ID: ALA179197

Max Phase: Preclinical

Molecular Formula: C19H16O5

Molecular Weight: 324.33

Molecule Type: Small molecule

Representations

Synonyms (1): SCH-68631
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCC(=O)c1cc2c(c(O)c1C)C(=O)C(=O)c1c(O)cccc1-2

Standard InChI:  InChI=1S/C19H16O5/c1-3-5-13(20)11-8-12-10-6-4-7-14(21)15(10)18(23)19(24)16(12)17(22)9(11)2/h4,6-8,21-22H,3,5H2,1-2H3

Standard InChI Key:  YJQYHFMKGAVKDP-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 324.33

Molecular Weight (Monoisotopic): 324.0998

AlogP: 3.44

#Rotatable Bonds: 3

Polar Surface Area: 91.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.69

CX Basic pKa:

CX LogP: 4.83

CX LogD: 4.63

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: 1.01

References

1. Gordon CP, Keller PA..  (2005)  Control of hepatitis C: a medicinal chemistry perspective.,  48  (1): [PMID:15633995] [10.1021/jm0400101]

2. Dai J, Carté BK, Sidebottom PJ, Sek Yew AL, Ng S, Huang Y, Butler MS..  (2001)  Circumdatin G, a new alkaloid from the fungus Aspergillus ochraceus.,  64  (1): [PMID:11170686] [10.1021/np000381u]

3. Hahne G, Grossmann TN..  (2013)  Direct targeting of β-catenin: Inhibition of protein-protein interactions for the inactivation of Wnt signaling.,  21  (14): [PMID:23566764] [10.1016/j.bmc.2013.02.050]

4. Radwan AA, Al-Mohanna F, Alanazi FK, Manogaran PS, Al-Dhfyan A..  (2016)  Target β-catenin/CD44/Nanog axis in colon cancer cells by certain N'-(2-oxoindolin-3-ylidene)-2-(benzyloxy)benzohydrazides.,  26  (7): [PMID:26944615] [10.1016/j.bmcl.2016.02.064]

5. Phull MS, Jadav SS, Gundla R, Mainkar PS..  (2021)  A perspective on medicinal chemistry approaches towards adenomatous polyposis coli and Wnt signal based colorectal cancer inhibitors.,  212  [PMID:33445154] [10.1016/j.ejmech.2020.113149]

Source

Source(1):

• Scientific Literature