1-[(1R,2S)-2-hydroxy-1-[2-[3-(trifluoromethyl)phenyl]ethyl]propyl]imidazole-4-carboxamide

ID: ALA4203469

Chembl Id: CHEMBL4203469

PubChem CID: 145978232

Max Phase: Preclinical

Molecular Formula: C16H18F3N3O2

Molecular Weight: 341.33

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@@H](CCc1cccc(C(F)(F)F)c1)n1cnc(C(N)=O)c1

Standard InChI:  InChI=1S/C16H18F3N3O2/c1-10(23)14(22-8-13(15(20)24)21-9-22)6-5-11-3-2-4-12(7-11)16(17,18)19/h2-4,7-10,14,23H,5-6H2,1H3,(H2,20,24)/t10-,14+/m0/s1

Standard InChI Key:  KOYSOCPRXIMIQO-IINYFYTJSA-N

Alternative Forms

  1. Parent:

    ALA4203469

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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: 341.33Molecular Weight (Monoisotopic): 341.1351AlogP: 2.56#Rotatable Bonds: 6
Polar Surface Area: 81.14Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.81CX Basic pKa: 3.23CX LogP: 2.44CX LogD: 2.44
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.85Np Likeness Score: -0.80

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