data_380
# 
_chem_comp.id                                    380 
_chem_comp.name                                  (2R)-2-({4-[AMINO(IMINO)METHYL]PHENYL}AMINO)-N-BENZYL-2-(3,4-DIMETHOXYPHENYL)ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-06 
_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                        418.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     380 
_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        1W2K 
_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 
380 C1   C1   C 0 1 N N N 30.340 6.710  15.052 6.525  0.965  0.966  C1   380 1  
380 N1   N1   N 0 1 N N N 29.336 7.305  15.741 6.683  0.617  2.291  N1   380 2  
380 N2   N2   N 0 1 N N N 31.011 5.803  15.798 7.570  1.235  0.235  N2   380 3  
380 C2   C2   C 0 1 Y N N 30.566 6.897  13.606 5.172  1.031  0.375  C2   380 4  
380 C3   C3   C 0 1 Y N N 29.736 7.756  12.827 5.011  1.383  -0.966 C3   380 5  
380 C4   C4   C 0 1 Y N N 29.784 7.752  11.431 3.749  1.443  -1.515 C4   380 6  
380 C5   C5   C 0 1 Y N N 30.672 6.882  10.780 2.635  1.153  -0.733 C5   380 7  
380 N3   N3   N 0 1 N N N 30.954 6.983  9.397  1.361  1.215  -1.290 N3   380 8  
380 C11  C11  C 0 1 N N R 32.172 6.272  8.889  0.187  0.910  -0.469 C11  380 9  
380 C22  C22  C 0 1 N N N 32.032 5.840  7.484  -1.022 1.604  -1.042 C22  380 10 
380 N24  N24  N 0 1 N N N 31.653 6.708  6.515  -2.223 1.467  -0.447 N24  380 11 
380 C25  C25  C 0 1 N N N 31.863 6.046  5.195  -3.398 2.142  -1.004 C25  380 12 
380 C26  C26  C 0 1 Y N N 33.076 6.607  4.511  -4.606 1.829  -0.159 C26  380 13 
380 C27  C27  C 0 1 Y N N 32.843 7.745  3.750  -4.932 2.643  0.909  C27  380 14 
380 C28  C28  C 0 1 Y N N 33.815 8.726  3.659  -6.040 2.355  1.684  C28  380 15 
380 C29  C29  C 0 1 Y N N 35.029 8.564  4.320  -6.821 1.254  1.391  C29  380 16 
380 C30  C30  C 0 1 Y N N 35.295 7.399  5.033  -6.496 0.440  0.322  C30  380 17 
380 C31  C31  C 0 1 Y N N 34.315 6.417  5.112  -5.390 0.730  -0.456 C31  380 18 
380 O23  O23  O 0 1 N N N 32.392 4.742  7.086  -0.913 2.287  -2.039 O23  380 19 
380 C12  C12  C 0 1 Y N N 33.542 6.946  9.103  -0.047 -0.579 -0.459 C12  380 20 
380 C17  C17  C 0 1 Y N N 33.856 8.268  8.743  -0.432 -1.209 0.710  C17  380 21 
380 C19  C19  C 0 1 Y N N 35.175 8.739  8.896  -0.652 -2.577 0.719  C19  380 22 
380 O2   O2   O 0 1 N N N 35.584 9.984  8.447  -1.030 -3.198 1.868  O2   380 23 
380 C24  C24  C 0 1 N N N 34.626 10.880 7.890  -1.115 -2.188 2.876  C24  380 24 
380 C20  C20  C 0 1 Y N N 36.177 7.916  9.418  -0.474 -3.315 -0.447 C20  380 25 
380 O3   O3   O 0 1 N N N 37.391 8.516  9.764  -0.683 -4.659 -0.441 O3   380 26 
380 C32  C32  C 0 1 N N N 38.387 7.846  10.556 -0.429 -5.122 -1.769 C32  380 27 
380 C16  C16  C 0 1 Y N N 34.565 6.141  9.601  0.125  -1.311 -1.619 C16  380 28 
380 C18  C18  C 0 1 Y N N 35.868 6.603  9.765  -0.088 -2.677 -1.615 C18  380 29 
