data_HCE # _chem_comp.id HCE _chem_comp.name "{(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}-L-methionine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms homocysteine-DADMe-Immucillin-A _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 380.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HCE _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 4F3K _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 HCE O O O 0 1 N N N -1.684 -6.793 16.039 -8.804 -1.154 0.632 O HCE 1 HCE C C C 0 1 N N N -2.846 -6.758 16.507 -7.979 -1.263 -0.244 C HCE 2 HCE OXT OXT O 0 1 N N N -3.806 -7.416 16.087 -7.950 -2.369 -1.005 OXT HCE 3 HCE CA CA C 0 1 N N S -3.113 -5.892 17.733 -6.986 -0.155 -0.487 CA HCE 4 HCE N N N 0 1 N N N -1.909 -5.806 18.559 -7.494 1.094 0.096 N HCE 5 HCE CB CB C 0 1 N N N -3.554 -4.529 17.257 -5.650 -0.516 0.166 CB HCE 6 HCE CG CG C 0 1 N N N -4.228 -3.895 18.437 -4.608 0.547 -0.185 CG HCE 7 HCE "S5'" "S5'" S 0 1 N N N -4.966 -2.278 17.911 -3.024 0.120 0.589 "S5'" HCE 8 HCE "C5'" "C5'" C 0 1 N N N -4.841 -1.320 19.442 -1.936 1.474 0.066 "C5'" HCE 9 HCE "C4'" "C4'" C 0 1 N N S -6.043 -1.673 20.365 -0.537 1.257 0.647 "C4'" HCE 10 HCE "C1'" "C1'" C 0 1 N N N -5.866 -0.963 21.680 0.114 0.003 0.024 "C1'" HCE 11 HCE "C3'" "C3'" C 0 1 N N R -7.362 -1.166 19.855 0.392 2.426 0.257 "C3'" HCE 12 HCE "O3'" "O3'" O 0 1 N N N -8.456 -1.937 20.435 0.924 3.048 1.429 "O3'" HCE 13 HCE "C2'" "C2'" C 0 1 N N N -7.447 0.313 20.316 1.525 1.780 -0.568 "C2'" HCE 14 HCE "N1'" "N1'" N 0 1 N N N -6.961 0.072 21.713 1.548 0.361 -0.127 "N1'" HCE 15 HCE C10 C10 C 0 1 N N N -6.628 1.209 22.534 2.201 -0.492 -1.130 C10 HCE 16 HCE C9 C9 C 0 1 Y N N -5.341 2.051 22.141 3.691 -0.273 -1.082 C9 HCE 17 HCE C8 C8 C 0 1 Y N N -4.205 2.085 22.857 4.414 0.498 -1.916 C8 HCE 18 HCE N7 N7 N 0 1 Y N N -3.360 2.894 22.242 5.731 0.453 -1.564 N7 HCE 19 HCE C5 C5 C 0 1 Y N N -3.952 3.434 21.154 5.894 -0.365 -0.471 C5 HCE 20 HCE C4 C4 C 0 1 Y N N -5.202 2.889 21.097 4.622 -0.850 -0.118 C4 HCE 21 HCE N3 N3 N 0 1 Y N N -6.049 3.214 20.091 4.507 -1.676 0.926 N3 HCE 22 HCE C2 C2 C 0 1 Y N N -5.632 4.115 19.101 5.569 -2.030 1.615 C2 HCE 23 HCE N1 N1 N 0 1 Y N N -4.351 4.643 19.154 6.782 -1.597 1.317 N1 HCE 24 HCE C6 C6 C 0 1 Y N N -3.553 4.313 20.189 6.990 -0.770 0.298 C6 HCE 25 HCE N6 N6 N 0 1 N N N -2.314 4.852 20.226 8.268 -0.325 -0.002 N6 HCE 26 HCE H1 H1 H 0 1 N N N -3.527 -7.952 15.354 -8.609 -3.050 -0.814 H1 HCE 27 HCE H2 H2 H 0 1 N N N -3.927 -6.347 18.316 -6.843 -0.024 -1.559 H2 HCE 28 HCE H3 H3 H 0 1 N N N -2.094 -5.237 19.360 -7.635 0.998 1.090 H3 HCE 29 HCE H4 H4 H 0 1 N N N -1.643 -6.723 18.856 -6.877 1.865 -0.109 H4 HCE 30 HCE H6 H6 H 0 1 N N N -2.686 -3.931 16.943 -5.774 -0.560 1.248 H6 HCE 31 HCE H7 H7 H 0 1 N N N -4.258 -4.624 16.417 -5.317 -1.487 -0.201 H7 HCE 32 HCE H8 H8 H 0 1 N N N -5.022 -4.559 18.810 -4.484 0.591 -1.267 H8 HCE 33 HCE H9 H9 H 0 1 N N N -3.490 -3.722 19.234 -4.941 1.518 0.182 H9 HCE 34 HCE H10 H10 H 0 1 N N N -3.899 -1.566 19.954 -1.878 1.495 -1.022 H10 HCE 35 HCE H11 H11 H 0 1 N N N -4.861 -0.246 19.207 -2.336 2.421 0.427 H11 HCE 36 HCE H12 H12 H 0 1 N N N -6.084 -2.761 20.520 -0.589 1.158 1.731 H12 HCE 37 HCE H13 H13 H 0 1 N N N -5.974 -1.668 22.518 0.004 -0.853 0.690 H13 HCE 38 HCE H14 H14 H 0 1 N N N -4.878 -0.482 21.730 -0.329 -0.211 -0.949 H14 HCE 39 HCE H15 H15 H 0 1 N N N -7.389 -1.212 18.756 -0.149 3.154 -0.347 H15 HCE 40 HCE H16 H16 H 0 1 N N N -8.395 -2.840 20.147 1.550 