data_4FI # _chem_comp.id 4FI _chem_comp.name "(2R)-2-[(2-methyl-5-phenyl-pyrazol-3-yl)carbonylamino]-3-naphthalen-2-yl-propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-23 _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 399.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4FI _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 3KAI _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 4FI C1 C1 C 0 1 Y N N 38.924 -18.768 10.735 -2.062 2.195 1.010 C1 4FI 1 4FI C2 C2 C 0 1 Y N N 38.797 -16.441 11.342 -2.859 -0.064 1.075 C2 4FI 2 4FI C3 C3 C 0 1 Y N N 39.260 -16.748 12.616 -3.947 0.251 0.320 C3 4FI 3 4FI C4 C4 C 0 1 N N N 38.472 -14.992 10.974 -2.662 -1.486 1.535 C4 4FI 4 4FI C5 C5 C 0 1 N N R 39.506 -14.429 9.998 -1.846 -2.251 0.492 C5 4FI 5 4FI C6 C6 C 0 1 N N N 39.179 -12.965 9.696 -1.753 -3.701 0.892 C6 4FI 6 4FI N7 N7 N 0 1 N N N 39.478 -15.206 8.751 -0.499 -1.680 0.410 N7 4FI 7 4FI O8 O8 O 0 1 N N N 38.796 -12.631 8.576 -0.673 -4.206 1.088 O8 4FI 8 4FI O9 O9 O 0 1 N N N 39.297 -12.107 10.570 -2.870 -4.432 1.030 O9 4FI 9 4FI C10 C10 C 0 1 N N N 40.525 -15.916 8.339 0.221 -1.812 -0.721 C10 4FI 10 4FI C11 C11 C 0 1 Y N N 38.629 -17.451 10.402 -1.916 0.904 1.415 C11 4FI 11 4FI O12 O12 O 0 1 N N N 41.590 -15.988 8.949 -0.204 -2.488 -1.638 O12 4FI 12 4FI C13 C13 C 0 1 Y N N 40.320 -16.663 7.019 1.524 -1.138 -0.847 C13 4FI 13 4FI N14 N14 N 0 1 Y N N 40.745 -17.888 6.749 2.322 -1.101 -1.956 N14 4FI 14 4FI N15 N15 N 0 1 Y N N 40.421 -18.201 5.603 3.384 -0.423 -1.707 N15 4FI 15 4FI C16 C16 C 0 1 Y N N 39.757 -17.177 5.057 3.374 0.023 -0.468 C16 4FI 16 4FI C17 C17 C 0 1 Y N N 39.690 -16.194 5.954 2.178 -0.413 0.131 C17 4FI 17 4FI C18 C18 C 0 1 Y N N 39.228 -17.144 3.772 4.431 0.842 0.178 C18 4FI 18 4FI C19 C19 C 0 1 Y N N 38.936 -15.925 3.172 5.567 1.209 -0.540 C19 4FI 19 4FI C20 C20 C 0 1 Y N N 38.407 -15.891 1.887 6.546 1.970 0.065 C20 4FI 20 4FI C21 C21 C 0 1 Y N N 38.169 -17.077 1.202 6.401 2.369 1.382 C21 4FI 21 4FI C22 C22 C 0 1 Y N N 38.461 -18.297 1.802 5.275 2.007 2.099 C22 4FI 22 4FI C23 C23 C 0 1 Y N N 38.990 -18.330 3.087 4.287 1.250 1.502 C23 4FI 23 4FI C24 C24 C 0 1 N N N 41.496 -18.752 7.687 2.012 -1.739 -3.237 C24 4FI 24 4FI C25 C25 C 0 1 Y N N 39.388 -19.074 12.010 -3.178 2.561 0.239 C25 4FI 25 4FI C26 C26 C 0 1 Y N N 39.556 -18.064 12.950 -4.134 1.575 -0.111 C26 4FI 26 4FI C27 C27 C 0 1 Y N N 40.019 -18.371 14.224 -5.245 1.939 -0.891 C27 4FI 27 4FI C28 C28 C 0 1 Y N N 40.314 -19.688 14.558 -5.393 3.232 -1.290 C28 4FI 28 4FI C29 C29 C 0 1 Y N N 40.146 -20.698 13.618 -4.458 4.203 -0.937 C29 4FI 29 4FI C30 C30 C 0 1 Y N N 39.683 -20.391 12.344 -3.365 3.886 -0.192 C30 4FI 30 4FI H1 H1 H 0 1 N N N 38.793 -19.553 10.005 -1.325 2.936 1.285 H1 4FI 31 4FI H3 H3 H 0 1 N N N 39.390 -15.963 13.347 -4.662 -0.513 0.054 H3 4FI 32 4FI H4 H4 H 0 1 N N N 37.479 -14.957 10.502 -2.130 -1.489 2.487 H4 4FI 33 4FI H4A H4A H 0 1 N N N 38.475 -14.382 11.889 -3.633 -1.965 1.660 H4A 4FI 34 4FI H5 H5 H 0 1 N N N 40.508 -14.495 10.447 -2.333 -2.173 -0.480 H5 4FI 35 4FI HN7 HN7 H 0 1 N N N 38.647 -15.201 8.195 -0.126 -1.207 1.170 HN7 4FI 36 4FI HO9 HO9 H 0 1 N N N 39.056 -11.259 10.216 -2.760 -5.358 1.288 HO9 4FI 37 4FI H11 H11 H 0 1 N N N 38.269 -17.212 9.412 -1.058 0.626 2.008 H11 4FI 38 4FI H17 H17 H 0 1 N N N 39.224 -15.227 5.837 1.846 -0.227 1.141 H17 4FI 39 4FI H19 H19 H 0 1 N N N 39.120 -15.004 3.704 5.681 0.898 -1.568 H19 4FI 