3-Benzo[1,3]dioxol-5-yl-4-[3-(2-fluoroethoxy)-4,5-dimethoxybenzyl]-5-hydroxy-5-(4-methoxyphenyl)-5H-furan-2-one

ID: ALA594482

PubChem CID: 45257114

Max Phase: Preclinical

Molecular Formula: C29H27FO9

Molecular Weight: 538.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2(O)OC(=O)C(c3ccc4c(c3)OCO4)=C2Cc2cc(OC)c(OC)c(OCCF)c2)cc1

Standard InChI:  InChI=1S/C29H27FO9/c1-33-20-7-5-19(6-8-20)29(32)21(12-17-13-24(34-2)27(35-3)25(14-17)36-11-10-30)26(28(31)39-29)18-4-9-22-23(15-18)38-16-37-22/h4-9,13-15,32H,10-12,16H2,1-3H3

Standard InChI Key:  LJYBPMRPPBTBRX-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA594482

   3-Benzo[1,3]dioxol-5-yl-4-[3-(2-fluoroethoxy)-4,5-dimethoxybenzyl]-5-hydroxy-5-(4-methoxyphenyl)-5H-furan-2-one

2. Alternative Forms:

   

   ALA594482

   3-(1,3-benzodioxol-5-yl)-4-[[3-(2-(18F)fluoranylethoxy)-4,5-dimethoxyphenyl]methyl]-5-hydroxy-5-(4-methoxyphenyl)furan-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 538.52

Molecular Weight (Monoisotopic): 538.1639

AlogP: 4.19

#Rotatable Bonds: 10

Polar Surface Area: 101.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.56

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.38

Np Likeness Score: 0.38

References

1. Höltke C, Law MP, Wagner S, Kopka K, Faust A, Breyholz HJ, Schober O, Bremer C, Riemann B, Schäfers M..  (2009)  PET-compatible endothelin receptor radioligands: synthesis and first in vitro and in vivo studies.,  17  (20): [PMID:19766010] [10.1016/j.bmc.2009.08.058]

2. Michel K, Büther K, Law MP, Wagner S, Schober O, Hermann S, Schäfers M, Riemann B, Höltke C, Kopka K..  (2011)  Development and evaluation of endothelin-A receptor (radio)ligands for positron emission tomography.,  54  (4): [PMID:21275367] [10.1021/jm101110w]

Source

Source(1):

• Scientific Literature