data_4C0 # _chem_comp.id 4C0 _chem_comp.name "3-(1H-benzimidazol-2-yl)-N-(3-phenylpropanoyl)-D-alanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(R)-3-(1H-Benzoimidazol-2-yl)-2-(3-phenyl-propionylamino)-propionic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-22 _chem_comp.pdbx_modified_date 2021-03-01 _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 337.372 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4C0 _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 3KAD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 4C0 C1 C1 C 0 1 Y N N 31.466 -15.067 -0.188 -3.268 4.061 -0.011 C1 4C0 1 4C0 C2 C2 C 0 1 Y N N 31.941 -15.366 -1.460 -4.550 3.723 -0.421 C2 4C0 2 4C0 C3 C3 C 0 1 Y N N 31.236 -16.240 -2.279 -4.949 2.403 -0.449 C3 4C0 3 4C0 C4 C4 C 0 1 Y N N 30.285 -15.643 0.266 -2.381 3.095 0.371 C4 4C0 4 4C0 C5 C5 C 0 1 Y N N 29.581 -16.517 -0.554 -2.765 1.752 0.356 C5 4C0 5 4C0 C6 C6 C 0 1 Y N N 30.055 -16.815 -1.823 -4.062 1.408 -0.064 C6 4C0 6 4C0 N7 N7 N 0 1 Y N N 29.185 -17.677 -2.388 -4.138 0.032 0.023 N7 4C0 7 4C0 C8 C8 C 0 1 Y N N 28.191 -17.916 -1.503 -2.933 -0.412 0.471 C8 4C0 8 4C0 N9 N9 N 0 1 Y N N 28.434 -17.206 -0.379 -2.131 0.593 0.669 N9 4C0 9 4C0 C10 C10 C 0 1 N N N 27.008 -18.826 -1.731 -2.582 -1.858 0.711 C10 4C0 10 4C0 C11 C11 C 0 1 N N R 25.853 -18.021 -2.313 -1.323 -2.215 -0.082 C11 4C0 11 4C0 N12 N12 N 0 1 N N N 26.137 -17.671 -3.692 -0.186 -1.449 0.434 N12 4C0 12 4C0 C13 C13 C 0 1 N N N 26.437 -16.425 -4.045 0.871 -1.192 -0.362 C13 4C0 13 4C0 O14 O14 O 0 1 N N N 26.470 -15.499 -3.251 0.880 -1.595 -1.506 O14 4C0 14 4C0 C15 C15 C 0 1 N N N 26.742 -16.193 -5.505 2.040 -0.403 0.169 C15 4C0 15 4C0 C16 C16 C 0 1 N N N 28.057 -15.433 -5.635 3.095 -0.254 -0.928 C16 4C0 16 4C0 C17 C17 C 0 1 Y N N 28.596 -15.595 -7.037 4.265 0.534 -0.397 C17 4C0 17 4C0 C18 C18 C 0 1 Y N N 28.201 -16.679 -7.813 5.321 -0.120 0.209 C18 4C0 18 4C0 C19 C19 C 0 1 Y N N 28.697 -16.828 -9.103 6.394 0.603 0.696 C19 4C0 19 4C0 C20 C20 C 0 1 Y N N 29.588 -15.893 -9.617 6.410 1.980 0.578 C20 4C0 20 4C0 C21 C21 C 0 1 Y N N 29.983 -14.809 -8.841 5.353 2.634 -0.028 C21 4C0 21 4C0 C22 C22 C 0 1 Y N N 29.487 -14.660 -7.551 4.284 1.911 -0.521 C22 4C0 22 4C0 C23 C23 C 0 1 N N N 24.583 -18.811 -2.194 -1.041 -3.689 0.059 C23 4C0 23 4C0 O24 O24 O 0 1 N N N 24.112 -19.341 -3.223 0.002 -4.061 0.542 O24 4C0 24 4C0 O25 O25 O 0 1 N N N 24.044 -18.908 -1.071 -1.949 -4.588 -0.351 O25 4C0 25 4C0 H1 H1 H 0 1 N N N 32.014 -14.387 0.447 -2.967 5.098 0.002 H1 4C0 26 4C0 H2 H2 H 0 1 N N N 32.859 -14.919 -1.812 -5.239 4.498 -0.720 H2 4C0 27 4C0 H3 H3 H 0 1 N N N 31.605 -16.472 -3.267 -5.948 2.146 -0.768 H3 4C0 28 4C0 H4 H4 H 0 1 N N N 29.915 -15.412 1.254 -1.384 3.369 0.684 H4 4C0 29 4C0 H10 H10 H 0 1 N N N 27.289 -19.624 -2.434 -2.398 -2.016 1.774 H10 4C0 30 4C0 H10A H10A H 0 0 N N N 26.699 -19.272 -0.774 -3.407 -2.491 0.387 H10A 4C0 31 4C0 H11 H11 H 0 1 N N N 25.729 -17.084 -1.750 -1.476 -1.974 -1.134 H11 4C0 32 4C0 HN12 HN12 H 0 0 N N N 26.106 -18.383 -4.393 -0.194 -1.127 1.349 HN12 4C0 33 4C0 H15 H15 H 0 1 N N N 26.826 -17.161 -6.020 1.700 0.584 0.483 H15 4C0 34 4C0 H15A H15A H 0 0 N N N 25.932 -15.604 -5.960 2.474 -0.926 1.022 