data_6LO # _chem_comp.id 6LO _chem_comp.name "N-[(3-{4-amino-5-[3-(benzyloxy)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclobutyl)methyl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-02 _chem_comp.pdbx_modified_date 2016-05-20 _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 441.525 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6LO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5JN2 _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 6LO C4 C1 C 0 1 Y N N -6.425 -16.725 93.796 3.206 2.140 -0.628 C4 6LO 1 6LO C5 C2 C 0 1 Y N N -7.451 -17.423 94.334 2.004 2.729 -0.197 C5 6LO 2 6LO C6 C3 C 0 1 Y N N -7.307 -18.765 94.490 1.891 4.126 -0.222 C6 6LO 3 6LO N1 N1 N 0 1 Y N N -6.183 -19.423 94.148 2.930 4.835 -0.654 N1 6LO 4 6LO N3 N2 N 0 1 Y N N -5.276 -17.333 93.426 4.191 2.935 -1.044 N3 6LO 5 6LO CAD C4 C 0 1 N N N -5.964 -14.317 93.190 4.095 -0.200 -0.845 CAD 6LO 6 6LO NAE N3 N 0 1 Y N N -6.778 -15.444 93.714 3.065 0.784 -0.502 NAE 6LO 7 6LO CAF C5 C 0 1 Y N N -8.017 -15.324 94.168 1.826 0.480 -0.009 CAF 6LO 8 6LO C2 C6 C 0 1 Y N N -5.108 -18.712 93.607 4.042 4.242 -1.051 C2 6LO 9 6LO NAX N4 N 0 1 N N N -8.313 -19.461 94.992 0.729 4.750 0.192 NAX 6LO 10 6LO CAG C7 C 0 1 Y N N -8.456 -16.532 94.500 1.123 1.621 0.195 CAG 6LO 11 6LO CAH C8 C 0 1 Y N N -9.608 -16.667 95.178 -0.259 1.731 0.719 CAH 6LO 12 6LO CAM C9 C 0 1 Y N N -10.859 -16.397 94.595 -1.280 0.964 0.162 CAM 6LO 13 6LO CAI C10 C 0 1 Y N N -9.554 -16.908 96.558 -0.540 2.597 1.775 CAI 6LO 14 6LO CAJ C11 C 0 1 Y N N -10.721 -16.996 97.322 -1.828 2.697 2.261 CAJ 6LO 15 6LO CAK C12 C 0 1 Y N N -11.962 -16.765 96.720 -2.842 1.939 1.704 CAK 6LO 16 6LO CAL C13 C 0 1 Y N N -12.046 -16.467 95.348 -2.570 1.071 0.656 CAL 6LO 17 6LO OAN O1 O 0 1 N N N -13.254 -16.261 94.715 -3.569 0.324 0.115 OAN 6LO 18 6LO CAO C14 C 0 1 N N N -14.443 -16.128 95.536 -4.874 0.485 0.674 CAO 6LO 19 6LO CAP C15 C 0 1 Y N N -15.514 -16.912 95.067 -5.843 -0.415 -0.047 CAP 6LO 20 6LO CAQ C16 C 0 1 Y N N -16.825 -16.450 95.213 -6.060 -1.703 0.407 CAQ 6LO 21 6LO CAR C17 C 0 1 Y N N -17.915 -17.211 94.775 -6.949 -2.529 -0.255 CAR 6LO 22 6LO CAS C18 C 0 1 Y N N -17.698 -18.465 94.195 -7.621 -2.068 -1.370 CAS 6LO 23 6LO CAT C19 C 0 1 Y N N -16.392 -18.947 94.051 -7.405 -0.780 -1.825 CAT 6LO 24 6LO CAU C20 C 0 1 Y N N -15.312 -18.173 94.494 -6.521 0.048 -1.159 CAU 6LO 25 6LO H4 H4 H 0 1 N N N -8.574 -14.402 94.253 1.461 -0.518 0.184 H4 6LO 26 6LO H5 H5 H 0 1 N N N -4.185 -19.206 93.339 4.861 4.855 -1.395 H5 