4,5,6,7-Tetrafluoro-2-((R)-1-phenyl-ethyl)-isoindole-1,3-dione

ID: ALA276428

Chembl Id: CHEMBL276428

Cas Number: 182690-77-3

PubChem CID: 464986

Max Phase: Preclinical

Molecular Formula: C16H9F4NO2

Molecular Weight: 323.24

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccccc1)N1C(=O)c2c(F)c(F)c(F)c(F)c2C1=O

Standard InChI:  InChI=1S/C16H9F4NO2/c1-7(8-5-3-2-4-6-8)21-15(22)9-10(16(21)23)12(18)14(20)13(19)11(9)17/h2-7H,1H3/t7-/m1/s1

Standard InChI Key:  WZQOJDGLRKJWCO-SSDOTTSWSA-N

Associated Targets(Human)

HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WI-38 (2654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THP-1 (11052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SC-3 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 323.24Molecular Weight (Monoisotopic): 323.0569AlogP: 3.60#Rotatable Bonds: 2
Polar Surface Area: 37.38Molecular Species: HBA: 2HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.63CX LogD: 3.63
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.37Np Likeness Score: -0.62

References

1. Niwayama S, Loh C, Turk BE, Liu JO, Miyachi H, Hashimoto Y..  (1998)  Enhanced potency of perfluorinated thalidomide derivatives for inhibition of LPS-induced tumor necrosis factor-alpha production is associated with a change of mechanism of action.,  (9): [PMID:9871710] [10.1016/s0960-894x(98)00171-1]
2. Miyachi H, Azuma A, Kitamoto T, Hayashi K, Kato S, Koga M, Sato B, Hashimoto Y.  (1997)  Potent novel nonsteroidal androgen antagonists with a phthalimide skeleton,  (11): [10.1016/S0960-894X(97)00249-7]
3. Miyachi H, Azuma A, Hioki E, Iwasaki S, Hashimoto Y.  (1996)  Enantio-dependence of inducer-specific bidirectional regulation of tumor necrosis factor (TNF)-alpha production: Potent TNF- production inhibitors,  (19): [10.1016/0960-894X(96)00409-X]
4. Miyachi H, Azuma A, Ogasawara A, Uchimura E, Watanabe N, Kobayashi Y, Kato F, Kato M, Hashimoto Y..  (1997)  Novel biological response modifiers: phthalimides with tumor necrosis factor-alpha production-regulating activity.,  40  (18): [PMID:9288167] [10.1021/jm970109q]

Source