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{5-[6-amino-8-(ethylthio)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl}methyl pentahydrogen triphosphate

ID: ALA3251358

PubChem CID: 11757674

Max Phase: Preclinical

Molecular Formula: C12H20N5O13P3S

Molecular Weight: 567.30

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: 8-(Thioethyl)Adenosine 5'-Triphosphate | CHEMBL3251358|BDBM50010309|8-(Thioethyl)adenosine 5'-triphosphate

Canonical SMILES:  CCSc1nc2c(N)ncnc2n1[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H20N5O13P3S/c1-2-34-12-16-6-9(13)14-4-15-10(6)17(12)11-8(19)7(18)5(28-11)3-27-32(23,24)30-33(25,26)29-31(20,21)22/h4-5,7-8,11,18-19H,2-3H2,1H3,(H,23,24)(H,25,26)(H2,13,14,15)(H2,20,21,22)/t5-,7-,8-,11-/m1/s1

Standard InChI Key:  QFABTAQFFOWMEY-IOSLPCCCSA-N

Molfile:  

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M  END

Alternative Forms

Associated Targets(non-human)

ENTPD1 Ectonucleoside triphosphate diphosphohydrolase 1 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ak2 Adenylate kinase 2 (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ak1 Adenylate kinase 1 (103 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ak3 Adenylate kinase 3 alpha like 1 (137 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 567.30Molecular Weight (Monoisotopic): 566.9991AlogP: -0.52#Rotatable Bonds: 10
Polar Surface Area: 279.13Molecular Species: ACIDHBA: 15HBD: 7
#RO5 Violations: 3HBA (Lipinski): 18HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 0.90CX Basic pKa: 4.62CX LogP: -3.75CX LogD: -8.90
Aromatic Rings: 2Heavy Atoms: 34QED Weighted: 0.14Np Likeness Score: 0.56

References

1. Kappler F, Hai TT, Abo M, Hampton A..  (1982)  Species- or isozyme-specific enzyme inhibitors. 8. Synthesis of disubstituted two-substrate condensation products as inhibitors of rat adenylate kinases.,  25  (10): [PMID:6292418] [10.1021/jm00352a016]
2. Gendron FP, Halbfinger E, Fischer B, Duval M, D'Orléans-Juste P, Beaudoin AR..  (2000)  Novel inhibitors of nucleoside triphosphate diphosphohydrolases: chemical synthesis and biochemical and pharmacological characterizations.,  43  (11): [PMID:10841802] [10.1021/jm000020b]
3. Hampton A, Picker D..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 3. Species and isozymic differences between mammalian and bacterial adenylate kinases in substituent tolerance in an enzyme-substrate complex.,  22  (12): [PMID:231655] [10.1021/jm00198a018]

Source