ID: ALA131667

Max Phase: Preclinical

Molecular Formula: C21H14O4

Molecular Weight: 330.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1c2c(O)cccc2C(=Cc2ccc(O)cc2)c2cccc(O)c21

Standard InChI:  InChI=1S/C21H14O4/c22-13-9-7-12(8-10-13)11-16-14-3-1-5-17(23)19(14)21(25)20-15(16)4-2-6-18(20)24/h1-11,22-24H

Standard InChI Key:  USTGZZZPDYRZIR-UHFFFAOYSA-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: 330.34

Molecular Weight (Monoisotopic): 330.0892

AlogP: 3.94

#Rotatable Bonds: 1

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.21

CX Basic pKa:

CX LogP: 5.62

CX LogD: 5.56

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: 0.51

References

1. Müller K, Gürster D, Piwek S, Wiegrebe W..  (1993)  Antipsoriatic anthrones with modulated redox properties. 1. Novel 10-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of 5-lipoxygenase.,  36  (25): [PMID:8258834] [10.1021/jm00077a015]

2. Nickel HC, Schmidt P, Böhm KJ, Baasner S, Müller K, Gerlach M, Unger E, Günther EG, Prinz H..  (2010)  Synthesis, antiproliferative activity and inhibition of tubulin polymerization by 1,5- and 1,8-disubstituted 10H-anthracen-9-ones bearing a 10-benzylidene or 10-(2-oxo-2-phenylethylidene) moiety.,  45  (8): [PMID:20537765] [10.1016/j.ejmech.2010.04.032]

Source

Source(1):

• Scientific Literature