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

ID: ALA3798121

Chembl Id: CHEMBL3798121

PubChem CID: 127046546

Max Phase: Preclinical

Molecular Formula: C20H28N4O5S

Molecular Weight: 436.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCc1nnc(SCc2cc([N+](=O)[O-])cc([N+](=O)[O-])c2)o1

Standard InChI:  InChI=1S/C20H28N4O5S/c1-2-3-4-5-6-7-8-9-10-11-19-21-22-20(29-19)30-15-16-12-17(23(25)26)14-18(13-16)24(27)28/h12-14H,2-11,15H2,1H3

Standard InChI Key:  HAMHTPDVFDRHSE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3798121

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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: 436.53

Molecular Weight (Monoisotopic): 436.1780

AlogP: 6.25

#Rotatable Bonds: 15

Polar Surface Area: 125.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.59

CX LogD: 6.59

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.14

Np Likeness Score: -1.43

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