2-(4-(2-(naphthalen-1-yloxy)ethoxy)benzyl)-3-hydroxynaphthalene-1,4-dione

ID: ALA482529

PubChem CID: 44586362

Max Phase: Preclinical

Molecular Formula: C29H22O5

Molecular Weight: 450.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(O)=C(Cc2ccc(OCCOc3cccc4ccccc34)cc2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C29H22O5/c30-27-23-9-3-4-10-24(23)28(31)29(32)25(27)18-19-12-14-21(15-13-19)33-16-17-34-26-11-5-7-20-6-1-2-8-22(20)26/h1-15,32H,16-18H2

Standard InChI Key:  KHESBOVOQRNNIT-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA482529

   4-Hydroxy-3-[[4-(2-naphthalen-1-yloxyethoxy)phenyl]methyl]naphthalene-1,2-dione

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

Calculated Properties

Molecular Weight: 450.49

Molecular Weight (Monoisotopic): 450.1467

AlogP: 5.73

#Rotatable Bonds: 7

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.47

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 3.50

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: 0.03

References

1. Sundriyal S, Viswanad B, Bharathy E, Ramarao P, Chakraborti AK, Bharatam PV..  (2008)  New PPARgamma ligands based on 2-hydroxy-1,4-naphthoquinone: computer-aided design, synthesis, and receptor-binding studies.,  18  (11): [PMID:18482837] [10.1016/j.bmcl.2008.04.072]

Source

Source(1):

• Scientific Literature