data_4DH # _chem_comp.id 4DH _chem_comp.name "3-(1H-benzimidazol-2-yl)-N-[(1-methyl-3-phenyl-1H-pyrazol-5-yl)carbonyl]-D-alanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(R)-3-(1H-Benzoimidazol-2-yl)-2-[(2-methyl-5-phenyl-2H-pyrazole-3-carbonyl)-amino]-propionic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-23 _chem_comp.pdbx_modified_date 2020-06-17 _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 389.407 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4DH _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 3KAH _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 4DH C1 C1 C 0 1 Y N N 32.015 -24.045 -15.613 3.854 4.484 0.882 C1 4DH 1 4DH C2 C2 C 0 1 Y N N 32.173 -24.784 -14.446 2.467 4.455 0.922 C2 4DH 2 4DH C3 C3 C 0 1 Y N N 33.360 -25.468 -14.211 1.782 3.349 0.506 C3 4DH 3 4DH C4 C4 C 0 1 Y N N 33.043 -23.989 -16.546 4.563 3.397 0.417 C4 4DH 4 4DH N5 N5 N 0 1 Y N N 35.353 -24.797 -17.006 4.275 1.045 -0.525 N5 4DH 5 4DH C6 C6 C 0 1 Y N N 34.229 -24.674 -16.309 3.883 2.267 -0.016 C6 4DH 6 4DH C7 C7 C 0 1 Y N N 34.387 -25.411 -15.146 2.479 2.233 0.036 C7 4DH 7 4DH N8 N8 N 0 1 Y N N 35.600 -25.951 -15.185 2.095 1.022 -0.444 N8 4DH 8 4DH C9 C9 C 0 1 Y N N 36.190 -25.576 -16.320 3.145 0.330 -0.776 C9 4DH 9 4DH C10 C10 C 0 1 N N N 37.598 -25.976 -16.764 3.115 -1.066 -1.342 C10 4DH 10 4DH C11 C11 C 0 1 N N R 37.550 -27.133 -17.764 2.315 -1.978 -0.409 C11 4DH 11 4DH C12 C12 C 0 1 N N N 38.974 -27.507 -18.181 2.388 -3.397 -0.910 C12 4DH 12 4DH O13 O13 O 0 1 N N N 39.333 -27.384 -19.351 1.375 -3.984 -1.211 O13 4DH 13 4DH O14 O14 O 0 1 N N N 39.775 -27.934 -17.350 3.577 -4.010 -1.021 O14 4DH 14 4DH N15 N15 N 0 1 N N N 36.782 -26.726 -18.949 0.917 -1.541 -0.380 N15 4DH 15 4DH C16 C16 C 0 1 N N N 35.520 -27.102 -19.133 0.146 -1.821 0.689 C16 4DH 16 4DH C17 C17 C 0 1 Y N N 34.874 -26.587 -20.421 -1.221 -1.281 0.773 C17 4DH 17 4DH O18 O18 O 0 1 N N N 34.890 -27.808 -18.348 0.579 -2.520 1.586 O18 4DH 18 4DH N19 N19 N 0 1 Y N N 33.576 -26.422 -20.624 -2.084 -1.398 1.826 N19 4DH 19 4DH N20 N20 N 0 1 Y N N 33.379 -25.994 -21.761 -3.189 -0.805 1.552 N20 4DH 20 4DH C21 C21 C 0 1 Y N N 34.561 -25.855 -22.371 -3.148 -0.271 0.350 C21 4DH 21 4DH C22 C22 C 0 1 Y N N 35.517 -26.231 -21.522 -1.882 -0.549 -0.195 C22 4DH 22 4DH C23 C23 C 0 1 N N N 32.518 -26.710 -19.629 -1.792 -2.098 3.079 