6LO 27 6LO H6 H6 H 0 1 N N N -8.060 -20.427 95.040 -0.022 4.221 0.504 H6 6LO 28 6LO H7 H7 H 0 1 N N N -8.524 -19.126 95.910 0.663 5.718 0.169 H7 6LO 29 6LO H8 H8 H 0 1 N N N -10.910 -16.131 93.550 -1.067 0.288 -0.654 H8 6LO 30 6LO H9 H9 H 0 1 N N N -8.594 -17.028 97.039 0.250 3.190 2.212 H9 6LO 31 6LO H10 H10 H 0 1 N N N -10.665 -17.241 98.372 -2.044 3.368 3.079 H10 6LO 32 6LO H11 H11 H 0 1 N N N -12.863 -16.816 97.313 -3.848 2.021 2.088 H11 6LO 33 6LO H12 H12 H 0 1 N N N -14.200 -16.441 96.562 -4.851 0.222 1.732 H12 6LO 34 6LO H13 H13 H 0 1 N N N -14.753 -15.073 95.539 -5.191 1.522 0.565 H13 6LO 35 6LO H14 H14 H 0 1 N N N -17.000 -15.488 95.672 -5.534 -2.064 1.279 H14 6LO 36 6LO H15 H15 H 0 1 N N N -18.920 -16.831 94.885 -7.117 -3.535 0.100 H15 6LO 37 6LO H16 H16 H 0 1 N N N -18.535 -19.059 93.859 -8.316 -2.714 -1.888 H16 6LO 38 6LO H17 H17 H 0 1 N N N -16.218 -19.913 93.600 -7.931 -0.420 -2.697 H17 6LO 39 6LO H18 H18 H 0 1 N N N -14.307 -18.555 94.392 -6.352 1.054 -1.514 H18 6LO 40 6LO C1 C21 C 0 1 N N N ? ? ? 4.640 -0.969 0.370 C1 6LO 41 6LO C3 C22 C 0 1 N N N ? ? ? 3.513 -1.987 0.132 C3 6LO 42 6LO C7 C23 C 0 1 N N N ? ? ? 3.526 -1.540 -1.339 C7 6LO 43 6LO C8 C24 C 0 1 N N N ? ? ? 3.946 -3.441 0.335 C8 6LO 44 6LO N2 N5 N 0 1 N N N ? ? ? 2.782 -4.320 0.204 N2 6LO 45 6LO C10 C25 C 0 1 N N N ? ? ? 2.925 -5.653 0.344 C10 6LO 46 6LO O1 O2 O 0 1 N N N ? ? ? 4.018 -6.124 0.579 O1 6LO 47 6LO C12 C26 C 0 1 N N N ? ? ? 1.728 -6.558 0.209 C12 6LO 48 6LO H1 H1 H 0 1 N N N ? ? ? 4.874 0.209 -1.488 H1 6LO 49 6LO H2 H2 H 0 1 N N N ? ? ? 5.638 -1.379 0.215 H2 6LO 50 6LO H3 H3 H 0 1 N N N ? ? ? 4.546 -0.425 1.310 H3 6LO 51 6LO H19 H19 H 0 1 N N N ? ? ? 2.587 -1.744 0.654 H19 6LO 52 6LO H20 H20 H 0 1 N N N ? ? ? 2.532 -1.457 -1.779 H20 6LO 53 6LO H21 H21 H 0 1 N N N ? ? ? 4.219 -2.106 -1.961 H21 6LO 54 6LO H22 H22 H 0 1 N N N ? ? ? 4.689 -3.706 -0.417 H22 6LO 55 6LO H23 H23 H 0 1 N N N ? ? ? 4.378 -3.556 1.329 H23 6LO 56 6LO H24 H24 H 0 1 N N N ? ? ? 1.908 -3.944 0.016 H24 6LO 57 6LO H25 H25 H 0 1 N N N ? ? ? 0.841 -5.959 -0.000 H25 6LO 58 6LO H26 H26 H 0 1 N N N ? ? ? 1.893 -7.260 -0.608 H26 6LO 59 6LO H27 H27 H 0 1 N N N ? ? ? 