data_53V # _chem_comp.id 53V _chem_comp.name "5-[(3R)-3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-15 _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 386.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 53V _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 3EEM _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 53V C1 C1 C 0 1 Y N N 30.462 5.685 33.460 5.070 -0.746 -0.859 C1 53V 1 53V C2 C2 C 0 1 N N N 22.493 6.903 36.559 -2.481 3.781 1.656 C2 53V 2 53V C3 C3 C 0 1 Y N N 32.224 4.835 34.734 6.252 -0.435 1.097 C3 53V 3 53V C6 C6 C 0 1 Y N N 29.957 6.305 34.633 3.905 -0.299 -0.205 C6 53V 4 53V C12 C12 C 0 1 N N S 26.528 8.498 34.370 0.343 -0.094 -2.180 C12 53V 5 53V C13 C13 C 0 1 N N N 26.434 9.365 33.122 0.473 0.860 -3.368 C13 53V 6 53V C14 C14 C 0 1 Y N N 25.950 9.111 35.623 -0.723 0.413 -1.242 C14 53V 7 53V C15 C15 C 0 1 Y N N 24.691 8.547 35.823 -0.591 1.659 -0.659 C15 53V 8 53V C16 C16 C 0 1 Y N N 23.890 8.922 36.896 -1.570 2.132 0.205 C16 53V 9 53V C17 C17 C 0 1 Y N N 24.417 9.898 37.764 -2.681 1.355 0.485 C17 53V 10 53V C18 C18 C 0 1 Y N N 25.704 10.479 37.591 -2.814 0.099 -0.103 C18 53V 11 53V C26 C26 C 0 1 N N N 24.902 9.930 40.299 -5.438 0.989 -0.936 C26 53V 12 53V C20 C20 C 0 1 Y N N 25.682 11.192 39.906 -5.271 -0.318 -0.205 C20 53V 13 53V C21 C21 C 0 1 Y N N 25.962 12.110 40.937 -6.372 -1.104 0.067 C21 53V 14 53V C22 C22 C 0 1 Y N N 26.632 13.308 40.680 -6.221 -2.304 0.738 C22 53V 15 53V C23 C23 C 0 1 Y N N 27.016 13.563 39.349 -4.965 -2.723 1.140 C23 53V 16 53V C24 C24 C 0 1 Y N N 26.738 12.663 38.300 -3.857 -1.946 0.873 C24 53V 17 53V C27 C27 C 0 1 N N N 27.242 13.087 36.924 -2.490 -2.404 1.312 C27 53V 18 53V C25 C25 C 0 1 Y N N 26.066 11.433 38.563 -4.003 -0.738 0.192 C25 53V 19 53V C19 C19 C 0 1 Y N N 26.502 10.078 36.485 -1.831 -0.366 -0.974 C19 53V 20 53V O17 O17 O 0 1 N N N 22.624 8.325 37.056 -1.436 3.358 0.777 O17 53V 21 53V C11 C11 C 0 1 N N N 27.790 7.770 34.551 1.628 -0.168 -1.467 C11 53V 22 53V C10 C10 C 0 1 N N N 28.789 7.098 34.593 2.654 -0.227 -0.898 C10 53V 23 53V C5 C5 C 0 1 Y N N 30.645 6.169 35.860 4.002 0.071 1.137 C5 53V 24 53V C8 C8 C 0 1 N N N 30.179 6.835 37.204 2.788 0.555 1.886 C8 53V 25 53V N4 N4 N 0 1 Y N N 31.758 5.425 35.857 5.175 -0.010 1.743 N4 53V 26 53V N7 N7 N 0 1 N N N 33.345 4.123 34.830 7.457 -0.503 1.772 N7 53V 27 53V N2 N2 N 0 1 Y N N 31.613 4.975 33.563 6.208 -0.797 -0.177 N2 53V 28 53V N9 N9 N 0 1 N N N 29.823 5.798 32.276 5.028 -1.129 -2.187 N9 53V 29 53V H2 H2 H 0 1 N N N 22.461 6.900 35.459 -2.250 4.773 2.042 H2 53V 30 53V H2A H2A H 0 1 N N N 23.356 6.314 36.902 -3.424 3.813 1.110 H2A 53V 31 53V H2B H2B H 0 1 N N N 21.566 6.461 36.954 -2.565 3.078 2.485 H2B 53V 32 53V H12 H12 H 0 1 N N N 25.824 7.684 34.144 0.069 -1.086 -2.539 H12 53V 33 53V H13 H13 H 0 1 N N N 26.411 10.426 33.413 1.243 0.493 -4.046 H13 53V 34 53V H13A H13A H 0 0 N N N 27.308 9.179 32.480 -0.479 0.915 -3.896 H13A 53V 35 53V H13B H13B H 0 0 N N N 25.515 9.116 32.571 0.747 1.852 -3.009 H13B 53V 36 53V H15 H15 H 0 1 N N N 24.330 7.802 35.129 0.275 2.266 -0.875 H15 53V 37 53V H17 H17 H 0 1 N N N 23.815 10.221 38.601 -3.443 1.721 1.157 H17 53V 38 53V H26 H26 H 0 1 N N N 24.715 9.320 39.403 -5.603 1.790 -0.216 H26 53V 39 53V H26A H26A H 0 0 N N N 25.489 9.347 41.024 -4.538 1.200 -1.514 H26A 53V 40 53V H26B H26B H 0 0 N N N 23.942 10.219 40.752 -6.294 0.923 -1.608 H26B 53V 41 53V H21 H21 H 0 1 N N N 25.652 11.883 41.946 -7.355 -0.781 -0.245 H21 53V 42 53V H22 H22 H 0 1 N N N 26.847 14.011 41.471 -7.085 -2.915 