4-[5-(1,1-Dioxo-1H-1lambda*6*-benzo[b]thiophen-3-ylsulfanyl)-[1,3,4]oxadiazol-2-yl]-pyridine

ID: ALA3416316

Chembl Id: CHEMBL3416316

PubChem CID: 3312427

Max Phase: Preclinical

Molecular Formula: C15H9N3O3S2

Molecular Weight: 343.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)C=C(Sc2nnc(-c3ccncc3)o2)c2ccccc21

Standard InChI:  InChI=1S/C15H9N3O3S2/c19-23(20)9-12(11-3-1-2-4-13(11)23)22-15-18-17-14(21-15)10-5-7-16-8-6-10/h1-9H

Standard InChI Key:  NTKJKVXLFSXSDV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3416316

   3-[(5-Pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-benzothiophene 1,1-dioxide

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: 343.39

Molecular Weight (Monoisotopic): 343.0085

AlogP: 3.01

#Rotatable Bonds: 3

Polar Surface Area: 85.95

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.46

CX LogP: 1.17

CX LogD: 1.17

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.46

References

1. Dahlin JL, Nissink JW, Strasser JM, Francis S, Higgins L, Zhou H, Zhang Z, Walters MA..  (2015)  PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.,  58  (5): [PMID:25634295] [10.1021/jm5019093]

2. Kummari LK, Butler MS, Furlong E, Blundell R, Nouwens A, Silva AB, Kappler U, Fraser JA, Kobe B, Cooper MA, Robertson AAB..  (2018)  Antifungal benzo[b]thiophene 1,1-dioxide IMPDH inhibitors exhibit pan-assay interference (PAINS) profiles.,  26  (20): [PMID:30322754] [10.1016/j.bmc.2018.09.004]

Source

Source(1):

• Scientific Literature