data_022 # _chem_comp.id 022 _chem_comp.name "3-{1-(4-carbamoyl-2-methylphenyl)-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrol-2-yl}propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms N6022 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-09 _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 414.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 022 _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 3QJ5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 022 C1 C1 C 0 1 Y N N 52.087 28.619 39.499 -5.704 0.932 -0.416 C1 022 1 022 N2 N2 N 0 1 Y N N 51.725 27.792 38.526 -5.283 -0.342 -0.205 N2 022 2 022 C3 C3 C 0 1 Y N N 50.505 27.992 38.038 -6.402 -1.134 -0.170 C3 022 3 022 C4 C4 C 0 1 Y N N 50.043 29.069 38.777 -7.460 -0.323 -0.360 C4 022 4 022 N5 N5 N 0 1 Y N N 51.019 29.440 39.655 -7.006 0.930 -0.507 N5 022 5 022 C11 C11 C 0 1 Y N N 52.551 26.833 38.085 -3.956 -0.767 -0.052 C11 022 6 022 C13 C13 C 0 1 Y N N 53.773 27.160 37.482 -3.679 -2.113 0.154 C13 022 7 022 C14 C14 C 0 1 Y N N 54.668 26.199 37.022 -2.375 -2.535 0.304 C14 022 8 022 C15 C15 C 0 1 Y N N 54.346 24.856 37.140 -1.333 -1.608 0.250 C15 022 9 022 C16 C16 C 0 1 Y N N 53.141 24.478 37.735 -1.615 -0.256 0.043 C16 022 10 022 C17 C17 C 0 1 Y N N 52.267 25.467 38.195 -2.921 0.158 -0.112 C17 022 11 022 C24 C24 C 0 1 Y N N 55.309 23.836 36.654 0.066 -2.056 0.412 C24 022 12 022 C26 C26 C 0 1 Y N N 55.952 23.786 35.420 0.488 -3.347 0.517 C26 022 13 022 C27 C27 C 0 1 Y N N 56.770 22.666 35.426 1.886 -3.322 0.655 C27 022 14 022 C28 C28 C 0 1 Y N N 56.622 22.038 36.656 2.280 -2.031 0.630 C28 022 15 022 N29 N29 N 0 1 Y N N 55.732 22.772 37.332 1.173 -1.244 0.476 N29 022 16 022 C35 C35 C 0 1 N N N 57.298 20.785 37.170 3.700 -1.541 0.747 C35 022 17 022 C37 C37 C 0 1 N N N 57.600 19.786 36.068 4.363 -1.564 -0.632 C37 022 18 022 C38 C38 C 0 1 N N N 58.975 19.227 36.330 5.783 -1.074 -0.515 C38 022 19 022 O41 O41 O 0 1 N N N 59.190 18.047 35.995 6.220 -0.740 0.561 O41 022 20 022 O43 O43 O 0 1 N N N 59.840 19.959 36.864 6.562 -1.007 -1.606 O43 022 21 022 C45 C45 C 0 1 Y N N 55.440 22.426 38.602 1.168 0.151 0.400 C45 022 22 022 C47 C47 C 0 1 Y N N 56.045 23.045 39.695 1.277 0.779 -0.836 C47 022 23 022 C48 C48 C 0 1 Y N N 55.779 22.695 41.005 1.271 2.153 -0.915 C48 022 24 022 C49 C49 C 0 1 Y N N 54.874 21.687 41.279 1.157 2.918 0.249 C49 022 25 022 C50 C50 C 0 1 Y N N 54.246 21.031 40.218 1.049 2.284 1.489 C50 022 26 022 C51 C51 C 0 1 Y N N 54.527 21.405 38.898 1.049 0.908 1.560 C51 022 27 022 C58 C58 C 0 1 N N N 54.635 21.343 42.723 1.152 4.392 0.169 C58 022 28 022 O59 O59 O 0 1 N N N 55.578 21.456 43.492 1.247 4.942 -0.911 O59 022 29 022 N62 N62 N 0 1 N N N 53.435 20.934 43.135 1.042 5.128 1.293 N62 022 30 022 C64 C64 C 0 1 N N N 57.033 24.146 39.482 1.400 -0.046 -2.091 C64 022 31 022 H1 H1 H 0 1 N N N 53.020 28.635 40.043 -5.068 1.801 -0.492 H1 022 32 022 H3 H3 H 0 1 N N N 49.997 27.447 37.256 -6.429 -2.203 -0.020 H3 022 33 022 H4 H4 H 0 1 N N N 49.074 29.536 38.675 -8.495 -0.629 -0.390 H4 022 34 022 H13 H13 H 0 1 N N N 54.031 28.203 37.369 -4.486 -2.830 0.196 H13 022 35 022 H14 H14 H 0 1 N N N 55.606 26.497 36.577 -2.161 -3.581 0.464 H14 022 36 022 H16 H16 H 0 1 N N N 52.887 23.433 37.839 -0.812 0.464 0.001 H16 022 37 022 H17 H17 H 0 1 N N N 51.337 25.165 38.653 -3.140 1.202 -0.276 H17 022 38 022 H26 H26 H 0 1 N N N 55.835 24.489 34.609 -0.138 -4.227 0.499 H26 022 39 022 H27 H27 H 0 1 N N N 57.408 22.340 34.618 2.531 -4.183 0.761 H27 022 40 022 H35 H35 H 0 1 N N N 58.247 21.073 37.647 3.702 -0.522 1.134 H35 022 41 022 H35A H35A H 0 0 N N N 56.630 20.305 37.900 4.253 -2.189 1.426 H35A 022 42 022 H37 H37 