data_L4S # _chem_comp.id L4S _chem_comp.name "2',5'-dideoxy-5'-[4-({[(1S,2R)-2-(2-hydroxybenzene-1-carbonyl)cyclopentyl]acetyl}amino)-1H-1,2,3-triazol-1-yl]cytidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H29 N7 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-06 _chem_comp.pdbx_modified_date 2020-02-07 _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 523.541 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L4S _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 6NVD _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 L4S C10 C1 C 0 1 N N N -22.924 17.370 -2.411 -2.099 -0.219 -0.398 C10 L4S 1 L4S C13 C2 C 0 1 N N N -25.571 16.805 -4.821 -4.055 -2.500 -0.639 C13 L4S 2 L4S C15 C3 C 0 1 N N N -27.169 16.404 -2.874 -6.484 -2.320 -0.221 C15 L4S 3 L4S C17 C4 C 0 1 N N N -26.261 14.227 -3.155 -6.539 0.100 0.462 C17 L4S 4 L4S C21 C5 C 0 1 Y N N -27.452 10.769 -2.130 -9.585 2.300 0.537 C21 L4S 5 L4S C22 C6 C 0 1 Y N N -27.983 10.993 -0.877 -10.155 2.000 -0.683 C22 L4S 6 L4S C24 C7 C 0 1 Y N N -27.438 13.371 -1.008 -8.384 0.458 -1.166 C24 L4S 7 L4S C02 C8 C 0 1 N N S -16.293 19.206 -3.620 5.064 -2.505 0.973 C02 L4S 8 L4S C03 C9 C 0 1 N N R -16.389 18.824 -2.128 4.108 -1.577 0.199 C03 L4S 9 L4S C04 C10 C 0 1 N N N -17.284 17.512 -1.885 3.004 -1.074 1.131 C04 L4S 10 L4S C08 C11 C 0 1 Y N N -20.761 18.395 -1.559 0.188 0.442 -0.518 C08 L4S 11 L4S C11 C12 C 0 1 N N N -24.384 17.649 -2.987 -3.543 -0.032 -0.786 C11 L4S 12 L4S C12 C13 C 0 1 N N S -24.919 16.416 -3.736 -4.399 -1.097 -0.097 C12 L4S 13 L4S C14 C14 C 0 1 N N N -27.052 17.103 -4.279 -5.381 -3.277 -0.718 C14 L4S 14 L4S C16 C15 C 0 1 N N R -26.039 15.694 -2.715 -5.894 -0.907 -0.455 C16 L4S 15 L4S C18 C16 C 0 1 Y N N -26.923 13.139 -2.237 -7.788 0.760 0.065 C18 L4S 16 L4S C19 C17 C 0 1 Y N N -26.922 11.852 -2.804 -8.402 1.687 0.923 C19 L4S 17 L4S C23 C18 C 0 1 Y N N -27.975 12.289 -0.327 -9.556 1.081 -1.532 C23 L4S 18 L4S C27 C19 C 0 1 Y N N -19.706 17.864 -2.259 0.692 -0.513 0.307 C27 L4S 19 L4S C29 C20 C 0 1 N N R -14.226 19.228 -2.935 6.244 -0.934 -0.421 C29 L4S 20 L4S C31 C21 C 0 1 N N N -12.944 17.199 -2.175 8.078 0.341 -1.421 C31 L4S 21 L4S C32 C22 C 0 1 N N N -11.681 16.461 -2.026 8.937 1.387 -1.398 C32 L4S 22 L4S C33 C23 C 0 1 N N N -10.392 17.050 -2.508 8.882 2.293 -0.318 C33 L4S 23 L4S C36 C24 C 0 1 N N N -11.615 19.083 -3.285 7.148 1.078 0.607 C36 L4S 24 L4S C38 C25 C 0 1 N N N -14.840 18.966 -4.021 6.449 -1.829 0.828 C38 L4S 25 L4S N05 N1 N 0 1 Y N N -18.641 17.968 -1.502 2.034 -0.291 0.361 N05 L4S 26 L4S N06 N2 N 0 1 Y N N -18.968 18.565 -0.345 2.304 0.725 -0.380 N06 L4S 27 L4S N07 N3 N 0 1 Y N N -20.304 18.834 -0.392 1.230 1.185 -0.918 N07 L4S 28 L4S N09 N4 N 0 1 N N N -22.111 18.485 -2.062 -1.158 0.613 -0.884 N09 L4S 29 L4S N30 N5 N 0 1 N N N -12.913 18.504 -2.808 7.180 0.193 -0.407 N30 L4S 30 L4S N34 N6 N 0 1 N N N -9.205 16.302 -2.351 9.743 3.364 -0.269 N34 L4S 31 L4S N35 N7 N 0 1 N N N -10.353 18.344 -3.138 7.994 2.105 0.650 N35 