(3R)-3-(6-aminopurin-9-yl)-5-[4-(trifluoromethyl)phenyl]pentan-2-one

ID: ALA4212462

Chembl Id: CHEMBL4212462

PubChem CID: 145965303

Max Phase: Preclinical

Molecular Formula: C17H16F3N5O

Molecular Weight: 363.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@@H](CCc1ccc(C(F)(F)F)cc1)n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C17H16F3N5O/c1-10(26)13(25-9-24-14-15(21)22-8-23-16(14)25)7-4-11-2-5-12(6-3-11)17(18,19)20/h2-3,5-6,8-9,13H,4,7H2,1H3,(H2,21,22,23)/t13-/m1/s1

Standard InChI Key:  DSLIZGOPHFWRAI-CYBMUJFWSA-N

Alternative Forms

1. Parent:

   

   ALA4212462

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.34

Molecular Weight (Monoisotopic): 363.1307

AlogP: 3.19

#Rotatable Bonds: 5

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.09

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -0.56

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

Source(1):

• Scientific Literature