| data_A |
| |
| _chem_comp.id A |
| _chem_comp.name "ADENOSINE-5'-MONOPHOSPHATE" |
| _chem_comp.type "RNA LINKING" |
| _chem_comp.pdbx_type ATOMN |
| _chem_comp.formula "C10 H14 N5 O7 P" |
| _chem_comp.mon_nstd_parent_comp_id ? |
| _chem_comp.pdbx_synonyms ? |
| _chem_comp.pdbx_formal_charge 0 |
| _chem_comp.pdbx_initial_date 1999-07-08 |
| _chem_comp.pdbx_modified_date 2024-10-15 |
| _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 347.221 |
| _chem_comp.one_letter_code A |
| _chem_comp.three_letter_code A |
| _chem_comp.pdbx_model_coordinates_details ? |
| _chem_comp.pdbx_model_coordinates_missing_flag N |
| _chem_comp.pdbx_ideal_coordinates_details ? |
| _chem_comp.pdbx_ideal_coordinates_missing_flag N |
| _chem_comp.pdbx_model_coordinates_db_code ? |
| _chem_comp.pdbx_subcomponent_list ? |
| _chem_comp.pdbx_processing_site RCSB |
| _chem_comp.pdbx_pcm Y |
| |
| 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.pdbx_backbone_atom_flag |
| _chem_comp_atom.pdbx_n_terminal_atom_flag |
| _chem_comp_atom.pdbx_c_terminal_atom_flag |
| _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 |
| A OP3 O3P O 0 1 N Y N N N N 22.586 9.736 -6.030 2.135 -1.141 -5.313 OP3 A 1 |
| A P P P 0 1 N N N N N N 23.014 10.223 -7.491 1.024 -0.137 -4.723 P A 2 |
| A OP1 O1P O 0 1 N N N N N N 21.938 9.966 -8.412 1.633 1.190 -4.488 OP1 A 3 |
| A OP2 O2P O 0 1 N N N N N N 24.378 9.686 -7.860 -0.183 0.005 -5.778 OP2 A 4 |
| A "O5'" O5* O 0 1 N N N N N N 23.144 11.720 -7.092 0.456 -0.720 -3.334 "O5'" A 5 |
| A "C5'" C5* C 0 1 N N N N N N 24.013 12.484 -7.839 -0.520 0.209 -2.863 "C5'" A 6 |
| A "C4'" C4* C 0 1 N N R N N N 23.996 13.899 -7.276 -1.101 -0.287 -1.538 "C4'" A 7 |
| A "O4'" O4* O 0 1 N N N N N N 24.523 13.928 -5.945 -0.064 -0.383 -0.538 "O4'" A 8 |
| A "C3'" C3* C 0 1 N N S N N N 24.868 14.877 -8.041 -2.105 0.739 -0.969 "C3'" A 9 |
| A "O3'" O3* O 0 1 N N N N N N 24.195 15.389 -9.178 -3.445 0.360 -1.287 "O3'" A 10 |
| A "C2'" C2* C 0 1 N N R N N N 25.172 15.942 -7.004 -1.874 0.684 0.558 "C2'" A 11 |
| A "O2'" O2* O 0 1 N N N N N N 24.060 16.759 -6.874 -3.065 0.271 1.231 "O2'" A 12 |
| A "C1'" C1* C 0 1 N N R N N N 25.387 15.094 -5.814 -0.755 -0.367 0.729 "C1'" A 13 |
| A N9 N9 N 0 1 Y N N N N N 26.745 14.503 -5.630 0.158 0.029 1.803 N9 A 14 |
| A C8 C8 C 0 1 Y N N N N N 27.163 13.163 -5.773 1.265 0.813 1.672 C8 A 15 |
| A N7 N7 N 0 1 Y N N N N N 28.488 13.043 -5.514 1.843 0.963 2.828 N7 A 16 |
| A C5 C5 C 0 1 Y N N N N N 28.887 14.292 -5.222 1.143 0.292 3.773 C5 A 17 |
| A C6 C6 C 0 1 Y N N N N N 30.177 14.748 -4.871 1.290 0.091 5.156 C6 A 18 |
| A N6 N6 N 0 1 N N N N N N 31.245 13.997 -4.775 2.344 0.664 5.846 N6 A 19 |
| A N1 N1 N 0 1 Y N N N N N 30.286 16.119 -4.615 0.391 -0.656 5.787 N1 A 20 |
| A C2 C2 C 0 1 Y N N N N N 29.272 16.866 -4.702 -0.617 -1.206 5.136 C2 A 21 |
| A N3 N3 N 0 1 Y N N N N N 27.992 16.509 -5.030 -0.792 -1.051 3.841 N3 A 22 |
