data_36A # _chem_comp.id 36A _chem_comp.name "(S)-2-amino-4-(((2S,3S,4R,5R)-5-(6-(3-chlorobenzylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylthio)butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 Cl N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-01 _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 508.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 36A _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 3P8Z _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 36A C C C 0 1 N N N 8.215 -7.526 45.584 -8.455 -3.765 0.341 C 36A 1 36A N N N 0 1 N N N 7.082 -7.634 43.364 -8.905 -1.866 -1.107 N 36A 2 36A O O O 0 1 N N N 8.646 -6.908 46.575 -9.580 -3.630 0.760 O 36A 3 36A N1 N1 N 0 1 Y N N 7.185 2.474 37.293 4.042 2.400 1.023 N1 36A 4 36A C2 C2 C 0 1 Y N N 7.981 1.772 38.121 3.197 3.410 1.116 C2 36A 5 36A N3 N3 N 0 1 Y N N 7.515 1.259 39.274 1.905 3.272 0.903 N3 36A 6 36A C4 C4 C 0 1 Y N N 6.211 1.464 39.619 1.394 2.089 0.580 C4 36A 7 36A C5 C5 C 0 1 Y N N 5.357 2.197 38.809 2.253 0.982 0.467 C5 36A 8 36A C6 C6 C 0 1 Y N N 5.885 2.736 37.606 3.624 1.179 0.704 C6 36A 9 36A N6 N6 N 0 1 N N N 5.177 3.459 36.709 4.517 0.127 0.608 N6 36A 10 36A N7 N7 N 0 1 Y N N 4.132 2.215 39.419 1.488 -0.085 0.133 N7 36A 11 36A C8 C8 C 0 1 Y N N 4.257 1.513 40.587 0.244 0.288 0.035 C8 36A 12 36A N9 N9 N 0 1 Y N N 5.527 1.071 40.707 0.135 1.620 0.302 N9 36A 13 36A CA CA C 0 1 N N S 7.568 -6.766 44.435 -7.841 -2.697 -0.528 CA 36A 14 36A CB CB C 0 1 N N N 6.383 -5.928 44.978 -6.914 -1.823 0.318 CB 36A 15 36A CD CD C 0 1 N N N 4.594 -2.825 42.795 -4.347 1.325 -0.810 CD 36A 16 36A SD SD S 0 1 N N N 4.695 -3.867 44.236 -5.096 0.219 0.417 SD 36A 17 36A CG CG C 0 1 N N N 6.167 -4.806 43.989 -6.196 -0.818 -0.586 CG 36A 18 36A "C1'" C1* C 0 1 N N R 6.103 0.261 41.787 -1.100 2.407 0.293 C1* 36A 19 36A "C2'" C2* C 0 1 N N R 5.545 0.575 43.195 -1.296 3.101 -1.079 C2* 36A 20 36A "O2'" O2* O 0 1 N N N 6.253 1.580 43.916 -0.613 4.356 -1.118 O2* 36A 21 36A C27 C27 C 0 1 N N N 3.847 3.965 36.936 5.943 0.352 0.858 C27 36A 22 36A C28 C28 C 0 1 Y N N 2.803 3.149 36.217 6.693 -0.945 0.690 C28 36A 23 36A C29 C29 C 0 1 Y N N 3.077 2.640 34.940 7.202 -1.293 -0.547 C29 36A 24 36A "C3'" C3* C 0 1 N N S 5.647 -0.770 43.912 -2.830 3.305 -1.123 C3* 36A 25 36A "O3'" O3* O 0 1 N N N 6.865 -0.843 44.656 -3.170 4.634 -0.722 O3* 36A 26 36A C30 C30 C 0 1 Y N N 2.102 1.912 34.289 7.891 -2.483 -0.702 C30 36A 27 36A C31 C31 C 0 1 Y N N 0.846 1.682 34.864 8.070 -3.323 0.382 C31 36A 28 36A C32 C32 C 0 1 Y N N 0.577 2.188 36.140 7.561 -2.974 1.619 C32 36A 29 36A C33 C33 C 0 1 Y N N 1.545 