ID: ALA453806

Max Phase: Preclinical

Molecular Formula: C19H20O5

Molecular Weight: 328.36

Molecule Type: Small molecule

Representations

Synonyms (1): Clausenidin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=CC(C)(C)c1c(O)c2c(c3ccc(=O)oc13)OC(C)(C)CC2=O

Standard InChI:  InChI=1S/C19H20O5/c1-6-18(2,3)14-15(22)13-11(20)9-19(4,5)24-16(13)10-7-8-12(21)23-17(10)14/h6-8,22H,1,9H2,2-5H3

Standard InChI Key:  PSVNHBQNGNPKTQ-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 328.36

Molecular Weight (Monoisotopic): 328.1311

AlogP: 3.71

#Rotatable Bonds: 2

Polar Surface Area: 76.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.96

CX Basic pKa:

CX LogP: 3.85

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: 2.09

References

1. Murakami A, Gao G, Omura M, Yano M, Ito C, Furukawa H, Takahashi D, Koshimizu K, Ohigashi H..  (2000)  1,1-Dimethylallylcoumarins potently suppress both lipopolysaccharide- and interferon-gamma-induced nitric oxide generation in mouse macrophage RAW 264.7 cells.,  10  (1): [PMID:10636244] [10.1016/s0960-894x(99)00578-8]

2. Wu TS, Furukawa H..  (1982)  Biological and phytochemical investigation of Clausena excavata.,  45  (6): [PMID:7161603] [10.1021/np50024a013]

3. Su CR, Yeh SF, Liu CM, Damu AG, Kuo TH, Chiang PC, Bastow KF, Lee KH, Wu TS..  (2009)  Anti-HBV and cytotoxic activities of pyranocoumarin derivatives.,  17  (16): [PMID:19635670] [10.1016/j.bmc.2008.12.007]

Source

Source(1):

• Scientific Literature