data_4M9 # _chem_comp.id 4M9 _chem_comp.name "(4Z)-4-imino-4-[(4Z)-4-(1H-indol-3-ylmethylidene)-5-oxo-1-(2-oxoethyl)-4,5-dihydro-1H-imidazol-2-yl]butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-15 _chem_comp.pdbx_modified_date 2023-11-03 _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 351.359 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4M9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4ZBL _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 4M9 O2 O2 O 0 1 N N N Y N N -16.225 24.939 -0.227 0.084 -3.818 -0.440 O2 4M9 1 4M9 C2 C2 C 0 1 N N N Y N N -16.994 24.357 0.529 -0.287 -2.659 -0.363 C2 4M9 2 4M9 N3 N3 N 0 1 N N N Y N N -18.057 23.569 0.127 -1.559 -2.205 -0.374 N3 4M9 3 4M9 CA3 CA3 C 0 1 N N N Y N N -18.332 23.275 -1.270 -2.767 -3.027 -0.481 CA3 4M9 4 4M9 C3 C C 0 1 N N N Y N Y -19.187 24.181 -2.111 -3.232 -3.420 0.897 C 4M9 5 4M9 O3 O O 0 1 N N N Y N Y -19.273 23.917 -3.303 -4.361 -3.173 1.247 O 4M9 6 4M9 CA2 CA2 C 0 1 N N N Y N N -17.043 24.300 2.024 0.556 -1.463 -0.233 CA2 4M9 7 4M9 N2 N2 N 0 1 N N N Y N N -18.119 23.475 2.406 -0.287 -0.408 -0.184 N2 4M9 8 4M9 C1 C1 C 0 1 N N N Y N N -18.659 23.086 1.295 -1.521 -0.831 -0.265 C1 4M9 9 4M9 CA1 CA1 C 0 1 N N N Y N N -19.801 22.178 1.214 -2.706 0.039 -0.241 CA1 4M9 10 4M9 N1 N N 0 1 N N N Y Y N -19.476 21.010 0.686 -3.891 -0.478 -0.325 N 4M9 11 4M9 CB1 CB1 C 0 1 N N N N N N -20.957 22.249 2.195 -2.543 1.532 -0.118 CB1 4M9 12 4M9 CG CG1 C 0 1 N N N N N N -22.102 21.267 1.916 -3.920 2.198 -0.117 CG1 4M9 13 4M9 CB2 CB2 C 0 1 N N N N N N -16.159 24.994 2.799 1.945 -1.423 -0.172 CB2 4M9 14 4M9 CG2 CG2 C 0 1 Y N N N N N -16.053 24.976 4.242 2.610 -0.186 -0.045 CG2 4M9 15 4M9 CD1 CD1 C 0 1 Y N N N N N -16.913 24.390 5.027 2.029 1.067 0.031 CD1 4M9 16 4M9 NE1 NE1 N 0 1 Y N N N N N -16.514 24.471 6.363 2.990 2.003 0.145 NE1 4M9 17 4M9 CE2 CE2 C 0 1 Y N N N N N -15.316 25.116 6.382 4.242 1.421 0.150 CE2 4M9 18 4M9 CD2 CD2 C 0 1 Y N N N N N -14.995 25.437 5.062 4.069 0.032 0.039 CD2 4M9 19 4M9 CZ2 CZ2 C 0 1 Y N N N N N -14.445 25.509 7.404 5.529 1.941 0.245 CZ2 4M9 20 4M9 CH2 CH2 C 0 1 Y N N N N N -13.270 26.169 7.093 6.616 1.094 0.222 CH2 4M9 21 4M9 CZ3 CZ3 C 0 1 Y N N N N N -12.956 26.473 5.777 6.442 -0.277 0.105 CZ3 4M9 22 4M9 CE3 CE3 C 0 1 Y N N N N N -13.830 26.111 4.757 5.174 -0.812 0.024 CE3 4M9 23 4M9 CD C3 C 0 1 N N N N N N -23.142 21.230 3.003 -3.756 3.691 0.005 C3 4M9 24 4M9 N4 N4 N 0 1 N N N N N N -24.427 21.492 2.712 -4.843 4.488 0.028 N4 4M9 25 4M9 O5 O5 O 0 1 N N N N N N -22.818 20.944 4.144 -2.647 4.175 0.084 O5 4M9 26 4M9 HA31 H1 H 0 1 N N N Y N N -18.815 22.287 -1.290 -3.551 -2.458 -0.981 H1 4M9 27 4M9 HA32 H2 H 0 1 N N N Y N N -17.355 23.216 -1.772 -2.545 -3.925 -1.059 H2 4M9 28 4M9 H3 H3 H 0 1 N N N Y N Y -19.703 25.028 -1.682 -2.555 -3.922 1.573 H3 4M9 29 4M9 H H4 H 0 1 N Y N Y Y N -20.065 20.273 1.016 -4.673 0.096 -0.309 H4 4M9 30 4M9 H5 H5 H 0 1 N N N N N N -20.565 22.040 3.201 -2.025 1.765 0.812 H5 4M9 31 4M9 H6 H6 H 0 1 N N N N N N -21.367 23.269 2.166 -1.960 1.904 -0.961 H6 4M9 32 4M9 H7 H7 H 0 1 N N N N N N -22.592 21.562 0.976 -4.437 1.964 -1.048 H7 4M9 33 4M9 H8 H8 H 0 1 N