nectandrin A

ID: ALA444025

Chembl Id: CHEMBL444025

PubChem CID: 13939326

Max Phase: Preclinical

Molecular Formula: C21H26O5

Molecular Weight: 358.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H26O5/c1-12-13(2)21(15-7-9-17(23-3)19(11-15)25-5)26-20(12)14-6-8-16(22)18(10-14)24-4/h6-13,20-22H,1-5H3/t12-,13+,20-,21+/m0/s1

Standard InChI Key:  YPQNDHHCUQGPFN-WVGOSAFVSA-N

Alternative Forms

1. Parent:

   

   ALA444025

   NECTANDRIN A

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

Calculated Properties

Molecular Weight: 358.43

Molecular Weight (Monoisotopic): 358.1780

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 57.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.91

CX Basic pKa:

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: 0.97

References

1. da Silva Filho AA, Albuquerque S, Silva ML, Eberlin MN, Tomazela DM, Bastos JK..  (2004)  Tetrahydrofuran lignans from Nectandra megapotamica with trypanocidal activity.,  67  (1): [PMID:14738383] [10.1021/np0302697]

2. 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]

3. Zhang WY, Feng XL, Lu D, Gao H, Yu Y, Yao XS..  (2018)  New lignans attenuating cognitive deterioration of Aβ transgenic flies discovered in Acorus tatarinowii.,  28  (4): [PMID:29307497] [10.1016/j.bmcl.2017.08.015]

Source

Source(1):

• Scientific Literature