ID: ALA36619

Max Phase: Preclinical

Molecular Formula: C18H18O4

Molecular Weight: 298.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2ccc(OC)c(OC)c2)cc1

Standard InChI:  InChI=1S/C18H18O4/c1-20-15-8-4-13(5-9-15)6-10-16(19)14-7-11-17(21-2)18(12-14)22-3/h4-12H,1-3H3/b10-6+

Standard InChI Key:  KDGUURGSSDZPQG-UXBLZVDNSA-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: 298.34

Molecular Weight (Monoisotopic): 298.1205

AlogP: 3.61

#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: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -0.09

References

1. Meng CQ, Zheng XS, Ni L, Ye Z, Simpson JE, Worsencroft KJ, Hotema MR, Weingarten MD, Skudlarek JW, Gilmore JM, Hoong LK, Hill RR, Marino EM, Suen KL, Kunsch C, Wasserman MA, Sikorski JA..  (2004)  Discovery of novel heteroaryl-substituted chalcones as inhibitors of TNF-alpha-induced VCAM-1 expression.,  14  (6): [PMID:15006393] [10.1016/j.bmcl.2004.01.021]

2. Ducki S, Rennison D, Woo M, Kendall A, Chabert JF, McGown AT, Lawrence NJ..  (2009)  Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: synthesis and biological evaluation of antivascular activity.,  17  (22): [PMID:19837593] [10.1016/j.bmc.2009.09.039]

3. Juvale K, Pape VF, Wiese M..  (2012)  Investigation of chalcones and benzochalcones as inhibitors of breast cancer resistance protein.,  20  (1): [PMID:22112540] [10.1016/j.bmc.2011.10.074]

4. Wu J, Wang C, Cai Y, Peng J, Liang D, Zhao Y, Yang S, Li X, Wu X, Liang G.  (2012)  Synthesis and crystal structure of chalcones as well as on cytotoxicity and antibacterial properties,  21  (4): [10.1007/s00044-011-9549-9]

5. 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]

6. Vijaya Bhaskar Reddy M, Hung HY, Kuo PC, Huang GJ, Chan YY, Huang SC, Wu SJ, Morris-Natschke SL, Lee KH, Wu TS..  (2017)  Synthesis and biological evaluation of chalcone, dihydrochalcone, and 1,3-diarylpropane analogs as anti-inflammatory agents.,  27  (7): [PMID:28256373] [10.1016/j.bmcl.2017.02.038]

Source

Source(1):

• Scientific Literature