(1,4-Dioxo-1,4-dihydro-naphthalen-2-ylsulfanyl)-acetic acid

ID: ALA189010

Chembl Id: CHEMBL189010

Cas Number: 57414-03-6

PubChem CID: 5279656

Max Phase: Preclinical

Molecular Formula: C12H8O4S

Molecular Weight: 248.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CSC1=CC(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C12H8O4S/c13-9-5-10(17-6-11(14)15)12(16)8-4-2-1-3-7(8)9/h1-5H,6H2,(H,14,15)

Standard InChI Key:  JSXVNSXLESSQMA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA189010

   Acetic acid, [(1,4-dihydro-1,4-dioxo-2-naphthalenyl)thio]-

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: 248.26

Molecular Weight (Monoisotopic): 248.0143

AlogP: 1.77

#Rotatable Bonds: 3

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 1.04

CX LogD: -2.36

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.88

Np Likeness Score: 0.17

References

1. Tandon VK, Yadav DB, Singh RV, Vaish M, Chaturvedi AK, Shukla PK..  (2005)  Synthesis and biological evaluation of novel 1,4-naphthoquinone derivatives as antibacterial and antiviral agents.,  15  (14): [PMID:15950468] [10.1016/j.bmcl.2005.04.075]

2. Schepetkin IA, Karpenko AS, Khlebnikov AI, Shibinska MO, Levandovskiy IA, Kirpotina LN, Danilenko NV, Quinn MT..  (2019)  Synthesis, anticancer activity, and molecular modeling of 1,4-naphthoquinones that inhibit MKK7 and Cdc25.,  183  [PMID:31563013] [10.1016/j.ejmech.2019.111719]

3. Tao Y, Hao X, Ding X, Cherukupalli S, Song Y, Liu X, Zhan P..  (2020)  Medicinal chemistry insights into novel CDC25 inhibitors.,  201  [PMID:32603979] [10.1016/j.ejmech.2020.112374]

Source

Source(1):

• Scientific Literature