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 2011-06-04 _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 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" 380 InChI InChI 1.03 "InChI=1S/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" 380 InChIKey InChI 1.03 BMQMRSICTKGCCO-JOCHJYFZSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 380 "Create component" 2004-07-06 EBI 380 "Modify descriptor" 2011-06-04 RCSB #