Rac-N-[1-methyl-2-[[5-[(4-nitrophenyl)methyl]-1,3,4-thiadiazol-2-yl]amino]-2-oxo-ethyl]cyclopentanecarboxamide

ID: ALA5273043

Chembl Id: CHEMBL5273043

Max Phase: Preclinical

Molecular Formula: C18H21N5O4S

Molecular Weight: 403.46

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(NC(=O)C1CCCC1)C(=O)Nc1nnc(Cc2ccc([N+](=O)[O-])cc2)s1

Standard InChI:  InChI=1S/C18H21N5O4S/c1-11(19-17(25)13-4-2-3-5-13)16(24)20-18-22-21-15(28-18)10-12-6-8-14(9-7-12)23(26)27/h6-9,11,13H,2-5,10H2,1H3,(H,19,25)(H,20,22,24)

Standard InChI Key:  LSKCLOVTKNMGQQ-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5273043

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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
USP7 Tchem Ubiquitin carboxyl-terminal hydrolase 7 (837 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP4 Tchem Ubiquitin carboxyl-terminal hydrolase 4 (12 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP30 Tchem Ubiquitin carboxyl-terminal hydrolase 30 (944 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP8 Tchem Ubiquitin carboxyl-terminal hydrolase 8 (245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP15 Tbio Ubiquitin carboxyl-terminal hydrolase 15 (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP22 Tbio Ubiquitin carboxyl-terminal hydrolase 22 (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP9X Tbio Probable ubiquitin carboxyl-terminal hydrolase FAF-X (500 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP5 Tchem Ubiquitin carboxyl-terminal hydrolase 5 (172 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATXN3 Tbio Ataxin-3 (9 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: 403.46Molecular Weight (Monoisotopic): 403.1314AlogP: 2.67#Rotatable Bonds: 7
Polar Surface Area: 127.12Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 6.81CX Basic pKa: CX LogP: 2.70CX LogD: 2.08
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.54Np Likeness Score: -2.06

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