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

ID: ALA5275560

Chembl Id: CHEMBL5275560

Max Phase: Preclinical

Molecular Formula: C22H27N5O3S

Molecular Weight: 441.56

Associated Items:

Names and Identifiers

Canonical SMILES:  COC[C@@H](NC(=O)C1(C)CCCCC1)C(=O)Nc1nnc(Cc2ccc(C#N)cc2)s1

Standard InChI:  InChI=1S/C22H27N5O3S/c1-22(10-4-3-5-11-22)20(29)24-17(14-30-2)19(28)25-21-27-26-18(31-21)12-15-6-8-16(13-23)9-7-15/h6-9,17H,3-5,10-12,14H2,1-2H3,(H,24,29)(H,25,27,28)/t17-/m1/s1

Standard InChI Key:  DVBUAOJHKNRIQS-QGZVFWFLSA-N

Alternative Forms

  1. Parent:

    ALA5275560

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Associated Targets(Human)

USP21 Tbio Ubiquitin carboxyl-terminal hydrolase 21 (108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 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: 441.56Molecular Weight (Monoisotopic): 441.1835AlogP: 3.04#Rotatable Bonds: 8
Polar Surface Area: 117.00Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 6.78CX Basic pKa: CX LogP: 3.21CX LogD: 2.58
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.65Np Likeness Score: -1.33

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