data_KB1 # _chem_comp.id KB1 _chem_comp.name "5'-{[(3S)-3-amino-3-carboxypropyl][(4-fluorophenyl)methyl]amino}-5'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H26 F N7 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-09 _chem_comp.pdbx_modified_date 2017-05-12 _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 475.473 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KB1 _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 5ULP _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 KB1 N6 N1 N 0 1 N N N -6.494 -7.552 30.130 -6.377 -1.833 -2.767 N6 KB1 1 KB1 C6 C1 C 0 1 Y N N -6.253 -6.857 28.938 -5.913 -0.747 -2.047 C6 KB1 2 KB1 N1 N2 N 0 1 Y N N -6.271 -7.536 27.768 -6.618 0.378 -1.983 N1 KB1 3 KB1 C2 C2 C 0 1 Y N N -6.049 -6.844 26.611 -6.182 1.420 -1.298 C2 KB1 4 KB1 N3 N3 N 0 1 Y N N -5.786 -5.539 26.464 -5.039 1.410 -0.646 N3 KB1 5 KB1 C4 C3 C 0 1 Y N N -5.774 -4.882 27.634 -4.265 0.329 -0.653 C4 KB1 6 KB1 C5 C4 C 0 1 Y N N -5.984 -5.483 28.917 -4.687 -0.809 -1.362 C5 KB1 7 KB1 N7 N4 N 0 1 Y N N -5.892 -4.504 29.910 -3.729 -1.754 -1.207 N7 KB1 8 KB1 C8 C5 C 0 1 Y N N -5.624 -3.370 29.254 -2.769 -1.280 -0.466 C8 KB1 9 KB1 N9 N5 N 0 1 Y N N -5.559 -3.545 27.867 -3.056 -0.000 -0.095 N9 KB1 10 KB1 CBF C6 C 0 1 N N R -5.290 -2.564 26.849 -2.223 0.866 0.743 CBF KB1 11 KB1 OAU O1 O 0 1 N N N -3.904 -2.267 26.850 -0.844 0.439 0.694 OAU KB1 12 KB1 CBE C7 C 0 1 N N R -3.676 -1.019 26.219 -0.231 0.995 1.877 CBE KB1 13 KB1 CAQ C8 C 0 1 N N N -2.505 -0.300 26.917 1.047 0.230 2.224 CAQ KB1 14 KB1 NBG N6 N 0 1 N N N -2.008 0.898 26.199 2.039 0.426 1.159 NBG KB1 15 KB1 CAO C9 C 0 1 N N N -1.119 0.406 25.082 3.066 -0.624 1.197 CAO KB1 16 KB1 CB C10 C 0 1 N N N -0.615 1.518 24.145 2.486 -1.926 0.641 CB KB1 17 KB1 CA C11 C 0 1 N N S 0.111 0.929 22.957 3.589 -2.984 0.563 CA KB1 18 KB1 N N7 N 0 1 N N N 1.428 0.387 23.401 4.602 -2.562 -0.414 N KB1 19 KB1 C C12 C 0 1 N N N 0.355 1.947 21.821 2.993 -4.300 0.133 C KB1 20 KB1 O O2 O 0 1 N N N 1.521 2.166 21.500 2.360 -5.074 1.028 O KB1 21 KB1 OXT O3 O 0 1 N N N -0.668 2.460 21.276 3.085 -4.657 -1.018 OXT KB1 22 KB1 CAP C13 C 0 1 N N N -1.259 1.792 27.153 2.647 1.760 1.243 CAP KB1 23 KB1 CAY C14 C 0 1 Y N N -2.166 2.278 28.274 3.469 2.017 0.006 CAY KB1 24 KB1 CAK C15 C 0 1 Y N N -3.185 3.188 28.009 4.803 1.658 -0.023 CAK KB1 25 KB1 CAI C16 C 0 1 Y N N -4.045 3.638 29.009 5.558 1.894 -1.157 CAI KB1 26 KB1 CAW C17 C 0 1 Y N N -3.891 3.155 30.303 4.976 2.489 -2.264 CAW KB1 27 KB1 FAG F1 F 0 1 N N N -4.709 3.578 31.278 5.712 2.719 -3.373 FAG KB1 28 KB1 CAJ C18 C 0 1 Y N N -2.891 2.235 30.608 3.639 2.847 -2.233 CAJ KB1 29 KB1 CAL C19 C 0 1 Y N N -2.049 1.800 29.584 2.885 2.606 -1.100 CAL KB1 30 KB1 CBC C20 C 0 1 N N S -5.051 -0.263 26.370 -1.286 0.813 2.991 CBC KB1 31 KB1 OAE O4 O 0 1 N N N -5.619 -0.015 25.101 -1.284 1.938 3.872 OAE KB1 32 KB1 CBD C21 C 0 1 N N R -5.951 -1.219 27.199 -2.627 0.726 2.228 CBD KB1 33 KB1 OAF O5 O 0 1 N N N -7.285 -1.195 26.753 -3.493 1.795 2.614 OAF KB1 34 KB1 H1 H1 H 0 1 N N N -6.656 -8.518 29.927 -7.227 -1.779 -3.232 H1 KB1 35 KB1 H2 H2 H 0 1 N N N -5.700 -7.467 30.732 -5.852 -2.647 -2.809 H2 KB1 36 KB1 H3 H3 H 0 1 N N N -6.091 -7.422 25.700 -6.787 2.315 -1.272 H3 KB1 37 KB1 H4 H4 H 0 1 N N N -5.474 -2.419 29.743 -1.879 -1.823 -0.184 H4 KB1 38 KB1 H5 H5 H 0 1 N N N -5.633 -2.906 25.861 -2.311 1.904 0.422 H5 KB1 39 KB1 H6 H6 H 0 1 N N N -3.448 -1.145 25.150 -0.014 2.053 1.730 H6 KB1 40 KB1 H7 H7 H 0 1 N N N -1.673 -1.013 27.015 1.449 0.602 3.167 H7 KB1 41 KB1 H8 H8 H 0 1 N N N -2.840 0.012 27.917 0.821 -0.832 2.320 H8 KB1 42 KB1 H10 H10 H 0 1 N N N -1.687 -0.320 24.482 3.920 -0.319 0.591 H10 KB1 43 KB1 H11 H11 H 0 1 N N N -0.246 -0.091 25.529 3.388 -0.780 2.226 H11 KB1 44 KB1 H12 H12 H 0 1 N N N 0.073 2.173 24.700 1.691 -2.279 1.298 H12 KB1 45 KB1 H13 H13 H 0 1 N N N -1.474 2.106 23.788 2.081 -1.748 -0.355 H13 KB1 46 KB1 H14 H14 H 0 1 N N N -0.493 0.104 22.552 4.053 -3.098 1.542 H14 KB1 47 KB1 H15 H15 H 0 1 N N N 1.286 -0.274 24.137 5.373 -3.212 -0.438 H15 KB1 48 KB1 H16 H16 H 0 1 N N N 1.880 -0.064 22.631 4.196 -2.450 -1.331 H16 KB1 49 KB1 H18 H18 H 0 1 N N N 1.541 2.782 20.777 1.995 -5.909 0.705 H18 KB1 50 KB1 H19 H19 H 0 1 N N N -0.419 1.230 27.588 1.862 2.513 1.321 H19 KB1 51 KB1 H20 H20 H 0 1 N N N -0.872 2.661 26.602 3.289 1.812 2.123 H20 KB1 52 KB1 H21 H21 H 0 1 N N N -3.313 3.555 27.001 5.257 1.195 0.840 H21 KB1 53 KB1 H22 H22 H 0 1 N N N -4.822 4.353 28.781 6.601 1.614 -1.180 H22 KB1 54 KB1 H23 H23 H 0 1 N N N -2.770 1.866 31.616 3.184 3.311 -3.096 H23 KB1 55 KB1 H24 H24 H 0 1 N N N -1.284 1.072 29.809 1.841 2.882 -1.077 H24 KB1 56 KB1 H25 H25 H 0 1 N N N -4.892 0.670 26.931 -1.102 -0.107 3.545 H25 KB1 57 KB1 H26 H26 H 0 1 N N N -6.446 0.440 25.207 -1.928 1.877 4.591 H26 KB1 58 KB1 H27 H27 H 0 1 N N N -5.856 -1.005 28.274 -3.105 -0.237 2.404 H27 KB1 59 KB1 H28 H28 H 0 1 N N N -7.806 -1.789 27.280 -3.778 1.756 3.537 H28 KB1 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 KB1 OXT C DOUB N N 1 KB1 O C SING N N 2 KB1 C CA SING N N 3 KB1 CA N SING N N 4 KB1 CA CB SING N N 5 KB1 CB CAO SING N N 6 KB1 CAO NBG SING N N 7 KB1 OAE CBC SING N N 8 KB1 NBG CAQ SING N N 9 KB1 NBG CAP SING N N 10 KB1 CBE CBC SING N N 11 KB1 CBE OAU SING