2-(3-(2-(dimethylamino)ethoxy)phenyl)-1H-naphtho[2,3-d]imidazole-4,9-dione

ID: ALA5175614

Chembl Id: CHEMBL5175614

PubChem CID: 168276520

Max Phase: Preclinical

Molecular Formula: C21H19N3O3

Molecular Weight: 361.40

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1cccc(-c2nc3c([nH]2)C(=O)c2ccccc2C3=O)c1

Standard InChI:  InChI=1S/C21H19N3O3/c1-24(2)10-11-27-14-7-5-6-13(12-14)21-22-17-18(23-21)20(26)16-9-4-3-8-15(16)19(17)25/h3-9,12H,10-11H2,1-2H3,(H,22,23)

Standard InChI Key:  CIKZSONMJWSUKS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5175614

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Associated Targets(Human)

OTUB1 Tbio Ubiquitin thioesterase OTUB1 (157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP8 Tchem Ubiquitin carboxyl-terminal hydrolase 8 (245 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: 361.40Molecular Weight (Monoisotopic): 361.1426AlogP: 2.79#Rotatable Bonds: 5
Polar Surface Area: 75.29Molecular Species: BASEHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 6.90CX Basic pKa: 8.76CX LogP: 1.44CX LogD: 1.15
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.59Np Likeness Score: -0.60

References

1. Tan L, Shan H, Han C, Zhang Z, Shen J, Zhang X, Xiang H, Lu K, Qi C, Li Y, Zhuang G, Chen G, Tan L..  (2022)  Discovery of Potent OTUB1/USP8 Dual Inhibitors Targeting Proteostasis in Non-Small-Cell Lung Cancer.,  65  (20.0): [PMID:36221183] [10.1021/acs.jmedchem.2c00408]

Source