ID: ALA194094

Max Phase: Preclinical

Molecular Formula: C19H20O6

Molecular Weight: 344.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)/C=C/c2cc(OC)c(OC)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C19H20O6/c1-22-16-11-13(6-8-15(16)21)14(20)7-5-12-9-17(23-2)19(25-4)18(10-12)24-3/h5-11,21H,1-4H3/b7-5+

Standard InChI Key:  YJYXUHISYCFAFJ-FNORWQNLSA-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: 344.36

Molecular Weight (Monoisotopic): 344.1260

AlogP: 3.32

#Rotatable Bonds: 7

Polar Surface Area: 74.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.36

CX Basic pKa:

CX LogP: 2.96

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: 0.41

References

1. Bhat BA, Dhar KL, Puri SC, Saxena AK, Shanmugavel M, Qazi GN..  (2005)  Synthesis and biological evaluation of chalcones and their derived pyrazoles as potential cytotoxic agents.,  15  (12): [PMID:15893928] [10.1016/j.bmcl.2005.03.121]

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. Trippier PC, McGuigan C.  (2010)  Boronic acids in medicinal chemistry: anticancer, antibacterial and antiviral applications,  1  (3): [10.1039/C0MD00119H]

4. Silbermann K, Shah CP, Sahu NU, Juvale K, Stefan SM, Kharkar PS, Wiese M..  (2019)  Novel chalcone and flavone derivatives as selective and dual inhibitors of the transport proteins ABCB1 and ABCG2.,  164  [PMID:30594677] [10.1016/j.ejmech.2018.12.019]

5. Yang Y,Wei Z,Teichmann AT,Wieland FH,Wang A,Lei X,Zhu Y,Yin J,Fan T,Zhou L,Wang C,Chen L.  (2020)  Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation.,  193  [PMID:32208222] [10.1016/j.ejmech.2020.112216]

Source

Source(1):

• Scientific Literature