data_2D5 # _chem_comp.id 2D5 _chem_comp.name "5'-S-(3-{[(3R)-1,2,3,4-tetrahydroisoquinolin-3-ylcarbonyl]amino}propyl)-5'-thioadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N7 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-21 _chem_comp.pdbx_modified_date 2014-10-10 _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 499.586 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2D5 _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 4MQ4 _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 2D5 N01 N01 N 0 1 N N N 2.493 78.955 38.999 8.724 3.940 0.820 N01 2D5 1 2D5 C02 C02 C 0 1 Y N N 2.325 78.617 37.725 8.392 2.823 0.073 C02 2D5 2 2D5 N03 N03 N 0 1 Y N N 1.308 77.836 37.335 9.182 2.403 -0.910 N03 2D5 3 2D5 C04 C04 C 0 1 Y N N 1.175 77.515 35.977 8.873 1.338 -1.627 C04 2D5 4 2D5 N05 N05 N 0 1 Y N N 1.984 77.931 35.110 7.779 0.638 -1.417 N05 2D5 5 2D5 C06 C06 C 0 1 Y N N 3.086 78.755 35.485 6.928 0.982 -0.456 C06 2D5 6 2D5 C07 C07 C 0 1 Y N N 3.244 79.100 36.799 7.215 2.104 0.340 C07 2D5 7 2D5 N08 N08 N 0 1 Y N N 4.384 79.924 36.924 6.205 2.227 1.235 N08 2D5 8 2D5 C09 C09 C 0 1 Y N N 4.913 80.074 35.710 5.341 1.273 1.047 C09 2D5 9 2D5 N10 N10 N 0 1 Y N N 4.133 79.373 34.806 5.737 0.483 0.009 N10 2D5 10 2D5 C11 C11 C 0 1 N N R 4.308 79.258 33.428 5.030 -0.692 -0.506 C11 2D5 11 2D5 O12 O12 O 0 1 N N N 5.069 78.097 33.118 3.623 -0.611 -0.190 O12 2D5 12 2D5 C13 C13 C 0 1 N N S 5.502 78.288 31.844 3.135 -1.967 -0.277 C13 2D5 13 2D5 C14 C14 C 0 1 N N S 5.574 79.730 31.622 4.246 -2.829 0.363 C14 2D5 14 2D5 O15 O15 O 0 1 N N N 4.757 80.049 30.568 4.387 -4.066 -0.338 O15 2D5 15 2D5 C16 C16 C 0 1 N N R 5.129 80.300 32.874 5.522 -1.971 0.209 C16 2D5 16 2D5 O17 O17 O 0 1 N N N 4.415 81.519 32.753 6.490 -2.652 -0.591 O17 2D5 17 2D5 C18 C18 C 0 1 N N N 6.816 77.644 31.645 1.829 -2.114 0.507 C18 2D5 18 2D5 S19 S19 S 0 1 N N N 7.376 77.632 29.953 0.529 -1.136 -0.296 S19 2D5 19 2D5 C20 C20 C 0 1 N N N 9.064 77.222 29.934 -0.916 -1.433 0.760 C20 2D5 20 2D5 C21 C21 C 0 1 N N N 9.668 76.016 30.648 -2.118 -0.664 0.208 C21 2D5 21 2D5 C22 C22 C 0 1 N N N 10.649 75.201 29.749 -3.336 -0.914 1.099 C22 2D5 22 2D5 N23 N23 N 0 1 N N N 12.006 74.799 30.079 -4.487 -0.178 0.570 N23 2D5 23 2D5 C24 C24 C 0 1 N N N 12.869 74.228 29.117 -5.678 -0.249 1.196 C24 2D5 24 2D5 C25 C25 C 0 1 N N R 12.590 73.993 27.634 -6.862 0.508 0.652 C25 2D5 25 2D5 N26 N26 N 0 1 N N N 11.212 74.176 27.284 -7.872 0.674 1.710 N26 2D5 26 2D5 C27 C27 C 0 1 N N N 10.825 73.763 25.827 -8.904 1.623 1.283 C27 2D5 27 2D5 C28 C28 C 0 1 Y N N 11.742 72.758 25.212 -9.466 1.223 -0.057 C28 2D5 28 2D5 C29 C29 C 0 1 Y N N 11.450 72.285 24.033 -10.680 1.764 -0.451 C29 2D5 29 2D5 C30 C30 C 0 1 Y N N 12.307 71.325 23.424 -11.230 1.429 -1.672 C30 2D5 30 2D5 C31 C31 C 0 1 Y N N 13.388 70.904 24.048 -10.568 0.549 -2.507 C31 2D5 31 2D5 C32 