data_4VD # _chem_comp.id 4VD _chem_comp.name "N-[5-({[(3-fluorophenyl)carbamoyl]amino}methyl)-2-methylphenyl]imidazo[1,2-a]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-05 _chem_comp.pdbx_modified_date 2015-08-07 _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 417.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VD _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 5BVN _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.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 4VD C1 C1 C 0 1 N N N 22.644 41.208 38.326 3.418 3.457 -0.921 C1 4VD 1 4VD C2 C2 C 0 1 Y N N 22.620 39.701 38.303 2.085 2.957 -0.428 C2 4VD 2 4VD C3 C3 C 0 1 Y N N 23.701 38.990 38.821 0.990 3.798 -0.420 C3 4VD 3 4VD C5 C4 C 0 1 Y N N 22.638 36.892 38.291 -0.366 2.037 0.477 C5 4VD 4 4VD C6 C5 C 0 1 N N N 22.629 35.384 38.275 -1.701 1.541 0.968 C6 4VD 5 4VD C8 C6 C 0 1 N N N 23.854 34.158 36.529 -3.686 0.467 0.050 C8 4VD 6 4VD O9 O1 O 0 1 N N N 22.895 34.098 35.775 -4.172 0.479 1.165 O9 4VD 7 4VD C11 C7 C 0 1 Y N N 25.284 32.586 35.245 -5.615 -0.670 -0.754 C11 4VD 8 4VD C12 C8 C 0 1 Y N N 26.338 31.699 35.454 -5.990 -1.775 -1.508 C12 4VD 9 4VD C13 C9 C 0 1 Y N N 26.627 30.731 34.504 -7.210 -2.382 -1.282 C13 4VD 10 4VD C14 C10 C 0 1 Y N N 25.870 30.650 33.354 -8.059 -1.892 -0.307 C14 4VD 11 4VD C15 C11 C 0 1 Y N N 24.849 31.525 33.174 -7.688 -0.791 0.447 C15 4VD 12 4VD C19 C12 C 0 1 Y N N 21.543 38.991 37.777 1.955 1.646 0.013 C19 4VD 13 4VD C21 C13 C 0 1 N N N 19.136 39.474 37.625 2.878 -0.545 0.042 C21 4VD 14 4VD C23 C14 C 0 1 Y N N 18.090 40.088 36.795 3.997 -1.411 0.137 C23 4VD 15 4VD C24 C15 C 0 1 Y N N 18.187 40.760 35.604 3.971 -2.784 0.320 C24 4VD 16 4VD C26 C16 C 0 1 Y N N 16.065 40.740 36.117 6.060 -2.198 0.194 C26 4VD 17 4VD C27 C17 C 0 1 Y N N 14.667 40.862 36.224 7.464 -2.136 0.154 C27 4VD 18 4VD C28 C18 C 0 1 Y N N 13.999 40.323 37.311 8.076 -0.931 -0.021 C28 4VD 19 4VD C4 C19 C 0 1 Y N N 23.708 37.596 38.814 -0.234 3.339 0.032 C4 4VD 20 4VD N7 N1 N 0 1 N N N 23.841 34.820 37.701 -2.455 0.975 -0.153 N7 4VD 21 4VD N10 N2 N 0 1 N N N 25.032 33.551 36.241 -4.380 -0.053 -0.981 N10 4VD 22 4VD F16 F1 F 0 1 N N N 24.108 31.436 32.036 -8.520 -0.314 1.399 F16 4VD 23 4VD C17 C20 C 0 1 Y N N 24.532 32.491 34.084 -6.470 -0.176 0.221 C17 4VD 24 4VD C18 C21 C 0 1 Y N N 21.564 37.604 37.777 0.724 1.188 0.467 C18 4VD 25 4VD N20 N3 N 0 1 N N N 20.422 39.660 37.239 3.060 0.789 0.001 N20 4VD 26 4VD O22 O2 O 0 1 N N N 18.848 38.818 38.629 1.753 -1.008 -0.002 O22 4VD 27 4VD N25 N4 N 0 1 Y N N 16.928 41.163 35.186 5.220 -3.221 0.350 N25 4VD 28 4VD C29 C22 C 0 1 Y N N 14.697 39.667 38.295 7.298 0.227 -0.157 C29 4VD 29 4VD C30 C23 C 0 1 Y N N 16.047 39.545 38.203 5.948 0.146 -0.120 C30 4VD 30 4VD N31 N5 N 0 1 Y N N 16.730 40.073 37.128 5.331 -1.052 0.059 N31 4VD 31 4VD H34 H1 H 0 1 N N N 22.198 41.568 39.265 3.979 3.880 -0.087 H34 4VD 32 4VD H33 H2 H 0 1 N N N 23.684 41.559 38.256 3.980 2.630 -1.354 H33 4VD 33 4VD H32 H3 H 0 1 N N N 22.067 41.597 37.474 3.260 4.225 -1.679 H32 4VD 34 4VD H35 H4 H 0 1 N N N 24.544 39.526 39.233 1.090 4.816 -0.767 H35 4VD 35 4VD H38 H5 H 0 1 N N N 21.768 35.044 37.682 -1.547 0.774 1.727 H38 4VD 36 4VD H37 H6 H 0 1 N N N 22.528 35.022 39.309 -2.260 2.372 1.400 H37 4VD 37 4VD H41 H7 H 0 1 N N N 26.929 31.765 36.355 -5.328 -2.159 -2.270 H41 4VD 38 4VD H42 H8 H 0 1 N N N 27.443 30.042 34.664 -7.501 -3.241 -1.869 H42 4VD 39 4VD