N N N N N -21.677 20.258 1.807 -4.503 1.826 0.726 H8 4M9 34 4M9 H9 H9 H 0 1 N N N N N N -15.459 25.629 2.276 2.513 -2.340 -0.221 H9 4M9 35 4M9 H10 H10 H 0 1 N N N N N N -17.817 23.905 4.688 0.967 1.265 0.003 H10 4M9 36 4M9 H11 H11 H 0 1 N N N N N N -17.014 24.121 7.155 2.825 2.957 0.214 H11 4M9 37 4M9 H12 H12 H 0 1 N N N N N N -14.690 25.297 8.434 5.676 3.007 0.336 H12 4M9 38 4M9 H13 H13 H 0 1 N N N N N N -12.590 26.451 7.883 7.614 1.502 0.295 H13 4M9 39 4M9 H14 H14 H 0 1 N N N N N N -12.036 26.989 5.545 7.303 -0.929 0.089 H14 4M9 40 4M9 H15 H15 H 0 1 N N N N N N -13.598 26.356 3.731 5.040 -1.880 -0.064 H15 4M9 41 4M9 H16 H16 H 0 1 N N N N N N -25.121 21.453 3.431 -5.730 4.101 -0.035 H16 4M9 42 4M9 H17 H17 H 0 1 N N N N N N -24.690 21.726 1.776 -4.737 5.449 0.107 H17 4M9 43 # 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 4M9 O3 C3 DOUB N N 1 4M9 C3 CA3 SING N N 2 4M9 CA3 N3 SING N N 3 4M9 O2 C2 DOUB N N 4 4M9 N3 C2 SING N N 5 4M9 N3 C1 SING N N 6 4M9 C2 CA2 SING N N 7 4M9 N1 CA1 DOUB N N 8 4M9 CA1 C1 SING N N 9 4M9 CA1 CB1 SING N N 10 4M9 C1 N2 DOUB N N 11 4M9 CG CB1 SING N N 12 4M9 CG CD SING N N 13 4M9 CA2 N2 SING N N 14 4M9 CA2 CB2 DOUB N Z 15 4M9 N4 CD SING N N 16 4M9 CB2 CG2 SING N N 17 4M9 CD O5 DOUB N N 18 4M9 CG2 CD1 DOUB Y N 19 4M9 CG2 CD2 SING Y N 20 4M9 CE3 CD2 DOUB Y N 21 4M9 CE3 CZ3 SING Y N 22 4M9 CD1 NE1 SING Y N 23 4M9 CD2 CE2 SING Y N 24 4M9 CZ3 CH2 DOUB Y N 25 4M9 NE1 CE2 SING Y N 26 4M9 CE2 CZ2 DOUB Y N 27 4M9 CH2 CZ2 SING Y N 28 4M9 CA3 HA31 SING N N 29 4M9 CA3 HA32 SING N N 30 4M9 C3 H3 SING N N 31 4M9 N1 H SING N N 32 4M9 CB1 H5 SING N N 33 4M9 CB1 H6 SING N N 34 4M9 CG H7 SING N N 35 4M9 CG H8 SING N N 36 4M9 CB2 H9 SING N N 37 4M9 CD1 H10 SING N N 38 4M9 NE1 H11 SING N N 39 4M9 CZ2 H12 SING N N 40 4M9 CH2 H13 SING N N 41 4M9 CZ3 H14 SING N N 42 4M9 CE3 H15 SING N N 43 4M9 N4 H16 SING N N 44 4M9 N4 H17 SING N N 45 # 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 4M9 SMILES ACDLabs 12.01 "O=C1/C(N=C(N1CC=O)/C(CCC(=O)N)=N)=C/c2cnc3ccccc23" 4M9 InChI InChI 1.03 "InChI=1S/C18H17N5O3/c19-13(5-6-16(20)25)17-22-15(18(26)23(17)7-8-24)9-11-10-21-14-4-2-1-3-12(11)14/h1-4,8-10,19,21H,5-7H2,(H2,20,25)/b15-9-,19-13-" 4M9 InChIKey InChI 1.03 OYWOWHAFJUKRKS-FEKISXBVSA-N 4M9 SMILES_CANONICAL CACTVS 3.385 "NC(=O)CCC(=N)C1=NC(=C\c2c[nH]c3ccccc23)/C(=O)N1CC=O" 4M9 SMILES CACTVS 3.385 "NC(=O)CCC(=N)C1=NC(=Cc2c[nH]c3ccccc23)C(=O)N1CC=O" 4M9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(/CCC(=O)N)\C1=N/C(=C\c2c[nH]c3c2cccc3)/C(=O)N1CC=O" 4M9 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C=C3C(=O)N(C(=N3)C(=N)CCC(=O)N)CC=O" # 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 4M9 "SYSTEMATIC NAME" ACDLabs 12.01 "(4Z)-4-imino-4-[(4Z)-4-(1H-indol-3-ylmethylidene)-5-oxo-1-(2-oxoethyl)-4,5-dihydro-1H-imidazol-2-yl]butanamide" 4M9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-azanylidene-4-[(4Z)-4-(1H-indol-3-ylmethylidene)-5-oxidanylidene-1-(2-oxidanylideneethyl)imidazol-2-yl]butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4M9 "Create component" 2015-04-15 EBI 4M9 "Initial release" 2015-12-23 RCSB 4M9 "Modify backbone" 2023-11-03 PDBE #