9-[(1R,2S,3R,4R)-2,3-dihydroxy-4-hydroxymethyl-cyclopentan-1-yl]-9-H-2-aminoadenine

ID: ALA261619

Chembl Id: CHEMBL261619

Cas Number: 88852-59-9

PubChem CID: 6474190

Max Phase: Preclinical

Molecular Formula: C11H16N6O3

Molecular Weight: 280.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2ncn([C@@H]3C[C@H](CO)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C11H16N6O3/c12-9-6-10(16-11(13)15-9)17(3-14-6)5-1-4(2-18)7(19)8(5)20/h3-5,7-8,18-20H,1-2H2,(H4,12,13,15,16)/t4-,5-,7-,8+/m1/s1

Standard InChI Key:  ZLJQBJBJBIATTP-APOSLCTFSA-N

Associated Targets(Human)

AHCY Tchem Adenosylhomocysteinase (906 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Adenosylhomocysteinase (17 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 280.29Molecular Weight (Monoisotopic): 280.1284AlogP: -1.73#Rotatable Bonds: 2
Polar Surface Area: 156.33Molecular Species: NEUTRALHBA: 9HBD: 5
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 7#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.33CX Basic pKa: 5.58CX LogP: -2.28CX LogD: -2.29
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.43Np Likeness Score: 0.88

References

1. Ando T, Iwata M, Zulfiqar F, Miyamoto T, Nakanishi M, Kitade Y..  (2008)  Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase.,  16  (7): [PMID:18295495] [10.1016/j.bmc.2008.01.046]

Source