3.762 1.245 H16 HCE 41 HCE H17 H17 H 0 1 N N N -6.781 0.975 19.743 1.304 1.843 -1.633 H17 HCE 42 HCE H18 H18 H 0 1 N N N -8.473 0.709 20.286 2.478 2.261 -0.347 H18 HCE 43 HCE H20 H20 H 0 1 N N N -7.488 1.894 22.511 1.980 -1.538 -0.916 H20 HCE 44 HCE H21 H21 H 0 1 N N N -6.479 0.841 23.560 1.827 -0.237 -2.122 H21 HCE 45 HCE H22 H22 H 0 1 N N N -4.016 1.546 23.774 4.011 1.066 -2.741 H22 HCE 46 HCE H23 H23 H 0 1 N N N -2.423 3.079 22.538 6.445 0.927 -2.018 H23 HCE 47 HCE H24 H24 H 0 1 N N N -6.304 4.396 18.303 5.447 -2.701 2.452 H24 HCE 48 HCE H25 H25 H 0 1 N N N -2.184 5.444 19.431 9.021 -0.616 0.534 H25 HCE 49 HCE H26 H26 H 0 1 N N N -2.209 5.390 21.062 8.408 0.279 -0.748 H26 HCE 50 # # 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 HCE O C DOUB N N 1 HCE OXT C SING N N 2 HCE C CA SING N N 3 HCE CB CA SING N N 4 HCE CB CG SING N N 5 HCE CA N SING N N 6 HCE "S5'" CG SING N N 7 HCE "S5'" "C5'" SING N N 8 HCE C2 N1 DOUB Y N 9 HCE C2 N3 SING Y N 10 HCE N1 C6 SING Y N 11 HCE "C5'" "C4'" SING N N 12 HCE "C3'" "C2'" SING N N 13 HCE "C3'" "C4'" SING N N 14 HCE "C3'" "O3'" SING N N 15 HCE N3 C4 DOUB Y N 16 HCE C6 N6 SING N N 17 HCE C6 C5 DOUB Y N 18 HCE "C2'" "N1'" SING N N 19 HCE "C4'" "C1'" SING N N 20 HCE C4 C5 SING Y N 21 HCE C4 C9 SING Y N 22 HCE C5 N7 SING Y N 23 HCE "C1'" "N1'" SING N N 24 HCE "N1'" C10 SING N N 25 HCE C9 C10 SING N N 26 HCE C9 C8 DOUB Y N 27 HCE N7 C8 SING Y N 28 HCE OXT H1 SING N N 29 HCE CA H2 SING N N 30 HCE N H3 SING N N 31 HCE N H4 SING N N 32 HCE CB H6 SING N N 33 HCE CB H7 SING N N 34 HCE CG H8 SING N N 35 HCE CG H9 SING N N 36 HCE "C5'" H10 SING N N 37 HCE "C5'" H11 SING N N 38 HCE "C4'" H12 SING N N 39 HCE "C1'" H13 SING N N 40 HCE "C1'" H14 SING N N 41 HCE "C3'" H15 SING N N 42 HCE "O3'" H16 SING N N 43 HCE "C2'" H17 SING N N 44 HCE "C2'" H18 SING N N 45 HCE C10 H20 SING N N 46 HCE C10 H21 SING N N 47 HCE C8 H22 SING N N 48 HCE N7 H23 SING N N 49 HCE C2 H24 SING N N 50 HCE N6 H25 SING N N 51 HCE N6 H26 SING N N 52 # # 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 HCE SMILES ACDLabs 12.01 "O=C(O)C(N)CCSCC3CN(Cc2cnc1c2ncnc1N)CC3O" HCE InChI InChI 1.03 "InChI=1S/C16H24N6O3S/c17-11(16(24)25)1-2-26-7-10-5-22(6-12(10)23)4-9-3-19-14-13(9)20-8-21-15(14)18/h3,8,10-12,19,23H,1-2,4-7,17H2,(H,24,25)(H2,18,20,21)/t10-,11+,12+/m1/s1" HCE InChIKey InChI 1.03 DQWJHDQQDUJDLQ-WOPDTQHZSA-N HCE SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCSC[C@H]1CN(C[C@@H]1O)Cc2c[nH]c3c(N)ncnc23)C(O)=O" HCE SMILES CACTVS 3.370 "N[CH](CCSC[CH]1CN(C[CH]1O)Cc2c[nH]c3c(N)ncnc23)C(O)=O" HCE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(c2c([nH]1)c(ncn2)N)CN3C[C@@H]([C@H](C3)O)CSCC[C@@H](C(=O)O)N" HCE SMILES "OpenEye OEToolkits" 1.7.6 "c1c(c2c([nH]1)c(ncn2)N)CN3CC(C(C3)O)CSCCC(C(=O)O)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 HCE "SYSTEMATIC NAME" ACDLabs 12.01 "{(3S,4R)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}-L-methionine" HCE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-4-[[(3S,4R)-1-[(4-azanyl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-oxidanyl-pyrrolidin-3-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 HCE "Create component" 2012-05-11 RCSB HCE "Modify synonyms" 2012-05-11 RCSB HCE "Modify name" 2012-05-14 RCSB HCE "Initial release" 2013-05-01 RCSB HCE "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HCE _pdbx_chem_comp_synonyms.name homocysteine-DADMe-Immucillin-A _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##