4-Furan-3-yl-7-[3-(3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-benzyloxy]-3H-naphtho[2,3-c]furan-1-one

ID: ALA128238

Chembl Id: CHEMBL128238

PubChem CID: 44351729

Max Phase: Preclinical

Molecular Formula: C29H24O7

Molecular Weight: 484.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OCc2c1cc1cc(OCc3cccc(C4(O)CC5COC(C4)O5)c3)ccc1c2-c1ccoc1

Standard InChI:  InChI=1S/C29H24O7/c30-28-24-10-19-9-21(4-5-23(19)27(25(24)16-35-28)18-6-7-32-14-18)33-13-17-2-1-3-20(8-17)29(31)11-22-15-34-26(12-29)36-22/h1-10,14,22,26,31H,11-13,15-16H2

Standard InChI Key:  DVUDHDNWLWMUAH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA128238

   9-(furan-3-yl)-6-[[3-(3-hydroxy-6,8-dioxabicyclo[3.2.1]octan-3-yl)phenyl]methoxy]-1H-benzo[f][2]benzofuran-3-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: 484.50

Molecular Weight (Monoisotopic): 484.1522

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 87.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.23

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: 0.97

References

1. Delorme D, Ducharme Y, Brideau C, Chan CC, Chauret N, Desmarais S, Dubé D, Falgueyret JP, Fortin R, Guay J, Hamel P, Jones TR, Lépine C, Li C, McAuliffe M, McFarlane CS, Nicoll-Griffith DA, Riendeau D, Yergey JA, Girard Y..  (1996)  Dioxabicyclooctanyl naphthalenenitriles as nonredox 5-lipoxygenase inhibitors: structure-activity relationship study directed toward the improvement of metabolic stability.,  39  (20): [PMID:8831761] [10.1021/jm960301c]

2. Delorme D, Ducharme Y, Brideau C, Chan CC, Chauret N, Desmarais S, Dubé D, Falgueyret JP, Fortin R, Guay J, Hamel P, Jones TR, Lépine C, Li C, McAuliffe M, McFarlane CS, Nicoll-Griffith DA, Riendeau D, Yergey JA, Girard Y..  (1996)  Dioxabicyclooctanyl naphthalenenitriles as nonredox 5-lipoxygenase inhibitors: structure-activity relationship study directed toward the improvement of metabolic stability.,  39  (20): [PMID:8831761] [10.1021/jm960301c]

3. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature