data_239
# 
_chem_comp.id                                    239 
_chem_comp.name                                  6-[(Z)-AMINO(IMINO)METHYL]-N-[4-(AMINOMETHYL)PHENYL]-2-NAPHTHAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         6-[N-(4-(AMINOMETHYL)PHENYL)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                        318.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     239 
_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        1OWH 
_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 
239 N18  N18  N 0 1 N N N 17.026 19.534 33.817 -1.353 0.120  -7.190 N18  239 1  
239 C17  C17  C 0 1 N N N 18.342 19.779 34.021 -0.129 0.013  -6.758 C17  239 2  
239 N19  N19  N 0 1 N N N 18.899 20.944 34.416 0.912  -0.068 -7.656 N19  239 3  
239 C12  C12  C 0 1 Y N N 19.240 18.684 33.674 0.142  -0.019 -5.303 C12  239 4  
239 C13  C13  C 0 1 Y N N 20.563 18.536 34.195 -0.908 0.063  -4.407 C13  239 5  
239 C3   C3   C 0 1 Y N N 21.475 17.539 33.839 -0.646 0.031  -3.029 C3   239 6  
239 C4   C4   C 0 1 Y N N 22.692 17.462 34.520 -1.693 0.114  -2.092 C4   239 7  
239 C5   C5   C 0 1 Y N N 23.510 16.380 34.139 -1.419 0.081  -0.763 C5   239 8  
239 C6   C6   C 0 1 Y N N 23.301 15.431 33.117 -0.095 -0.035 -0.302 C6   239 9  
239 C1   C1   C 0 1 Y N N 22.028 15.590 32.547 0.956  -0.113 -1.199 C1   239 10 
239 C2   C2   C 0 1 Y N N 21.074 16.588 32.863 0.693  -0.086 -2.577 C2   239 11 
239 C10  C10  C 0 1 Y N N 19.807 16.578 32.268 1.739  -0.169 -3.514 C10  239 12 
239 C11  C11  C 0 1 Y N N 18.944 17.615 32.692 1.465  -0.135 -4.844 C11  239 13 
239 C23  C23  C 0 1 N N N 24.306 14.477 32.678 0.174  -0.069 1.149  C23  239 14 
239 O35  O35  O 0 1 N N N 25.100 14.103 33.550 1.317  -0.170 1.553  O35  239 15 
239 N24  N24  N 0 1 N N N 24.448 14.164 31.364 -0.844 0.010  2.027  N24  239 16 
239 C25  C25  C 0 1 Y N N 25.386 13.327 30.730 -0.582 0.094  3.398  C25  239 17 
239 C30  C30  C 0 1 Y N N 25.977 12.239 31.415 -1.452 -0.488 4.310  C30  239 18 
239 C29  C29  C 0 1 Y N N 26.942 11.473 30.723 -1.190 -0.403 5.663  C29  239 19 
239 C28  C28  C 0 1 Y N N 27.199 11.781 29.363 -0.063 0.261  6.111  C28  239 20 
239 C27  C27  C 0 1 Y N N 26.555 12.822 28.663 0.801  0.847  5.206  C27  239 21 
239 C26  C26  C 0 1 Y N N 25.709 13.660 29.411 0.548  0.761  3.851  C26  239 22 
239 C37  C37  C 0 1 N N N 28.261 10.974 28.654 0.218  0.352  7.588  C37  239 23 
239 N38  N38  N 0 1 N N N 29.608 11.426 28.955 1.032  -0.798 8.003  N38  239 24 
239 H18  H18  H 0 1 N N N 16.370 20.300 33.970 -1.531 0.142  -8.143 H18  239 25 
239 H191 1H19 H 0 0 N N N 19.890 21.128 34.569 0.734  -0.047 -8.609 H191 239 26 
239 H192 2H19 H 0 0 N N N 18.425 21.204 35.281 1.824  -0.148 -7.335 H192 239 27 
239 H13  H13  H 0 1 N N N 20.915 19.263 34.946 -1.923 0.152  -4.765 H13  239 28 
239 H4   H4   H 0 1 N N N 22.982 18.193 35.292 -2.715 0.203  -2.430 H4   239 29 
239 H5   H5   H 0 1 N N N 24.440 16.259 34.719 -2.228 0.144  -0.050 H5   239 30 
239 H1   H1   H 0 1 N N N 21.749 14.856 31.772 1.971  -0.198 -0.841 H1   239 31 
239 H10  H10  H 0 1 N N N 19.513 15.816 31.526 2.761  -0.259 -3.176 H10  239 32 
239 H11  H11  H 0 1 N N N 17.950 17.587 32.213 2.273  -0.199 -5.557 H11  239 33 
239 H24  H24  H 0 1 N N N 23.754 14.620 30.771 -1.760 0.010  1.708  H24  239 34 
239 H30  H30  H 0 1 N N N 25.695 11.996 32.453 -2.332 -1.008 3.961  H30  239 35 
