(R)-3-(5,6-Dioxo-1,4,5,6-tetrahydropyrazin-2-yl)-2,3-dihydrobenzo[b][1,4]oxathiine-7-carbonitrile

ID: ALA5186374

Chembl Id: CHEMBL5186374

PubChem CID: 163359808

Max Phase: Preclinical

Molecular Formula: C13H9N3O3S

Molecular Weight: 287.30

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2c(c1)OC[C@@H](c1c[nH]c(=O)c(=O)[nH]1)S2

Standard InChI:  InChI=1S/C13H9N3O3S/c14-4-7-1-2-10-9(3-7)19-6-11(20-10)8-5-15-12(17)13(18)16-8/h1-3,5,11H,6H2,(H,15,17)(H,16,18)/t11-/m0/s1

Standard InChI Key:  GRRZGHVZXKQFHU-NSHDSACASA-N

Alternative Forms

  1. Parent:

    ALA5186374

    ---

Associated Targets(Human)

DAO Tchem D-amino-acid oxidase (802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Dao D-amino-acid oxidase (66 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: 287.30Molecular Weight (Monoisotopic): 287.0365AlogP: 1.16#Rotatable Bonds: 1
Polar Surface Area: 98.74Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 6.87CX Basic pKa: CX LogP: 0.22CX LogD: -0.28
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.77Np Likeness Score: -0.79

References

1. Tang H, Jensen K, Houang E, McRobb FM, Bhat S, Svensson M, Bochevarov A, Day T, Dahlgren MK, Bell JA, Frye L, Skene RJ, Lewis JH, Osborne JD, Tierney JP, Gordon JA, Palomero MA, Gallati C, Chapman RSL, Jones DR, Hirst KL, Sephton M, Chauhan A, Sharpe A, Tardia P, Dechaux EA, Taylor A, Waddell RD, Valentine A, Janssens HB, Aziz O, Bloomfield DE, Ladha S, Fraser IJ, Ellard JM..  (2022)  Discovery of a Novel Class of d-Amino Acid Oxidase Inhibitors Using the Schrödinger Computational Platform.,  65  (9.0): [PMID:35482677] [10.1021/acs.jmedchem.2c00118]

Source