data_453 # _chem_comp.id 453 _chem_comp.name "(4S)-4-{4-fluoro-3-[(pyridin-2-ylmethyl)carbamoyl]phenyl}-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 F N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-06 _chem_comp.pdbx_modified_date 2015-06-05 _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 499.496 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 453 _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 4WNK _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 453 OBC O1 O 0 1 N N N 1.071 22.925 -35.270 -2.358 1.491 -2.951 OBC 453 1 453 CBB C1 C 0 1 N N N 0.840 21.748 -35.302 -1.777 1.589 -1.888 CBB 453 2 453 NBD N1 N 0 1 N N N -0.370 21.296 -35.026 -2.477 1.782 -0.752 NBD 453 3 453 CBE C2 C 0 1 N N N -1.462 22.167 -34.669 -3.938 1.874 -0.799 CBE 453 4 453 CBF C3 C 0 1 Y N N -1.445 22.519 -33.202 -4.473 2.089 0.594 CBF 453 5 453 CBK C4 C 0 1 Y N N -1.953 23.739 -32.796 -4.733 3.372 1.035 CBK 453 6 453 CBJ C5 C 0 1 Y N N -1.950 24.092 -31.450 -5.225 3.559 2.318 CBJ 453 7 453 CBI C6 C 0 1 Y N N -1.436 23.184 -30.536 -5.437 2.443 3.112 CBI 453 8 453 CBH C7 C 0 1 Y N N -0.943 21.971 -30.990 -5.154 1.190 2.602 CBH 453 9 453 NBG N2 N 0 1 Y N N -0.956 21.670 -32.293 -4.692 1.049 1.375 NBG 453 10 453 CAY C8 C 0 1 Y N N 1.948 20.815 -35.676 -0.304 1.490 -1.839 CAY 453 11 453 CAZ C9 C 0 1 Y N N 1.773 19.968 -36.751 0.367 1.596 -0.619 CAZ 453 12 453 CAX C10 C 0 1 Y N N 3.111 20.794 -34.994 0.425 1.284 -3.015 CAX 453 13 453 FBA F1 F 0 1 N N N 3.282 21.608 -33.971 -0.215 1.176 -4.199 FBA 453 14 453 CAW C11 C 0 1 Y N N 4.129 19.936 -35.347 1.804 1.192 -2.960 CAW 453 15 453 CAV C12 C 0 1 Y N N 3.970 19.080 -36.415 2.459 1.304 -1.749 CAV 453 16 453 CAU C13 C 0 1 Y N N 2.774 19.101 -37.116 1.742 1.502 -0.581 CAU 453 17 453 CAN C14 C 0 1 N N S 2.636 18.183 -38.259 2.466 1.617 0.735 CAN 453 18 453 NAO N3 N 0 1 N N N 1.700 18.716 -39.244 3.455 2.701 0.617 NAO 453 19 453 CAP C15 C 0 1 N N N 0.409 18.366 -39.392 4.753 2.413 0.836 CAP 453 20 453 OAT O2 O 0 1 N N N -0.353 18.994 -40.127 5.577 3.301 0.741 OAT 453 21 453 NAQ N4 N 0 1 N N N -0.049 17.309 -38.760 5.165 1.179 1.155 NAQ 453 22 453 CAR C16 C 0 1 N N N 0.892 16.477 -38.100 4.323 0.110 1.288 CAR 453 23 453 CAS C17 C 0 1 N N N 0.244 15.164 -37.802 4.889 -1.238 1.651 CAS 453 24 453 CAM C18 C 0 1 N N N 2.218 16.837 -37.832 2.993 0.243 1.099 CAM 453 25 453 CAK C19 C 0 1 N N N 2.934 15.694 -37.225 2.120 -0.864 1.237 CAK 453 26 453 OAL O3 O 0 1 N N N 3.796 15.239 -37.962 1.567 -1.074 2.301 OAL 453 27 453 NAJ N5 N 0 1 N N N 2.620 15.214 -36.043 1.901 -1.684 0.190 NAJ 453 28 453 CAG C20 C 0 1 Y N N 3.182 14.105 -35.527 0.914 -2.674 0.271 CAG 453 29 453 CAF C21 C 0 1 Y N N 4.182 13.308 -36.115 0.209 -3.035 -0.860 CAF 453 30 453 CAH C22 C 0 1 Y N N 2.562 13.667 -34.341 0.653 -3.296 1.492 CAH 453 31 453 CAI C23 C 0 1 Y N N 2.935 12.511 -33.669 -0.304 -4.264 1.592 CAI 453 32 453 CAE C24 C 0 1 Y N N 3.939 11.736 -34.208 -1.034 -4.643 0.468 CAE 453 33 453 CAD C25 C 0 1 Y N N 4.580 12.143 -35.459 -0.776 -4.025 -0.770 CAD 453 34 453 NAA N6 N 0 1 Y N N 4.551 10.599 -33.876 -2.033 -5.558 0.252 NAA 453 35 453 NAB N7 N 0 1 Y N N 5.549 10.218 -34.795 -2.405 -5.518 -1.096 NAB 453 36 453 CAC C26 C 0 1 Y N N 5.570 11.169 -35.774 -1.688 -4.636 -1.732 CAC 453 37 453 H1 H1 H 0 1 N N N -0.535 20.311 -35.066 -2.013 1.860 0.096 H1 453 38 453 H2 H2 H 0 1 N N N -1.385 23.093 -35.258 -4.229 2.711 -1.433 H2 453 39 453 H3 H3 H 0 1 N N N -2.411 21.662 -34.902 -4.347 0.950 -1.207 H3 453 40 453 H4 H4 H 0 1 N N N -2.355 24.423 -33.529 -4.556 4.219 0.388 H4 453 41 453 H5 H5 H 0 1 N N N -2.337 25.047 -31.126 -5.438 4.551 2.689 H5 453 42 453 H6 H6 H 0 1 N N N -1.420 23.420 -29.482 -5.819 2.551 4.116 H6 453 43 453 H7 H7 H 0 1 N N N -0.543 21.260 -30.283 -5.316 0.315 3.215 H7 453 44 453 H8 H8 H 0 1 N N N 0.847 19.987 -37.307 -0.190 1.751 0.293 H8 453 45 453 H9 H9 H 0 1 N N N 5.052 19.934 -34.787 2.370 1.033 -3.866 H9 453 46 453 H10 H10 H 0 1 N N N 4.763 18.405 -36.701 3.536 1.231 -1.712 H10 453 47 453 H11 H11 H 0 1 N N N 3.621 18.093 -38.740 1.738 1.908 1.492 H11 453 48 453 H12 H12 H 0 1 N N N 2.053 19.410 -39.871 3.179 3.602 0.386 H12 453 49 453 H13 H13 H 0 1 N N N -1.026 17.098 -38.745 6.113 1.036 1.300 H13 453 50 453 H14 H14 H 0 1 N N N 0.963 14.508 -37.290 5.970 -1.160 1.763 H14 453 51 453 H15 H15 H 0 1 N N N -0.631 15.325 -37.155 4.449 -1.576 2.589 H15 453 52 453 H16 H16 H 0 1 N N N -0.077 14.692 -38.742 4.656 -1.954 0.862 H16 453 53 453 H17 H17 H 0 1 N N N 1.931 15.695 -35.501 2.427 -1.588 -0.619 H17 453 54 453 H18 H18 H 0 1 N N N 4.632 13.593 -37.055 0.414 -2.556 -1.806 H18 453 55 453 H19 H19 H 0 1 N N N 1.756 14.260 -33.934 1.215 -3.008 2.369 H19 453 56 453 H20 H20 H 0 1 N N N 2.450 12.226 -32.747 -0.495 -4.737 2.544 H20 453 57 453 H21 H21 H 0 1 N N N 4.325 10.070 -33.058 -2.420 -6.139 0.925 H21 453 58 453 H22 H22 H 0 1 N N N 6.222 11.181 -36.635 -1.758 -4.397 -2.783 H22 453 59 # 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 453 OAT CAP DOUB N N 1 453 CAP NAO SING N N 2 453 CAP NAQ SING N N 3 453 NAO CAN SING N N 4 453 NAQ CAR SING N N 5 453 CAN CAM SING N N 6 453 CAN CAU SING N N 7 453 CAR CAM DOUB N N 8 453 CAR CAS SING N N 9 453 OAL CAK DOUB N N 10 453 CAM CAK SING N N 11 453 CAK NAJ SING N N 12 453 CAU CAZ DOUB