239 H29  H29  H 0 1 N N N 27.480 10.655 31.231 -1.866 -0.857 6.373  H29  239 36 
239 H27  H27  H 0 1 N N N 26.705 12.973 27.581 1.681  1.366  5.558  H27  239 37 
239 H26  H26  H 0 1 N N N 25.298 14.580 28.962 1.227  1.215  3.144  H26  239 38 
239 H371 1H37 H 0 0 N N N 28.147 9.886  28.871 0.759  1.274  7.798  H371 239 39 
239 H372 2H37 H 0 0 N N N 28.082 10.958 27.553 -0.722 0.349  8.139  H372 239 40 
239 H381 1H38 H 0 0 N N N 30.325 10.881 28.476 1.195  -0.695 8.994  H381 239 41 
239 H382 2H38 H 0 0 N N N 29.771 11.440 29.961 0.455  -1.617 7.888  H382 239 42 
# 
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 
239 N18 C17  DOUB N Z 1  
239 N18 H18  SING N N 2  
239 C17 N19  SING N N 3  
239 C17 C12  SING N N 4  
239 N19 H191 SING N N 5  
239 N19 H192 SING N N 6  
239 C12 C13  DOUB Y N 7  
239 C12 C11  SING Y N 8  
239 C13 C3   SING Y N 9  
239 C13 H13  SING N N 10 
239 C3  C4   DOUB Y N 11 
239 C3  C2   SING Y N 12 
239 C4  C5   SING Y N 13 
239 C4  H4   SING N N 14 
239 C5  C6   DOUB Y N 15 
239 C5  H5   SING N N 16 
239 C6  C1   SING Y N 17 
239 C6  C23  SING N N 18 
239 C1  C2   DOUB Y N 19 
239 C1  H1   SING N N 20 
239 C2  C10  SING Y N 21 
239 C10 C11  DOUB Y N 22 
239 C10 H10  SING N N 23 
239 C11 H11  SING N N 24 
239 C23 O35  DOUB N N 25 
239 C23 N24  SING N N 26 
239 N24 C25  SING N N 27 
239 N24 H24  SING N N 28 
239 C25 C30  DOUB Y N 29 
239 C25 C26  SING Y N 30 
239 C30 C29  SING Y N 31 
239 C30 H30  SING N N 32 
239 C29 C28  DOUB Y N 33 
239 C29 H29  SING N N 34 
239 C28 C27  SING Y N 35 
239 C28 C37  SING N N 36 
239 C27 C26  DOUB Y N 37 
239 C27 H27  SING N N 38 
239 C26 H26  SING N N 39 
239 C37 N38  SING N N 40 
239 C37 H371 SING N N 41 
239 C37 H372 SING N N 42 
239 N38 H381 SING N N 43 
239 N38 H382 SING N N 44 
# 
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 
239 SMILES           ACDLabs              10.04 O=C(Nc1ccc(cc1)CN)c3cc2ccc(C(=[N@H])N)cc2cc3                                                                                                         
239 InChI            InChI                1.02b InChI=1/C19H18N4O/c20-11-12-1-7-17(8-2-12)23-19(24)16-6-4-13-9-15(18(21)22)5-3-14(13)10-16/h1-10H,11,20H2,(H3,21,22)(H,23,24)/f/h21,23H,22H2/b21-18- 
239 InChIKey         InChI                1.02b NLBDETRVUYOIHQ-CLVCRYDUDK                                                                                                                            
239 SMILES_CANONICAL CACTVS               3.341 NCc1ccc(NC(=O)c2ccc3cc(ccc3c2)C(N)=N)cc1                                                                                                             
239 SMILES           CACTVS               3.341 NCc1ccc(NC(=O)c2ccc3cc(ccc3c2)C(N)=N)cc1                                                                                                             
239 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc2cc(ccc2c1)C(=O)Nc3ccc(cc3)CN)\N                                                                                                       
239 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2cc(ccc2c1)C(=O)Nc3ccc(cc3)CN)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 
239 "SYSTEMATIC NAME" ACDLabs              10.04 N-[4-(aminomethyl)phenyl]-6-carbamimidoylnaphthalene-2-carboxamide  
239 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-(aminomethyl)phenyl]-6-carbamimidoyl-naphthalene-2-carboxamide 
# 
