ID: ALA2036880

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Representations

Synonyms (1): 8-methoxy-beta-lapachone
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc2c(c1)C(=O)C(=O)C1=C2OC(C)(C)CC1

Standard InChI:  InChI=1S/C16H16O4/c1-16(2)7-6-11-13(17)14(18)12-8-9(19-3)4-5-10(12)15(11)20-16/h4-5,8H,6-7H2,1-3H3

Standard InChI Key:  OFUVMXZHDYXMJK-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: 2.76

#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: 2.47

CX LogD: 2.47

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 1.43

References

1. Ríos-Luci C, Bonifazi EL, León LG, Montero JC, Burton G, Pandiella A, Misico RI, Padrón JM..  (2012)  β-Lapachone analogs with enhanced antiproliferative activity.,  53  [PMID:22560628] [10.1016/j.ejmech.2012.04.008]

2. Lim SM, Jeong Y, Lee S, Im H, Tae HS, Kim BG, Park HD, Park J, Hong S..  (2015)  Identification of β-Lapachone Analogs as Novel MALT1 Inhibitors To Treat an Aggressive Subtype of Diffuse Large B-Cell Lymphoma.,  58  (21): [PMID:26496175] [10.1021/acs.jmedchem.5b01415]

Source

Source(1):

• Scientific Literature