ID: ALA2313860

Max Phase: Preclinical

Molecular Formula: C23H28O8

Molecular Weight: 432.47

Molecule Type: Small molecule

Representations

Synonyms (1): Schisantherol A
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc2c(c(OC)c1OC)-c1c(cc3c(c1OC)OCO3)C[C@H](C)[C@](C)(O)[C@H]2O

Standard InChI:  InChI=1S/C23H28O8/c1-11-7-12-8-15-19(31-10-30-15)20(28-5)16(12)17-13(22(24)23(11,2)25)9-14(26-3)18(27-4)21(17)29-6/h8-9,11,22,24-25H,7,10H2,1-6H3/t11-,22-,23-/m0/s1

Standard InChI Key:  BFELOFVXWJZJNF-JHWMDXGOSA-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: 432.47

Molecular Weight (Monoisotopic): 432.1784

AlogP: 3.09

#Rotatable Bonds: 4

Polar Surface Area: 95.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.18

CX Basic pKa:

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.76

Np Likeness Score: 2.01

References

1. Liu HW, Yu XZ, Padula D, Pescitelli G, Lin ZW, Wang F, Ding K, Lei M, Gao JM..  (2013)  Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.,  59  [PMID:23237974] [10.1016/j.ejmech.2012.11.003]

2. Venkanna A, Kumar CP, Poornima B, Siva B, Jain N, Suresh Babu K.  (2016)  Design, synthesis and anti-proliferative activities of novel 7-O-substituted schisantherin A derivatives,  7  (6): [10.1039/C6MD00097E]

Source

Source(1):

• Scientific Literature