ID: ALA152899

Max Phase: Preclinical

Molecular Formula: C22H22O8

Molecular Weight: 414.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)/C=C/c1cc(OC)c2c(c1)[C@@H](C(=O)OC)[C@H](c1ccc(O)c(OC)c1)O2

Standard InChI:  InChI=1S/C22H22O8/c1-26-16-11-13(6-7-15(16)23)20-19(22(25)29-4)14-9-12(5-8-18(24)28-3)10-17(27-2)21(14)30-20/h5-11,19-20,23H,1-4H3/b8-5+/t19-,20+/m1/s1

Standard InChI Key:  TUMXSJCAHHPAFR-ZLNADXECSA-N

Molecule Features

Natural Product: No

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: 414.41

Molecular Weight (Monoisotopic): 414.1315

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 100.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.91

CX Basic pKa:

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 1.28

References

1. Pieters L, Van Dyck S, Gao M, Bai R, Hamel E, Vlietinck A, Lemière G..  (1999)  Synthesis and biological evaluation of dihydrobenzofuran lignans and related compounds as potential antitumor agents that inhibit tubulin polymerization.,  42  (26): [PMID:10639289] [10.1021/jm990251m]

Source

Source(1):

• Scientific Literature