data_HUV # _chem_comp.id HUV _chem_comp.name "methyl 1-{2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-alpha-D-erythro-pentofuranosyl}-1H-indole-5-carboxylate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 N O14 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-20 _chem_comp.pdbx_modified_date 2019-03-22 _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 531.239 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HUV _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 6E53 _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 HUV O4 O1 O 0 1 N N N -1.339 -14.063 118.257 -8.812 2.902 0.495 O4 HUV 1 HUV C10 C1 C 0 1 Y N N 2.744 -13.222 115.474 -4.755 0.047 0.025 C10 HUV 2 HUV C11 C2 C 0 1 Y N N 2.192 -11.963 115.725 -5.744 -0.456 -0.817 C11 HUV 3 HUV C12 C3 C 0 1 Y N N 0.985 -11.947 116.408 -6.965 0.147 -0.879 C12 HUV 4 HUV C13 C4 C 0 1 Y N N 3.990 -14.940 114.853 -2.908 0.508 1.217 C13 HUV 5 HUV C14 C5 C 0 1 Y N N 2.924 -15.509 115.483 -3.795 1.450 1.570 C14 HUV 6 HUV C15 C6 C 0 1 N N N -2.463 -11.661 116.271 -10.795 2.099 -1.027 C15 HUV 7 HUV "C2'" C7 C 0 1 N N N 4.666 -13.395 112.831 -3.128 -2.771 0.483 "C2'" HUV 8 HUV "C3'" C8 C 0 1 N N S 5.064 -12.385 111.786 -1.770 -3.526 0.487 "C3'" HUV 9 HUV "C4'" C9 C 0 1 N N R 6.415 -12.150 112.419 -0.775 -2.341 0.559 "C4'" HUV 10 HUV C5 C10 C 0 1 N N S 4.806 -12.604 114.268 -2.786 -1.489 -0.306 C5 HUV 11 HUV "C5'" C11 C 0 1 N N N 7.078 -10.953 111.796 0.580 -2.750 -0.022 "C5'" HUV 12 HUV C6 C12 C 0 1 N N N -0.983 -13.118 117.570 -8.570 1.920 -0.180 C6 HUV 13 HUV C7 C13 C 0 1 Y N N 0.328 -13.117 116.836 -7.244 1.280 -0.101 C7 HUV 14 HUV C8 C14 C 0 1 Y N N 0.899 -14.363 116.576 -6.270 1.799 0.748 C8 HUV 15 HUV C9 C15 C 0 1 Y N N 2.109 -14.429 115.891 -5.022 1.185 0.812 C9 HUV 16 HUV N1 N1 N 0 1 Y N N 3.910 -13.567 114.851 -3.465 -0.339 0.298 N1 HUV 17 HUV O1A O2 O 0 1 N N N 7.437 -8.167 110.088 3.082 -2.098 -1.778 O1A HUV 18 HUV O1B O3 O 0 1 N N N 4.723 -11.347 108.556 4.745 0.983 -2.131 O1B HUV 19 HUV O1G O4 O 0 1 N N N 6.748 -7.525 107.651 8.073 1.436 1.126 O1G HUV 20 HUV O2A O5 O 0 1 N N N 5.889 -7.328 111.919 3.815 -2.918 0.494 O2A HUV 21 HUV O2B O6 O 0 1 N N N 6.929 -10.227 108.423 6.161 -0.658 -0.837 O2B HUV 22 HUV O2G O7 O 0 1 N N N 5.263 -7.902 105.741 7.391 2.806 -0.882 O2G HUV 23 HUV "O3'" O8 O 0 1 N N N 5.161 -12.853 110.416 -1.653 -4.368 1.636 "O3'" HUV 24 HUV O3A O9 O 0 1 N N N 5.087 -9.087 109.998 3.770 -0.354 -0.089 O3A HUV 25 HUV O3B O10 O 0 1 N N