40 4FI H20 H20 H 0 1 N N N 38.181 -14.943 1.421 7.427 2.256 -0.490 H20 4FI 41 4FI H21 H21 H 0 1 N N N 37.757 -17.051 0.204 7.170 2.964 1.852 H21 4FI 42 4FI H22 H22 H 0 1 N N N 38.277 -19.219 1.270 5.167 2.320 3.127 H22 4FI 43 4FI H23 H23 H 0 1 N N N 39.216 -19.277 3.553 3.408 0.969 2.062 H23 4FI 44 4FI H24 H24 H 0 1 N N N 41.719 -19.714 7.202 1.373 -1.081 -3.826 H24 4FI 45 4FI H24A H24A H 0 0 N N N 42.437 -18.257 7.968 2.938 -1.929 -3.782 H24A 4FI 46 4FI H24B H24B H 0 0 N N N 40.890 -18.927 8.588 1.496 -2.682 -3.058 H24B 4FI 47 4FI H27 H27 H 0 1 N N N 40.150 -17.586 14.955 -5.977 1.197 -1.173 H27 4FI 48 4FI H28 H28 H 0 1 N N N 40.674 -19.926 15.548 -6.248 3.509 -1.890 H28 4FI 49 4FI H29 H29 H 0 1 N N N 40.375 -21.721 13.877 -4.600 5.222 -1.267 H29 4FI 50 4FI H30 H30 H 0 1 N N N 39.552 -21.176 11.613 -2.644 4.648 0.067 H30 4FI 51 # 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 4FI C11 C1 DOUB Y N 1 4FI C1 C25 SING Y N 2 4FI C1 H1 SING N N 3 4FI C11 C2 SING Y N 4 4FI C4 C2 SING N N 5 4FI C2 C3 DOUB Y N 6 4FI C3 C26 SING Y N 7 4FI C3 H3 SING N N 8 4FI C5 C4 SING N N 9 4FI C4 H4 SING N N 10 4FI C4 H4A SING N N 11 4FI N7 C5 SING N N 12 4FI C6 C5 SING N N 13 4FI C5 H5 SING N N 14 4FI O8 C6 DOUB N N 15 4FI C6 O9 SING N N 16 4FI C10 N7 SING N N 17 4FI N7 HN7 SING N N 18 4FI O9 HO9 SING N N 19 4FI C13 C10 SING N N 20 4FI C10 O12 DOUB N N 21 4FI C11 H11 SING N N 22 4FI C17 C13 DOUB Y N 23 4FI N14 C13 SING Y N 24 4FI N15 N14 SING Y N 25 4FI N14 C24 SING N N 26 4FI C16 N15 DOUB Y N 27 4FI C18 C16 SING Y N 28 4FI C16 C17 SING Y N 29 4FI C17 H17 SING N N 30 4FI C23 C18 DOUB Y N 31 4FI C19 C18 SING Y N 32 4FI C20 C19 DOUB Y N 33 4FI C19 H19 SING N N 34 4FI C21 C20 SING Y N 35 4FI C20 H20 SING N N 36 4FI C21 C22 DOUB Y N 37 4FI C21 H21 SING N N 38 4FI C22 C23 SING Y N 39 4FI C22 H22 SING N N 40 4FI C23 H23 SING N N 41 4FI C24 H24 SING N N 42 4FI C24 H24A SING N N 43 4FI C24 H24B SING N N 44 4FI C25 C30 SING Y N 45 4FI C25 C26 DOUB Y N 46 4FI C26 C27 SING Y N 47 4FI C27 C28 DOUB Y N 48 4FI C27 H27 SING N N 49 4FI C29 C28 SING Y N 50 4FI C28 H28 SING N N 51 4FI C30 C29 DOUB Y N 52 4FI C29 H29 SING N N 53 4FI C30 H30 SING N N 54 # 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 4FI SMILES ACDLabs 11.02 "O=C(O)C(NC(=O)c1cc(nn1C)c2ccccc2)Cc4cc3ccccc3cc4" 4FI SMILES_CANONICAL CACTVS 3.352 "Cn1nc(cc1C(=O)N[C@H](Cc2ccc3ccccc3c2)C(O)=O)c4ccccc4" 4FI SMILES CACTVS 3.352 "Cn1nc(cc1C(=O)N[CH](Cc2ccc3ccccc3c2)C(O)=O)c4ccccc4" 4FI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1c(cc(n1)c2ccccc2)C(=O)N[C@H](Cc3ccc4ccccc4c3)C(=O)O" 4FI SMILES "OpenEye OEToolkits" 1.7.0 "Cn1c(cc(n1)c2ccccc2)C(=O)NC(Cc3ccc4ccccc4c3)C(=O)O" 4FI InChI InChI 1.03 "InChI=1S/C24H21N3O3/c1-27-22(15-20(26-27)18-8-3-2-4-9-18)23(28)25-21(24(29)30)14-16-11-12-17-7-5-6-10-19(17)13-16/h2-13,15,21H,14H2,1H3,(H,25,28)(H,29,30)/t21-/m1/s1" 4FI InChIKey InChI 1.03 VKQVQSJCBBIJFN-OAQYLSRUSA-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 4FI "SYSTEMATIC NAME" ACDLabs 11.02 "(2R)-2-{[(1-methyl-3-phenyl-1H-pyrazol-5-yl)carbonyl]amino}-3-(naphthalen-2-yl)propanoic acid (non-preferred name)" 4FI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-[(2-methyl-5-phenyl-pyrazol-3-yl)carbonylamino]-3-naphthalen-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 4FI "Create component" 2009-10-23 PDBJ 4FI "Modify aromatic_flag" 2011-06-04 RCSB 4FI "Modify descriptor" 2011-06-04 RCSB #