data_UI1
# 
_chem_comp.id                                    UI1 
_chem_comp.name                                  6-[(Z)-AMINO(IMINO)METHYL]-N-[4-(AMINOMETHYL)PHENYL]-4-(PYRIMIDIN-2-YLAMINO)-2-NAPHTHAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H21 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-26 
_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                        411.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UI1 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1SQA 
_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 
UI1 N1   N1   N 0 1 N N N 29.552 11.853 28.717 8.429  1.704  -0.567 N1   UI1 1  
UI1 C2   C2   C 0 1 N N N 28.330 11.073 28.859 7.950  0.624  0.307  C2   UI1 2  
UI1 C3   C3   C 0 1 Y N N 27.263 11.844 29.651 6.457  0.481  0.157  C3   UI1 3  
UI1 C4   C4   C 0 1 Y N N 26.579 12.906 29.038 5.939  -0.375 -0.797 C4   UI1 4  
UI1 C5   C5   C 0 1 Y N N 25.602 13.606 29.761 4.571  -0.508 -0.937 C5   UI1 5  
UI1 C6   C6   C 0 1 Y N N 25.285 13.259 31.111 3.717  0.219  -0.117 C6   UI1 6  
UI1 N7   N7   N 0 1 N N N 24.244 14.073 31.686 2.332  0.086  -0.256 N7   UI1 7  
UI1 C8   C8   C 0 1 N N N 24.516 14.993 32.592 1.530  1.152  -0.064 C8   UI1 8  
UI1 O9   O9   O 0 1 N N N 25.653 15.150 33.021 2.014  2.248  0.136  O9   UI1 9  
UI1 C10  C10  C 0 1 Y N N 23.418 15.911 33.026 0.061  0.987  -0.098 C10  UI1 10 
UI1 C11  C11  C 0 1 Y N N 23.763 16.969 33.898 -0.492 -0.283 -0.329 C11  UI1 11 
UI1 C12  C12  C 0 1 Y N N 22.818 17.896 34.274 -1.845 -0.459 -0.364 C12  UI1 12 
UI1 N13  N13  N 0 1 N N N 23.218 18.997 35.111 -2.379 -1.726 -0.595 N13  UI1 13 
UI1 C14  C14  C 0 1 Y N N 23.720 18.839 36.429 -1.705 -2.852 -0.152 C14  UI1 14 
UI1 N15  N15  N 0 1 Y N N 24.154 19.942 37.085 -2.161 -4.051 -0.486 N15  UI1 15 
UI1 C16  C16  C 0 1 Y N N 24.625 19.855 38.349 -1.542 -5.147 -0.079 C16  UI1 16 
UI1 C17  C17  C 0 1 Y N N 24.658 18.602 38.998 -0.404 -5.030 0.704  C17  UI1 17 
UI1 C18  C18  C 0 1 Y N N 24.206 17.480 38.288 0.045  -3.760 1.034  C18  UI1 18 
UI1 N19  N19  N 0 1 Y N N 23.747 17.625 37.022 -0.618 -2.706 0.590  N19  UI1 19 
UI1 C20  C20  C 0 1 Y N N 21.473 17.783 33.783 -2.704 0.646  -0.165 C20  UI1 20 
UI1 C21  C21  C 0 1 Y N N 20.515 18.755 34.160 -4.096 0.490  -0.196 C21  UI1 21 
UI1 C22  C22  C 0 1 Y N N 19.186 18.662 33.693 -4.911 1.592  0.003  C22  UI1 22 
UI1 C23  C23  C 0 1 Y N N 18.801 17.598 32.854 -4.353 2.860  0.234  C23  UI1 23 
UI1 C24  C24  C 0 1 Y N N 19.756 16.625 32.469 -3.006 3.032  0.268  C24  UI1 24 
UI1 C25  C25  C 0 1 Y N N 21.101 16.722 32.931 -2.151 1.931  0.069  C25  UI1 25 
UI1 C26  C26  C 0 1 Y N N 22.077 15.777 32.541 -0.758 2.087  0.106  C26  UI1 26 
UI1 C27  C27  C 0 1 N N N 18.238 19.715 34.126 -6.382 1.432  -0.028 C27  UI1 27 