| A C4 C4 C 0 1 Y N N N N N 27.856 15.249 -5.271 0.056 -0.320 3.126 C4 A 23 |
| A HOP3 3HOP H 0 0 N N N N N N 23.296 9.905 -5.422 2.448 -0.755 -6.142 HOP3 A 24 |
| A HOP2 2HOP H 0 0 N N N N N N 25.088 9.855 -7.252 -0.552 -0.879 -5.902 HOP2 A 25 |
| A "H5'" 1H5* H 0 1 N N N N N N 25.039 12.050 -7.885 -1.319 0.301 -3.599 "H5'" A 26 |
| A "H5''" 2H5* H 0 0 N N N N N N 23.788 12.450 -8.930 -0.052 1.182 -2.712 "H5''" A 27 |
| A "H4'" H4* H 0 1 N N N N N N 22.923 14.196 -7.338 -1.586 -1.254 -1.677 "H4'" A 28 |
| A "H3'" H3* H 0 1 N N N N N N 25.794 14.420 -8.461 -1.890 1.736 -1.353 "H3'" A 29 |
| A "HO3'" H3T H 0 0 N Y N N N N 24.741 16.001 -9.657 -4.024 1.035 -0.908 "HO3'" A 30 |
| A "H2'" H2* H 0 1 N N N N N N 26.025 16.626 -7.219 -1.543 1.654 0.930 "H2'" A 31 |
| A "HO2'" 2HO* H 0 0 N N N N N N 24.250 17.425 -6.224 -3.740 0.936 1.037 "HO2'" A 32 |
| A "H1'" H1* H 0 1 N N N N N N 25.197 15.783 -4.958 -1.185 -1.346 0.940 "H1'" A 33 |
| A H8 H8 H 0 1 N N N N N N 26.526 12.307 -6.055 1.611 1.246 0.745 H8 A 34 |
| A H61 1H6 H 0 1 N N N N N N 32.176 14.326 -4.521 2.432 0.522 6.801 H61 A 35 |
| A H62 2H6 H 0 1 N N N N N N 31.340 13.509 -5.666 2.996 1.205 5.374 H62 A 36 |
| A H2 H2 H 0 1 N N N N N N 29.524 17.915 -4.473 -1.325 -1.807 5.688 H2 A 37 |
| |
| 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 |
| A OP3 P SING N N 1 |
| A OP3 HOP3 SING N N 2 |
| A P OP1 DOUB N N 3 |
| A P OP2 SING N N 4 |
| A P "O5'" SING N N 5 |
| A OP2 HOP2 SING N N 6 |
| A "O5'" "C5'" SING N N 7 |
| A "C5'" "C4'" SING N N 8 |
| A "C5'" "H5'" SING N N 9 |
| A "C5'" "H5''" SING N N 10 |
| A "C4'" "O4'" SING N N 11 |
| A "C4'" "C3'" SING N N 12 |
| A "C4'" "H4'" SING N N 13 |
| A "O4'" "C1'" SING N N 14 |
| A "C3'" "O3'" SING N N 15 |
| A "C3'" "C2'" SING N N 16 |
| A "C3'" "H3'" SING N N 17 |
| A "O3'" "HO3'" SING N N 18 |
| A "C2'" "O2'" SING N N 19 |
| A "C2'" "C1'" SING N N 20 |
| A "C2'" "H2'" SING N N 21 |
| A "O2'" "HO2'" SING N N 22 |
| A "C1'" N9 SING N N 23 |
| A "C1'" "H1'" SING N N 24 |
| A N9 C8 SING Y N 25 |
| A N9 C4 SING Y N 26 |
| A C8 N7 DOUB Y N 27 |
| A C8 H8 SING N N 28 |
| A N7 C5 SING Y N 29 |
| A C5 C6 SING Y N 30 |
| A C5 C4 DOUB Y N 31 |
| A C6 N6 SING N N 32 |
| A C6 N1 DOUB Y N 33 |
| A N6 H61 SING N N 34 |
| A N6 H62 SING N N 35 |
| A N1 C2 SING Y N 36 |
| A C2 N3 DOUB Y N 37 |
| A C2 H2 SING N N 38 |
| A N3 C4 SING Y N 39 |
| |
| 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 |
| A SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" |
| A SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O" |
| A SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" |
| A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N" |
| A SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)N" |
| A InChI InChI 1.03 "InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1" |
| A InChIKey InChI 1.03 UDMBCSSLTHHNCD-KQYNXXCUSA-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 |
