data_77C # _chem_comp.id 77C _chem_comp.name "2,4-diamino-6-{[(S)-[5-chloro-8-fluoro-4-oxo-3-(pyridin-3-yl)-3,4-dihydroquinazolin-2-yl](cyclopropyl)methyl]amino}pyrimidine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H17 Cl F N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-08 _chem_comp.pdbx_modified_date 2016-12-22 _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 477.881 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77C _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 5T8I _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 77C C10 C1 C 0 1 N N N 44.388 75.437 90.295 -2.809 -0.783 -0.266 C10 77C 1 77C C13 C2 C 0 1 N N S 44.228 77.932 87.303 0.773 -0.335 0.640 C13 77C 2 77C C15 C3 C 0 1 N N N 45.388 78.892 87.240 0.966 -0.553 2.142 C15 77C 3 77C C20 C4 C 0 1 Y N N 46.947 75.587 88.336 -1.009 -3.181 0.988 C20 77C 4 77C C21 C5 C 0 1 Y N N 41.932 77.890 86.292 2.937 0.549 -0.141 C21 77C 5 77C C22 C6 C 0 1 Y N N 40.742 78.549 85.968 3.760 1.609 -0.570 C22 77C 6 77C C01 C7 C 0 1 Y N N 42.092 76.409 93.224 -5.001 2.269 -0.231 C01 77C 7 77C C02 C8 C 0 1 Y N N 41.532 77.571 92.717 -4.086 3.241 0.148 C02 77C 8 77C C03 C9 C 0 1 Y N N 41.909 78.000 91.455 -2.768 2.914 0.391 C03 77C 9 77C C04 C10 C 0 1 Y N N 42.838 77.299 90.680 -2.347 1.588 0.254 C04 77C 10 77C C05 C11 C 0 1 Y N N 43.408 76.126 91.184 -3.282 0.601 -0.132 C05 77C 11 77C C06 C12 C 0 1 Y N N 43.024 75.683 92.470 -4.610 0.954 -0.372 C06 77C 12 77C N07 N1 N 0 1 N N N 43.149 77.818 89.422 -1.061 1.222 0.483 N07 77C 13 77C C08 C13 C 0 1 N N N 44.001 77.215 88.652 -0.672 -0.010 0.362 C08 77C 14 77C N09 N2 N 0 1 N N N 44.637 76.042 89.042 -1.503 -1.024 -0.005 N09 77C 15 77C O11 O1 O 0 1 N N N 44.939 74.401 90.653 -3.563 -1.680 -0.595 O11 77C 16 77C C12 C14 C 0 1 Y N N 45.574 75.353 88.224 -1.002 -2.327 -0.113 C12 77C 17 77C N14 N3 N 0 1 N N N 42.984 78.579 86.905 1.618 0.776 0.196 N14 77C 18 77C C16 C15 C 0 1 Y N N 45.148 74.422 87.284 -0.491 -2.788 -1.319 C16 77C 19 77C N17 N4 N 0 1 Y N N 45.981 73.732 86.473 -0.019 -4.014 -1.425 N17 77C 20 77C C18 C16 C 0 1 Y N N 47.300 73.986 86.612 -0.011 -4.846 -0.402 C18 77C 21 77C C19 C17 C 0 1 Y N N 47.829 74.893 87.516 -0.497 -4.458 0.833 C19 77C 22 77C C23 C18 C 0 1 Y N N 39.739 77.802 85.357 5.099 1.317 -0.901 C23 77C 23 77C N24 N5 N 0 1 Y N N 39.905 76.490 85.088 5.527 0.064 -0.796 N24 77C 24 77C C25 C19 C 0 1 Y N N 41.071 75.913 85.424 4.717 -0.902 -0.388 C25 77C 25 77C N26 N6 N 0 1 Y N N 42.080 76.574 86.014 3.450 -0.675 -0.072 N26 77C 26 77C N27 N7 N 0 1 N N N 41.247 74.571 85.150 5.207 -2.189 -0.294 N27 77C 27 77C N28 N8 N 0 1 N N N 38.523 78.375 84.999 5.950 2.317 -1.328 N28 77C 28 77C C29 C20 C 0 1 N N N 40.545 79.941 86.245 3.251 2.944 -0.668 C29 77C 29 77C N30 N9 N 0 1 N N N 40.381 81.068 86.468 2.848 4.003 -0.745 N30 77C 30 77C CL3 CL1 CL 0 0 N N N 43.628 74.262 93.248 -5.763 -0.255 -0.846 CL3 77C 31 77C F32 F1 F 0 1 N N N 41.365 79.124 90.971 -1.888 3.871 0.760 F32 77C 32 77C C33 C21 C 0 1 N N N 45.475 80.029 88.227 2.343 -1.022 2.617 C33 77C 33 77C C34 C22 C 0 1 N N N 46.467 78.907 88.301 1.890 0.415 2.884 C34 77C 34 77C H131 H1 H 0 0 N N N 44.434 77.142 86.566 1.052 -1.241 0.103 H131 77C 35 77C H151 H2 H 0 0 N N N 45.736 79.133 86.225 0.095 -0.928 2.679 H151 77C 36 77C H201 H3 H 0 0 N N N 47.320 76.302 89.054 -1.399 -2.852 1.940 H201 77C 37 77C H011 H4 H 0 0 N N N 41.808 76.061 94.206 -6.029 2.544 -0.416 H011 77C 38 77C H021 H5 H 0 0 N N N 40.814 78.133 93.296 -4.409 4.266 0.254 H021 77C 39 77C H141 H6 H 0 0 N N N 43.243 79.308 86.272 1.250 1.672 0.138 H141 77C 40 77C H161 H7 H 0 0 N N N 44.087 