UI1 N28  N28  N 0 1 N N N 18.656 20.693 34.879 -7.199 2.524  0.169  N28  UI1 28 
UI1 N29  N29  N 0 1 N N N 16.965 19.677 33.756 -6.905 0.258  -0.242 N29  UI1 29 
UI1 C30  C30  C 0 1 Y N N 25.958 12.198 31.728 4.241  1.077  0.840  C30  UI1 30 
UI1 C31  C31  C 0 1 Y N N 26.959 11.488 30.991 5.610  1.202  0.978  C31  UI1 31 
UI1 HN11 1HN1 H 0 0 N N N 30.260 11.341 28.191 9.427  1.763  -0.435 HN11 UI1 32 
UI1 HN12 2HN1 H 0 0 N N N 29.907 12.159 29.622 8.280  1.395  -1.517 HN12 UI1 33 
UI1 H21A 1H2  H 0 0 N N N 27.941 10.737 27.869 8.435  -0.311 0.028  H21A UI1 34 
UI1 H22  2H2  H 0 1 N N N 28.532 10.074 29.311 8.190  0.863  1.343  H22  UI1 35 
UI1 H4   H4   H 0 1 N N N 26.807 13.188 27.996 6.603  -0.939 -1.434 H4   UI1 36 
UI1 H5   H5   H 0 1 N N N 25.077 14.438 29.262 4.166  -1.176 -1.682 H5   UI1 37 
UI1 HN7  HN7  H 0 1 N N N 23.258 13.993 31.437 1.948  -0.774 -0.490 HN7  UI1 38 
UI1 H11  H11  H 0 1 N N N 24.787 17.073 34.292 0.161  -1.129 -0.482 H11  UI1 39 
UI1 H13  H13  H 0 1 N N N 22.426 19.638 35.164 -3.222 -1.818 -1.066 H13  UI1 40 
UI1 H16  H16  H 0 1 N N N 24.972 20.780 38.837 -1.918 -6.121 -0.354 H16  UI1 41 
UI1 H17  H17  H 0 1 N N N 25.027 18.502 40.032 0.121  -5.908 1.049  H17  UI1 42 
UI1 H18  H18  H 0 1 N N N 24.211 16.470 38.731 0.929  -3.634 1.642  H18  UI1 43 
UI1 H21  H21  H 0 1 N N N 20.805 19.588 34.820 -4.530 -0.483 -0.374 H21  UI1 44 
UI1 H23  H23  H 0 1 N N N 17.758 17.527 32.500 -5.003 3.709  0.387  H23  UI1 45 
UI1 H24  H24  H 0 1 N N N 19.452 15.793 31.810 -2.591 4.013  0.446  H24  UI1 46 
UI1 H26  H26  H 0 1 N N N 21.796 14.948 31.869 -0.325 3.059  0.288  H26  UI1 47 
UI1 H28  H28  H 0 1 N N N 19.482 20.792 34.289 -8.163 2.419  0.148  H28  UI1 48 
UI1 H291 1H29 H 0 0 N N N 16.312 20.402 34.054 ?      ?      ?      H291 UI1 49 
UI1 H292 2H29 H 0 0 N N N 16.581 18.772 34.029 -7.869 0.153  -0.263 H292 UI1 50 
UI1 H30  H30  H 0 1 N N N 25.706 11.928 32.767 3.579  1.644  1.478  H30  UI1 51 
UI1 H31  H31  H 0 1 N N N 27.504 10.653 31.463 6.018  1.869  1.723  H31  UI1 52 
# 
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 
UI1 N1  C2   SING N N 1  
UI1 N1  HN11 SING N N 2  
UI1 N1  HN12 SING N N 3  
UI1 C2  C3   SING N N 4  
UI1 C2  H21A SING N N 5  
UI1 C2  H22  SING N N 6  
UI1 C3  C4   SING Y N 7  
UI1 C3  C31  DOUB Y N 8  
UI1 C4  C5   DOUB Y N 9  
UI1 C4  H4   SING N N 10 
UI1 C5  C6   SING Y N 11 
UI1 C5  H5   SING N N 12 
UI1 C6  N7   SING N N 13 
UI1 C6  C30  DOUB Y N 14 
UI1 N7  C8   SING N N 15 
UI1 N7  HN7  SING N N 16 
UI1 C8  O9   DOUB N N 17 
UI1 C8  C10  SING N N 18 
UI1 C10 C11  SING Y N 19 
UI1 C10 C26  DOUB Y N 20 
UI1 C11 C12  DOUB Y N 21 
UI1 C11 H11  SING N N 22 
UI1 C12 N13  SING N N 23 
UI1 C12 C20  SING Y N 24 
UI1 N13 C14  SING N N 25 
UI1 N13 H13  SING N N 26 
UI1 C14 N15  SING Y N 27 
UI1 C14 N19  DOUB Y N 28 
