ID: ALA5201168

Max Phase: Preclinical

Molecular Formula: C22H26FN3O5

Molecular Weight: 431.46

Associated Items:

Representations

Canonical SMILES:  COc1ccccc1C(=O)N(CC(=O)NC(C)(C)C)Cc1ccc(C(=O)NO)cc1F

Standard InChI:  InChI=1S/C22H26FN3O5/c1-22(2,3)24-19(27)13-26(21(29)16-7-5-6-8-18(16)31-4)12-15-10-9-14(11-17(15)23)20(28)25-30/h5-11,30H,12-13H2,1-4H3,(H,24,27)(H,25,28)

Standard InChI Key:  YOZBUHUOLALVBS-UHFFFAOYSA-N

Associated Targets(Human)

Histone deacetylase 1 10854 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histone deacetylase 6 20808 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HAL-01 159 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HL-60 67320 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Jurkat 10389 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

Properties

Molecular Weight: 431.46Molecular Weight (Monoisotopic): 431.1856AlogP: 2.51#Rotatable Bonds: 7
Polar Surface Area: 107.97Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.96CX Basic pKa: CX LogP: 1.78CX LogD: 1.77
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.46Np Likeness Score: -1.68

References

1. Reßing N, Schliehe-Diecks J, Watson PR, Sönnichsen M, Cragin AD, Schöler A, Yang J, Schäker-Hübner L, Borkhardt A, Christianson DW, Bhatia S, Hansen FK..  (2022)  Development of Fluorinated Peptoid-Based Histone Deacetylase (HDAC) Inhibitors for Therapy-Resistant Acute Leukemia.,  65  (22.0): [PMID:36351184] [10.1021/acs.jmedchem.2c01418]

Source