| A "SYSTEMATIC NAME" ACDLabs 10.04 |
| ;5'-adenylic acid |
| ; |
| A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen 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 |
| A 'Create component' 1999-07-08 RCSB |
| A 'Modify descriptor' 2011-06-04 RCSB |
| A 'Modify PCM' 2024-09-27 PDBE |
| A 'Modify PCM' 2024-10-15 PDBE |
| |
| loop_ |
| _pdbx_chem_comp_pcm.pcm_id |
| _pdbx_chem_comp_pcm.comp_id |
| _pdbx_chem_comp_pcm.modified_residue_id |
| _pdbx_chem_comp_pcm.type |
| _pdbx_chem_comp_pcm.category |
| _pdbx_chem_comp_pcm.position |
| _pdbx_chem_comp_pcm.polypeptide_position |
| _pdbx_chem_comp_pcm.comp_id_linking_atom |
| _pdbx_chem_comp_pcm.modified_residue_id_linking_atom |
| _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession |
| _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession |
| 1 A ALA None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 2 A ASP None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 3 A GLN None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 4 A LEU None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 5 A LYS None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 6 A MET None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 7 A SER None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 8 A UNK None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 9 A VAL None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 10 A TRP None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 11 A PHE None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 12 A PRO None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| 13 A SMC None 'Covalent chemical modification' 'Amino-acid side chain' 'Any position' C2 CS ? ? |
| 14 A ARG None 'Covalent chemical modification' 'Amino-acid backbone' C-terminal "O3'" C ? ? |
| |
| _pdbe_chem_comp_drugbank_details.comp_id A |
| _pdbe_chem_comp_drugbank_details.drugbank_id DB00131 |
| _pdbe_chem_comp_drugbank_details.type 'small molecule' |
| _pdbe_chem_comp_drugbank_details.name 'Adenosine phosphate' |
| _pdbe_chem_comp_drugbank_details.description |
| 'Adenosine phosphate, or adenylic acid, is an adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position. Adenosine phosphate was withdrawn by the FDA since it was considered neither safe nor effective for its intended uses as a vasodilator and an anti-inflammatory.[L43937]' |
| _pdbe_chem_comp_drugbank_details.cas_number 61-19-8 |
| _pdbe_chem_comp_drugbank_details.mechanism_of_action |