UI1 N15 C16  DOUB Y N 29 
UI1 C16 C17  SING Y N 30 
UI1 C16 H16  SING N N 31 
UI1 C17 C18  DOUB Y N 32 
UI1 C17 H17  SING N N 33 
UI1 C18 N19  SING Y N 34 
UI1 C18 H18  SING N N 35 
UI1 C20 C21  SING Y N 36 
UI1 C20 C25  DOUB Y N 37 
UI1 C21 C22  DOUB Y N 38 
UI1 C21 H21  SING N N 39 
UI1 C22 C23  SING Y N 40 
UI1 C22 C27  SING N N 41 
UI1 C23 C24  DOUB Y N 42 
UI1 C23 H23  SING N N 43 
UI1 C24 C25  SING Y N 44 
UI1 C24 H24  SING N N 45 
UI1 C25 C26  SING Y N 46 
UI1 C26 H26  SING N N 47 
UI1 C27 N28  DOUB N N 48 
UI1 C27 N29  SING N N 49 
UI1 N28 H28  SING N N 50 
UI1 N29 H291 SING N N 51 
UI1 N29 H292 SING N N 52 
UI1 C30 C31  SING Y N 53 
UI1 C30 H30  SING N N 54 
UI1 C31 H31  SING N N 55 
# 
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 
UI1 SMILES           ACDLabs              10.04 O=C(Nc1ccc(cc1)CN)c4cc(Nc2ncccn2)c3cc(C(=[N@H])N)ccc3c4                                                                                                                                     
UI1 InChI            InChI                1.02b InChI=1/C23H21N7O/c24-13-14-2-6-18(7-3-14)29-22(31)17-10-15-4-5-16(21(25)26)11-19(15)20(12-17)30-23-27-8-1-9-28-23/h1-12H,13,24H2,(H3,25,26)(H,29,31)(H,27,28,30)/f/h25,29-30H,26H2/b25-21+ 
UI1 InChIKey         InChI                1.02b CSWQJKHBMACTGB-YEMGXADIDJ                                                                                                                                                                   
UI1 SMILES_CANONICAL CACTVS               3.341 NCc1ccc(NC(=O)c2cc(Nc3ncccn3)c4cc(ccc4c2)C(N)=N)cc1                                                                                                                                         
UI1 SMILES           CACTVS               3.341 NCc1ccc(NC(=O)c2cc(Nc3ncccn3)c4cc(ccc4c2)C(N)=N)cc1                                                                                                                                         
UI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cnc(nc1)Nc2cc(cc3c2cc(cc3)C(=N)N)C(=O)Nc4ccc(cc4)CN                                                                                                                                       
UI1 SMILES           "OpenEye OEToolkits" 1.5.0 c1cnc(nc1)Nc2cc(cc3c2cc(cc3)C(=N)N)C(=O)Nc4ccc(cc4)CN                                                                                                                                       
# 
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 
UI1 "SYSTEMATIC NAME" ACDLabs              10.04 N-[4-(aminomethyl)phenyl]-6-carbamimidoyl-4-(pyrimidin-2-ylamino)naphthalene-2-carboxamide 
UI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-(aminomethyl)phenyl]-6-carbamimidoyl-4-(pyrimidin-2-ylamino)naphthalene-2-carboxamide 
# 
