data_426
# 
_chem_comp.id                                    426 
_chem_comp.name                                  6-[(Z)-AMINO(IMINO)METHYL]-N-[3-(CYCLOPENTYLOXY)PHENYL]-2-NAPHTHAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         6-[N-(3-CYCLOPENTYLOXYPHENYL)CARBAMYL]-2-NAPHTHALENECARBOXAMIDINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-09 
_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                        373.448 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     426 
_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        1OWI 
_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 
426 N18  N18  N 0 1 N N N 17.146 19.563 34.033 -0.091 1.256  8.125  N18  426 1  
426 C17  C17  C 0 1 N N N 18.437 19.674 34.090 0.716  0.396  7.574  C17  426 2  
426 N19  N19  N 0 1 N N N 18.967 20.855 34.439 1.683  -0.225 8.334  N19  426 3  
426 C4   C4   C 0 1 Y N N 19.293 18.541 33.732 0.597  0.088  6.130  C4   426 4  
426 C5   C5   C 0 1 Y N N 20.619 18.502 34.291 -0.378 0.713  5.374  C5   426 5  
426 C6   C6   C 0 1 Y N N 21.579 17.516 33.925 -0.484 0.422  4.006  C6   426 6  
426 C10  C10  C 0 1 Y N N 22.878 17.550 34.509 -1.462 1.045  3.208  C10  426 7  
426 C11  C11  C 0 1 Y N N 23.884 16.604 34.153 -1.553 0.746  1.887  C11  426 8  
426 C12  C12  C 0 1 Y N N 23.600 15.592 33.182 -0.677 -0.182 1.297  C12  426 9  
426 C13  C13  C 0 1 Y N N 22.262 15.551 32.584 0.296  -0.811 2.055  C13  426 10 
426 C1   C1   C 0 1 Y N N 21.232 16.498 32.941 0.405  -0.516 3.422  C1   426 11 
426 C2   C2   C 0 1 Y N N 19.886 16.522 32.390 1.383  -1.138 4.220  C2   426 12 
426 C3   C3   C 0 1 Y N N 18.906 17.520 32.771 1.472  -0.839 5.541  C3   426 13 
426 C20  C20  C 0 1 N N N 24.720 14.682 32.855 -0.797 -0.489 -0.143 C20  426 14 
426 O23  O23  O 0 1 N N N 25.697 14.593 33.581 -0.042 -1.291 -0.658 O23  426 15 
426 N21  N21  N 0 1 N N N 24.613 13.959 31.698 -1.743 0.119  -0.886 N21  426 16 
426 C22  C22  C 0 1 Y N N 25.579 13.124 31.196 -1.775 -0.072 -2.270 C22  426 17 
426 C28  C28  C 0 1 Y N N 25.928 11.910 31.825 -2.972 0.060  -2.963 C28  426 18 
426 C27  C27  C 0 1 Y N N 26.933 11.085 31.278 -3.005 -0.129 -4.331 C27  426 19 
426 C26  C26  C 0 1 Y N N 27.579 11.464 30.096 -1.847 -0.451 -5.014 C26  426 20 
426 C25  C25  C 0 1 Y N N 27.235 12.681 29.458 -0.648 -0.585 -4.327 C25  426 21 
426 O33  O33  O 0 1 N N N 27.842 13.225 28.315 0.488  -0.901 -5.000 O33  426 22 
426 C34  C34  C 0 1 N N N 28.588 12.339 27.478 1.151  0.329  -5.294 C34  426 23 
426 C38  C38  C 0 1 N N N 27.836 12.137 26.128 2.676  0.136  -5.226 C38  426 24 
426 C37  C37  C 0 1 N N N 28.673 12.834 25.047 3.225  0.470  -6.628 C37  426 25 
426 C36  C36  C 0 1 N N N 29.970 13.380 25.714 2.149  1.397  -7.247 C36  426 26 
426 C35  C35  C 0 1 N N N 29.999 12.922 27.193 0.827  0.774  -6.735 C35  426 27 
426 C24  C24  C 0 1 Y N N 26.231 13.486 30.012 -0.611 -0.390 -2.955 C24  426 28 
426 H18  H18  H 0 1 N N N 16.562 20.398 34.077 -0.772 1.694  7.591  H18  426 29 
426 H191 1H19 H 0 0 N N N 19.982 20.942 34.483 1.761  -0.024 9.279  H191 426 30 
426 H192 2H19 H 0 0 N N N 18.571 21.143 35.333 2.282  -0.868 7.924  H192 426 31 
426 H5   H5   H 0 1 N N N 20.912 19.262 35.033 -1.050 1.423  5.833  H5   426 32 
426 H10  H10  H 0 1 N N N 23.110 18.328 35.255 -2.141 1.761  3.647  H10  426 33 
426 H11  H11  H 0 1 N N N 24.878 16.654 34.627 -2.306 1.228  1.281  H11  426 34 
426 H13  H13  H 0 1 N N N 22.020 14.777 31.836 0.966  -1.523 1.597  H13  426 35 
426 H2   H2   H 0 1 N N N 19.597 15.752 31.654 2.064  -1.852 3.781  H2   426 36 
426 H3   H3   H 0 1 N N N 17.890 17.502 32.340 2.226  -1.320 6.147  H3   426 37 
426 H21  H21  H 0 1 N N N 23.745 14.049 31.168 -2.401 0.690  -0.460 H21  426 38 
426 H28  H28  H 0 1 N N N 25.411 11.603 32.750 -3.878 0.311  -2.432 H28  426 39 
426 H27  H27  H 0 1 N N N 27.214 10.141 31.775 -3.936 -0.026 -4.868 H27  426 40 
426 H26  H26  H 0 1 N N N 28.355 10.806 29.669 -1.875 -0.600 -6.083 H26  426 41 
426 H34  H34  H 0 1 N N N 28.696 11.360 28.002 0.840  1.098  -4.586 H34  426 42 
