data_0L4 # _chem_comp.id 0L4 _chem_comp.name "5-(5-aminopent-1-yn-1-yl)-7-{2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 N5 O12 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-08 _chem_comp.pdbx_modified_date 2012-05-11 _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 571.309 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0L4 _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 4DF8 _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 0L4 O2A O2A O 0 1 N N N 19.789 -16.434 -12.957 2.467 -0.438 2.359 O2A ALY 1 0L4 PA PA P 0 1 N N N 19.535 -16.603 -11.475 2.931 0.749 1.606 PA ALY 2 0L4 O1A O1A O 0 1 N N N 20.221 -15.639 -10.543 3.828 1.678 2.567 O1A ALY 3 0L4 O3A O3A O 0 1 N N N 17.961 -16.577 -11.133 3.811 0.274 0.344 O3A ALY 4 0L4 PB PB P 0 1 N N N 16.790 -16.633 -12.237 4.913 -0.878 0.120 PB ALY 5 0L4 O3B O3B O 0 1 N N N 16.505 -15.065 -12.498 5.796 -0.529 -1.181 O3B ALY 6 0L4 PG PG P 0 1 N N N 16.964 -14.269 -13.824 7.199 -1.070 -1.758 PG ALY 7 0L4 O2G O2G O 0 1 N N N 17.951 -15.182 -14.519 7.360 -0.610 -3.293 O2G ALY 8 0L4 O3T O3T O 0 1 N N N 17.576 -13.001 -13.278 8.408 -0.462 -0.886 O3T ALY 9 0L4 O1G O1G O 0 1 N N N 15.662 -14.029 -14.546 7.228 -2.547 -1.680 O1G ALY 10 0L4 O1B O1B O 0 1 N N N 15.576 -17.181 -11.527 4.176 -2.293 -0.095 O1B ALY 11 0L4 O2B O2B O 0 1 N N N 17.287 -17.322 -13.486 5.794 -0.956 1.307 O2B ALY 12 0L4 "O5'" O5* O 0 1 N N N 19.910 -18.095 -10.995 1.657 1.586 1.087 O5* ALY 13 0L4 "C5'" C5* C 0 1 N N N 19.376 -19.224 -11.681 0.627 2.057 1.959 C5* ALY 14 0L4 "C4'" C4* C 0 1 N N R 18.753 -20.236 -10.725 -0.425 2.811 1.144 C4* ALY 15 0L4 "O4'" O4* O 0 1 N N N 19.551 -20.457 -9.557 -1.167 1.895 0.310 O4* ALY 16 0L4 "C1'" C1* C 0 1 N N R 18.699 -20.797 -8.460 -2.397 2.580 -0.009 C1* ALY 17 0L4 "C2'" C2* C 0 1 N N N 17.264 -20.559 -8.906 -2.810 3.281 1.304 C2* ALY 18 0L4 "C3'" C3* C 0 1 N N S 17.401 -19.784 -10.201 -1.483 3.437 2.080 C3* ALY 19 0L4 "O3'" O3* O 0 1 N N N 16.339 -20.104 -11.100 -1.196 4.818 2.309 O3* ALY 20 0L4 N9 N9 N 0 1 Y N N 18.906 -19.842 -7.341 -3.424 1.620 -0.420 N9 ALY 21 0L4 C8 C8 C 0 1 Y N N 19.398 -18.590 -7.502 -3.441 0.298 -0.073 C8 ALY 22 0L4 C7 C7 C 0 1 Y N N 19.409 -18.000 -6.269 -4.529 -0.303 -0.621 C7 ALY 23 0L4 C5 C5 C 0 1 Y N N 18.888 -18.912 -5.245 -5.246 0.737 -1.371 C5 ALY 24 0L4 C6 C6 C 0 1 Y N N 18.634 -18.936 -3.786 -6.414 0.776 -2.144 C6 ALY 25 0L4 N6 N6 N 0 1 N N N 18.919 -17.857 -3.024 -7.177 -0.363 -2.333 N6 ALY 26 0L4 N1 N1 N 0 1 Y N N 18.112 -20.071 -3.282 -6.771 1.934 -2.691 N1 ALY 27 0L4 C2 C2 C 0 1 Y N N 17.837 -21.135 -4.065 -6.046 3.023 -2.512 C2 ALY 28 0L4 N3 N3 N 0 1 Y N N 18.052 -21.171 -5.397 -4.943 3.032 -1.794 N3 ALY 29 0L4 C4 C4 C 0 1 Y N N 18.573 -20.100 -6.050 -4.508 1.921 -1.202 C4 ALY 30 0L4 C42 C42 C 0 1 N N N 19.844 -16.763 -6.013 -4.903 -1.679 -0.492 C42 ALY 31 0L4 C43 C43 C 0 1 N N N 20.192 -15.658 -5.773 -5.210 -2.808 -0.387 C43 ALY 32 0L4 C44 C44 C 0 1 N N N 20.624 -14.285 -5.475 -5.595 -4.223 -0.255 C44 ALY 33 0L4 C45 C45 C 0 1 N N N 21.622 -13.819 -6.530 -5.814 -4.556 1.222 C45 ALY 34 0L4 C46 C46 C 0 1 N N N 21.244 -14.324 -7.916 -6.213 -6.027 1.359 C46 ALY 35 0L4 N47 N47 N 0 1 N N N 22.154 -13.780 -8.911 -6.424 -6.347 2.777 N47 ALY 36 0L4 H1 H1 H 0 1 N N N 20.745 -15.028 -11.048 4.167 2.476 2.138 H1 ALY 37 0L4 H2 H2 H 0 1 N N N 17.822 -16.075 -14.220 8.184 -0.902 -3.706 H2 ALY 38 0L4 H3 H3 H 0 1 N N N 17.019 -12.262 -13.492 8.450 0.504 -0.892 H3 ALY 39 0L4 H4 H4 H 0 1 N N N 15.256 -17.946 -11.991 3.582 -2.315 -0.858 H4 ALY 40 0L4 H5 H5 H 0 1 N N N 18.604 -18.879 -12.384 0.160 1.210 2.460 H5 ALY 41 0L4 H6 H6 H 0 1 N N N 20.187 -19.716 -12.239 1.059 2.727 2.703 H6 ALY 42 0L4 H7 H7 H 0 1 N N N 18.618 -21.185 -11.265 0.047 3.583 0.536 H7 ALY 43 0L4 H8 H8 H 0 1 N N N 18.839 -21.837 -8.131 -2.229 3.315 -0.797 H8 ALY 44 0L4 H9 H9 H 0 1 N N N 16.715 -19.971 -8.156 -3.247 4.258 1.094 H9 ALY 45 0L4 H10 H10 H 0 1 N N N 16.745 -21.514 -9.076 -3.512 2.662 1.863 H10 ALY 46 0L4 H11 H11 H 0 1 N N N 17.427 -18.705 -9.988 -1.527 2.893 3.024 H11 ALY 47 0L4 H12 H12 H 0 1 N N N 15.514 -19.805 -10.736 -1.829 5.260 2.890 H12 ALY 48 0L4 H13 H13 H 0 1 N N N 19.721 -18.142 -8.430 -2.702 -0.193 0.543 H13 ALY 49 0L4 H14 H14 H 0 1 N N N 18.683 -18.049 -2.071 -6.905 -1.201 -1.928 H14 ALY 50 0L4 H15 H15 H 0 1 N N N 19.895 -17.651 -3.090 -7.983 -0.323 -2.870 H15 ALY 51 0L4 H16 H16 H 0 1 N N N 17.418 -22.013 -3.596 -6.371 3.944 -2.974 H16 ALY 52 0L4 H17 H17 H 0 1 N N N 21.101 -14.259 -4.484 -6.516 -4.402 -0.809 H17 ALY 53 0L4 H18 H18 H 0 1 N N N 19.750 -13.618 -5.479 -4.802 -4.854 -0.656 H18 ALY 54 0L4 H19 H19 H 0 1 N N N 22.621 -14.200 -6.271 -4.892 -4.377 1.775 H19 ALY 55 0L4 H20 H20 H 0 1 N N N 21.641 -12.719 -6.543 -6.607 -3.925 1.623 H20 ALY 56 0L4 H21 H21 H 0 1 N N N 20.217 -14.008 -8.151 -7.135 -6.206 0.805 H21 ALY 57 0L4 H22 H22 H 0 1 N N N 21.302 -15.422 -7.931 -5.420 -6.658 0.958 H22 ALY 58 0L4 H23 H23 H 0 1 N N N 21.898 -14.117 -9.817 -7.109 -5.731 3.189 H23 ALY 59 0L4 H24 H24 H 0 1 N N N 22.102 -12.781 -8.900 -6.689 -7.313 2.894 H24 ALY 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 0L4 O1G PG DOUB N N 1 0L4 O2G PG SING N N 2 0L4 PG O3T SING N N 3 0L4 PG O3B SING N N 4 0L4 O2B PB DOUB N N 5 0L4 O2A PA DOUB N N 6 0L4 O3B PB SING N N 7 0L4 PB O1B SING N N 8 0L4 