C32 C 0 1 Y N N 13.680 71.373 25.296 -9.359 0.008 -2.115 C32 2D5 32 2D5 C33 C33 C 0 1 Y N N 12.852 72.304 25.861 -8.807 0.343 -0.888 C33 2D5 33 2D5 C34 C34 C 0 1 N N N 13.223 72.760 27.194 -7.490 -0.278 -0.499 C34 2D5 34 2D5 O35 O35 O 0 1 N N N 13.987 73.919 29.506 -5.798 -0.923 2.198 O35 2D5 35 2D5 H011 H011 H 0 0 N N N 1.769 78.543 39.552 9.542 4.426 0.629 H011 2D5 36 2D5 H012 H012 H 0 0 N N N 3.383 78.627 39.316 8.138 4.239 1.532 H012 2D5 37 2D5 H041 H041 H 0 0 N N N 0.351 76.890 35.666 9.543 1.031 -2.417 H041 2D5 38 2D5 H091 H091 H 0 0 N N N 5.799 80.645 35.472 4.438 1.132 1.622 H091 2D5 39 2D5 H111 H111 H 0 0 N N N 3.337 79.227 32.913 5.174 -0.779 -1.583 H111 2D5 40 2D5 H131 H131 H 0 0 N N N 4.787 77.854 31.129 2.987 -2.251 -1.319 H131 2D5 41 2D5 H141 H141 H 0 0 N N N 6.615 80.025 31.422 4.030 -3.010 1.416 H141 2D5 42 2D5 H151 H151 H 0 0 N N N 4.793 80.985 30.411 5.071 -4.646 0.022 H151 2D5 43 2D5 H161 H161 H 0 0 N N N 6.002 80.453 33.526 5.937 -1.726 1.187 H161 2D5 44 2D5 H171 H171 H 0 0 N N N 4.984 82.185 32.385 6.832 -3.462 -0.190 H171 2D5 45 2D5 H181 H181 H 0 0 N N N 7.559 78.183 32.250 1.534 -3.163 0.528 H181 2D5 46 2D5 H182 H182 H 0 0 N N N 6.746 76.603 31.992 1.975 -1.757 1.526 H182 2D5 47 2D5 H201 H201 H 0 0 N N N 9.327 77.100 28.873 -1.142 -2.499 0.775 H201 2D5 48 2D5 H202 H202 H 0 0 N N N 9.586 78.100 30.342 -0.701 -1.093 1.773 H202 2D5 49 2D5 H211 H211 H 0 0 N N N 10.217 76.371 31.532 -1.891 0.402 0.193 H211 2D5 50 2D5 H212 H212 H 0 0 N N N 8.851 75.352 30.966 -2.332 -1.004 -0.805 H212 2D5 51 2D5 H221 H221 H 0 0 N N N 10.120 74.262 29.531 -3.563 -1.980 1.113 H221 2D5 52 2D5 H222 H222 H 0 0 N N N 10.744 75.791 28.826 -3.122 -0.574 2.112 H222 2D5 53 2D5 H231 H231 H 0 0 N N N 12.338 74.930 31.013 -4.392 0.361 -0.231 H231 2D5 54 2D5 H251 H251 H 0 0 N N N 13.134 74.799 27.119 -6.540 1.487 0.298 H251 2D5 55 2D5 H261 H261 H 0 0 N N N 10.659 73.632 27.915 -8.279 -0.214 1.963 H261 2D5 56 2D5 H271 H271 H 0 0 N N N 9.811 73.338 25.847 -9.707 1.638 2.020 H271 2D5 57 2D5 H272 H272 H 0 0 N N N 10.832 74.666 25.199 -8.469 2.619 1.208 H272 2D5 58 2D5 H291 H291 H 0 0 N N N 10.561 72.620 23.520 -11.199 2.452 0.200 H291 2D5 59 2D5 H301 H301 H 0 0 N N N 12.069 70.939 22.444 -12.177 1.852 -1.974 H301 2D5 60 2D5 H311 H311 H 0 0 N N N 14.043 70.188 23.573 -10.994 0.284 -3.464 H311 2D5 61 2D5 H321 H321 H 0 0 N N N 14.549 71.016 25.828 -8.841 -0.679 -2.768 H321 2D5 62 2D5 H341 H341 H 0 0 N N N 14.312 72.915 27.208 -6.817 -0.266 -1.355 H341 2D5 63 2D5 H342 H342 H 0 0 N N N 12.956 71.968 27.909 -7.656 -1.309 -0.185 H342 2D5 64 # 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 2D5 N01 C02 SING N N 1 2D5 C02 N03 DOUB Y N 2 2D5 C02 C07 SING Y N 3 2D5 N03 C04 SING Y N 4 2D5 C04 N05 DOUB Y N 5 2D5 N05 C06 SING Y N 6 2D5 C06 C07 DOUB Y N 7 2D5 C06 N10 SING Y N 8 2D5 C07 N08 SING Y N 9 2D5 