ID: ALA220818

Max Phase: Preclinical

Molecular Formula: C22H20O4

Molecular Weight: 348.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)/C=C/c2ccc3ccccc3c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H20O4/c1-24-20-13-18(14-21(25-2)22(20)26-3)19(23)11-9-15-8-10-16-6-4-5-7-17(16)12-15/h4-14H,1-3H3/b11-9+

Standard InChI Key:  GNRAEXLCGFMDGE-PKNBQFBNSA-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: 348.40

Molecular Weight (Monoisotopic): 348.1362

AlogP: 4.76

#Rotatable Bonds: 6

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: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: 0.10

References

1. Gutteridge CE, Nichols DA, Curtis SM, Thota DS, Vo JV, Gerena L, Montip G, Asher CO, Diaz DS, Ditusa CA, Smith KS, Bhattacharjee AK..  (2006)  In vitro and in vivo efficacy and in vitro metabolism of 1-phenyl-3-aryl-2-propen-1-ones against Plasmodium falciparum.,  16  (21): [PMID:16908136] [10.1016/j.bmcl.2006.08.009]

2. 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]

3. Salum LB, Altei WF, Chiaradia LD, Cordeiro MN, Canevarolo RR, Melo CP, Winter E, Mattei B, Daghestani HN, Santos-Silva MC, Creczynski-Pasa TB, Yunes RA, Yunes JA, Andricopulo AD, Day BW, Nunes RJ, Vogt A..  (2013)  Cytotoxic 3,4,5-trimethoxychalcones as mitotic arresters and cell migration inhibitors.,  63  [PMID:23524161] [10.1016/j.ejmech.2013.02.037]

Source

Source(1):

• Scientific Literature