data_IN4
# 
_chem_comp.id                                    IN4 
_chem_comp.name                                  "+/-METHYL 4-(AMINOIMINOMETHYL)-BETA-[3- INH (AMINOIMINO)PHENYL]BENZENE PENTANOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        352.430 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IN4 
_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        1AZ8 
_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 
IN4 C1   C1   C 0 1 Y N N 28.716 15.623 17.659 -1.922 1.603  3.738  C1   IN4 1  
IN4 C2   C2   C 0 1 Y N N 28.506 14.923 18.841 -1.221 2.323  2.792  C2   IN4 2  
IN4 C3   C3   C 0 1 Y N N 28.782 13.556 18.873 -0.400 1.671  1.890  C3   IN4 3  
IN4 C4   C4   C 0 1 Y N N 29.267 12.908 17.721 -0.276 0.293  1.930  C4   IN4 4  
IN4 C5   C5   C 0 1 Y N N 29.508 13.625 16.566 -0.977 -0.437 2.867  C5   IN4 5  
IN4 C6   C6   C 0 1 Y N N 29.241 14.976 16.536 -1.801 0.215  3.783  C6   IN4 6  
IN4 C10  C10  C 0 1 N N S 29.585 11.486 17.648 0.620  -0.409 0.944  C10  IN4 7  
IN4 C9   C9   C 0 1 N N N 31.069 11.356 17.931 0.137  -0.122 -0.478 C9   IN4 8  
IN4 C11  C11  C 0 1 N N N 31.620 9.964  17.705 1.048  -0.836 -1.479 C11  IN4 9  
IN4 C12  C12  C 0 1 Y N N 33.126 10.033 17.815 0.573  -0.552 -2.881 C12  IN4 10 
IN4 C20  C20  C 0 1 N N N 29.489 15.728 15.271 -2.550 -0.563 4.796  C20  IN4 11 
IN4 N3   N3   N 0 1 N N N 30.011 15.183 14.197 -2.436 -1.860 4.836  N3   IN4 12 
IN4 N4   N4   N 0 1 N N N 29.131 16.979 15.223 -3.368 0.084  5.696  N4   IN4 13 
IN4 C7   C7   C 0 1 Y N N 33.852 10.479 16.716 1.065  0.543  -3.567 C7   IN4 14 
IN4 C13  C13  C 0 1 Y N N 35.240 10.605 16.812 0.634  0.808  -4.850 C13  IN4 15 
IN4 C15  C15  C 0 1 Y N N 35.933 10.228 17.980 -0.299 -0.032 -5.457 C15  IN4 16 
IN4 C16  C16  C 0 1 N N N 37.455 10.315 18.010 -0.766 0.246  -6.834 C16  IN4 17 
IN4 C17  C17  C 0 1 Y N N 35.194 9.749  19.075 -0.791 -1.135 -4.760 C17  IN4 18 
IN4 C19  C19  C 0 1 Y N N 33.800 9.677  18.996 -0.348 -1.393 -3.479 C19  IN4 19 
IN4 N2   N2   N 0 1 N N N 38.121 9.896  19.069 -0.305 1.277  -7.482 N2   IN4 20 
IN4 N1   N1   N 0 1 N N N 38.161 10.792 16.982 -1.688 -0.585 -7.430 N1   IN4 21 
IN4 C14  C14  C 0 1 N N N 28.702 10.577 18.537 2.054  0.096  1.109  C14  IN4 22 
IN4 C22  C22  C 0 1 N N N 27.180 10.796 18.452 2.529  -0.187 2.511  C22  IN4 23 
IN4 O3   O3   O 0 1 N N N 26.635 10.960 17.360 1.796  -0.737 3.297  O3   IN4 24 
IN4 O4   O4   O 0 1 N N N 26.455 10.749 19.624 3.767  0.171  2.885  O4   IN4 25 
IN4 C8   C8   C 0 1 N N N 25.040 10.869 19.726 4.225  -0.101 4.236  C8   IN4 26 
IN4 H1   H1   H 0 1 N N N 28.465 16.696 17.612 -2.562 2.114  4.442  H1   IN4 27 
IN4 H2   H2   H 0 1 N N N 28.127 15.442 19.737 -1.314 3.399  2.756  H2   IN4 28 
IN4 H3   H3   H 0 1 N N N 28.617 12.989 19.805 0.146  2.239  1.152  H3   IN4 29 
IN4 H5   H5   H 0 1 N N N 29.911 13.121 15.671 -0.880 -1.512 2.897  H5   IN4 30 
IN4 H10  H10  H 0 1 N N N 29.345 11.106 16.627 0.590  -1.483 1.128  H10  IN4 31 
IN4 H91  1H9  H 0 1 N N N 31.646 12.105 17.342 -0.884 -0.482 -0.595 H91  IN4 32 
IN4 H92  2H9  H 0 1 N N N 31.302 11.706 18.963 0.167  0.951  -0.662 H92  IN4 33 
IN4 H111 1H11 H 0 0 N N N 31.172 9.206  18.389 2.070  -0.475 -1.362 H111 IN4 34 
IN4 H112 2H11 H 0 0 N N N 31.278 9.516  16.742 1.018  -1.910 -1.295 H112 IN4 35 
IN4 HN3  HN3  H 0 1 N N N 29.847 14.620 15.031 -2.927 -2.370 5.499  HN3  IN4 36 
IN4 HN41 1HN4 H 0 0 N N N 29.300 17.493 14.358 -3.859 -0.425 6.359  HN41 IN4 37 
IN4 HN42 2HN4 H 0 0 N N N 29.562 17.480 15.999 -3.454 1.049  5.666  HN42 IN4 38 
IN4 H7   H7   H 0 1 N N N 33.331 10.730 15.776 1.787  1.193  -3.096 H7   IN4 39 
IN4 H13  H13  H 0 1 N N N 35.798 11.009 15.950 1.018  1.664  -5.385 H13  IN4 40 
IN4 H17  H17  H 0 1 N N N 35.708 9.429  19.996 -1.514 -1.790 -5.225 H17  IN4 41 
IN4 H19  H19  H 0 1 N N N 33.226 9.335  19.874 -0.728 -2.247 -2.939 H19  IN4 42 
