -1.529 58.923 -5.002 2.773  2.842  N26  I5U 1  
I5U C26  C26  C 0 1 N N N 12.013 -0.376 59.284 -4.762 1.988  1.734  C26  I5U 2  
I5U C25  C25  C 0 1 Y N N 11.554 0.384  60.464 -5.865 1.637  0.831  C25  I5U 3  
I5U S21  S21  S 0 1 Y N N 9.891  0.270  60.907 -5.770 0.486  -0.495 S21  I5U 4  
I5U C22  C22  C 0 1 Y N N 10.180 1.256  62.305 -7.406 0.748  -0.901 C22  I5U 5  
I5U C23  C23  C 0 1 Y N N 11.549 1.590  62.422 -7.965 1.644  -0.081 C23  I5U 6  
I5U C24  C24  C 0 1 Y N N 12.330 1.067  61.393 -7.130 2.147  0.891  C24  I5U 7  
I5U N27  N27  N 0 1 N N N 13.023 0.073  58.576 -3.545 1.555  1.485  N27  I5U 8  
I5U C31  C31  C 0 1 Y N N 13.390 1.379  58.431 -3.275 0.911  0.310  C31  I5U 9  
I5U C32  C32  C 0 1 Y N N 12.519 2.477  58.505 -3.323 1.608  -0.900 C32  I5U 10 
I5U C33  C33  C 0 1 Y N N 13.027 3.775  58.457 -3.049 0.952  -2.082 C33  I5U 11 
I5U C34  C34  C 0 1 Y N N 14.403 4.021  58.338 -2.729 -0.395 -2.071 C34  I5U 12 
I5U C36  C36  C 0 1 Y N N 14.756 1.630  58.319 -2.946 -0.447 0.313  C36  I5U 13 
I5U C35  C35  C 0 1 Y N N 15.248 2.933  58.243 -2.680 -1.092 -0.877 C35  I5U 14 
I5U C37  C37  C 0 1 N N N 16.749 3.050  58.140 -2.331 -2.558 -0.876 C37  I5U 15 
I5U O38  O38  O 0 1 N N N 17.209 4.336  57.800 -0.916 -2.710 -0.747 O38  I5U 16 
I5U C20  C20  C 0 1 N N R 17.922 4.369  56.540 -0.476 -4.070 -0.736 C20  I5U 17 
I5U C21  C21  C 0 1 N N N 19.106 3.385  56.408 -0.453 -4.586 0.704  C21  I5U 18 
I5U N22  N22  N 0 1 N N N 20.251 3.782  57.207 -1.822 -4.615 1.236  N22  I5U 19 
I5U C19  C19  C 0 1 N N N 18.465 5.787  56.382 0.930  -4.156 -1.331 C19  I5U 20 
I5U O18  O18  O 0 1 N N N 17.931 6.334  55.195 1.848  -3.455 -0.489 O18  I5U 21 
I5U C17  C17  C 0 1 N N N 18.103 7.747  55.043 3.198  -3.475 -0.958 C17  I5U 22 
I5U C15  C15  C 0 1 Y N N 19.543 8.078  54.790 4.073  -2.710 0.001  C15  I5U 23 
I5U C14  C14  C 0 1 Y N N 20.046 9.295  55.222 4.675  -3.365 1.060  C14  I5U 24 
I5U C13  C13  C 0 1 Y N N 21.384 9.582  54.990 5.479  -2.667 1.942  C13  I5U 25 
I5U C12  C12  C 0 1 Y N N 22.199 8.657  54.329 5.684  -1.312 1.768  C12  I5U 26 
I5U C16  C16  C 0 1 Y N N 20.351 7.159  54.133 4.279  -1.357 -0.182 C16  I5U 27 
I5U C11  C11  C 0 1 Y N N 21.698 7.420  53.897 5.082  -0.651 0.705  C11  I5U 28 
I5U N07  N07  N 0 1 N N N 22.381 6.411  53.263 5.287  0.720  0.526  N07  I5U 29 
I5U C06  C06  C 0 1 N N N 23.669 6.347  52.855 4.264  1.515  0.049  C06  I5U 30 
I5U N06  N06  N 0 1 N N N 24.650 7.193  53.185 3.065  1.016  -0.103 N06  I5U 31 
I5U C05  C05  C 0 1 Y N N 24.001 5.285  51.845 4.522  2.923  -0.289 C05  I5U 32 
I5U S01  S01  S 0 1 Y N N 25.475 4.399  52.020 6.073  3.738  -0.143 S01  I5U 33 
I5U C02  C02  C 0 1 Y N N 25.190 3.451  50.594 5.412  5.200  -0.722 C02  I5U 34 
I5U C03  C03  C 0 1 Y N N 23.991 3.821  49.991 4.113  5.060  -1.001 C03  I5U 35 
I5U C04  C04  C 0 1 Y N N 23.330 4.850  50.694 3.599  3.802  -0.772 C04  I5U 36 
I5U H261 H261 H 0 0 N N N 11.821 -2.027 58.133 -5.899 3.092  3.026  H261 I5U 37 
I5U H262 H262 H 0 0 N N N 10.693 -1.899 59.441 -4.274 3.002  3.441  H262 I5U 38 
