ID: ALA1170325

Max Phase: Preclinical

Molecular Formula: C20H24O5

Molecular Weight: 344.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc([C@H]2O[C@@H](c3ccc(O)c(OC)c3)[C@@H](C)[C@H]2C)ccc1O

Standard InChI:  InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12+,19+,20-

Standard InChI Key:  GMXMKSFJQLFOSO-SRRICDNISA-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: 344.41

Molecular Weight (Monoisotopic): 344.1624

AlogP: 4.20

#Rotatable Bonds: 4

Polar Surface Area: 68.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.61

CX Basic pKa:

CX LogP: 3.91

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: 1.03

References

1. Nguyen PH, Le TV, Kang HW, Chae J, Kim SK, Kwon KI, Seo DB, Lee SJ, Oh WK..  (2010)  AMP-activated protein kinase (AMPK) activators from Myristica fragrans (nutmeg) and their anti-obesity effect.,  20  (14): [PMID:20541406] [10.1016/j.bmcl.2010.05.067]

2. Jain SV, Bhadoriya KS, Bari SB.  (2012)  QSAR and flexible docking studies of some aldose reductase inhibitors obtained from natural origin,  21  (8): [10.1007/s00044-011-9681-6]

3. Harada K, Zaha K, Bando R, Irimaziri R, Kubo M, Koriyama Y, Fukuyama Y..  (2018)  Structure-activity relationships of talaumidin derivatives: Their neurite-outgrowth promotion in vitro and optic nerve regeneration in vivo.,  148  [PMID:29454919] [10.1016/j.ejmech.2018.02.014]

Source

Source(1):

• Scientific Literature