3-(1,4-Dioxo-1,4-dihydro-naphthalen-2-ylsulfanyl)-propionic acid

ID: ALA100206

Chembl Id: CHEMBL100206

Cas Number: 65726-66-1

PubChem CID: 320851

Max Phase: Preclinical

Molecular Formula: C13H10O4S

Molecular Weight: 262.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCSC1=CC(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C13H10O4S/c14-10-7-11(18-6-5-12(15)16)13(17)9-4-2-1-3-8(9)10/h1-4,7H,5-6H2,(H,15,16)

Standard InChI Key:  FSELXDDMIGSPLC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA100206

   3-[(1,4-Dioxo-1,4-dihydronaphthalen-2-yl)sulfanyl]propanoic acid

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: 262.29

Molecular Weight (Monoisotopic): 262.0300

AlogP: 2.16

#Rotatable Bonds: 4

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: 3.59

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: -1.86

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.90

Np Likeness Score: 0.16

References

1. 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]

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.  (2013)  Chemical agents for the prevention of inhibition or tumor metastasis, 

4. Kwong AJ,Scheidt KA.  (2020)  Non-'classical' MEKs: A review of MEK3-7 inhibitors.,  30  (13): [PMID:32389527] [10.1016/j.bmcl.2020.127203]

5. 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(2):

• Scientific Literature
• Patent Bioactivity Data