I5U H24  H24  H 0 1 N N N 13.402 1.178  61.326 -7.444 2.873  1.626  H24  I5U 39 
I5U H22  H22  H 0 1 N N N 9.413  1.574  62.996 -7.922 0.256  -1.712 H22  I5U 40 
I5U H23  H23  H 0 1 N N N 11.949 2.189  63.227 -8.998 1.948  -0.172 H23  I5U 41 
I5U H32  H32  H 0 1 N N N 11.455 2.317  58.599 -3.573 2.659  -0.910 H32  I5U 42 
I5U H36  H36  H 0 1 N N N 15.447 0.800  58.291 -2.903 -0.991 1.245  H36  I5U 43 
I5U H33  H33  H 0 1 N N N 12.345 4.611  58.513 -3.086 1.489  -3.018 H33  I5U 44 
I5U H34  H34  H 0 1 N N N 14.789 5.029  58.321 -2.517 -0.904 -3.000 H34  I5U 45 
I5U H371 H371 H 0 0 N N N 17.183 2.775  59.113 -2.827 -3.049 -0.038 H371 I5U 46 
I5U H372 H372 H 0 0 N N N 17.097 2.345  57.371 -2.662 -3.011 -1.810 H372 I5U 47 
I5U H20  H20  H 0 1 N N N 17.219 4.173  55.717 -1.160 -4.678 -1.329 H20  I5U 48 
I5U H211 H211 H 0 0 N N N 18.775 2.389  56.737 -0.034 -5.592 0.723  H211 I5U 49 
I5U H212 H212 H 0 0 N N N 19.411 3.340  55.352 0.160  -3.926 1.317  H212 I5U 50 
I5U H191 H191 H 0 0 N N N 18.162 6.400  57.244 1.230  -5.202 -1.404 H191 I5U 51 
I5U H192 H192 H 0 0 N N N 19.563 5.760  56.319 0.933  -3.707 -2.325 H192 I5U 52 
I5U H221 H221 H 0 0 N N N 20.988 3.116  57.088 -2.427 -5.170 0.648  H221 I5U 53 
I5U H222 H222 H 0 0 N N N 20.566 4.684  56.912 -1.834 -4.953 2.187  H222 I5U 54 
I5U H171 H171 H 0 0 N N N 17.497 8.096  54.194 3.545  -4.506 -1.023 H171 I5U 55 
I5U H172 H172 H 0 0 N N N 17.772 8.253  55.962 3.247  -3.012 -1.943 H172 I5U 56 
I5U H14  H14  H 0 1 N N N 19.410 10.006 55.729 4.516  -4.424 1.198  H14  I5U 57 
I5U H16  H16  H 0 1 N N N 19.926 6.224  53.799 3.812  -0.846 -1.011 H16  I5U 58 
I5U H13  H13  H 0 1 N N N 21.798 10.523 55.321 5.947  -3.182 2.768  H13  I5U 59 
I5U H12  H12  H 0 1 N N N 23.235 8.900  54.147 6.312  -0.768 2.457  H12  I5U 60 
I5U H07  H07  H 0 1 N N N 21.839 5.592  53.073 6.148  1.113  0.738  H07  I5U 61 
I5U H06  H06  H 0 1 N N N 25.498 6.992  52.695 2.346  1.574  -0.438 H06  I5U 62 
I5U H04  H04  H 0 1 N N N 22.387 5.267  50.373 2.568  3.540  -0.955 H04  I5U 63 
I5U H02  H02  H 0 1 N N N 25.851 2.681  50.226 5.969  6.117  -0.847 H02  I5U 64 
I5U H03  H03  H 0 1 N N N 23.610 3.371  49.086 3.510  5.872  -1.380 H03  I5U 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 
I5U N26 C26  SING N N 1  
I5U C26 C25  SING N N 2  
I5U C26 N27  DOUB N N 3  
I5U C25 S21  SING Y N 4  
I5U C25 C24  DOUB Y N 5  
I5U S21 C22  SING Y N 6  
I5U C22 C23  DOUB Y N 7  
I5U C23 C24  SING Y N 8  
I5U N27 C31  SING N N 9  
I5U C31 C32  SING Y N 10 
I5U C31 C36  DOUB Y N 11 
I5U C32 C33  DOUB Y N 12 
I5U C33 C34  SING Y N 13 
I5U C34 C35  DOUB Y N 14 
I5U C36 C35  SING Y N 15 
I5U C35 C37  SING N N 16 
I5U C37 O38  SING N N 17 
I5U O38 C20  SING N N 18 
I5U C20 C21  SING N N 19 
I5U C20 C19  SING N N 20 
I5U C21 N22  SING N N 21 
I5U C19 O18  SING N N 22 
I5U O18 C17  SING N N 23 
I5U C17 C15  SING N N 24 
I5U C15 C14  SING Y N 25 
I5U C15 C16  DOUB Y N 26 
I5U C14 C13  DOUB Y N 27 
I5U C13 C12  SING Y N 28 
I5U C12 C11  DOUB Y N 29 
I5U C16 C11  SING Y N 30 
I5U C11 N07  SING N N 31 
I5U N07 C06  SING N N 32 
I5U C06 N06  DOUB N N 33 
