ID: ALA3398294

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C1=C(C(=O)C2=O)C(C)(C)C(C)O1

Standard InChI:  InChI=1S/C16H16O4/c1-8-16(2,3)12-14(18)13(17)9-6-5-7-10(19-4)11(9)15(12)20-8/h5-8H,1-4H3

Standard InChI Key:  BJWTWNKKVWBIKG-UHFFFAOYSA-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: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 2.62

#Rotatable Bonds: 1

Polar Surface Area: 52.60

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: 2.49

CX LogD: 2.49

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 1.75

References

1. Bian J, Xu L, Deng B, Qian X, Fan J, Yang X, Liu F, Xu X, Guo X, Li X, Sun H, You Q, Zhang X..  (2015)  Synthesis and evaluation of (±)-dunnione and its ortho-quinone analogues as substrates for NAD(P)H:quinone oxidoreductase 1 (NQO1).,  25  (6): [PMID:25677663] [10.1016/j.bmcl.2015.01.057]

2. Bian J, Li X, Wang N, Wu X, You Q, Zhang X..  (2017)  Discovery of quinone-directed antitumor agents selectively bioactivated by NQO1 over CPR with improved safety profile.,  129  [PMID:28214631] [10.1016/j.ejmech.2017.02.004]

3. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Antimalarial application of quinones: A recent update.,  210  [PMID:33333397] [10.1016/j.ejmech.2020.113084]

Source

Source(1):

• Scientific Literature