ID: ALA158309

Max Phase: Preclinical

Molecular Formula: C19H20O4

Molecular Weight: 312.37

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  C=CC(C)(C)c1c2c(c(O)c3ccc(=O)oc13)C=CC(C)(C)O2

Standard InChI:  InChI=1S/C19H20O4/c1-6-18(2,3)14-16-11(7-8-13(20)22-16)15(21)12-9-10-19(4,5)23-17(12)14/h6-10,21H,1H2,2-5H3

Standard InChI Key:  WYMMNGQSPNWCIK-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: 312.37

Molecular Weight (Monoisotopic): 312.1362

AlogP: 4.15

#Rotatable Bonds: 2

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.44

CX Basic pKa:

CX LogP: 4.07

CX LogD: 3.79

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: 2.85

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]

4. Songsiang U, Thongthoom T, Boonyarat C, Yenjai C..  (2011)  Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana.,  74  (2): [PMID:21302964] [10.1021/np100654m]

Source

Source(1):

• Scientific Literature