N 4.960 -9.129 107.573 5.576 1.515 0.306 O3B HUV 26 HUV O3G O11 O 0 1 N N N 4.368 -6.708 107.955 6.673 3.646 1.388 O3G HUV 27 HUV "O4'" O12 O 0 1 N N N 6.197 -12.122 113.900 -1.367 -1.305 -0.240 "O4'" HUV 28 HUV "O5'" O13 O 0 1 N N N 6.461 -9.697 112.089 1.516 -1.686 0.158 "O5'" HUV 29 HUV O8 O14 O 0 1 N N N -1.796 -12.047 117.470 -9.514 1.418 -1.000 O8 HUV 30 HUV PA P1 P 0 1 N N N 6.268 -8.496 110.975 3.047 -1.771 -0.335 PA HUV 31 HUV PB P2 P 0 1 N N N 5.483 -10.010 108.738 5.087 0.350 -0.691 PB HUV 32 HUV PG P3 P 0 1 N N N 5.342 -7.685 107.224 6.938 2.361 0.455 PG HUV 33 HUV H1 H1 H 0 1 N N N 2.678 -11.053 115.405 -5.543 -1.328 -1.422 H1 HUV 34 HUV H2 H2 H 0 1 N N N 0.527 -10.992 116.622 -7.726 -0.251 -1.535 H2 HUV 35 HUV H3 H3 H 0 1 N N N 4.800 -15.500 114.409 -1.901 0.429 1.602 H3 HUV 36 HUV H4 H4 H 0 1 N N N 2.741 -16.562 115.638 -3.636 2.251 2.276 H4 HUV 37 HUV H5 H5 H 0 1 N N N -3.062 -10.757 116.458 -10.651 3.132 -1.345 H5 HUV 38 HUV H6 H6 H 0 1 N N N -1.719 -11.452 115.489 -11.461 1.594 -1.726 H6 HUV 39 HUV H7 H7 H 0 1 N N N -3.123 -12.476 115.940 -11.236 2.084 -0.030 H7 HUV 40 HUV H8 H8 H 0 1 N N N 3.629 -13.727 112.672 -3.893 -3.352 -0.033 H8 HUV 41 HUV H9 H9 H 0 1 N N N 5.338 -14.265 112.802 -3.444 -2.530 1.497 H9 HUV 42 HUV H10 H10 H 0 1 N N N 4.439 -11.483 111.860 -1.636 -4.098 -0.432 H10 HUV 43 HUV H11 H11 H 0 1 N N N 7.040 -13.027 112.193 -0.660 -2.006 1.589 H11 HUV 44 HUV H12 H12 H 0 1 N N N 4.178 -11.715 114.109 -3.099 -1.599 -1.344 H12 HUV 45 HUV H13 H13 H 0 1 N N N 7.072 -11.089 110.705 0.941 -3.642 0.490 H13 HUV 46 HUV H14 H14 H 0 1 N N N 8.117 -10.914 112.154 0.471 -2.961 -1.086 H14 HUV 47 HUV H15 H15 H 0 1 N N N 0.407 -15.267 116.903 -6.480 2.671 1.349 H15 HUV 48 HUV H16 H16 H 0 1 N N N 5.332 -12.023 108.283 4.048 1.653 -2.111 H16 HUV 49 HUV H17 H17 H 0 1 N N N 7.319 -7.593 106.895 7.843 1.107 2.006 H17 HUV 50 HUV H18 H18 H 0 1 N N N 6.474 -6.595 111.768 3.831 -2.768 1.449 H18 HUV 51 HUV H19 H19 H 0 1 N N N 4.289 -12.985 110.064 -2.257 -5.123 1.634 H19 HUV 52 HUV H20 H20 H 0 1 N N N 3.775 -6.320 107.323 7.452 4.202 1.521 H20 HUV 53 # # 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 HUV O2G PG DOUB N N 1 HUV PG O3B SING N N 2 HUV PG O1G SING N N 3 HUV PG O3G SING N N 4 HUV O3B PB SING N N 5 HUV O2B PB DOUB N N 6 HUV O1B PB SING N N 7 HUV PB O3A SING N N 8 HUV O3A PA SING N N 9 HUV O1A PA DOUB N N 10 HUV "O3'" "C3'" SING N N 11 HUV PA O2A SING N N 12 HUV PA "O5'" SING N N 13 HUV "C3'" "C4'" SING N N 14 