ID: ALA3601519

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+/m0/s1

Standard InChI Key:  GMXMKSFJQLFOSO-HKKFXGGESA-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. Tang GH, Chen ZW, Lin TT, Tan M, Gao XY, Bao JM, Cheng ZB, Sun ZH, Huang G, Yin S..  (2015)  Neolignans from Aristolochia fordiana Prevent Oxidative Stress-Induced Neuronal Death through Maintaining the Nrf2/HO-1 Pathway in HT22 Cells.,  78  (8): [PMID:26226070] [10.1021/acs.jnatprod.5b00220]

2. Morikawa T, Hachiman I, Matsuo K, Nishida E, Ninomiya K, Hayakawa T, Yoshie O, Muraoka O, Nakayama T..  (2016)  Neolignans from the Arils of Myristica fragrans as Potent Antagonists of CC Chemokine Receptor 3.,  79  (8): [PMID:27419473] [10.1021/acs.jnatprod.6b00262]

3. Park JY, Hwan Lim S, Ram Kim B, Jae Jeong H, Kwon HJ, Song GY, Bae Ryu Y, Song Lee W..  (2017)  Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.,  27  (14): [PMID:28551100] [10.1016/j.bmcl.2017.05.055]

Source

Source(1):

• Scientific Literature