N-[(1R)-2-[[5-[(4-cyanophenyl)methyl]-1,3,4-thiadiazol-2-yl]amino]-1-(hydroxymethyl)-2-oxoethyl]-1-(trifluoromethyl)cyclohexanecarboxamide

ID: ALA5286335

Chembl Id: CHEMBL5286335

Max Phase: Preclinical

Molecular Formula: C21H22F3N5O3S

Molecular Weight: 481.50

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(Cc2nnc(NC(=O)[C@@H](CO)NC(=O)C3(C(F)(F)F)CCCCC3)s2)cc1

Standard InChI:  InChI=1S/C21H22F3N5O3S/c22-21(23,24)20(8-2-1-3-9-20)18(32)26-15(12-30)17(31)27-19-29-28-16(33-19)10-13-4-6-14(11-25)7-5-13/h4-7,15,30H,1-3,8-10,12H2,(H,26,32)(H,27,29,31)/t15-/m1/s1

Standard InChI Key:  MLIKCSKJRFOTMN-OAHLLOKOSA-N

Alternative Forms

  1. Parent:

    ALA5286335

    ---

Associated Targets(Human)

USP21 Tbio Ubiquitin carboxyl-terminal hydrolase 21 (108 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: 481.50Molecular Weight (Monoisotopic): 481.1395AlogP: 2.93#Rotatable Bonds: 7
Polar Surface Area: 128.00Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 6.78CX Basic pKa: CX LogP: 2.93CX LogD: 2.30
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.56Np Likeness Score: -1.30

References

1. Göricke F, Vu V, Smith L, Scheib U, Böhm R, Akkilic N, Wohlfahrt G, Weiske J, Bömer U, Brzezinka K, Lindner N, Lienau P, Gradl S, Beck H, Brown PJ, Santhakumar V, Vedadi M, Barsyte-Lovejoy D, Arrowsmith CH, Schmees N, Petersen K..  (2023)  Discovery and Characterization of BAY-805, a Potent and Selective Inhibitor of Ubiquitin-Specific Protease USP21.,  66  (5): [PMID:36802665] [10.1021/acs.jmedchem.2c01933]

Source