74.239 87.196 -0.481 -2.135 -2.180 H161 77C 41 77C H181 H8 H 0 0 N N N 47.987 73.447 85.977 0.385 -5.843 -0.530 H181 77C 42 77C H191 H9 H 0 0 N N N 48.895 75.056 87.582 -0.486 -5.147 1.665 H191 77C 43 77C H272 H10 H 0 0 N N N 40.424 74.209 84.713 6.131 -2.374 -0.526 H272 77C 44 77C H271 H11 H 0 0 N N N 42.028 74.456 84.536 4.628 -2.908 0.002 H271 77C 45 77C H281 H12 H 0 0 N N N 37.939 77.682 84.577 5.629 3.229 -1.402 H281 77C 46 77C H282 H13 H 0 0 N N N 38.073 78.739 85.815 6.870 2.107 -1.554 H282 77C 47 77C H331 H14 H 0 0 N N N 45.797 81.025 87.890 2.378 -1.705 3.466 H331 77C 48 77C H332 H15 H 0 0 N N N 44.709 80.137 89.009 3.112 -1.174 1.859 H332 77C 49 77C H342 H16 H 0 0 N N N 46.427 78.192 89.136 2.360 1.208 2.302 H342 77C 50 77C H341 H17 H 0 0 N N N 47.515 79.080 88.017 1.627 0.677 3.908 H341 77C 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 77C N28 C23 SING N N 1 77C N24 C23 DOUB Y N 2 77C N24 C25 SING Y N 3 77C N27 C25 SING N N 4 77C C23 C22 SING Y N 5 77C C25 N26 DOUB Y N 6 77C C22 C29 SING N N 7 77C C22 C21 DOUB Y N 8 77C N26 C21 SING Y N 9 77C C29 N30 TRIP N N 10 77C C21 N14 SING N N 11 77C N17 C18 DOUB Y N 12 77C N17 C16 SING Y N 13 77C C18 C19 SING Y N 14 77C N14 C13 SING N N 15 77C C15 C13 SING N N 16 77C C15 C33 SING N N 17 77C C15 C34 SING N N 18 77C C16 C12 DOUB Y N 19 77C C13 C08 SING N N 20 77C C19 C20 DOUB Y N 21 77C C12 C20 SING Y N 22 77C C12 N09 SING N N 23 77C C33 C34 SING N N 24 77C C08 N09 SING N N 25 77C C08 N07 DOUB N N 26 77C N09 C10 SING N N 27 77C N07 C04 SING N N 28 77C C10 O11 DOUB N N 29 77C C10 C05 SING N N 30 77C C04 C05 DOUB Y N 31 77C C04 C03 SING Y N 32 77C F32 C03 SING N N 33 77C C05 C06 SING Y N 34 77C C03 C02 DOUB Y N 35 77C C06 C01 DOUB Y N 36 77C C06 CL3 SING N N 37 77C C02 C01 SING Y N 38 77C C13 H131 SING N N 39 77C C15 H151 SING N N 40 77C C20 H201 SING N N 41 77C C01 H011 SING N N 42 77C C02 H021 SING N N 43 77C N14 H141 SING N N 44 77C C16 H161 SING N N 45 77C C18 H181 SING N N 46 77C C19 H191 SING N N 47 77C N27 H272 SING N N 48 77C N27 H271 SING N N 49 77C N28 H281 SING N N 50 77C N28 H282 SING N N 51 77C C33 H331 SING N N 52 77C C33 H332 SING N N 53 77C C34 H342 SING N N 54 77C C34 H341 SING N N 55 # 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 77C SMILES ACDLabs 12.01 "C4(=O)c1c(c(ccc1Cl)F)N=C(C(C2CC2)Nc3c(C#N)c(nc(n3)N)N)N4c5cccnc5" 77C InChI InChI 1.03 "InChI=1S/C22H17ClFN9O/c23-13-5-6-14(24)17-15(13)21(34)33(11-2-1-7-28-9-11)20(30-17)16(10-3-4-10)29-19-12(8-25)18(26)31-22(27)32-19/h1-2,5-7,9-10,16H,3-4H2,(H5,26,27,29,31,32)/t16-/m0/s1" 77C InChIKey InChI 1.03 XDSXYMOZKDUASY-INIZCTEOSA-N 77C SMILES_CANONICAL CACTVS 3.385 "Nc1nc(N)c(C#N)c(N[C@@H](C2CC2)C3=Nc4c(F)ccc(Cl)c4C(=O)N3c5cccnc5)n1" 77C SMILES CACTVS 3.385 "Nc1nc(N)c(C#N)c(N[CH](C2CC2)C3=Nc4c(F)ccc(Cl)c4C(=O)N3c5cccnc5)n1" 77C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cnc1)N2C(=O)c3c(ccc(c3N=C2[C@H](C4CC4)Nc5c(c(nc(n5)N)N)C#N)F)Cl" 77C SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cnc1)N2C(=O)c3c(ccc(c3N=C2C(C4CC4)Nc5c(c(nc(n5)N)N)C#N)F)Cl" # 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 77C "SYSTEMATIC NAME" ACDLabs 12.01 "2,4-diamino-6-{[(S)-[5-chloro-8-fluoro-4-oxo-3-(pyridin-3-yl)-3,4-dihydroquinazolin-2-yl](cyclopropyl)methyl]amino}pyrimidine-5-carbonitrile" 77C "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2,4-bis(azanyl)-6-[[(~{S})-(5-chloranyl-8-fluoranyl-4-oxidanylidene-3-pyridin-3-yl-quinazolin-2-yl)-cyclopropyl-methyl]amino]pyrimidine-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 77C "Create component" 2016-09-08 RCSB 77C "Initial release" 2016-12-28 RCSB #