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

ID: ALA3797554

Chembl Id: CHEMBL3797554

PubChem CID: 127046901

Max Phase: Preclinical

Molecular Formula: C15H9N5O7S

Molecular Weight: 403.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2nnc(SCc3cc([N+](=O)[O-])cc([N+](=O)[O-])c3)o2)cc1

Standard InChI:  InChI=1S/C15H9N5O7S/c21-18(22)11-3-1-10(2-4-11)14-16-17-15(27-14)28-8-9-5-12(19(23)24)7-13(6-9)20(25)26/h1-7H,8H2

Standard InChI Key:  FETHJYPVLOIAMT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3797554

   ---

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: 403.33

Molecular Weight (Monoisotopic): 403.0223

AlogP: 3.75

#Rotatable Bonds: 7

Polar Surface Area: 168.34

Molecular Species: NEUTRAL

HBA: 10

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 12

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.32

Np Likeness Score: -1.75

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