C23 4DH 23 4DH C24 C24 C 0 1 Y N N 34.759 -25.396 -23.668 -4.238 0.492 -0.309 C24 4DH 24 4DH C25 C25 C 0 1 Y N N 35.915 -25.740 -24.358 -5.446 0.699 0.354 C25 4DH 25 4DH C26 C26 C 0 1 Y N N 36.112 -25.282 -25.656 -6.456 1.409 -0.263 C26 4DH 26 4DH C27 C27 C 0 1 Y N N 35.153 -24.478 -26.262 -6.270 1.915 -1.538 C27 4DH 27 4DH C28 C28 C 0 1 Y N N 33.997 -24.134 -25.572 -5.073 1.712 -2.200 C28 4DH 28 4DH C29 C29 C 0 1 Y N N 33.800 -24.593 -24.274 -4.055 1.008 -1.590 C29 4DH 29 4DH H1 H1 H 0 1 N N N 31.092 -23.514 -15.794 4.382 5.366 1.215 H1 4DH 30 4DH H2 H2 H 0 1 N N N 31.373 -24.827 -13.722 1.925 5.315 1.285 H2 4DH 31 4DH H3 H3 H 0 1 N N N 33.484 -26.042 -13.305 0.702 3.337 0.542 H3 4DH 32 4DH H4 H4 H 0 1 N N N 32.921 -23.415 -17.453 5.642 3.425 0.388 H4 4DH 33 4DH H10 H10 H 0 1 N N N 38.082 -25.111 -17.241 2.644 -1.050 -2.325 H10 4DH 34 4DH H10A H10A H 0 0 N N N 38.175 -26.290 -15.882 4.133 -1.444 -1.434 H10A 4DH 35 4DH H11 H11 H 0 1 N N N 37.066 -28.002 -17.295 2.733 -1.925 0.596 H11 4DH 36 4DH HO14 HO14 H 0 0 N N N 40.606 -28.115 -17.774 3.573 -4.920 -1.347 HO14 4DH 37 4DH HN15 HN15 H 0 0 N N N 37.222 -26.149 -19.637 0.547 -1.051 -1.130 HN15 4DH 38 4DH H22 H22 H 0 1 N N N 36.583 -26.243 -21.694 -1.508 -0.260 -1.167 H22 4DH 39 4DH H23 H23 H 0 1 N N N 31.533 -26.482 -20.064 -1.257 -1.429 3.753 H23 4DH 40 4DH H23A H23A H 0 0 N N N 32.558 -27.773 -19.349 -2.726 -2.412 3.546 H23A 4DH 41 4DH H23B H23B H 0 0 N N N 32.677 -26.089 -18.735 -1.177 -2.973 2.872 H23B 4DH 42 4DH H25 H25 H 0 1 N N N 36.660 -26.363 -23.886 -5.591 0.305 1.349 H25 4DH 43 4DH H26 H26 H 0 1 N N N 37.010 -25.551 -26.193 -7.393 1.570 0.249 H26 4DH 44 4DH H27 H27 H 0 1 N N N 35.307 -24.121 -27.270 -7.063 2.469 -2.017 H27 4DH 45 4DH H28 H28 H 0 1 N N N 33.252 -23.510 -26.043 -4.934 2.109 -3.195 H28 4DH 46 4DH H29 H29 H 0 1 N N N 32.902 -24.325 -23.737 -3.120 0.851 -2.108 H29 4DH 47 4DH HN5 HN5 H 0 1 N N N 35.540 -24.377 -17.894 5.187 0.754 -0.684 HN5 4DH 48 # # 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 4DH C4 C1 DOUB Y N 1 4DH C1 C2 SING Y N 2 4DH C1 H1 SING N N 3 4DH C2 C3 DOUB Y N 4 4DH C2 H2 SING N N 5 4DH C7 C3 SING Y N 6 4DH C3 H3 SING N N 7 4DH C4 C6 SING Y N 8 4DH C4 H4 SING N N 9 4DH N5 C9 SING Y N 10 4DH N5 C6 SING Y N 11 4DH C6 C7 DOUB Y N 12 4DH N8 C7 SING Y N 13 4DH C9 N8 DOUB Y N 14 4DH C10 C9 SING N N 15 4DH