L4S 32 L4S O01 O1 O 0 1 N N N -16.596 20.554 -3.673 5.078 -3.809 0.389 O01 L4S 33 L4S O20 O2 O 0 1 N N N -26.344 11.757 -4.102 -7.841 1.982 2.121 O20 L4S 34 L4S O25 O3 O 0 1 N N N -25.894 13.844 -4.196 -6.026 0.365 1.529 O25 L4S 35 L4S O26 O4 O 0 1 N N N -22.552 16.256 -2.275 -1.785 -1.117 0.356 O26 L4S 36 L4S O28 O5 O 0 1 N N N -15.201 18.597 -1.795 4.885 -0.468 -0.282 O28 L4S 37 L4S O37 O6 O 0 1 N N N -11.561 20.128 -3.791 6.340 0.927 1.509 O37 L4S 38 L4S H1 H1 H 0 1 N N N -25.582 16.009 -5.580 -3.611 -2.418 -1.630 H1 L4S 39 L4S H2 H2 H 0 1 N N N -25.118 17.712 -5.248 -3.367 -3.004 0.040 H2 L4S 40 L4S H3 H3 H 0 1 N N N -27.261 17.159 -2.079 -7.396 -2.454 -0.803 H3 L4S 41 L4S H4 H4 H 0 1 N N N -28.044 15.738 -2.851 -6.682 -2.480 0.839 H4 L4S 42 L4S H5 H5 H 0 1 N N N -27.451 9.782 -2.569 -10.059 3.017 1.192 H5 L4S 43 L4S H6 H6 H 0 1 N N N -28.406 10.172 -0.316 -11.074 2.484 -0.980 H6 L4S 44 L4S H7 H7 H 0 1 N N N -27.431 14.360 -0.574 -7.922 -0.257 -1.830 H7 L4S 45 L4S H8 H8 H 0 1 N N N -16.973 18.586 -4.223 4.775 -2.561 2.023 H8 L4S 46 L4S H9 H9 H 0 1 N N N -16.847 19.658 -1.576 3.668 -2.116 -0.640 H9 L4S 47 L4S H10 H10 H 0 1 N N N -17.334 16.915 -2.807 2.501 -1.925 1.591 H10 L4S 48 L4S H11 H11 H 0 1 N N N -16.849 16.904 -1.078 3.441 -0.448 1.908 H11 L4S 49 L4S H12 H12 H 0 1 N N N -24.342 18.502 -3.680 -3.877 0.959 -0.476 H12 L4S 50 L4S H13 H13 H 0 1 N N N -25.061 17.887 -2.154 -3.645 -0.128 -1.867 H13 L4S 51 L4S H14 H14 H 0 1 N N N -24.107 15.701 -3.933 -4.256 -1.060 0.984 H14 L4S 52 L4S H15 H15 H 0 1 N N N -27.207 18.187 -4.177 -5.579 -3.573 -1.748 H15 L4S 53 L4S H16 H16 H 0 1 N N N -27.800 16.689 -4.972 -5.335 -4.159 -0.078 H16 L4S 54 L4S H17 H17 H 0 1 N N N -25.646 15.725 -1.688 -6.009 -0.608 -1.497 H17 L4S 55 L4S H18 H18 H 0 1 N N N -28.399 12.445 0.654 -10.011 0.853 -2.484 H18 L4S 56 L4S H19 H19 H 0 1 N N N -19.746 17.439 -3.251 0.140 -1.290 0.816 H19 L4S 57 L4S H20 H20 H 0 1 N N N -14.094 20.302 -2.736 6.359 -1.515 -1.336 H20 L4S 58 L4S H21 H21 H 0 1 N N N -13.874 16.779 -1.821 8.101 -0.366 -2.237 H21 L4S 59 L4S H22 H22 H 0 1 N N N -11.683 15.485 -1.564 9.655 1.526 -2.193 H22 L4S 60 L4S H23 H23 H 0 1 N N N -14.677 17.924 -4.333 6.681 -1.225 1.705 H23 L4S 61 L4S H24 H24 H 0 1 N N N -14.530 19.643 -4.830 7.228 -2.570 0.651 H24 L4S 62 L4S H25 H25 H 0 1 N N N -22.504 19.398 -2.173 -1.409 1.331 -1.487 H25 L4S 63 L4S H26 H26 H 0 1 N N N -8.335 16.671 -2.678 10.391 3.499 -0.978 H26 L4S 64 L4S H27 H27 H 0 1 N N N -9.234 15.403 -1.913 9.702 3.986 0.475 H27 L4S 65 L4S H28 H28 H 0 1 N N N -17.502 20.685 -3.421 5.664 -4.435 0.837 H28 L4S 66 L4S H29 H29 H 0 1 N N N -26.048 12.616 -4.381 -7.217 2.720 2.093 H29 L4S 67 # # 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 L4S C13 C14 SING N N 1 L4S C13 C12 SING N N 2 L4S C14 C15 SING N N 3 L4S O25 C17 DOUB N N 4 L4S O20 C19 SING N N 5 L4S C38 C02 SING N N 6 L4S C38 C29 SING N N 7 L4S O37 C36 DOUB N N 8 L4S C12 C11 SING N N 9 L4S C12 C16 SING N N 10 L4S O01 C02 SING N N 11 