ID: ALA228563

Max Phase: Preclinical

Molecular Formula: C27H20O6

Molecular Weight: 440.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1cc(-c2ccccc2)cc(Cc2cc(-c3ccccc3)cc(C(=O)O)c2O)c1O

Standard InChI:  InChI=1S/C27H20O6/c28-24-20(11-18(14-22(24)26(30)31)16-7-3-1-4-8-16)13-21-12-19(17-9-5-2-6-10-17)15-23(25(21)29)27(32)33/h1-12,14-15,28-29H,13H2,(H,30,31)(H,32,33)

Standard InChI Key:  ZCZDHOVPHSWTLO-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: 440.45

Molecular Weight (Monoisotopic): 440.1260

AlogP: 5.42

#Rotatable Bonds: 6

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.39

CX Basic pKa:

CX LogP: 7.37

CX LogD: 0.36

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: 0.21

References

1. Shrestha S, Bhattarai BR, Lee KH, Cho H..  (2007)  Mono- and disalicylic acid derivatives: PTP1B inhibitors as potential anti-obesity drugs.,  15  (20): [PMID:17692525] [10.1016/j.bmc.2007.07.010]

2. Shrestha S, Bhattarai BR, Kafle B, Lee KH, Cho H..  (2008)  Derivatives of 1,4-bis(3-hydroxycarbonyl-4-hydroxyl)styrylbenzene as PTP1B inhibitors with hypoglycemic activity.,  16  (18): [PMID:18722777] [10.1016/j.bmc.2008.07.090]

3. Bhattarai BR, Ko JH, Shrestha S, Kafle B, Cho H, Kang JH, Cho H..  (2010)  Inhibition of IKK-beta: a new development in the mechanism of the anti-obesity effects of PTP1B inhibitors SA18 and SA32.,  20  (3): [PMID:20044255] [10.1016/j.bmcl.2009.12.033]

Source

Source(1):

• Scientific Literature