1.583 -7.109 1.138 H27 6LO 60 # 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 6LO CAD NAE SING N N 1 6LO N3 C2 DOUB Y N 2 6LO N3 C4 SING Y N 3 6LO C2 N1 SING Y N 4 6LO NAE C4 SING Y N 5 6LO NAE CAF SING Y N 6 6LO C4 C5 DOUB Y N 7 6LO CAT CAS DOUB Y N 8 6LO CAT CAU SING Y N 9 6LO N1 C6 DOUB Y N 10 6LO CAF CAG DOUB Y N 11 6LO CAS CAR SING Y N 12 6LO C5 C6 SING Y N 13 6LO C5 CAG SING Y N 14 6LO C6 NAX SING N N 15 6LO CAU CAP DOUB Y N 16 6LO CAG CAH SING N N 17 6LO CAM CAH DOUB Y N 18 6LO CAM CAL SING Y N 19 6LO OAN CAL SING N N 20 6LO OAN CAO SING N N 21 6LO CAR CAQ DOUB Y N 22 6LO CAP CAQ SING Y N 23 6LO CAP CAO SING N N 24 6LO CAH CAI SING Y N 25 6LO CAL CAK DOUB Y N 26 6LO CAI CAJ DOUB Y N 27 6LO CAK CAJ SING Y N 28 6LO CAF H4 SING N N 29 6LO C2 H5 SING N N 30 6LO NAX H6 SING N N 31 6LO NAX H7 SING N N 32 6LO CAM H8 SING N N 33 6LO CAI H9 SING N N 34 6LO CAJ H10 SING N N 35 6LO CAK H11 SING N N 36 6LO CAO H12 SING N N 37 6LO CAO H13 SING N N 38 6LO CAQ H14 SING N N 39 6LO CAR H15 SING N N 40 6LO CAS H16 SING N N 41 6LO CAT H17 SING N N 42 6LO CAU H18 SING N N 43 6LO CAD C1 SING N N 44 6LO C1 C3 SING N N 45 6LO C3 C7 SING N N 46 6LO C7 CAD SING N N 47 6LO C3 C8 SING N N 48 6LO C8 N2 SING N N 49 6LO N2 C10 SING N N 50 6LO C10 O1 DOUB N N 51 6LO C10 C12 SING N N 52 6LO CAD H1 SING N N 53 6LO C1 H2 SING N N 54 6LO C1 H3 SING N N 55 6LO C3 H19 SING N N 56 6LO C7 H20 SING N N 57 6LO C7 H21 SING N N 58 6LO C8 H22 SING N N 59 6LO C8 H23 SING N N 60 6LO N2 H24 SING N N 61 6LO C12 H25 SING N N 62 6LO C12 H26 SING N N 63 6LO C12 H27 SING N N 64 # 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 6LO SMILES ACDLabs 12.01 "c12c(c(N)ncn1)c(cn2C3CC(C3)CNC(=O)C)c4cccc(c4)OCc5ccccc5" 6LO InChI InChI 1.03 "InChI=1S/C26H27N5O2/c1-17(32)28-13-19-10-21(11-19)31-14-23(24-25(27)29-16-30-26(24)31)20-8-5-9-22(12-20)33-15-18-6-3-2-4-7-18/h2-9,12,14,16,19,21H,10-11,13,15H2,1H3,(H,28,32)(H2,27,29,30)" 6LO InChIKey InChI 1.03 BUCAFRXFNHCHRU-UHFFFAOYSA-N 6LO SMILES_CANONICAL CACTVS 3.385 "CC(=O)NCC1CC(C1)n2cc(c3cccc(OCc4ccccc4)c3)c5c(N)ncnc25" 6LO SMILES CACTVS 3.385 "CC(=O)NCC1CC(C1)n2cc(c3cccc(OCc4ccccc4)c3)c5c(N)ncnc25" 6LO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(=O)NCC1CC(C1)n2cc(c3c2ncnc3N)c4cccc(c4)OCc5ccccc5" 6LO SMILES "OpenEye OEToolkits" 2.0.4 "CC(=O)NCC1CC(C1)n2cc(c3c2ncnc3N)c4cccc(c4)OCc5ccccc5" # 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 6LO "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3-{4-amino-5-[3-(benzyloxy)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclobutyl)methyl]acetamide" 6LO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[[3-[4-azanyl-5-(3-phenylmethoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclobutyl]methyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6LO "Create component" 2016-05-02 RCSB 6LO "Initial release" 2016-05-25 RCSB #