(2S,3R)-3-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-[4-(trifluoromethyl)phenyl]pentan-2-ol

ID: ALA4205414

Chembl Id: CHEMBL4205414

PubChem CID: 145975614

Max Phase: Preclinical

Molecular Formula: C18H19F3N4O

Molecular Weight: 364.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@@H](CCc1ccc(C(F)(F)F)cc1)n1ccc2c(N)ncnc21

Standard InChI:  InChI=1S/C18H19F3N4O/c1-11(26)15(25-9-8-14-16(22)23-10-24-17(14)25)7-4-12-2-5-13(6-3-12)18(19,20)21/h2-3,5-6,8-11,15,26H,4,7H2,1H3,(H2,22,23,24)/t11-,15+/m0/s1

Standard InChI Key:  NAGDJFIKVVIZKX-XHDPSFHLSA-N

Alternative Forms

  1. Parent:

    ALA4205414

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Associated Targets(non-human)

ADA Adenosine deaminase (739 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: 364.37Molecular Weight (Monoisotopic): 364.1511AlogP: 3.59#Rotatable Bonds: 5
Polar Surface Area: 76.96Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 6.24CX LogP: 3.63CX LogD: 3.60
Aromatic Rings: 3Heavy Atoms: 26QED Weighted: 0.73Np 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