2-((2,4-Dinitrobenzyl)sulfanyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole

ID: ALA3798628

Chembl Id: CHEMBL3798628

PubChem CID: 86301395

Max Phase: Preclinical

Molecular Formula: C16H12N4O6S

Molecular Weight: 388.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(SCc3ccc([N+](=O)[O-])cc3[N+](=O)[O-])o2)cc1

Standard InChI:  InChI=1S/C16H12N4O6S/c1-25-13-6-3-10(4-7-13)15-17-18-16(26-15)27-9-11-2-5-12(19(21)22)8-14(11)20(23)24/h2-8H,9H2,1H3

Standard InChI Key:  SODMQXSDBXGNRZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3798628

   2-[(2,4-Dinitrophenyl)methylsulfanyl]-5-(4-methoxyphenyl)-1,3,4-oxadiazole

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: 388.36

Molecular Weight (Monoisotopic): 388.0478

AlogP: 3.85

#Rotatable Bonds: 7

Polar Surface Area: 134.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -1.79

References

1. Karabanovich G, Zemanová J, Smutný T, Székely R, Šarkan M, Centárová I, Vocat A, Pávková I, Čonka P, Němeček J, Stolaříková J, Vejsová M, Vávrová K, Klimešová V, Hrabálek A, Pávek P, Cole ST, Mikušová K, Roh J..  (2016)  Development of 3,5-Dinitrobenzylsulfanyl-1,3,4-oxadiazoles and Thiadiazoles as Selective Antitubercular Agents Active Against Replicating and Nonreplicating Mycobacterium tuberculosis.,  59  (6): [PMID:26948407] [10.1021/acs.jmedchem.5b00608]

Source

Source(1):

• Scientific Literature