L4S C02 C03 SING N N 12 L4S C36 N35 SING N N 13 L4S C36 N30 SING N N 14 L4S C17 C16 SING N N 15 L4S C17 C18 SING N N 16 L4S N35 C33 DOUB N N 17 L4S C11 C10 SING N N 18 L4S C29 N30 SING N N 19 L4S C29 O28 SING N N 20 L4S C15 C16 SING N N 21 L4S N30 C31 SING N N 22 L4S C19 C18 DOUB Y N 23 L4S C19 C21 SING Y N 24 L4S C33 N34 SING N N 25 L4S C33 C32 SING N N 26 L4S C10 O26 DOUB N N 27 L4S C10 N09 SING N N 28 L4S C27 C08 DOUB Y N 29 L4S C27 N05 SING Y N 30 L4S C18 C24 SING Y N 31 L4S C31 C32 DOUB N N 32 L4S C21 C22 DOUB Y N 33 L4S C03 C04 SING N N 34 L4S C03 O28 SING N N 35 L4S N09 C08 SING N N 36 L4S C04 N05 SING N N 37 L4S C08 N07 SING Y N 38 L4S N05 N06 SING Y N 39 L4S C24 C23 DOUB Y N 40 L4S C22 C23 SING Y N 41 L4S N07 N06 DOUB Y N 42 L4S C13 H1 SING N N 43 L4S C13 H2 SING N N 44 L4S C15 H3 SING N N 45 L4S C15 H4 SING N N 46 L4S C21 H5 SING N N 47 L4S C22 H6 SING N N 48 L4S C24 H7 SING N N 49 L4S C02 H8 SING N N 50 L4S C03 H9 SING N N 51 L4S C04 H10 SING N N 52 L4S C04 H11 SING N N 53 L4S C11 H12 SING N N 54 L4S C11 H13 SING N N 55 L4S C12 H14 SING N N 56 L4S C14 H15 SING N N 57 L4S C14 H16 SING N N 58 L4S C16 H17 SING N N 59 L4S C23 H18 SING N N 60 L4S C27 H19 SING N N 61 L4S C29 H20 SING N N 62 L4S C31 H21 SING N N 63 L4S C32 H22 SING N N 64 L4S C38 H23 SING N N 65 L4S C38 H24 SING N N 66 L4S N09 H25 SING N N 67 L4S N34 H26 SING N N 68 L4S N34 H27 SING N N 69 L4S O01 H28 SING N N 70 L4S O20 H29 SING N N 71 # # 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 L4S SMILES ACDLabs 12.01 "C(=O)(Nc3nnn(CC2C(CC(N1C=CC(N)=NC1=O)O2)O)c3)CC5CCCC5C(c4ccccc4O)=O" L4S InChI InChI 1.03 "InChI=1S/C25H29N7O6/c26-20-8-9-32(25(37)27-20)23-11-18(34)19(38-23)12-31-13-21(29-30-31)28-22(35)10-14-4-3-6-15(14)24(36)16-5-1-2-7-17(16)33/h1-2,5,7-9,13-15,18-19,23,33-34H,3-4,6,10-12H2,(H,28,35)(H2,26,27,37)/t14-,15+,18-,19+,23+/m0/s1" L4S InChIKey InChI 1.03 QYQWONZWXIVWAC-CBSYKJJGSA-N L4S SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](Cn3cc(NC(=O)C[C@@H]4CCC[C@H]4C(=O)c5ccccc5O)nn3)O2" L4S SMILES CACTVS 3.385 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O)[CH](Cn3cc(NC(=O)C[CH]4CCC[CH]4C(=O)c5ccccc5O)nn3)O2" L4S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)C(=O)[C@@H]2CCC[C@H]2CC(=O)Nc3cn(nn3)C[C@@H]4[C@H](C[C@@H](O4)N5C=CC(=NC5=O)N)O)O" L4S SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)C(=O)C2CCCC2CC(=O)Nc3cn(nn3)CC4C(CC(O4)N5C=CC(=NC5=O)N)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 L4S "SYSTEMATIC NAME" ACDLabs 12.01 "2',5'-dideoxy-5'-[4-({[(1S,2R)-2-(2-hydroxybenzene-1-carbonyl)cyclopentyl]acetyl}amino)-1H-1,2,3-triazol-1-yl]cytidine" L4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[1-[[(2~{R},3~{S},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-3-oxidanyl-oxolan-2-yl]methyl]-1,2,3-triazol-4-yl]-2-[(1~{S},2~{R})-2-(2-hydroxyphenyl)carbonylcyclopentyl]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 L4S "Create component" 2019-02-06 RCSB L4S "Initial release" 2020-02-12 RCSB ##