380 C6   C6   C 0 1 Y N N 31.508 6.046  11.546 2.792  0.808  0.605  C6   380 30 
380 C7   C7   C 0 1 Y N N 31.462 6.053  12.936 4.052  0.740  1.157  C7   380 31 
380 H1N1 1H1N H 0 0 N N N 28.830 7.989  15.178 5.905  0.415  2.835  H1N1 380 32 
380 H1N2 2H1N H 0 0 N N N 29.180 7.176  16.741 7.571  0.574  2.679  H1N2 380 33 
380 HN2  HN2  H 0 1 N N N 30.672 5.023  15.235 8.458  1.192  0.623  HN2  380 34 
380 H3   H3   H 0 1 N N N 29.039 8.440  13.339 5.876  1.607  -1.574 H3   380 35 
380 H4   H4   H 0 1 N N N 29.132 8.424  10.848 3.625  1.715  -2.553 H4   380 36 
380 HA   HA   H 0 1 N N N 30.353 7.518  8.771  1.250  1.460  -2.222 HA   380 37 
380 H11  H11  H 0 1 N N N 32.221 5.326  9.478  0.356  1.258  0.550  H11  380 38 
380 H24  H24  H 0 1 N N N 31.288 7.649  6.662  -2.310 0.922  0.350  H24  380 39 
380 H251 1H25 H 0 0 N N N 30.956 6.112  4.550  -3.229 3.219  -1.012 H251 380 40 
380 H252 2H25 H 0 0 N N N 31.918 4.937  5.292  -3.568 1.794  -2.023 H252 380 41 
380 H27  H27  H 0 1 N N N 31.884 7.867  3.219  -4.321 3.504  1.138  H27  380 42 
380 H28  H28  H 0 1 N N N 33.628 9.635  3.063  -6.294 2.991  2.519  H28  380 43 
380 H29  H29  H 0 1 N N N 35.786 9.365  4.278  -7.686 1.028  1.997  H29  380 44 
380 H30  H30  H 0 1 N N N 36.270 7.257  5.529  -7.106 -0.421 0.094  H30  380 45 
380 H31  H31  H 0 1 N N N 34.522 5.480  5.656  -5.136 0.094  -1.291 H31  380 46 
380 H17  H17  H 0 1 N N N 33.073 8.934  8.342  -0.565 -0.634 1.615  H17  380 47 
380 H241 1H24 H 0 0 N N N 34.955 11.882 7.529  -1.416 -2.641 3.820  H241 380 48 
380 H242 2H24 H 0 0 N N N 33.801 11.021 8.627  -0.141 -1.713 2.996  H242 380 49 
380 H243 3H24 H 0 0 N N N 34.094 10.360 7.060  -1.850 -1.440 2.580  H243 380 50 
380 H321 1H32 H 0 0 N N N 39.355 8.325  10.832 0.601  -4.892 -2.043 H321 380 51 
380 H322 2H32 H 0 0 N N N 38.621 6.878  10.054 -0.585 -6.200 -1.814 H322 380 52 
380 H323 3H32 H 0 0 N N N 37.897 7.510  11.500 -1.108 -4.627 -2.463 H323 380 53 
380 H16  H16  H 0 1 N N N 34.333 5.098  9.876  0.426  -0.815 -2.530 H16  380 54 
380 H18  H18  H 0 1 N N N 36.649 5.935  10.166 0.047  -3.247 -2.522 H18  380 55 
380 H6   H6   H 0 1 N N N 32.214 5.372  11.033 1.926  0.583  1.210  H6   380 56 
380 H7   H7   H 0 1 N N N 32.132 5.393  13.512 4.174  0.468  2.195  H7   380 57 
# 
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 
380 C1  N1   SING N N 1  
380 C1  N2   DOUB N N 2  
380 C1  C2   SING N N 3  
380 N1  H1N1 SING N N 4  
380 N1  H1N2 SING N N 5  
380 N2  HN2  SING N N 6  
380 C2  C3   DOUB Y N 7  
380 C2  C7   SING Y N 8  
380 C3  C4   SING Y N 9  
380 C3  H3   SING N N 10 
380 C4  C5   DOUB Y N 11 
380 C4  H4   SING N N 12 
380 C5  N3   SING N N 13 
380 C5  C6   SING Y N 14 
380 N3  C11  SING N N 15 
380 N3  HA   SING N N 16 
380 C11 C22  SING N N 17 
380 C11 C12  SING N N 18 
380 C11 H11  SING N N 19 
380 C22 N24  SING N N 20 
380 C22 O23  DOUB N N 21 
