2-Phenylsulfanyl-[1,4]naphthoquinone

ID: ALA269468

Chembl Id: CHEMBL269468

Cas Number: 57341-12-5

PubChem CID: 622329

Max Phase: Preclinical

Molecular Formula: C16H10O2S

Molecular Weight: 266.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Phenylsulfanyl-[1,4]Naphthoquinone | 1,4-Naphthalenedione, 2-(phenylthio)-|2-Phenylthio-1,4-naphthoquinone|57341-12-5|2-phenylsulfanylnaphthalene-1,4-dione|CHEMBL269468|2-(Phenylsulfanyl)naphthoquinone|SCHEMBL17250106|DTXSID80347506|YRZIOOUBKJSECZ-UHFFFAOYSA-N|2-(Phenylsulfanyl)naphthoquinone #|2-Phenylsulfanyl-[1,4]naphthoquinone|2-phenylsulfanyl-naphthalene-1,4-dione

Canonical SMILES:  O=C1C=C(Sc2ccccc2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C16H10O2S/c17-14-10-15(19-11-6-2-1-3-7-11)16(18)13-9-5-4-8-12(13)14/h1-10H

Standard InChI Key:  YRZIOOUBKJSECZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA269468

   1,4-Naphthalenedione, 2-(phenylthio)-

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: 266.32

Molecular Weight (Monoisotopic): 266.0402

AlogP: 3.74

#Rotatable Bonds: 2

Polar Surface Area: 34.14

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: 0.00

References

1. Tandon VK, Chhor RB, Singh RV, Rai S, Yadav DB..  (2004)  Design, synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antifungal and anticancer agents.,  14  (5): [PMID:14980639] [10.1016/j.bmcl.2004.01.002]

2. Tandon VK, Singh RV, Yadav DB..  (2004)  Synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antiviral, antifungal and anticancer agents.,  14  (11): [PMID:15125956] [10.1016/j.bmcl.2004.03.047]

3. Tandon VK, Maurya HK, Mishra NN, Shukla PK..  (2011)  Micelles catalyzed chemoselective synthesis 'in water' and biological evaluation of oxygen containing hetero-1,4-naphthoquinones as potential antifungal agents.,  21  (21): [PMID:21930375] [10.1016/j.bmcl.2011.08.095]

Source

Source(1):

• Scientific Literature