C11 C10 SING N N 16 4DH C10 H10 SING N N 17 4DH C10 H10A SING N N 18 4DH N15 C11 SING N N 19 4DH C12 C11 SING N N 20 4DH C11 H11 SING N N 21 4DH O13 C12 DOUB N N 22 4DH C12 O14 SING N N 23 4DH O14 HO14 SING N N 24 4DH C16 N15 SING N N 25 4DH N15 HN15 SING N N 26 4DH C17 C16 SING N N 27 4DH C16 O18 DOUB N N 28 4DH C22 C17 DOUB Y N 29 4DH N19 C17 SING Y N 30 4DH N20 N19 SING Y N 31 4DH N19 C23 SING N N 32 4DH C21 N20 DOUB Y N 33 4DH C24 C21 SING Y N 34 4DH C21 C22 SING Y N 35 4DH C22 H22 SING N N 36 4DH C23 H23 SING N N 37 4DH C23 H23A SING N N 38 4DH C23 H23B SING N N 39 4DH C25 C24 DOUB Y N 40 4DH C29 C24 SING Y N 41 4DH C26 C25 SING Y N 42 4DH C25 H25 SING N N 43 4DH C27 C26 DOUB Y N 44 4DH C26 H26 SING N N 45 4DH C27 C28 SING Y N 46 4DH C27 H27 SING N N 47 4DH C28 C29 DOUB Y N 48 4DH C28 H28 SING N N 49 4DH C29 H29 SING N N 50 4DH N5 HN5 SING N N 51 # # 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 4DH SMILES ACDLabs 11.02 "O=C(O)C(NC(=O)c1cc(nn1C)c2ccccc2)Cc4nc3ccccc3n4" 4DH SMILES_CANONICAL CACTVS 3.352 "Cn1nc(cc1C(=O)N[C@H](Cc2[nH]c3ccccc3n2)C(O)=O)c4ccccc4" 4DH SMILES CACTVS 3.352 "Cn1nc(cc1C(=O)N[CH](Cc2[nH]c3ccccc3n2)C(O)=O)c4ccccc4" 4DH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1c(cc(n1)c2ccccc2)C(=O)N[C@H](Cc3[nH]c4ccccc4n3)C(=O)O" 4DH SMILES "OpenEye OEToolkits" 1.7.0 "Cn1c(cc(n1)c2ccccc2)C(=O)NC(Cc3[nH]c4ccccc4n3)C(=O)O" 4DH InChI InChI 1.03 "InChI=1S/C21H19N5O3/c1-26-18(11-16(25-26)13-7-3-2-4-8-13)20(27)24-17(21(28)29)12-19-22-14-9-5-6-10-15(14)23-19/h2-11,17H,12H2,1H3,(H,22,23)(H,24,27)(H,28,29)/t17-/m1/s1" 4DH InChIKey InChI 1.03 ZNVHZOFBOKBNIL-QGZVFWFLSA-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 4DH "SYSTEMATIC NAME" ACDLabs 11.02 "3-(1H-benzimidazol-2-yl)-N-[(1-methyl-3-phenyl-1H-pyrazol-5-yl)carbonyl]-D-alanine" 4DH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-3-(1H-benzimidazol-2-yl)-2-[(2-methyl-5-phenyl-pyrazol-3-yl)carbonylamino]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 4DH "Create component" 2009-10-23 PDBJ 4DH "Modify aromatic_flag" 2011-06-04 RCSB 4DH "Modify descriptor" 2011-06-04 RCSB 4DH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4DH _pdbx_chem_comp_synonyms.name "(R)-3-(1H-Benzoimidazol-2-yl)-2-[(2-methyl-5-phenyl-2H-pyrazole-3-carbonyl)-amino]-propionic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##