H15A 4C0 35 4C0 H16 H16 H 0 1 N N N 27.886 -14.366 -5.429 3.435 -1.242 -1.242 H16 4C0 36 4C0 H16A H16A H 0 0 N N N 28.785 -15.833 -4.914 2.662 0.269 -1.781 H16A 4C0 37 4C0 H18 H18 H 0 1 N N N 27.509 -17.405 -7.413 5.308 -1.196 0.301 H18 4C0 38 4C0 H19 H19 H 0 1 N N N 28.390 -17.670 -9.706 7.219 0.092 1.170 H19 4C0 39 4C0 H20 H20 H 0 1 N N N 29.973 -16.009 -10.619 7.247 2.545 0.960 H20 4C0 40 4C0 H21 H21 H 0 1 N N N 30.675 -14.083 -9.241 5.366 3.710 -0.120 H21 4C0 41 4C0 H22 H22 H 0 1 N N N 29.794 -13.818 -6.948 3.458 2.421 -0.995 H22 4C0 42 4C0 HO25 HO25 H 0 0 N N N 23.254 -19.431 -1.143 -1.724 -5.522 -0.240 HO25 4C0 43 4C0 HN7 HN7 H 0 1 N N N 29.262 -18.071 -3.304 -4.909 -0.515 -0.194 HN7 4C0 44 # # 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 4C0 C2 C1 DOUB Y N 1 4C0 C1 C4 SING Y N 2 4C0 C1 H1 SING N N 3 4C0 C3 C2 SING Y N 4 4C0 C2 H2 SING N N 5 4C0 C3 C6 DOUB Y N 6 4C0 C3 H3 SING N N 7 4C0 C5 C4 DOUB Y N 8 4C0 C4 H4 SING N N 9 4C0 C6 C5 SING Y N 10 4C0 C5 N9 SING Y N 11 4C0 N7 C6 SING Y N 12 4C0 N7 C8 SING Y N 13 4C0 C10 C8 SING N N 14 4C0 C8 N9 DOUB Y N 15 4C0 C11 C10 SING N N 16 4C0 C10 H10 SING N N 17 4C0 C10 H10A SING N N 18 4C0 N12 C11 SING N N 19 4C0 C11 C23 SING N N 20 4C0 C11 H11 SING N N 21 4C0 C13 N12 SING N N 22 4C0 N12 HN12 SING N N 23 4C0 C15 C13 SING N N 24 4C0 C13 O14 DOUB N N 25 4C0 C16 C15 SING N N 26 4C0 C15 H15 SING N N 27 4C0 C15 H15A SING N N 28 4C0 C17 C16 SING N N 29 4C0 C16 H16 SING N N 30 4C0 C16 H16A SING N N 31 4C0 C18 C17 DOUB Y N 32 4C0 C22 C17 SING Y N 33 4C0 C19 C18 SING Y N 34 4C0 C18 H18 SING N N 35 4C0 C20 C19 DOUB Y N 36 4C0 C19 H19 SING N N 37 4C0 C20 C21 SING Y N 38 4C0 C20 H20 SING N N 39 4C0 C21 C22 DOUB Y N 40 4C0 C21 H21 SING N N 41 4C0 C22 H22 SING N N 42 4C0 O24 C23 DOUB N N 43 4C0 C23 O25 SING N N 44 4C0 O25 HO25 SING N N 45 4C0 N7 HN7 SING N N 46 # # 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 4C0 SMILES ACDLabs 11.02 "O=C(O)C(NC(=O)CCc1ccccc1)Cc3nc2ccccc2n3" 4C0 SMILES_CANONICAL CACTVS 3.352 "OC(=O)[C@@H](Cc1[nH]c2ccccc2n1)NC(=O)CCc3ccccc3" 4C0 SMILES CACTVS 3.352 "OC(=O)[CH](Cc1[nH]c2ccccc2n1)NC(=O)CCc3ccccc3" 4C0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCC(=O)N[C@H](Cc2[nH]c3ccccc3n2)C(=O)O" 4C0 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCC(=O)NC(Cc2[nH]c3ccccc3n2)C(=O)O" 4C0 InChI InChI 1.03 "InChI=1S/C19H19N3O3/c23-18(11-10-13-6-2-1-3-7-13)22-16(19(24)25)12-17-20-14-8-4-5-9-15(14)21-17/h1-9,16H,10-12H2,(H,20,21)(H,22,23)(H,24,25)/t16-/m1/s1" 4C0 InChIKey InChI 1.03 AZXJPZVGZBWZMA-MRXNPFEDSA-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 4C0 "SYSTEMATIC NAME" ACDLabs 11.02 "3-(1H-benzimidazol-2-yl)-N-(3-phenylpropanoyl)-D-alanine" 4C0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-3-(1H-benzimidazol-2-yl)-2-(3-phenylpropanoylamino)propanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4C0 "Create component" 2009-10-22 PDBJ 4C0 "Modify aromatic_flag" 2011-06-04 RCSB 4C0 "Modify descriptor" 2011-06-04 RCSB 4C0 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4C0 _pdbx_chem_comp_synonyms.name "(R)-3-(1H-Benzoimidazol-2-yl)-2-(3-phenyl-propionylamino)-propionic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##