I5U C06 C05  SING N N 34 
I5U C05 S01  SING Y N 35 
I5U C05 C04  DOUB Y N 36 
I5U S01 C02  SING Y N 37 
I5U C02 C03  DOUB Y N 38 
I5U C03 C04  SING Y N 39 
I5U N26 H261 SING N N 40 
I5U N26 H262 SING N N 41 
I5U C24 H24  SING N N 42 
I5U C22 H22  SING N N 43 
I5U C23 H23  SING N N 44 
I5U C32 H32  SING N N 45 
I5U C36 H36  SING N N 46 
I5U C33 H33  SING N N 47 
I5U C34 H34  SING N N 48 
I5U C37 H371 SING N N 49 
I5U C37 H372 SING N N 50 
I5U C20 H20  SING N N 51 
I5U C21 H211 SING N N 52 
I5U C21 H212 SING N N 53 
I5U C19 H191 SING N N 54 
I5U C19 H192 SING N N 55 
I5U N22 H221 SING N N 56 
I5U N22 H222 SING N N 57 
I5U C17 H171 SING N N 58 
I5U C17 H172 SING N N 59 
I5U C14 H14  SING N N 60 
I5U C16 H16  SING N N 61 
I5U C13 H13  SING N N 62 
I5U C12 H12  SING N N 63 
I5U N07 H07  SING N N 64 
I5U N06 H06  SING N N 65 
I5U C04 H04  SING N N 66 
I5U C02 H02  SING N N 67 
I5U C03 H03  SING N N 68 
# 
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 
I5U SMILES           ACDLabs              12.01 "N(/c1cc(ccc1)COC(CN)COCc3cccc(NC(=[N@H])c2sccc2)c3)=C(\N)c4sccc4"                                                                                                                           
I5U InChI            InChI                1.03  "InChI=1S/C27H29N5O2S2/c28-15-23(34-17-20-6-2-8-22(14-20)32-27(30)25-10-4-12-36-25)18-33-16-19-5-1-7-21(13-19)31-26(29)24-9-3-11-35-24/h1-14,23H,15-18,28H2,(H2,29,31)(H2,30,32)/t23-/m1/s1" 
I5U InChIKey         InChI                1.03  KEUPBLDQGUHFOB-HSZRJFAPSA-N                                                                                                                                                                  
I5U SMILES_CANONICAL CACTVS               3.385 "NC[C@H](COCc1cccc(NC(=N)c2sccc2)c1)OCc3cccc(c3)N=C(N)c4sccc4"                                                                                                                               
I5U SMILES           CACTVS               3.385 "NC[CH](COCc1cccc(NC(=N)c2sccc2)c1)OCc3cccc(c3)N=C(N)c4sccc4"                                                                                                                                
I5U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1cccs1)/Nc2cccc(c2)COC[C@@H](CN)OCc3cccc(c3)/N=C(\c4cccs4)/N"                                                                                                                     
I5U SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=N)c2cccs2)COCC(CN)OCc3cccc(c3)N=C(c4cccs4)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 
I5U "SYSTEMATIC NAME" ACDLabs              12.01 "N',N'-{[(2R)-3-aminopropane-1,2-diyl]bis(oxymethanediylbenzene-3,1-diyl)}dithiophene-2-carboximidamide"                                   
I5U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N'-[3-[[(2R)-1-azanyl-3-[[3-[(C-thiophen-2-ylcarbonimidoyl)amino]phenyl]methoxy]propan-2-yl]oxymethyl]phenyl]thiophene-2-carboximidamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
I5U "Create component" 2014-06-17 EBI  
I5U "Initial release"  2014-08-20 RCSB 
# 