426 H381 1H38 H 0 0 N N N 27.624 11.066 25.898 2.911  -0.896 -4.969 H381 426 43 
426 H382 2H38 H 0 0 N N N 26.777 12.486 26.157 3.105  0.812  -4.486 H382 426 44 
426 H371 1H37 H 0 0 N N N 28.883 12.173 24.173 3.334  -0.437 -7.222 H371 426 45 
426 H372 2H37 H 0 0 N N N 28.103 13.623 24.504 4.179  0.992  -6.550 H372 426 46 
426 H361 1H36 H 0 0 N N N 30.891 13.086 25.158 2.194  1.367  -8.336 H361 426 47 
426 H362 2H36 H 0 0 N N N 30.071 14.485 25.607 2.262  2.418  -6.882 H362 426 48 
426 H351 1H35 H 0 0 N N N 30.303 13.725 27.904 0.548  -0.084 -7.345 H351 426 49 
426 H352 2H35 H 0 0 N N N 30.830 12.216 27.426 0.030  1.518  -6.735 H352 426 50 
426 H24  H24  H 0 1 N N N 25.948 14.424 29.505 0.320  -0.493 -2.420 H24  426 51 
# 
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 
426 N18 C17  DOUB N Z 1  
426 N18 H18  SING N N 2  
426 C17 N19  SING N N 3  
426 C17 C4   SING N N 4  
426 N19 H191 SING N N 5  
426 N19 H192 SING N N 6  
426 C4  C5   DOUB Y N 7  
426 C4  C3   SING Y N 8  
426 C5  C6   SING Y N 9  
426 C5  H5   SING N N 10 
426 C6  C10  DOUB Y N 11 
426 C6  C1   SING Y N 12 
426 C10 C11  SING Y N 13 
426 C10 H10  SING N N 14 
426 C11 C12  DOUB Y N 15 
426 C11 H11  SING N N 16 
426 C12 C13  SING Y N 17 
426 C12 C20  SING N N 18 
426 C13 C1   DOUB Y N 19 
426 C13 H13  SING N N 20 
426 C1  C2   SING Y N 21 
426 C2  C3   DOUB Y N 22 
426 C2  H2   SING N N 23 
426 C3  H3   SING N N 24 
426 C20 O23  DOUB N N 25 
426 C20 N21  SING N N 26 
426 N21 C22  SING N N 27 
426 N21 H21  SING N N 28 
426 C22 C28  DOUB Y N 29 
426 C22 C24  SING Y N 30 
426 C28 C27  SING Y N 31 
426 C28 H28  SING N N 32 
426 C27 C26  DOUB Y N 33 
426 C27 H27  SING N N 34 
426 C26 C25  SING Y N 35 
426 C26 H26  SING N N 36 
426 C25 O33  SING N N 37 
426 C25 C24  DOUB Y N 38 
426 O33 C34  SING N N 39 
426 C34 C38  SING N N 40 
426 C34 C35  SING N N 41 
426 C34 H34  SING N N 42 
426 C38 C37  SING N N 43 
426 C38 H381 SING N N 44 
426 C38 H382 SING N N 45 
426 C37 C36  SING N N 46 
426 C37 H371 SING N N 47 
426 C37 H372 SING N N 48 
426 C36 C35  SING N N 49 
426 C36 H361 SING N N 50 
426 C36 H362 SING N N 51 
426 C35 H351 SING N N 52 
426 C35 H352 SING N N 53 
426 C24 H24  SING N N 54 
# 
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 
426 SMILES           ACDLabs              10.04 O=C(c2cc1ccc(C(=[N@H])N)cc1cc2)Nc4cc(OC3CCCC3)ccc4                                                                                                                            
426 InChI            InChI                1.02b InChI=1/C23H23N3O2/c24-22(25)17-10-8-16-13-18(11-9-15(16)12-17)23(27)26-19-4-3-7-21(14-19)28-20-5-1-2-6-20/h3-4,7-14,20H,1-2,5-6H2,(H3,24,25)(H,26,27)/f/h24,26H,25H2/b24-22- 
426 InChIKey         InChI                1.02b FWTQOPWAMQXIMI-VOUQKWJODK                                                                                                                                                     
426 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc2cc(ccc2c1)C(=O)Nc3cccc(OC4CCCC4)c3                                                                                                                                
426 SMILES           CACTVS               3.341 NC(=N)c1ccc2cc(ccc2c1)C(=O)Nc3cccc(OC4CCCC4)c3                                                                                                                                
426 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc2cc(ccc2c1)C(=O)Nc3cccc(c3)OC4CCCC4)\N                                                                                                                          
426 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2cc(ccc2c1)C(=O)Nc3cccc(c3)OC4CCCC4)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 
426 "SYSTEMATIC NAME" ACDLabs              10.04 6-carbamimidoyl-N-[3-(cyclopentyloxy)phenyl]naphthalene-2-carboxamide 
426 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-carbamimidoyl-N-(3-cyclopentyloxyphenyl)naphthalene-2-carboxamide   
# 
