ID: ALA411313

Max Phase: Preclinical

Molecular Formula: C32H38O7

Molecular Weight: 534.65

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C2\CCC/C(=C\c3ccc(OC4CCCCO4)c(OC)c3)C2=O)ccc1OC1CCCCO1

Standard InChI:  InChI=1S/C32H38O7/c1-34-28-20-22(12-14-26(28)38-30-10-3-5-16-36-30)18-24-8-7-9-25(32(24)33)19-23-13-15-27(29(21-23)35-2)39-31-11-4-6-17-37-31/h12-15,18-21,30-31H,3-11,16-17H2,1-2H3/b24-18+,25-19+

Standard InChI Key:  AFUOQMUCKYYYDR-SIHVKLMXSA-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: 534.65

Molecular Weight (Monoisotopic): 534.2618

AlogP: 6.73

#Rotatable Bonds: 8

Polar Surface Area: 72.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.77

CX LogD: 6.77

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: -0.01

References

1. Liang G, Li X, Chen L, Yang S, Wu X, Studer E, Gurley E, Hylemon PB, Ye F, Li Y, Zhou H..  (2008)  Synthesis and anti-inflammatory activities of mono-carbonyl analogues of curcumin.,  18  (4): [PMID:18234497] [10.1016/j.bmcl.2007.12.068]

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