ID: ALA513285

Max Phase: Preclinical

Molecular Formula: C18H18O4

Molecular Weight: 298.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(-c2cc3c(O)cccc3o2)c(C)c(OC)c1C

Standard InChI:  InChI=1S/C18H18O4/c1-10-12(8-16(20-3)11(2)18(10)21-4)17-9-13-14(19)6-5-7-15(13)22-17/h5-9,19H,1-4H3

Standard InChI Key:  TZBKBAHAEDHKJP-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: 298.34

Molecular Weight (Monoisotopic): 298.1205

AlogP: 4.44

#Rotatable Bonds: 3

Polar Surface Area: 51.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.84

CX Basic pKa:

CX LogP: 4.11

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: 0.98

References

1. Pacher T, Seger C, Engelmeier D, Vajrodaya S, Hofer O, Greger H..  (2002)  Antifungal stilbenoids from Stemona collinsae.,  65  (6): [PMID:12088422] [10.1021/np0105073]

2. Adams M, Pacher T, Greger H, Bauer R..  (2005)  Inhibition of leukotriene biosynthesis by stilbenoids from Stemona species.,  68  (1): [PMID:15679323] [10.1021/np0497043]

3. Chaiyong S, Jatisatienr A, Mungkornasawakul P, Sastraruji T, Pyne SG, Ung AT, Urathamakul T, Lie W..  (2010)  Phytochemical investigations of Stemona curtisii and synthetic studies on stemocurtisine alkaloids.,  73  (11): [PMID:21049906] [10.1021/np100474y]

4. Sastraruji T, Chaiyong S, Jatisatienr A, Pyne SG, Ung AT, Lie W..  (2011)  Phytochemical studies on Stemona aphylla: isolation of a new stemofoline alkaloid and six new stemofurans.,  74  (1): [PMID:21126060] [10.1021/np100668s]

Source

Source(1):

• Scientific Literature