fluorobexarotene

ID: ALA4524642

Cas Number: 1190848-23-7

PubChem CID: 25195496

Product Number: F288070, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H27FO2

Molecular Weight: 366.48

Molecule Type: Unknown

Associated Items:

This product is currently unavailable

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(C(=O)O)c(F)c1)c1cc2c(cc1C)C(C)(C)CCC2(C)C

Standard InChI:  InChI=1S/C24H27FO2/c1-14-11-19-20(24(5,6)10-9-23(19,3)4)13-18(14)15(2)16-7-8-17(22(26)27)21(25)12-16/h7-8,11-13H,2,9-10H2,1,3-6H3,(H,26,27)

Standard InChI Key:  LWKAWHRSPCHMPJ-UHFFFAOYSA-N

Molfile:  

EOS102356
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    5.1981   -0.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1982   -3.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987   -5.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996   -6.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -7.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002   -8.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1983   -8.2521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001   -5.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011   -6.0010    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359    2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6000   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  2  0
  3 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 15 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

  1. Parent:

Associated Targets(non-human)

rep Replicase polyprotein 1ab (11336 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 366.48Molecular Weight (Monoisotopic): 366.1995AlogP: 6.24#Rotatable Bonds: 3
Polar Surface Area: 37.30Molecular Species: ACIDHBA: 1HBD: 1
#RO5 Violations: 1HBA (Lipinski): 2HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.31CX Basic pKa: CX LogP: 7.08CX LogD: 3.66
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.70Np Likeness Score: 0.10

References

1. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
2. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]