H43 H9 H 0 1 N N N 26.087 29.901 32.607 -9.012 -2.369 -0.133 H43 4VD 40 4VD H47 H10 H 0 1 N N N 19.107 40.948 35.071 3.085 -3.392 0.422 H47 4VD 41 4VD H48 H11 H 0 1 N N N 14.112 41.379 35.455 8.053 -3.036 0.260 H48 4VD 42 4VD H49 H12 H 0 1 N N N 12.926 40.419 37.385 9.154 -0.868 -0.053 H49 4VD 43 4VD H36 H13 H 0 1 N N N 24.555 37.062 39.220 -1.087 4.001 0.041 H36 4VD 44 4VD H39 H14 H 0 1 N N N 24.702 34.929 38.199 -2.067 0.966 -1.043 H39 4VD 45 4VD H40 H15 H 0 1 N N N 25.815 33.820 36.802 -4.023 -0.000 -1.882 H40 4VD 46 4VD H44 H16 H 0 1 N N N 23.711 33.169 33.903 -6.181 0.683 0.809 H44 4VD 47 4VD H45 H17 H 0 1 N N N 20.723 37.065 37.367 0.619 0.170 0.810 H45 4VD 48 4VD H46 H18 H 0 1 N N N 20.591 40.326 36.513 3.957 1.156 -0.037 H46 4VD 49 4VD H50 H19 H 0 1 N N N 14.173 39.248 39.142 7.777 1.185 -0.295 H50 4VD 50 4VD H51 H20 H 0 1 N N N 16.591 39.029 38.980 5.356 1.043 -0.225 H51 4VD 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 4VD F16 C15 SING N N 1 4VD C15 C14 DOUB Y N 2 4VD C15 C17 SING Y N 3 4VD C14 C13 SING Y N 4 4VD C17 C11 DOUB Y N 5 4VD C13 C12 DOUB Y N 6 4VD N25 C24 SING Y N 7 4VD N25 C26 DOUB Y N 8 4VD C11 C12 SING Y N 9 4VD C11 N10 SING N N 10 4VD C24 C23 DOUB Y N 11 4VD O9 C8 DOUB N N 12 4VD C26 C27 SING Y N 13 4VD C26 N31 SING Y N 14 4VD C27 C28 DOUB Y N 15 4VD N10 C8 SING N N 16 4VD C8 N7 SING N N 17 4VD C23 N31 SING Y N 18 4VD C23 C21 SING N N 19 4VD N31 C30 SING Y N 20 4VD N20 C21 SING N N 21 4VD N20 C19 SING N N 22 4VD C28 C29 SING Y N 23 4VD C21 O22 DOUB N N 24 4VD N7 C6 SING N N 25 4VD C19 C18 DOUB Y N 26 4VD C19 C2 SING Y N 27 4VD C18 C5 SING Y N 28 4VD C30 C29 DOUB Y N 29 4VD C6 C5 SING N N 30 4VD C5 C4 DOUB Y N 31 4VD C2 C1 SING N N 32 4VD C2 C3 DOUB Y N 33 4VD C4 C3 SING Y N 34 4VD C1 H34 SING N N 35 4VD C1 H33 SING N N 36 4VD C1 H32 SING N N 37 4VD C3 H35 SING N N 38 4VD C6 H38 SING N N 39 4VD C6 H37 SING N N 40 4VD C12 H41 SING N N 41 4VD C13 H42 SING N N 42 4VD C14 H43 SING N N 43 4VD C24 H47 SING N N 44 4VD C27 H48 SING N N 45 4VD C28 H49 SING N N 46 4VD C4 H36 SING N N 47 4VD N7 H39 SING N N 48 4VD N10 H40 SING N N 49 4VD C17 H44 SING N N 50 4VD C18 H45 SING N N 51 4VD N20 H46 SING N N 52 4VD C29 H50 SING N N 53 4VD C30 H51 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 4VD SMILES ACDLabs 12.01 "Cc2ccc(CNC(=O)Nc1cccc(c1)F)cc2NC(=O)c4n3c(cccc3)nc4" 4VD InChI InChI 1.03 "InChI=1S/C23H20FN5O2/c1-15-8-9-16(13-26-23(31)27-18-6-4-5-17(24)12-18)11-19(15)28-22(30)20-14-25-21-7-2-3-10-29(20)21/h2-12,14H,13H2,1H3,(H,28,30)(H2,26,27,31)" 4VD InChIKey InChI 1.03 ZPVUIOVIUFJGHO-UHFFFAOYSA-N 4VD SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(CNC(=O)Nc2cccc(F)c2)cc1NC(=O)c3cnc4ccccn34" 4VD SMILES CACTVS 3.385 "Cc1ccc(CNC(=O)Nc2cccc(F)c2)cc1NC(=O)c3cnc4ccccn34" 4VD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1NC(=O)c2cnc3n2cccc3)CNC(=O)Nc4cccc(c4)F" 4VD SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1NC(=O)c2cnc3n2cccc3)CNC(=O)Nc4cccc(c4)F" # 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 4VD "SYSTEMATIC NAME" ACDLabs 12.01 "N-[5-({[(3-fluorophenyl)carbamoyl]amino}methyl)-2-methylphenyl]imidazo[1,2-a]pyridine-3-carboxamide" 4VD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[5-[[(3-fluorophenyl)carbamoylamino]methyl]-2-methyl-phenyl]imidazo[1,2-a]pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4VD "Create component" 2015-06-05 EBI 4VD "Initial release" 2015-08-12 RCSB #