| "Nucleotides such as Adenosine-5'-Monophosphate affect a number of immune functions, including the reversal of malnutrition and starvation-induced immunosuppression, the enhancement of T-cell maturation and function, the enhancement of natural killer cell activity, the improvement of delayed cutaneous hypersensitivity, helping resistance to such infectious agents as Staphylococcus aureus and Candida albicans, and finally the modulation of T-cell responses toward type 1 CD4 helper lymphocytes or Th1 cells. Studies have shown that mice fed a nucleotide-free diet have both impaired humoral and cellular immune responses. The addition of dietary nucleotides normalizes both types of responses. RNA, a delivery form of nucleotides, and ribonucleotides were used in these studies. The mechanism of the immune-enhancing activity of nucleic acids/nucleotides is not clear." |
| # |
| loop_ |
| _pdbe_chem_comp_synonyms.comp_id |
| _pdbe_chem_comp_synonyms.name |
| _pdbe_chem_comp_synonyms.provenance |
| _pdbe_chem_comp_synonyms.type |
| A "5'-Adenosine monophosphate" DrugBank ? |
| A "5'-Adenylic acid" DrugBank ? |
| A "5'-AMP" DrugBank ? |
| A "5'-O-Phosphonoadenosine" DrugBank ? |
| A "Adenosine 5'-(dihydrogen phosphate)" DrugBank ? |
| A "Adenosine 5'-monophosphate" DrugBank ? |
| A "Adenosine 5'-phosphate" DrugBank ? |
| A 'Adenosine monophosphate' DrugBank ? |
| A 'Adenosine phosphate' DrugBank ? |
| A "Adenosine-5'-Monophosphate" DrugBank ? |
| A "Adenosine-5'-monophosphoric acid" DrugBank ? |
| A "Adenosine-5'P" DrugBank ? |
| A 'Adenosini phosphas' DrugBank ? |
| A Adenylate DrugBank ? |
| A 'Adenylic acid' DrugBank ? |
| A "Ado5'P" DrugBank ? |
| A AMP DrugBank ? |
| A PAdo DrugBank ? |
| A My-B-Den DrugBank 'International brand' |
| # |
| _pdbe_chem_comp_drugbank_classification.comp_id A |
| _pdbe_chem_comp_drugbank_classification.drugbank_id DB00131 |
| _pdbe_chem_comp_drugbank_classification.parent 'Purine ribonucleoside monophosphates' |
| _pdbe_chem_comp_drugbank_classification.kingdom 'Organic compounds' |
| _pdbe_chem_comp_drugbank_classification.class 'Purine nucleotides' |
| _pdbe_chem_comp_drugbank_classification.superclass 'Nucleosides, nucleotides, and analogues' |
| _pdbe_chem_comp_drugbank_classification.description |
| 'This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.' |
| # |
| loop_ |
| _pdbe_chem_comp_drugbank_targets.comp_id |
| _pdbe_chem_comp_drugbank_targets.drugbank_id |
| _pdbe_chem_comp_drugbank_targets.name |
| _pdbe_chem_comp_drugbank_targets.organism |
| _pdbe_chem_comp_drugbank_targets.uniprot_id |
| _pdbe_chem_comp_drugbank_targets.pharmacologically_active |
| _pdbe_chem_comp_drugbank_targets.ordinal |
| A DB00131 "5'-AMP-activated protein kinase catalytic subunit alpha-1" Humans Q13131 yes 1 |
| A DB00131 "5'-AMP-activated protein kinase catalytic subunit alpha-2" Humans P54646 yes 2 |
| A DB00131 "5'-AMP-activated protein kinase subunit beta-1" Humans Q9Y478 yes 3 |
| A DB00131 "5'-AMP-activated protein kinase subunit beta-2" Humans O43741 yes 4 |
| A DB00131 "5'-AMP-activated protein kinase subunit gamma-1" Humans P54619 yes 5 |
| A DB00131 "5'-AMP-activated protein kinase subunit gamma-2" Humans Q9UGJ0 yes 6 |
| A DB00131 "5'-AMP-activated protein kinase subunit gamma-3" Humans Q9UGI9 yes 7 |