PB O3A SING N N 9 0L4 "C5'" "O5'" SING N N 10 0L4 "C5'" "C4'" SING N N 11 0L4 PA O3A SING N N 12 0L4 PA "O5'" SING N N 13 0L4 PA O1A SING N N 14 0L4 "O3'" "C3'" SING N N 15 0L4 "C4'" "C3'" SING N N 16 0L4 "C4'" "O4'" SING N N 17 0L4 "C3'" "C2'" SING N N 18 0L4 "O4'" "C1'" SING N N 19 0L4 N47 C46 SING N N 20 0L4 "C2'" "C1'" SING N N 21 0L4 "C1'" N9 SING N N 22 0L4 C46 C45 SING N N 23 0L4 C8 N9 SING Y N 24 0L4 C8 C7 DOUB Y N 25 0L4 N9 C4 SING Y N 26 0L4 C45 C44 SING N N 27 0L4 C7 C42 SING N N 28 0L4 C7 C5 SING Y N 29 0L4 C4 N3 DOUB Y N 30 0L4 C4 C5 SING Y N 31 0L4 C42 C43 TRIP N N 32 0L4 C43 C44 SING N N 33 0L4 N3 C2 SING Y N 34 0L4 C5 C6 DOUB Y N 35 0L4 C2 N1 DOUB Y N 36 0L4 C6 N1 SING Y N 37 0L4 C6 N6 SING N N 38 0L4 O1A H1 SING N N 39 0L4 O2G H2 SING N N 40 0L4 O3T H3 SING N N 41 0L4 O1B H4 SING N N 42 0L4 "C5'" H5 SING N N 43 0L4 "C5'" H6 SING N N 44 0L4 "C4'" H7 SING N N 45 0L4 "C1'" H8 SING N N 46 0L4 "C2'" H9 SING N N 47 0L4 "C2'" H10 SING N N 48 0L4 "C3'" H11 SING N N 49 0L4 "O3'" H12 SING N N 50 0L4 C8 H13 SING N N 51 0L4 N6 H14 SING N N 52 0L4 N6 H15 SING N N 53 0L4 C2 H16 SING N N 54 0L4 C44 H17 SING N N 55 0L4 C44 H18 SING N N 56 0L4 C45 H19 SING N N 57 0L4 C45 H20 SING N N 58 0L4 C46 H21 SING N N 59 0L4 C46 H22 SING N N 60 0L4 N47 H23 SING N N 61 0L4 N47 H24 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 0L4 SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cc(C#CCCCN)c1c(ncnc12)N)CC3O" 0L4 InChI InChI 1.03 "InChI=1S/C16H24N5O12P3/c17-5-3-1-2-4-10-7-21(16-14(10)15(18)19-9-20-16)13-6-11(22)12(31-13)8-30-35(26,27)33-36(28,29)32-34(23,24)25/h7,9,11-13,22H,1,3,5-6,8,17H2,(H,26,27)(H,28,29)(H2,18,19,20)(H2,23,24,25)/t11-,12+,13+/m0/s1" 0L4 InChIKey InChI 1.03 MCSGHAFVOBYWGE-YNEHKIRRSA-N 0L4 SMILES_CANONICAL CACTVS 3.370 "NCCCC#Cc1cn([C@H]2C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)c3ncnc(N)c13" 0L4 SMILES CACTVS 3.370 "NCCCC#Cc1cn([CH]2C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)c3ncnc(N)c13" 0L4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(c2c(ncnc2n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)N)C#CCCCN" 0L4 SMILES "OpenEye OEToolkits" 1.7.6 "c1c(c2c(ncnc2n1C3CC(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)N)C#CCCCN" # 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 0L4 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(5-aminopent-1-yn-1-yl)-7-{2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" 0L4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,5R)-5-[4-azanyl-5-(5-azanylpent-1-ynyl)pyrrolo[2,3-d]pyrimidin-7-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0L4 "Create component" 2012-02-08 RCSB #