HUV "C3'" "C2'" SING N N 15 HUV "C5'" "O5'" SING N N 16 HUV "C5'" "C4'" SING N N 17 HUV "C4'" "O4'" SING N N 18 HUV "C2'" C5 SING N N 19 HUV "O4'" C5 SING N N 20 HUV C5 N1 SING N N 21 HUV N1 C13 SING Y N 22 HUV N1 C10 SING Y N 23 HUV C13 C14 DOUB Y N 24 HUV C10 C11 DOUB Y N 25 HUV C10 C9 SING Y N 26 HUV C14 C9 SING Y N 27 HUV C11 C12 SING Y N 28 HUV C9 C8 DOUB Y N 29 HUV C15 O8 SING N N 30 HUV C12 C7 DOUB Y N 31 HUV C8 C7 SING Y N 32 HUV C7 C6 SING N N 33 HUV O8 C6 SING N N 34 HUV C6 O4 DOUB N N 35 HUV C11 H1 SING N N 36 HUV C12 H2 SING N N 37 HUV C13 H3 SING N N 38 HUV C14 H4 SING N N 39 HUV C15 H5 SING N N 40 HUV C15 H6 SING N N 41 HUV C15 H7 SING N N 42 HUV "C2'" H8 SING N N 43 HUV "C2'" H9 SING N N 44 HUV "C3'" H10 SING N N 45 HUV "C4'" H11 SING N N 46 HUV C5 H12 SING N N 47 HUV "C5'" H13 SING N N 48 HUV "C5'" H14 SING N N 49 HUV C8 H15 SING N N 50 HUV O1B H16 SING N N 51 HUV O1G H17 SING N N 52 HUV O2A H18 SING N N 53 HUV "O3'" H19 SING N N 54 HUV O3G H20 SING N N 55 # # 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 HUV SMILES ACDLabs 12.01 "O=C(c3ccc1c(ccn1C2CC(C(O2)COP(=O)(O)OP(O)(=O)OP(O)(=O)O)O)c3)OC" HUV InChI InChI 1.03 "InChI=1S/C15H20NO14P3/c1-26-15(18)10-2-3-11-9(6-10)4-5-16(11)14-7-12(17)13(28-14)8-27-32(22,23)30-33(24,25)29-31(19,20)21/h2-6,12-14,17H,7-8H2,1H3,(H,22,23)(H,24,25)(H2,19,20,21)/t12-,13+,14-/m0/s1" HUV InChIKey InChI 1.03 QKUDYNPYMMJGEH-MJBXVCDLSA-N HUV SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1ccc2n(ccc2c1)[C@@H]3C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3" HUV SMILES CACTVS 3.385 "COC(=O)c1ccc2n(ccc2c1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3" HUV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC(=O)c1ccc2c(c1)ccn2[C@@H]3C[C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O" HUV SMILES "OpenEye OEToolkits" 2.0.6 "COC(=O)c1ccc2c(c1)ccn2C3CC(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)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 HUV "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 1-{2-deoxy-5-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-alpha-D-erythro-pentofuranosyl}-1H-indole-5-carboxylate" HUV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 1-[(2~{S},4~{S},5~{R})-4-oxidanyl-5-[[oxidanyl-[oxidanyl(phosphonooxy)phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-2-yl]indole-5-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HUV "Create component" 2018-07-20 RCSB HUV "Initial release" 2019-03-27 RCSB ##