ID: ALA477058

Max Phase: Preclinical

Molecular Formula: C28H30O5

Molecular Weight: 446.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCOc1ccc(/C=C2\CCC/C(=C\c3ccc(OCC=C)c(OC)c3)C2=O)cc1OC

Standard InChI:  InChI=1S/C28H30O5/c1-5-14-32-24-12-10-20(18-26(24)30-3)16-22-8-7-9-23(28(22)29)17-21-11-13-25(33-15-6-2)27(19-21)31-4/h5-6,10-13,16-19H,1-2,7-9,14-15H2,3-4H3/b22-16+,23-17+

Standard InChI Key:  NWFZRGXSOMIXIT-LKNRODPVSA-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: 446.54

Molecular Weight (Monoisotopic): 446.2093

AlogP: 6.05

#Rotatable Bonds: 10

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -0.17

References

1. Liang G, Shao L, Wang Y, Zhao C, Chu Y, Xiao J, Zhao Y, Li X, Yang S..  (2009)  Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents.,  17  (6): [PMID:19243951] [10.1016/j.bmc.2008.10.044]

2. Lin H, Hu GX, Guo J, Ge Y, Liang G, Lian QQ, Chu Y, Yuan X, Huang P, Ge RS..  (2013)  Mono-carbonyl curcumin analogues as 11β-hydroxysteroid dehydrogenase 1 inhibitors.,  23  (15): [PMID:23800686] [10.1016/j.bmcl.2013.05.080]

Source

Source(1):

• Scientific Literature