380 N24 C25  SING N N 22 
380 N24 H24  SING N N 23 
380 C25 C26  SING N N 24 
380 C25 H251 SING N N 25 
380 C25 H252 SING N N 26 
380 C26 C27  DOUB Y N 27 
380 C26 C31  SING Y N 28 
380 C27 C28  SING Y N 29 
380 C27 H27  SING N N 30 
380 C28 C29  DOUB Y N 31 
380 C28 H28  SING N N 32 
380 C29 C30  SING Y N 33 
380 C29 H29  SING N N 34 
380 C30 C31  DOUB Y N 35 
380 C30 H30  SING N N 36 
380 C31 H31  SING N N 37 
380 C12 C17  DOUB Y N 38 
380 C12 C16  SING Y N 39 
380 C17 C19  SING Y N 40 
380 C17 H17  SING N N 41 
380 C19 O2   SING N N 42 
380 C19 C20  DOUB Y N 43 
380 O2  C24  SING N N 44 
380 C24 H241 SING N N 45 
380 C24 H242 SING N N 46 
380 C24 H243 SING N N 47 
380 C20 O3   SING N N 48 
380 C20 C18  SING Y N 49 
380 O3  C32  SING N N 50 
380 C32 H321 SING N N 51 
380 C32 H322 SING N N 52 
380 C32 H323 SING N N 53 
380 C16 C18  DOUB Y N 54 
380 C16 H16  SING N N 55 
380 C18 H18  SING N N 56 
380 C6  C7   DOUB Y N 57 
380 C6  H6   SING N N 58 
380 C7  H7   SING N N 59 
# 
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 
380 SMILES           ACDLabs              10.04 O=C(NCc1ccccc1)C(c2cc(OC)c(OC)cc2)Nc3ccc(C(=[N@H])N)cc3                                                                                                                                
380 InChI            InChI                1.02b InChI=1/C24H26N4O3/c1-30-20-13-10-18(14-21(20)31-2)22(24(29)27-15-16-6-4-3-5-7-16)28-19-11-8-17(9-12-19)23(25)26/h3-14,22,28H,15H2,1-2H3,(H3,25,26)(H,27,29)/t22-/m1/s1/f/h25,27H,26H2 
380 InChIKey         InChI                1.02b BMQMRSICTKGCCO-CNYQIYNZDE                                                                                                                                                              
380 SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1OC)[C@@H](Nc2ccc(cc2)C(N)=N)C(=O)NCc3ccccc3                                                                                                                                 
380 SMILES           CACTVS               3.341 COc1ccc(cc1OC)[CH](Nc2ccc(cc2)C(N)=N)C(=O)NCc3ccccc3                                                                                                                                   
380 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1OC)[C@H](C(=O)NCc2ccccc2)Nc3ccc(cc3)C(=N)N                                                                                                                                  
380 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1OC)C(C(=O)NCc2ccccc2)Nc3ccc(cc3)C(=N)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 
380 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-N-benzyl-2-[(4-carbamimidoylphenyl)amino]-2-(3,4-dimethoxyphenyl)ethanamide         
380 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[(4-carbamimidoylphenyl)amino]-2-(3,4-dimethoxyphenyl)-N-(phenylmethyl)ethanamide 
# 