N N 12 KB1 CBE CAQ SING N N 13 KB1 CBC CBD SING N N 14 KB1 N3 C2 DOUB Y N 15 KB1 N3 C4 SING Y N 16 KB1 C2 N1 SING Y N 17 KB1 OAF CBD SING N N 18 KB1 CBF OAU SING N N 19 KB1 CBF CBD SING N N 20 KB1 CBF N9 SING N N 21 KB1 CAP CAY SING N N 22 KB1 C4 N9 SING Y N 23 KB1 C4 C5 DOUB Y N 24 KB1 N1 C6 DOUB Y N 25 KB1 N9 C8 SING Y N 26 KB1 CAK CAY DOUB Y N 27 KB1 CAK CAI SING Y N 28 KB1 CAY CAL SING Y N 29 KB1 C5 C6 SING Y N 30 KB1 C5 N7 SING Y N 31 KB1 C6 N6 SING N N 32 KB1 CAI CAW DOUB Y N 33 KB1 C8 N7 DOUB Y N 34 KB1 CAL CAJ DOUB Y N 35 KB1 CAW CAJ SING Y N 36 KB1 CAW FAG SING N N 37 KB1 N6 H1 SING N N 38 KB1 N6 H2 SING N N 39 KB1 C2 H3 SING N N 40 KB1 C8 H4 SING N N 41 KB1 CBF H5 SING N N 42 KB1 CBE H6 SING N N 43 KB1 CAQ H7 SING N N 44 KB1 CAQ H8 SING N N 45 KB1 CAO H10 SING N N 46 KB1 CAO H11 SING N N 47 KB1 CB H12 SING N N 48 KB1 CB H13 SING N N 49 KB1 CA H14 SING N N 50 KB1 N H15 SING N N 51 KB1 N H16 SING N N 52 KB1 O H18 SING N N 53 KB1 CAP H19 SING N N 54 KB1 CAP H20 SING N N 55 KB1 CAK H21 SING N N 56 KB1 CAI H22 SING N N 57 KB1 CAJ H23 SING N N 58 KB1 CAL H24 SING N N 59 KB1 CBC H25 SING N N 60 KB1 OAE H26 SING N N 61 KB1 CBD H27 SING N N 62 KB1 OAF H28 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 KB1 SMILES ACDLabs 12.01 "Nc1ncnc2n(cnc12)C3OC(C(C3O)O)CN(Cc4ccc(cc4)F)CCC(N)C(O)=O" KB1 InChI InChI 1.03 "InChI=1S/C21H26FN7O5/c22-12-3-1-11(2-4-12)7-28(6-5-13(23)21(32)33)8-14-16(30)17(31)20(34-14)29-10-27-15-18(24)25-9-26-19(15)29/h1-4,9-10,13-14,16-17,20,30-31H,5-8,23H2,(H,32,33)(H2,24,25,26)/t13-,14+,16+,17+,20+/m0/s1" KB1 InChIKey InChI 1.03 UBYUMSGWGXUICY-SWQDORGXSA-N KB1 SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CCN(C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)Cc4ccc(F)cc4)C(O)=O" KB1 SMILES CACTVS 3.385 "N[CH](CCN(C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)Cc4ccc(F)cc4)C(O)=O" KB1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CN(CC[C@@H](C(=O)O)N)C[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)F" KB1 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CN(CCC(C(=O)O)N)CC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)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 KB1 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-{[(3S)-3-amino-3-carboxypropyl][(4-fluorophenyl)methyl]amino}-5'-deoxyadenosine" KB1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-4-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-[(4-fluorophenyl)methyl]amino]-2-azanyl-butanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KB1 "Create component" 2017-02-09 RCSB KB1 "Initial release" 2017-05-17 RCSB #