ID: ALA176758

Max Phase: Preclinical

Molecular Formula: C20H16O3

Molecular Weight: 304.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(c2ccccc2)CCC2=C(O1)c1ccccc1C(=O)C2=O

Standard InChI:  InChI=1S/C20H16O3/c1-20(13-7-3-2-4-8-13)12-11-16-18(22)17(21)14-9-5-6-10-15(14)19(16)23-20/h2-10H,11-12H2,1H3

Standard InChI Key:  NIQCRSHOBPZURY-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: 304.35

Molecular Weight (Monoisotopic): 304.1099

AlogP: 3.89

#Rotatable Bonds: 1

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: 1.13

References

1. Schaffner-Sabba K, Schmidt-Ruppin KH, Wehrli W, Schuerch AR, Wasley JW..  (1984)  beta-Lapachone: synthesis of derivatives and activities in tumor models.,  27  (8): [PMID:6205152] [10.1021/jm00374a010]

2. Paulino M, Alvareda EM, Denis PA, Barreiro EJ, Sperandio da Silva GM, Dubin M, Gastellú C, Aguilera S, Tapia O..  (2008)  Studies of trypanocidal (inhibitory) power of naphthoquinones: evaluation of quantum chemical molecular descriptors for structure-activity relationships.,  43  (10): [PMID:18276039] [10.1016/j.ejmech.2007.12.023]

3. Ferreira SB, Salomão K, de Carvalho da Silva F, Pinto AV, Kaiser CR, Pinto AC, Ferreira VF, de Castro SL..  (2011)  Synthesis and anti-Trypanosoma cruzi activity of β-lapachone analogues.,  46  (7): [PMID:21450374] [10.1016/j.ejmech.2011.03.012]

Source

Source(1):

• Scientific Literature