(2S,3R)-3-(6-aminopurin-9-yl)-5-[3-(trifluoromethyl)phenyl]pentan-2-ol

ID: ALA4210264

Chembl Id: CHEMBL4210264

PubChem CID: 145966869

Max Phase: Preclinical

Molecular Formula: C17H18F3N5O

Molecular Weight: 365.36

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@@H](CCc1cccc(C(F)(F)F)c1)n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C17H18F3N5O/c1-10(26)13(25-9-24-14-15(21)22-8-23-16(14)25)6-5-11-3-2-4-12(7-11)17(18,19)20/h2-4,7-10,13,26H,5-6H2,1H3,(H2,21,22,23)/t10-,13+/m0/s1

Standard InChI Key:  ZGOODOBAUZPGBU-GXFFZTMASA-N

Alternative Forms

  1. Parent:

    ALA4210264

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Associated Targets(non-human)

ADA Adenosine deaminase (739 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 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: 365.36Molecular Weight (Monoisotopic): 365.1463AlogP: 2.98#Rotatable Bonds: 5
Polar Surface Area: 89.85Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 3.70CX LogP: 2.81CX LogD: 2.81
Aromatic Rings: 3Heavy Atoms: 26QED Weighted: 0.73Np Likeness Score: -0.68

References

1. Kandalkar SR, Ramaiah PA, Joshi M, Wavhal A, Waman Y, Raje AA, Tambe A, Ansari S, De S, Palle VP, Mookhtiar KA, Deshpande AM, Barawkar DA..  (2017)  Modifications of flexible nonyl chain and nucleobase head group of (+)-erythro-9-(2's-hydroxy-3's-nonyl)adenine [(+)-EHNA] as adenosine deaminase inhibitors.,  25  (20): [PMID:28951094] [10.1016/j.bmc.2017.09.015]

Source