| A DB00131 'Adenosine kinase' Humans P55263 unknown 8 |
| A DB00131 "5'-AMP-activated protein kinase subunit beta-1" Humans Q9Y478 unknown 9 |
| A DB00131 'Acetyl-coenzyme A synthetase, cytoplasmic' Humans Q9NR19 unknown 10 |
| A DB00131 "5'-AMP-activated protein kinase catalytic subunit alpha-1" Humans Q13131 unknown 11 |
| A DB00131 'Adenylate cyclase type 1' Humans Q08828 unknown 12 |
| A DB00131 'Long-chain-fatty-acid--CoA ligase 1' Humans P33121 unknown 13 |
| A DB00131 'Cyclic AMP-responsive element-binding protein 1' Humans P16220 unknown 14 |
| A DB00131 "cAMP-specific 3',5'-cyclic phosphodiesterase 4B" Humans Q07343 unknown 15 |
| A DB00131 'Histidine triad nucleotide-binding protein 1' Humans P49773 unknown 16 |
| A DB00131 "cAMP-specific 3',5'-cyclic phosphodiesterase 4D" Humans Q08499 unknown 17 |
| A DB00131 'Fructose-1,6-bisphosphatase 1' Humans P09467 unknown 18 |
| # |
| loop_ |
| _software.name |
| _software.version |
| _software.description |
| rdkit 2023.09.6 'Core functionality.' |
| pdbeccdutils 0.8.6 'Wrapper to provide 2D templates and molecular fragments.' |
| # |
| loop_ |
| _pdbe_chem_comp_atom_depiction.comp_id |
| _pdbe_chem_comp_atom_depiction.atom_id |
| _pdbe_chem_comp_atom_depiction.element |
| _pdbe_chem_comp_atom_depiction.model_Cartn_x |
| _pdbe_chem_comp_atom_depiction.model_Cartn_y |
| _pdbe_chem_comp_atom_depiction.pdbx_ordinal |
| A OP3 O 7.110 6.615 1 |
| A P P 7.571 5.188 2 |
| A OP1 O 8.998 5.649 3 |
| A OP2 O 6.144 4.726 4 |
| A "O5'" O 8.032 3.760 5 |
| A "C5'" C 7.027 2.647 6 |
| A "C4'" C 7.487 1.220 7 |
| A "O4'" O 6.604 0.008 8 |
| A "C3'" C 8.913 0.754 9 |
| A "O3'" O 10.129 1.633 10 |
| A "C2'" C 8.911 -0.746 11 |
| A "O2'" O 10.123 -1.630 12 |
| A "C1'" C 7.483 -1.207 13 |
| A N9 N 7.018 -2.633 14 |
| A C8 C 7.893 -3.840 15 |
| A N7 N 7.018 -5.047 16 |
| A C5 C 5.598 -4.590 17 |
| A C6 C 4.299 -5.340 18 |
| A N6 N 4.299 -6.840 19 |
| A N1 N 3.000 -4.590 20 |
| A C2 C 3.000 -3.090 21 |
| A N3 N 4.299 -2.340 22 |
| A C4 C 5.598 -3.090 23 |
| # |
| loop_ |
| _pdbe_chem_comp_bond_depiction.comp_id |
| _pdbe_chem_comp_bond_depiction.atom_id_1 |
| _pdbe_chem_comp_bond_depiction.atom_id_2 |
| _pdbe_chem_comp_bond_depiction.value_order |
| _pdbe_chem_comp_bond_depiction.bond_dir |
| _pdbe_chem_comp_bond_depiction.pdbx_ordinal |
| A OP3 P SINGLE NONE 1 |
| A P OP1 DOUBLE NONE 2 |
| A P OP2 SINGLE NONE 3 |
| A P "O5'" SINGLE NONE 4 |
| A "O5'" "C5'" SINGLE NONE 5 |
| A "C4'" "C5'" SINGLE BEGINDASH 6 |
| A "C4'" "O4'" SINGLE NONE 7 |
| A "C4'" "C3'" SINGLE NONE 8 |
| A "O4'" "C1'" SINGLE NONE 9 |
| A "C3'" "O3'" SINGLE BEGINWEDGE 10 |
| A "C3'" "C2'" SINGLE NONE 11 |
| A "C2'" "O2'" SINGLE BEGINWEDGE 12 |
| A "C2'" "C1'" SINGLE NONE 13 |
| A "C1'" N9 SINGLE BEGINDASH 14 |
| A N9 C8 SINGLE NONE 15 |
| A N9 C4 SINGLE NONE 16 |
| A C8 N7 DOUBLE NONE 17 |
| A N7 C5 SINGLE NONE 18 |
