ID: ALA4569185

Max Phase: Preclinical

Molecular Formula: C18H18O4

Molecular Weight: 298.34

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(/C=C/c1cc(O)ccc1O)OCCCc1ccccc1

Standard InChI:  InChI=1S/C18H18O4/c19-16-9-10-17(20)15(13-16)8-11-18(21)22-12-4-7-14-5-2-1-3-6-14/h1-3,5-6,8-11,13,19-20H,4,7,12H2/b11-8+

Standard InChI Key:  YEVVZBAHSYINRD-DHZHZOJOSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

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: 3.29

#Rotatable Bonds: 6

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.48

CX Basic pKa:

CX LogP: 4.37

CX LogD: 4.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: 0.58

References

1. Selka A, Doiron JA, Lyons P, Dastous S, Chiasson A, Cormier M, Turcotte S, Surette ME, Touaibia M..  (2019)  Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells.,  179  [PMID:31260889] [10.1016/j.ejmech.2019.06.060]

2. Murugesan A,Lassalle-Claux G,Hogan L,Vaillancourt E,Selka A,Luiker K,Kim MJ,Touaibia M,Reiman T.  (2020)  Antimyeloma Potential of Caffeic Acid Phenethyl Ester and Its Analogues through Sp1 Mediated Downregulation of IKZF1-IRF4-MYC Axis.,  83  (12.0): [PMID:33210536] [10.1021/acs.jnatprod.0c00350]

Source

Source(1):

• Scientific Literature