2.934 36.814 6.878 -1.783 1.774 C33 36A 30 36A CL34 CL34 CL 0 0 N N N 2.485 1.273 32.690 8.530 -2.921 -2.255 CL34 36A 31 36A "C4'" C4* C 0 1 N N S 5.700 -1.791 42.775 -3.377 2.280 -0.111 C4* 36A 32 36A "O4'" O4* O 0 1 N N N 5.632 -1.071 41.529 -2.253 1.545 0.403 O4* 36A 33 36A OXT OXT O 0 1 N N N 8.330 -8.795 45.547 -7.750 -4.864 0.653 OXT 36A 34 36A HN HN H 0 1 N N N 6.670 -7.076 42.643 -9.493 -2.408 -1.722 HN 36A 35 36A HNA HNA H 0 1 N N N 7.846 -8.156 42.986 -9.450 -1.421 -0.384 HNA 36A 36 36A H2 H2 H 0 1 N N N 9.016 1.617 37.854 3.579 4.385 1.378 H2 36A 37 36A HN6 HN6 H 0 1 N N N 5.734 4.273 36.542 4.200 -0.760 0.375 HN6 36A 38 36A H8 H8 H 0 1 N N N 3.465 1.340 41.300 -0.579 -0.363 -0.220 H8 36A 39 36A HA HA H 0 1 N N N 8.349 -6.124 44.002 -7.269 -3.165 -1.329 HA 36A 40 36A HB HB H 0 1 N N N 5.478 -6.548 45.061 -7.501 -1.286 1.063 HB 36A 41 36A HBA HBA H 0 1 N N N 6.620 -5.524 45.973 -6.178 -2.452 0.819 HBA 36A 42 36A HD HD H 0 1 N N N 4.682 -3.454 41.897 -3.807 0.735 -1.549 HD 36A 43 36A HDA HDA H 0 1 N N N 3.624 -2.306 42.801 -5.129 1.901 -1.305 HDA 36A 44 36A HG HG H 0 1 N N N 7.020 -4.117 44.074 -5.609 -1.355 -1.331 HG 36A 45 36A HGA HGA H 0 1 N N N 6.114 -5.252 42.985 -6.931 -0.189 -1.087 HGA 36A 46 36A "H1'" H1* H 0 1 N N N 7.189 0.434 41.792 -1.091 3.143 1.097 H1* 36A 47 36A "H2'" H2* H 0 1 N N N 4.529 0.991 43.124 -0.966 2.455 -1.892 H2* 36A 48 36A "HO2'" HO2* H 0 0 N N N 5.845 1.708 44.764 -0.706 4.828 -1.957 HO2* 36A 49 36A H27 H27 H 0 1 N N N 3.637 3.932 38.015 6.325 1.087 0.150 H27 36A 50 36A H27A H27A H 0 0 N N N 3.798 5.001 36.570 6.080 0.721 1.875 H27A 36A 51 36A H29 H29 H 0 1 N N N 4.035 2.815 34.473 7.061 -0.636 -1.393 H29 36A 52 36A "H3'" H3* H 0 1 N N N 4.816 -0.934 44.614 -3.214 3.100 -2.122 H3* 36A 53 36A "HO3'" HO3* H 0 0 N N N 6.917 -1.683 45.097 -2.801 5.323 -1.291 HO3* 36A 54 36A H31 H31 H 0 1 N N N 0.094 1.121 34.329 8.608 -4.252 0.262 H31 36A 55 36A H32 H32 H 0 1 N N N -0.380 2.001 36.604 7.701 -3.630 2.466 H32 36A 56 36A H33 H33 H 0 1 N N N 1.331 3.345 37.789 6.484 -1.508 2.741 H33 36A 57 36A "H4'" H4* H 0 1 N N N 6.639 -2.351 42.900 -3.887 2.797 0.702 H4* 36A 58 36A HOXT HOXT H 0 0 N N N 8.758 -9.098 46.339 -8.185 -5.519 1.216 HOXT 36A 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 36A C O DOUB N N 1 36A C CA SING N N 2 36A C OXT SING N N 3 36A N CA SING N N 4 36A N1 C2 DOUB Y N 5 36A N1 C6 SING Y N 6 36A C2 N3 SING Y N 7 36A N3 C4 DOUB Y N 8 36A C4 C5 SING Y N 9 36A C4 N9 SING Y N 10 36A C5 C6 DOUB Y N 11 36A C5 N7 SING Y N 12 36A C6 N6 SING N N 13 36A N6 C27 SING N N 14 36A N7 C8 DOUB Y N 15 36A C8 N9 SING Y N 16 