ID: ALA3275869

Max Phase: Preclinical

Molecular Formula: C18H14O5

Molecular Weight: 310.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C=C2C(=O)c3ccccc3C2=O)cc(OC)c1O

Standard InChI:  InChI=1S/C18H14O5/c1-22-14-8-10(9-15(23-2)18(14)21)7-13-16(19)11-5-3-4-6-12(11)17(13)20/h3-9,21H,1-2H3

Standard InChI Key:  OSMKJFXGYOOPLV-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: 310.31

Molecular Weight (Monoisotopic): 310.0841

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.41

CX Basic pKa:

CX LogP: 2.64

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: 0.12

References

1. Inayama S, Mamoto K, Shibata T, Hirose T..  (1976)  Structure and antitumor activity relationship of 2-arylidene-4-cyclopentene-1, 3-diones and 2-arylideneindan-1, 3-diones.,  19  (3): [PMID:1255669] [10.1021/jm00225a022]

2. Oliveira AFCDS, de Souza APM, de Oliveira AS, da Silva ML, de Oliveira FM, Santos EG, da Silva ÍEP, Ferreira RS, Villela FS, Martins FT, Leal DHS, Vaz BG, Teixeira RR, de Paula SO..  (2018)  Zirconium catalyzed synthesis of 2-arylidene Indan-1,3-diones and evaluation of their inhibitory activity against NS2B-NS3 WNV protease.,  149  [PMID:29499491] [10.1016/j.ejmech.2018.02.037]

Source

Source(1):

• Scientific Literature