ID: ALA499801

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc3c(c2)OCO3)cc1

Standard InChI:  InChI=1S/C17H14O4/c1-19-14-6-4-13(5-7-14)15(18)8-2-12-3-9-16-17(10-12)21-11-20-16/h2-10H,11H2,1H3/b8-2+

Standard InChI Key:  LBZPKCQXIJFJKS-KRXBUXKQSA-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: 282.30

Molecular Weight (Monoisotopic): 282.0892

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 0.06

References

1. Chiaradia LD, Mascarello A, Purificação M, Vernal J, Cordeiro MN, Zenteno ME, Villarino A, Nunes RJ, Yunes RA, Terenzi H..  (2008)  Synthetic chalcones as efficient inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase PtpA.,  18  (23): [PMID:18930396] [10.1016/j.bmcl.2008.09.105]

2. Shakil NA, Singh MK, Sathiyendiran M, Kumar J, Padaria JC..  (2013)  Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives.,  59  [PMID:23229055] [10.1016/j.ejmech.2012.10.038]

3. Gomes KS, da Costa-Silva TA, Oliveira IH, Aguilar AM, Oliveira-Silva D, Uemi M, Silva WA, Melo LR, Andrade CKZ, Tempone AG, Tempone AG, Baldim JL, Lago JHG..  (2019)  Structure-activity relationship study of antitrypanosomal chalcone derivatives using multivariate analysis.,  29  (12): [PMID:31000155] [10.1016/j.bmcl.2019.04.020]

Source

Source(1):

• Scientific Literature