| A C5 C6 SINGLE NONE 19 |
| A C5 C4 DOUBLE NONE 20 |
| A C6 N6 SINGLE NONE 21 |
| A C6 N1 DOUBLE NONE 22 |
| A N1 C2 SINGLE NONE 23 |
| A C2 N3 DOUBLE NONE 24 |
| A N3 C4 SINGLE NONE 25 |
| # |
| loop_ |
| _pdbe_chem_comp_substructure.comp_id |
| _pdbe_chem_comp_substructure.substructure_name |
| _pdbe_chem_comp_substructure.id |
| _pdbe_chem_comp_substructure.substructure_type |
| _pdbe_chem_comp_substructure.substructure_smiles |
| _pdbe_chem_comp_substructure.substructure_inchis |
| _pdbe_chem_comp_substructure.substructure_inchikeys |
| A MurckoScaffold S1 scaffold 'c1ncc2ncn([C@H]3CCCO3)c2n1' InChI=1S/C9H10N4O/c1-2-8(14-3-1)13-6-12-7-4-10-5-11-9(7)13/h4-6,8H,1-3H2/t8-/m1/s1 DAKONNSVCLKUJN-MRVPVSSYSA-N |
| A adenine F1 fragment 'Nc1ncnc2nc[nH]c12' InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) GFFGJBXGBJISGV-UHFFFAOYSA-N |
| A imidazole F2 fragment 'c1c[nH]cn1' InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5) RAXXELZNTBOGNW-UHFFFAOYSA-N |
| A phosphate F3 fragment O=P(O)(O)O InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4) NBIIXXVUZAFLBC-UHFFFAOYSA-N |
| A purine F4 fragment 'c1ncc2[nH]cnc2n1' InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N |
| A pyrimidine F5 fragment c1cncnc1 InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H CZPWVGJYEJSRLH-UHFFFAOYSA-N |
| A ribose F6 fragment OCC1OCC(O)C1O InChI=1S/C5H10O4/c6-1-4-5(8)3(7)2-9-4/h3-8H,1-2H2 KZVAAIRBJJYZOW-UHFFFAOYSA-N |
| # |
| loop_ |
| _pdbe_chem_comp_substructure_mapping.comp_id |
| _pdbe_chem_comp_substructure_mapping.atom_id |
| _pdbe_chem_comp_substructure_mapping.substructure_id |
| _pdbe_chem_comp_substructure_mapping.substructure_ordinal |
| A "C4'" S1 1 |
| A "O4'" S1 1 |
| A "C3'" S1 1 |
| A "C2'" S1 1 |
| A "C1'" S1 1 |
| A N9 S1 1 |
| A C8 S1 1 |
| A N7 S1 1 |
| A C5 S1 1 |
| A C6 S1 1 |
| A N1 S1 1 |
| A C2 S1 1 |
| A N3 S1 1 |
| A C4 S1 1 |
| A N1 F1 1 |
| A C6 F1 1 |
| A C5 F1 1 |
| A C4 F1 1 |
| A N3 F1 1 |
| A C2 F1 1 |
| A N9 F1 1 |
| A C8 F1 1 |
| A N7 F1 1 |
| A N6 F1 1 |
| A C5 F2 1 |
| A C4 F2 1 |
| A N9 F2 1 |
| A C8 F2 1 |
| A N7 F2 1 |
| A OP3 F3 1 |
| A P F3 1 |
| A OP1 F3 1 |
| A OP2 F3 1 |
| A "O5'" F3 1 |
| A N7 F4 1 |
| A C8 F4 1 |
| A N9 F4 1 |
| A C4 F4 1 |
| A C5 F4 1 |
| A C6 F4 1 |
| A N1 F4 1 |
| A C2 F4 1 |
| A N3 F4 1 |
| A C5 F5 1 |
| A C6 F5 1 |
| A N1 F5 1 |
| A C2 F5 1 |
| A N3 F5 1 |
| A C4 F5 1 |
| A "C2'" F6 1 |
| A "C3'" F6 1 |
| A "C4'" F6 1 |
| A "O4'" F6 1 |
| A "C1'" F6 1 |
| A "C5'" F6 1 |
| A "O5'" F6 1 |
| A "O3'" F6 1 |
| A "O2'" F6 1 |
| # |
| _pdbe_chem_comp_rdkit_properties.comp_id A |
| _pdbe_chem_comp_rdkit_properties.exactmw 347.063 |
| _pdbe_chem_comp_rdkit_properties.amw 347.224 |
| _pdbe_chem_comp_rdkit_properties.lipinskiHBA 12 |
| _pdbe_chem_comp_rdkit_properties.lipinskiHBD 6 |
| _pdbe_chem_comp_rdkit_properties.NumRotatableBonds 9 |
| _pdbe_chem_comp_rdkit_properties.NumHBD 5 |