N08 C09 DOUB Y N 10 2D5 C09 N10 SING Y N 11 2D5 N10 C11 SING N N 12 2D5 C11 O12 SING N N 13 2D5 C11 C16 SING N N 14 2D5 O12 C13 SING N N 15 2D5 C13 C14 SING N N 16 2D5 C13 C18 SING N N 17 2D5 C14 O15 SING N N 18 2D5 C14 C16 SING N N 19 2D5 C16 O17 SING N N 20 2D5 C18 S19 SING N N 21 2D5 S19 C20 SING N N 22 2D5 C20 C21 SING N N 23 2D5 C21 C22 SING N N 24 2D5 C22 N23 SING N N 25 2D5 N23 C24 SING N N 26 2D5 C24 C25 SING N N 27 2D5 C24 O35 DOUB N N 28 2D5 C25 N26 SING N N 29 2D5 C25 C34 SING N N 30 2D5 N26 C27 SING N N 31 2D5 C27 C28 SING N N 32 2D5 C28 C29 DOUB Y N 33 2D5 C28 C33 SING Y N 34 2D5 C29 C30 SING Y N 35 2D5 C30 C31 DOUB Y N 36 2D5 C31 C32 SING Y N 37 2D5 C32 C33 DOUB Y N 38 2D5 C33 C34 SING N N 39 2D5 N01 H011 SING N N 40 2D5 N01 H012 SING N N 41 2D5 C04 H041 SING N N 42 2D5 C09 H091 SING N N 43 2D5 C11 H111 SING N N 44 2D5 C13 H131 SING N N 45 2D5 C14 H141 SING N N 46 2D5 O15 H151 SING N N 47 2D5 C16 H161 SING N N 48 2D5 O17 H171 SING N N 49 2D5 C18 H181 SING N N 50 2D5 C18 H182 SING N N 51 2D5 C20 H201 SING N N 52 2D5 C20 H202 SING N N 53 2D5 C21 H211 SING N N 54 2D5 C21 H212 SING N N 55 2D5 C22 H221 SING N N 56 2D5 C22 H222 SING N N 57 2D5 N23 H231 SING N N 58 2D5 C25 H251 SING N N 59 2D5 N26 H261 SING N N 60 2D5 C27 H271 SING N N 61 2D5 C27 H272 SING N N 62 2D5 C29 H291 SING N N 63 2D5 C30 H301 SING N N 64 2D5 C31 H311 SING N N 65 2D5 C32 H321 SING N N 66 2D5 C34 H341 SING N N 67 2D5 C34 H342 SING N N 68 # 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 2D5 SMILES ACDLabs 12.01 "O=C(NCCCSCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C5NCc4ccccc4C5" 2D5 InChI InChI 1.03 "InChI=1S/C23H29N7O4S/c24-20-17-21(28-11-27-20)30(12-29-17)23-19(32)18(31)16(34-23)10-35-7-3-6-25-22(33)15-8-13-4-1-2-5-14(13)9-26-15/h1-2,4-5,11-12,15-16,18-19,23,26,31-32H,3,6-10H2,(H,25,33)(H2,24,27,28)/t15-,16-,18-,19-,23-/m1/s1" 2D5 InChIKey InChI 1.03 HMZSUDMWDJASBZ-AXKRAVOISA-N 2D5 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCCCNC(=O)[C@H]4Cc5ccccc5CN4)[C@@H](O)[C@H]3O" 2D5 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCCCNC(=O)[CH]4Cc5ccccc5CN4)[CH](O)[CH]3O" 2D5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)C[C@@H](NC2)C(=O)NCCCSC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O" 2D5 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CC(NC2)C(=O)NCCCSCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O" # 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 2D5 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-S-(3-{[(3R)-1,2,3,4-tetrahydroisoquinolin-3-ylcarbonyl]amino}propyl)-5'-thioadenosine" 2D5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-N-[3-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]propyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2D5 "Create component" 2013-09-21 RCSB 2D5 "Initial release" 2014-10-15 RCSB #