36A N9 "C1'" SING N N 17 36A CA CB SING N N 18 36A CB CG SING N N 19 36A CD SD SING N N 20 36A CD "C4'" SING N N 21 36A SD CG SING N N 22 36A "C1'" "C2'" SING N N 23 36A "C1'" "O4'" SING N N 24 36A "C2'" "O2'" SING N N 25 36A "C2'" "C3'" SING N N 26 36A C27 C28 SING N N 27 36A C28 C29 DOUB Y N 28 36A C28 C33 SING Y N 29 36A C29 C30 SING Y N 30 36A "C3'" "O3'" SING N N 31 36A "C3'" "C4'" SING N N 32 36A C30 C31 DOUB Y N 33 36A C30 CL34 SING N N 34 36A C31 C32 SING Y N 35 36A C32 C33 DOUB Y N 36 36A "C4'" "O4'" SING N N 37 36A N HN SING N N 38 36A N HNA SING N N 39 36A C2 H2 SING N N 40 36A N6 HN6 SING N N 41 36A C8 H8 SING N N 42 36A CA HA SING N N 43 36A CB HB SING N N 44 36A CB HBA SING N N 45 36A CD HD SING N N 46 36A CD HDA SING N N 47 36A CG HG SING N N 48 36A CG HGA SING N N 49 36A "C1'" "H1'" SING N N 50 36A "C2'" "H2'" SING N N 51 36A "O2'" "HO2'" SING N N 52 36A C27 H27 SING N N 53 36A C27 H27A SING N N 54 36A C29 H29 SING N N 55 36A "C3'" "H3'" SING N N 56 36A "O3'" "HO3'" SING N N 57 36A C31 H31 SING N N 58 36A C32 H32 SING N N 59 36A C33 H33 SING N N 60 36A "C4'" "H4'" SING N N 61 36A OXT HOXT SING N N 62 # 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 36A SMILES ACDLabs 12.01 "O=C(O)C(N)CCSCC4OC(n2cnc1c(ncnc12)NCc3cccc(Cl)c3)C(O)C4O" 36A SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4cccc(Cl)c4)ncnc23)C(O)=O" 36A SMILES CACTVS 3.370 "N[CH](CCSC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(NCc4cccc(Cl)c4)ncnc23)C(O)=O" 36A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)CNc2c3c(ncn2)n(cn3)[C@H]4[C@@H]([C@@H]([C@H](O4)CSCC[C@@H](C(=O)O)N)O)O" 36A SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)CNc2c3c(ncn2)n(cn3)C4C(C(C(O4)CSCCC(C(=O)O)N)O)O" 36A InChI InChI 1.03 "InChI=1S/C21H25ClN6O5S/c22-12-3-1-2-11(6-12)7-24-18-15-19(26-9-25-18)28(10-27-15)20-17(30)16(29)14(33-20)8-34-5-4-13(23)21(31)32/h1-3,6,9-10,13-14,16-17,20,29-30H,4-5,7-8,23H2,(H,31,32)(H,24,25,26)/t13-,14+,16+,17+,20+/m0/s1" 36A InChIKey InChI 1.03 VGYBDYWAAOWMTJ-SWQDORGXSA-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 36A "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-{6-[(3-chlorobenzyl)amino]-9H-purin-9-yl}-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid (non-preferred name)" 36A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-azanyl-4-[[(2S,3S,4R,5R)-5-[6-[(3-chlorophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-oxolan-2-yl]methylsulfanyl]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 36A "Create component" 2010-11-01 PDBJ 36A "Modify aromatic_flag" 2011-06-04 RCSB 36A "Modify descriptor" 2011-06-04 RCSB #