H 0 1 N N N 56.854 18.977 36.075 4.360 -2.583 -1.019 H37 022 43 022 H37A H37A H 0 0 N N N 57.574 20.284 35.087 3.809 -0.916 -1.312 H37A 022 44 022 HO43 HO43 H 0 0 N N N 60.650 19.473 36.962 7.465 -0.686 -1.482 HO43 022 45 022 H48 H48 H 0 1 N N N 56.278 23.208 41.814 1.356 2.640 -1.875 H48 022 46 022 H50 H50 H 0 1 N N N 53.543 20.235 40.416 0.961 2.871 2.391 H50 022 47 022 H51 H51 H 0 1 N N N 54.028 20.894 38.088 0.961 0.417 2.518 H51 022 48 022 HN62 HN62 H 0 0 N N N 53.287 20.709 44.098 0.966 4.688 2.155 HN62 022 49 022 HN6A HN6A H 0 0 N N N 52.683 20.852 42.481 1.038 6.096 1.240 HN6A 022 50 022 H64 H64 H 0 1 N N N 56.507 25.112 39.460 0.407 -0.255 -2.488 H64 022 51 022 H64A H64A H 0 0 N N N 57.765 24.146 40.303 1.980 0.504 -2.833 H64A 022 52 022 H64B H64B H 0 0 N N N 57.554 23.991 38.526 1.904 -0.985 -1.861 H64B 022 53 # # 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 022 N2 C1 SING Y N 1 022 C1 N5 DOUB Y N 2 022 C1 H1 SING N N 3 022 C3 N2 SING Y N 4 022 C11 N2 SING Y N 5 022 C3 C4 DOUB Y N 6 022 C3 H3 SING N N 7 022 C4 N5 SING Y N 8 022 C4 H4 SING N N 9 022 C13 C11 DOUB Y N 10 022 C11 C17 SING Y N 11 022 C14 C13 SING Y N 12 022 C13 H13 SING N N 13 022 C14 C15 DOUB Y N 14 022 C14 H14 SING N N 15 022 C24 C15 SING Y N 16 022 C15 C16 SING Y N 17 022 C16 C17 DOUB Y N 18 022 C16 H16 SING N N 19 022 C17 H17 SING N N 20 022 C26 C24 DOUB Y N 21 022 C24 N29 SING Y N 22 022 C26 C27 SING Y N 23 022 C26 H26 SING N N 24 022 C27 C28 DOUB Y N 25 022 C27 H27 SING N N 26 022 C28 C35 SING N N 27 022 C28 N29 SING Y N 28 022 N29 C45 SING Y N 29 022 C37 C35 SING N N 30 022 C35 H35 SING N N 31 022 C35 H35A SING N N 32 022 C37 C38 SING N N 33 022 C37 H37 SING N N 34 022 C37 H37A SING N N 35 022 O41 C38 DOUB N N 36 022 C38 O43 SING N N 37 022 O43 HO43 SING N N 38 022 C45 C51 DOUB Y N 39 022 C45 C47 SING Y N 40 022 C64 C47 SING N N 41 022 C47 C48 DOUB Y N 42 022 C48 C49 SING Y N 43 022 C48 H48 SING N N 44 022 C50 C49 DOUB Y N 45 022 C49 C58 SING N N 46 022 C51 C50 SING Y N 47 022 C50 H50 SING N N 48 022 C51 H51 SING N N 49 022 C58 N62 SING N N 50 022 C58 O59 DOUB N N 51 022 N62 HN62 SING N N 52 022 N62 HN6A SING N N 53 022 C64 H64 SING N N 54 022 C64 H64A SING N N 55 022 C64 H64B SING N N 56 # # 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 022 SMILES ACDLabs 12.01 "O=C(O)CCc4ccc(c2ccc(n1ccnc1)cc2)n4c3c(cc(C(=O)N)cc3)C" 022 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(ccc1n2c(CCC(O)=O)ccc2c3ccc(cc3)n4ccnc4)C(N)=O" 022 SMILES CACTVS 3.370 "Cc1cc(ccc1n2c(CCC(O)=O)ccc2c3ccc(cc3)n4ccnc4)C(N)=O" 022 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(ccc1n2c(ccc2c3ccc(cc3)n4ccnc4)CCC(=O)O)C(=O)N" 022 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(ccc1n2c(ccc2c3ccc(cc3)n4ccnc4)CCC(=O)O)C(=O)N" 022 InChI InChI 1.03 "InChI=1S/C24H22N4O3/c1-16-14-18(24(25)31)4-9-21(16)28-20(8-11-23(29)30)7-10-22(28)17-2-5-19(6-3-17)27-13-12-26-15-27/h2-7,9-10,12-15H,8,11H2,1H3,(H2,25,31)(H,29,30)" 022 InChIKey InChI 1.03 YVPGZQLRPAGKLA-UHFFFAOYSA-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 022 "SYSTEMATIC NAME" ACDLabs 12.01 "3-{1-(4-carbamoyl-2-methylphenyl)-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrol-2-yl}propanoic acid" 022 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-[1-(4-aminocarbonyl-2-methyl-phenyl)-5-(4-imidazol-1-ylphenyl)pyrrol-2-yl]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 022 "Create component" 2011-02-09 RCSB 022 "Modify aromatic_flag" 2011-06-04 RCSB 022 "Modify descriptor" 2011-06-04 RCSB 022 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 022 _pdbx_chem_comp_synonyms.name N6022 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##