Y N 13 453 CAU CAV SING Y N 14 453 CAZ CAY SING Y N 15 453 CAV CAW DOUB Y N 16 453 CAF CAG DOUB Y N 17 453 CAF CAD SING Y N 18 453 NAJ CAG SING N N 19 453 CAC CAD SING Y N 20 453 CAC NAB DOUB Y N 21 453 CAY CBB SING N N 22 453 CAY CAX DOUB Y N 23 453 CAG CAH SING Y N 24 453 CAD CAE DOUB Y N 25 453 CAW CAX SING Y N 26 453 CBB OBC DOUB N N 27 453 CBB NBD SING N N 28 453 NBD CBE SING N N 29 453 CAX FBA SING N N 30 453 NAB NAA SING Y N 31 453 CBE CBF SING N N 32 453 CAH CAI DOUB Y N 33 453 CAE NAA SING Y N 34 453 CAE CAI SING Y N 35 453 CBF CBK DOUB Y N 36 453 CBF NBG SING Y N 37 453 CBK CBJ SING Y N 38 453 NBG CBH DOUB Y N 39 453 CBJ CBI DOUB Y N 40 453 CBH CBI SING Y N 41 453 NBD H1 SING N N 42 453 CBE H2 SING N N 43 453 CBE H3 SING N N 44 453 CBK H4 SING N N 45 453 CBJ H5 SING N N 46 453 CBI H6 SING N N 47 453 CBH H7 SING N N 48 453 CAZ H8 SING N N 49 453 CAW H9 SING N N 50 453 CAV H10 SING N N 51 453 CAN H11 SING N N 52 453 NAO H12 SING N N 53 453 NAQ H13 SING N N 54 453 CAS H14 SING N N 55 453 CAS H15 SING N N 56 453 CAS H16 SING N N 57 453 NAJ H17 SING N N 58 453 CAF H18 SING N N 59 453 CAH H19 SING N N 60 453 CAI H20 SING N N 61 453 NAA H21 SING N N 62 453 CAC H22 SING N N 63 # 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 453 SMILES ACDLabs 12.01 "Fc2ccc(cc2C(=O)NCc1ncccc1)C5NC(=O)NC(=C5C(=O)Nc3cc4c(cc3)nnc4)C" 453 InChI InChI 1.03 "InChI=1S/C26H22FN7O3/c1-14-22(25(36)32-17-6-8-21-16(10-17)12-30-34-21)23(33-26(37)31-14)15-5-7-20(27)19(11-15)24(35)29-13-18-4-2-3-9-28-18/h2-12,23H,13H2,1H3,(H,29,35)(H,30,34)(H,32,36)(H2,31,33,37)/t23-/m0/s1" 453 InChIKey InChI 1.03 BLMBNKDQXGINRE-QHCPKHFHSA-N 453 SMILES_CANONICAL CACTVS 3.385 "CC1=C([C@@H](NC(=O)N1)c2ccc(F)c(c2)C(=O)NCc3ccccn3)C(=O)Nc4ccc5[nH]ncc5c4" 453 SMILES CACTVS 3.385 "CC1=C([CH](NC(=O)N1)c2ccc(F)c(c2)C(=O)NCc3ccccn3)C(=O)Nc4ccc5[nH]ncc5c4" 453 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=C([C@@H](NC(=O)N1)c2ccc(c(c2)C(=O)NCc3ccccn3)F)C(=O)Nc4ccc5c(c4)cn[nH]5" 453 SMILES "OpenEye OEToolkits" 1.9.2 "CC1=C(C(NC(=O)N1)c2ccc(c(c2)C(=O)NCc3ccccn3)F)C(=O)Nc4ccc5c(c4)cn[nH]5" # 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 453 "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-4-{4-fluoro-3-[(pyridin-2-ylmethyl)carbamoyl]phenyl}-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide" 453 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4S)-4-[4-fluoranyl-3-(pyridin-2-ylmethylcarbamoyl)phenyl]-N-(1H-indazol-5-yl)-6-methyl-2-oxidanylidene-3,4-dihydro-1H-pyrimidine-5-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 453 "Create component" 2015-02-06 RCSB 453 "Initial release" 2015-06-10 RCSB #