0.949 H22 53V 43 53V H23 H23 H 0 1 N N N 27.541 14.479 39.124 -4.853 -3.660 1.664 H23 53V 44 53V H27 H27 H 0 1 N N N 26.390 13.189 36.236 -2.036 -3.001 0.521 H27 53V 45 53V H27A H27A H 0 0 N N N 27.764 14.052 37.006 -1.864 -1.535 1.516 H27A 53V 46 53V H27B H27B H 0 0 N N N 27.936 12.326 36.537 -2.581 -3.006 2.215 H27B 53V 47 53V H19 H19 H 0 1 N N N 27.484 10.495 36.314 -1.933 -1.337 -1.434 H19 53V 48 53V H8 H8 H 0 1 N N N 30.070 6.062 37.979 2.283 -0.294 2.348 H8 53V 49 53V H8A H8A H 0 1 N N N 30.928 7.573 37.526 3.094 1.260 2.659 H8A 53V 50 53V H8B H8B H 0 1 N N N 29.212 7.337 37.049 2.107 1.049 1.193 H8B 53V 51 53V HN7 HN7 H 0 1 N N N 33.706 3.944 33.915 7.505 -0.242 2.705 HN7 53V 52 53V HN7A HN7A H 0 0 N N N 34.020 4.635 35.361 8.254 -0.812 1.313 HN7A 53V 53 53V HN9 HN9 H 0 1 N N N 28.835 5.826 32.431 4.192 -1.093 -2.676 HN9 53V 54 53V HN9A HN9A H 0 0 N N N 30.113 6.640 31.820 5.836 -1.435 -2.629 HN9A 53V 55 # 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 53V C1 C6 DOUB Y N 1 53V C1 N2 SING Y N 2 53V C1 N9 SING N N 3 53V C2 O17 SING N N 4 53V C3 N4 SING Y N 5 53V C3 N7 SING N N 6 53V C3 N2 DOUB Y N 7 53V C6 C10 SING N N 8 53V C6 C5 SING Y N 9 53V C12 C13 SING N N 10 53V C12 C14 SING N N 11 53V C12 C11 SING N N 12 53V C14 C15 DOUB Y N 13 53V C14 C19 SING Y N 14 53V C15 C16 SING Y N 15 53V C16 C17 DOUB Y N 16 53V C16 O17 SING N N 17 53V C17 C18 SING Y N 18 53V C18 C25 SING Y N 19 53V C18 C19 DOUB Y N 20 53V C26 C20 SING N N 21 53V C20 C21 DOUB Y N 22 53V C20 C25 SING Y N 23 53V C21 C22 SING Y N 24 53V C22 C23 DOUB Y N 25 53V C23 C24 SING Y N 26 53V C24 C27 SING N N 27 53V C24 C25 DOUB Y N 28 53V C11 C10 TRIP N N 29 53V C5 C8 SING N N 30 53V C5 N4 DOUB Y N 31 53V C2 H2 SING N N 32 53V C2 H2A SING N N 33 53V C2 H2B SING N N 34 53V C12 H12 SING N N 35 53V C13 H13 SING N N 36 53V C13 H13A SING N N 37 53V C13 H13B SING N N 38 53V C15 H15 SING N N 39 53V C17 H17 SING N N 40 53V C26 H26 SING N N 41 53V C26 H26A SING N N 42 53V C26 H26B SING N N 43 53V C21 H21 SING N N 44 53V C22 H22 SING N N 45 53V C23 H23 SING N N 46 53V C27 H27 SING N N 47 53V C27 H27A SING N N 48 53V C27 H27B SING N N 49 53V C19 H19 SING N N 50 53V C8 H8 SING N N 51 53V C8 H8A SING N N 52 53V C8 H8B SING N N 53 53V N7 HN7 SING N N 54 53V N7 HN7A SING N N 55 53V N9 HN9 SING N N 56 53V N9 HN9A SING N N 57 # 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 53V SMILES ACDLabs 10.04 "C(#CC(c2cc(c1c(cccc1C)C)cc(OC)c2)C)c3c(nc(nc3C)N)N" 53V SMILES_CANONICAL CACTVS 3.341 "COc1cc(cc(c1)c2c(C)cccc2C)[C@@H](C)C#Cc3c(C)nc(N)nc3N" 53V SMILES CACTVS 3.341 "COc1cc(cc(c1)c2c(C)cccc2C)[CH](C)C#Cc3c(C)nc(N)nc3N" 53V SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1c2cc(cc(c2)OC)[C@@H](C)C#Cc3c(nc(nc3N)N)C)C" 53V SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1c2cc(cc(c2)OC)C(C)C#Cc3c(nc(nc3N)N)C)C" 53V InChI InChI 1.03 "InChI=1S/C24H26N4O/c1-14(9-10-21-17(4)27-24(26)28-23(21)25)18-11-19(13-20(12-18)29-5)22-15(2)7-6-8-16(22)3/h6-8,11-14H,1-5H3,(H4,25,26,27,28)/t14-/m0/s1" 53V InChIKey InChI 1.03 XZXVRKHUCSXVBM-AWEZNQCLSA-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 53V "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(3R)-3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" 53V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(3R)-3-[3-(2,6-dimethylphenyl)-5-methoxy-phenyl]but-1-ynyl]-6-methyl-pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 53V "Create component" 2008-09-15 RCSB 53V "Modify aromatic_flag" 2011-06-04 RCSB 53V "Modify descriptor" 2011-06-04 RCSB #