IN4 HN2  HN2  H 0 1 N N N 38.097 9.288  18.250 -0.611 1.460  -8.384 HN2  IN4 43 
IN4 HN11 1HN1 H 0 0 N N N 39.179 10.850 17.002 -1.994 -0.403 -8.332 HN11 IN4 44 
IN4 HN12 2HN1 H 0 0 N N N 37.801 11.721 16.764 -2.032 -1.354 -6.948 HN12 IN4 45 
IN4 H141 1H14 H 0 0 N N N 28.938 9.507  18.329 2.084  1.170  0.925  H141 IN4 46 
IN4 H142 2H14 H 0 0 N N N 29.032 10.656 19.598 2.703  -0.412 0.396  H142 IN4 47 
IN4 H81  1H8  H 0 1 N N N 24.453 10.831 20.673 5.247  0.258  4.353  H81  IN4 48 
IN4 H82  2H8  H 0 1 N N N 24.764 11.823 19.220 3.576  0.407  4.949  H82  IN4 49 
IN4 H83  3H8  H 0 1 N N N 24.605 10.093 19.052 4.195  -1.175 4.419  H83  IN4 50 
# 
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 
IN4 C1  C2   DOUB Y N 1  
IN4 C1  C6   SING Y N 2  
IN4 C1  H1   SING N N 3  
IN4 C2  C3   SING Y N 4  
IN4 C2  H2   SING N N 5  
IN4 C3  C4   DOUB Y N 6  
IN4 C3  H3   SING N N 7  
IN4 C4  C5   SING Y N 8  
IN4 C4  C10  SING N N 9  
IN4 C5  C6   DOUB Y N 10 
IN4 C5  H5   SING N N 11 
IN4 C6  C20  SING N N 12 
IN4 C10 C9   SING N N 13 
IN4 C10 C14  SING N N 14 
IN4 C10 H10  SING N N 15 
IN4 C9  C11  SING N N 16 
IN4 C9  H91  SING N N 17 
IN4 C9  H92  SING N N 18 
IN4 C11 C12  SING N N 19 
IN4 C11 H111 SING N N 20 
IN4 C11 H112 SING N N 21 
IN4 C12 C7   DOUB Y N 22 
IN4 C12 C19  SING Y N 23 
IN4 C20 N3   DOUB N E 24 
IN4 C20 N4   SING N N 25 
IN4 N3  HN3  SING N N 26 
IN4 N4  HN41 SING N N 27 
IN4 N4  HN42 SING N N 28 
IN4 C7  C13  SING Y N 29 
IN4 C7  H7   SING N N 30 
IN4 C13 C15  DOUB Y N 31 
IN4 C13 H13  SING N N 32 
IN4 C15 C16  SING N N 33 
IN4 C15 C17  SING Y N 34 
IN4 C16 N2   DOUB N N 35 
IN4 C16 N1   SING N N 36 
IN4 C17 C19  DOUB Y N 37 
IN4 C17 H17  SING N N 38 
IN4 C19 H19  SING N N 39 
IN4 N2  HN2  SING N N 40 
IN4 N1  HN11 SING N N 41 
IN4 N1  HN12 SING N N 42 
IN4 C14 C22  SING N N 43 
IN4 C14 H141 SING N N 44 
IN4 C14 H142 SING N N 45 
IN4 C22 O3   DOUB N N 46 
IN4 C22 O4   SING N N 47 
IN4 O4  C8   SING N N 48 
IN4 C8  H81  SING N N 49 
IN4 C8  H82  SING N N 50 
IN4 C8  H83  SING N N 51 
# 
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 
IN4 SMILES           ACDLabs              10.04 O=C(OC)CC(c1cc(ccc1)C(=[N@H])N)CCc2ccc(C(=[N@H])N)cc2                                                                                                                                         
IN4 InChI            InChI                1.02b InChI=1/C20H24N4O2/c1-26-18(25)12-16(15-3-2-4-17(11-15)20(23)24)10-7-13-5-8-14(9-6-13)19(21)22/h2-6,8-9,11,16H,7,10,12H2,1H3,(H3,21,22)(H3,23,24)/t16-/m0/s1/f/h21,23H,22,24H2/b21-19?,23-20+ 
IN4 InChIKey         InChI                1.02b PVALLOSAENRPQO-ANCWPSLVDH                                                                                                                                                                     
IN4 SMILES_CANONICAL CACTVS               3.341 COC(=O)C[C@H](CCc1ccc(cc1)C(N)=N)c2cccc(c2)C(N)=N                                                                                                                                             
IN4 SMILES           CACTVS               3.341 COC(=O)C[CH](CCc1ccc(cc1)C(N)=N)c2cccc(c2)C(N)=N                                                                                                                                              
IN4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1cccc(c1)[C@@H](CCc2ccc(cc2)C(=N)N)CC(=O)OC)/N                                                                                                                                      
IN4 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)C(CCc2ccc(cc2)C(=N)N)CC(=O)OC)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 
IN4 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (3S)-3-(3-carbamimidoylphenyl)-5-(4-carbamimidoylphenyl)pentanoate" 
IN4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (3S)-3-(3-carbamimidoylphenyl)-5-(4-carbamimidoylphenyl)pentanoate" 
# 
