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

ID: ALA3799680

Chembl Id: CHEMBL3799680

PubChem CID: 86301393

Max Phase: Preclinical

Molecular Formula: C16H12N4O5S2

Molecular Weight: 404.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(SCc3cc([N+](=O)[O-])cc([N+](=O)[O-])c3)s2)cc1

Standard InChI:  InChI=1S/C16H12N4O5S2/c1-25-14-4-2-11(3-5-14)15-17-18-16(27-15)26-9-10-6-12(19(21)22)8-13(7-10)20(23)24/h2-8H,9H2,1H3

Standard InChI Key:  VKVVNQUBGFKVPE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3799680

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

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: 404.43

Molecular Weight (Monoisotopic): 404.0249

AlogP: 4.32

#Rotatable Bonds: 7

Polar Surface Area: 121.29

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.32

Np Likeness Score: -1.80

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