3-Benzo[1,3]dioxol-5-yl-5-hydroxy-5-[4-(2-bromoethoxy)-phenyl]-4-(3,4,5-trimethoxybenzyl)-5H-furan-2-one

ID: ALA603635

PubChem CID: 46228116

Max Phase: Preclinical

Molecular Formula: C29H27BrO9

Molecular Weight: 599.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CC2=C(c3ccc4c(c3)OCO4)C(=O)OC2(O)c2ccc(OCCBr)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C29H27BrO9/c1-33-24-13-17(14-25(34-2)27(24)35-3)12-21-26(18-4-9-22-23(15-18)38-16-37-22)28(31)39-29(21,32)19-5-7-20(8-6-19)36-11-10-30/h4-9,13-15,32H,10-12,16H2,1-3H3

Standard InChI Key:  NJYBLOBYXABWFX-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA603635

   3-Benzo[1,3]dioxol-5-yl-5-hydroxy-5-[4-(2-bromoethoxy)-phenyl]-4-(3,4,5-trimethoxybenzyl)-5H-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: 599.43

Molecular Weight (Monoisotopic): 598.0838

AlogP: 4.61

#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: 5.46

CX LogD: 5.46

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: 0.43

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]

Source

Source(1):

• Scientific Literature