| _pdbe_chem_comp_rdkit_properties.NumHBA 12 |
| _pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 23 |
| _pdbe_chem_comp_rdkit_properties.NumAtoms 37 |
| _pdbe_chem_comp_rdkit_properties.NumHeteroatoms 13 |
| _pdbe_chem_comp_rdkit_properties.NumAmideBonds 0 |
| _pdbe_chem_comp_rdkit_properties.FractionCSP3 0.500 |
| _pdbe_chem_comp_rdkit_properties.NumRings 3 |
| _pdbe_chem_comp_rdkit_properties.NumAromaticRings 2 |
| _pdbe_chem_comp_rdkit_properties.NumAliphaticRings 1 |
| _pdbe_chem_comp_rdkit_properties.NumSaturatedRings 1 |
| _pdbe_chem_comp_rdkit_properties.NumHeterocycles 3 |
| _pdbe_chem_comp_rdkit_properties.NumAromaticHeterocycles 2 |
| _pdbe_chem_comp_rdkit_properties.NumSaturatedHeterocycles 1 |
| _pdbe_chem_comp_rdkit_properties.NumAliphaticHeterocycles 1 |
| _pdbe_chem_comp_rdkit_properties.NumSpiroAtoms 0 |
| _pdbe_chem_comp_rdkit_properties.NumBridgeheadAtoms 0 |
| _pdbe_chem_comp_rdkit_properties.NumAtomStereoCenters 4 |
| _pdbe_chem_comp_rdkit_properties.NumUnspecifiedAtomStereoCenters 0 |
| _pdbe_chem_comp_rdkit_properties.labuteASA 148.436 |
| _pdbe_chem_comp_rdkit_properties.tpsa 186.070 |
| _pdbe_chem_comp_rdkit_properties.CrippenClogP -2.672 |
| _pdbe_chem_comp_rdkit_properties.CrippenMR 70.625 |
| _pdbe_chem_comp_rdkit_properties.chi0v 11.435 |
| _pdbe_chem_comp_rdkit_properties.chi1v 6.948 |
| _pdbe_chem_comp_rdkit_properties.chi2v 2.783 |
| _pdbe_chem_comp_rdkit_properties.chi3v 2.783 |
| _pdbe_chem_comp_rdkit_properties.chi4v 1.767 |
| _pdbe_chem_comp_rdkit_properties.chi0n 24.541 |
| _pdbe_chem_comp_rdkit_properties.chi1n 12.014 |
| _pdbe_chem_comp_rdkit_properties.chi2n 2.468 |
| _pdbe_chem_comp_rdkit_properties.chi3n 2.468 |
| _pdbe_chem_comp_rdkit_properties.chi4n 1.572 |
| _pdbe_chem_comp_rdkit_properties.hallKierAlpha -1.660 |
| _pdbe_chem_comp_rdkit_properties.kappa1 6.332 |
| _pdbe_chem_comp_rdkit_properties.kappa2 5.761 |
| _pdbe_chem_comp_rdkit_properties.kappa3 3.053 |
| _pdbe_chem_comp_rdkit_properties.Phi 1.586 |
| # |
| loop_ |
| _pdbe_chem_comp_external_mappings.comp_id |
| _pdbe_chem_comp_external_mappings.source |
| _pdbe_chem_comp_external_mappings.resource |
| _pdbe_chem_comp_external_mappings.resource_id |
| A UniChem ChEMBL CHEMBL752 |
| A UniChem DrugBank DB00131 |
| A UniChem 'Guide to Pharmacology' 2455 |
| A UniChem 'KEGG LIGAND' C00020 |
| A UniChem ChEBI 16027 |
| A UniChem ZINC ZINC000003860156 |
| A UniChem eMolecules 711281 |
| A UniChem atlas 'adenosine monophosphate' |
| A UniChem fdasrs 415SHH325A |
| A UniChem SureChEMBL SCHEMBL18287224 |
| A UniChem SureChEMBL SCHEMBL5588 |
| A UniChem PharmGKB PA164744376 |
| A UniChem HMDB HMDB0000045 |
| A UniChem 'PubChem TPHARMA' 14778327 |
| A UniChem 'PubChem TPHARMA' 15447137 |
| A UniChem PubChem 6083 |
| A UniChem Mcule MCULE-3551661109 |
| A UniChem NMRShiftDB 60018778 |
| A UniChem LINCS LSM-5914 |
| A UniChem ACTor 13270-66-1 |
