ID: ALA130639

Max Phase: Preclinical

Molecular Formula: C17H16O4

Molecular Weight: 284.31

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C17H16O4/c1-20-14-7-5-13(6-8-14)15(18)9-3-12-4-10-16(19)17(11-12)21-2/h3-11,19H,1-2H3/b9-3+

Standard InChI Key:  HOYSEOCCEVHZSJ-YCRREMRBSA-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: 284.31

Molecular Weight (Monoisotopic): 284.1049

AlogP: 3.31

#Rotatable Bonds: 5

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.50

CX Basic pKa:

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 0.31

References

1. Sogawa S, Nihro Y, Ueda H, Izumi A, Miki T, Matsumoto H, Satoh T..  (1993)  3,4-Dihydroxychalcones as potent 5-lipoxygenase and cyclooxygenase inhibitors.,  36  (24): [PMID:8254620] [10.1021/jm00076a019]

2. Wu J, Li J, Cai Y, Pan Y, Ye F, Zhang Y, Zhao Y, Yang S, Li X, Liang G..  (2011)  Evaluation and discovery of novel synthetic chalcone derivatives as anti-inflammatory agents.,  54  (23): [PMID:21988173] [10.1021/jm200946h]

3. Vaidya SS, Vinaya H, Mahajan SS.  (2012)  Microwave-assisted synthesis, pharmacological evaluation, and QSAR studies of 1,3-diaryl-2-propen-1-ones,  21  (12): [10.1007/s00044-012-9969-1]

4. Sharma MC.  (2013)  Molecular modeling studies of substituted 3,4-dihydroxychalcone derivatives as 5-lipoxygenase and cyclooxygenase inhibitors,  [10.1007/s00044-013-0745-7]

5. Liang JH, Yang L, Wu S, Liu SS, Cushman M, Tian J, Li NM, Yang QH, Zhang HA, Qiu YJ, Xiang L, Ma CX, Li XM, Qing H..  (2017)  Discovery of efficient stimulators for adult hippocampal neurogenesis based on scaffolds in dragon's blood.,  136  [PMID:28525839] [10.1016/j.ejmech.2017.05.025]

6. Regenass P, Abboud D, Daubeuf F, Lehalle C, Gizzi P, Riché S, Hachet-Haas M, Rohmer F, Gasparik V, Boeglin D, Haiech J, Knehans T, Rognan D, Heissler D, Marsol C, Villa P, Galzi JL, Hibert M, Frossard N, Bonnet D..  (2018)  Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.,  61  (17): [PMID:30106292] [10.1021/acs.jmedchem.8b00657]

Source

Source(1):

• Scientific Literature