2-(3,5-dichloro-4-(6-hydroxy-1H-indol-1-yl)phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

ID: ALA5281233

Chembl Id: CHEMBL5281233

Max Phase: Preclinical

Molecular Formula: C18H9Cl2N5O3

Molecular Weight: 414.21

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1nn(-c2cc(Cl)c(-n3ccc4ccc(O)cc43)c(Cl)c2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C18H9Cl2N5O3/c19-12-5-10(25-18(28)22-17(27)14(8-21)23-25)6-13(20)16(12)24-4-3-9-1-2-11(26)7-15(9)24/h1-7,26H,(H,22,27,28)

Standard InChI Key:  HHRQVHZZLFKWRK-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5281233

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Associated Targets(Human)

THRA Tclin Thyroid hormone receptor alpha (894 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 414.21Molecular Weight (Monoisotopic): 413.0082AlogP: 2.75#Rotatable Bonds: 2
Polar Surface Area: 116.70Molecular Species: ACIDHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 5.65CX Basic pKa: CX LogP: 4.09CX LogD: 2.54
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.52Np Likeness Score: -1.01

References

1. Hu L, Gu Y, Liang J, Ning M, Yang J, Zhang Y, Qu H, Yang Y, Leng Y, Zhou B..  (2023)  Discovery of Highly Potent and Selective Thyroid Hormone Receptor β Agonists for the Treatment of Nonalcoholic Steatohepatitis.,  66  (5): [PMID:36799411] [10.1021/acs.jmedchem.2c01669]

Source