| A UniChem ACTor 162756-82-3 |
| A UniChem ACTor 24937-83-5 |
| A UniChem ACTor 34051-12-2 |
| A UniChem ACTor 55036-25-4 |
| A UniChem Nikkaji J4.814C |
| A UniChem BindingDb 18137 |
| A UniChem 'EPA CompTox Dashboard' DTXSID5022560 |
| A UniChem DrugCentral 92 |
| A UniChem MetaboLights MTBLC16027 |
| A UniChem BRENDA 15563 |
| A UniChem BRENDA 15611 |
| A UniChem BRENDA 16056 |
| A UniChem BRENDA 16462 |
| A UniChem BRENDA 175495 |
| A UniChem BRENDA 176797 |
| A UniChem BRENDA 236 |
| A UniChem BRENDA 2942 |
| A UniChem BRENDA 30 |
| A UniChem BRENDA 43708 |
| A UniChem BRENDA 43765 |
| A UniChem BRENDA 45234 |
| A UniChem BRENDA 4780 |
| A UniChem BRENDA 6479 |
| A UniChem BRENDA 92278 |
| A UniChem DailyMed 'ADENOSINE PHOSPHATE' |
| A UniChem ClinicalTrials "5'-ADENYLIC ACID" |
| A UniChem ClinicalTrials 'A 5MP' |
| A UniChem ClinicalTrials A-5MP |
| A UniChem ClinicalTrials 'ADENOSINE PHOSPHATE' |
| A UniChem rxnorm 'ADENOSINE MONOPHOSPHATE' |
| A UniChem MedChemExpress HY-A0181 |
| A UniChem 'Probes And Drugs' PD010227 |
| # |
| loop_ |
| _pdbe_chem_comp_rdkit_conformer.comp_id |
| _pdbe_chem_comp_rdkit_conformer.atom_id |
| _pdbe_chem_comp_rdkit_conformer.Cartn_x_rdkit |
| _pdbe_chem_comp_rdkit_conformer.Cartn_y_rdkit |
| _pdbe_chem_comp_rdkit_conformer.Cartn_z_rdkit |
| _pdbe_chem_comp_rdkit_conformer.rdkit_method |
| _pdbe_chem_comp_rdkit_conformer.rdkit_ordinal |
| A OP3 3.900 -0.010 2.620 ETKDGv3 1 |
| A P 4.279 -1.335 1.637 ETKDGv3 2 |
| A OP1 3.820 -2.609 2.311 ETKDGv3 3 |
| A OP2 5.955 -1.402 1.420 ETKDGv3 4 |
| A "O5'" 3.528 -1.176 0.114 ETKDGv3 5 |
| A "C5'" 2.137 -1.079 0.310 ETKDGv3 6 |
| A "C4'" 1.440 -0.888 -1.043 ETKDGv3 7 |
| A "O4'" 0.042 -0.942 -0.849 ETKDGv3 8 |
| A "C3'" 1.800 0.452 -1.695 ETKDGv3 9 |
| A "O3'" 1.929 0.321 -3.093 ETKDGv3 10 |
| A "C2'" 0.634 1.330 -1.311 ETKDGv3 11 |
| A "O2'" 0.331 2.278 -2.302 ETKDGv3 12 |
| A "C1'" -0.504 0.329 -1.141 ETKDGv3 13 |
| A N9 -1.412 0.741 -0.069 ETKDGv3 14 |
| A C8 -2.065 2.018 0.035 ETKDGv3 15 |
| A N7 -3.184 1.990 0.698 ETKDGv3 16 |
| A C5 -3.337 0.625 1.061 ETKDGv3 17 |
| A C6 -4.485 -0.044 1.686 ETKDGv3 18 |
| A N6 -5.597 0.699 2.184 ETKDGv3 19 |
| A N1 -4.466 -1.348 1.769 ETKDGv3 20 |
| A C2 -3.352 -2.118 1.253 ETKDGv3 21 |
| A N3 -2.337 -1.519 0.686 ETKDGv3 22 |
| A C4 -2.343 -0.088 0.606 ETKDGv3 23 |
| A HOP3 4.172 0.782 2.091 ETKDGv3 24 |
| A HOP2 6.178 -0.573 0.928 ETKDGv3 25 |
| A "H5'" 1.880 -0.217 0.968 ETKDGv3 26 |
| A "H5''" 1.746 -2.017 0.768 ETKDGv3 27 |
| A "H4'" 1.739 -1.729 -1.707 ETKDGv3 28 |
| A "H3'" 2.748 0.877 -1.297 ETKDGv3 29 |
| A "HO3'" 1.090 -0.077 -3.447 ETKDGv3 30 |
| A "H2'" 0.851 1.834 -0.339 ETKDGv3 31 |
| A "HO2'" 1.034 2.977 -2.245 ETKDGv3 32 |
| A "H1'" -1.084 0.246 -2.088 ETKDGv3 33 |
| A H8 -1.681 2.923 -0.415 ETKDGv3 34 |
| A H61 -6.407 0.207 2.622 ETKDGv3 35 |
| A H62 -5.614 1.741 2.118 ETKDGv3 36 |
| A H2 -3.366 -3.197 1.327 ETKDGv3 37 |
| # |
