4-Dibutylamino-3,5-dinitro-benzenesulfonamide

ID: ALA78502

Chembl Id: CHEMBL78502

PubChem CID: 10193905

Max Phase: Preclinical

Molecular Formula: C14H22N4O6S

Molecular Weight: 374.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)c1c([N+](=O)[O-])cc(S(N)(=O)=O)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H22N4O6S/c1-3-5-7-16(8-6-4-2)14-12(17(19)20)9-11(25(15,23)24)10-13(14)18(21)22/h9-10H,3-8H2,1-2H3,(H2,15,23,24)

Standard InChI Key:  OJBFBTZNLWRYAV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA78502

   4-(Dibutylamino)-3,5-dinitro-benzenesulfonamide

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: 374.42

Molecular Weight (Monoisotopic): 374.1260

AlogP: 2.56

#Rotatable Bonds: 10

Polar Surface Area: 149.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 3.21

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.20

References

1. Bhattacharya G, Salem MM, Werbovetz KA..  (2002)  Antileishmanial dinitroaniline sulfonamides with activity against parasite tubulin.,  12  (17): [PMID:12161141] [10.1016/s0960-894x(02)00465-1]

2. Endeshaw MM, Li C, de Leon J, Yao N, Latibeaudiere K, Premalatha K, Morrissette N, Werbovetz KA..  (2010)  Synthesis and evaluation of oryzalin analogs against Toxoplasma gondii.,  20  (17): [PMID:20675138] [10.1016/j.bmcl.2010.07.003]

3. Goodarzi M, da Cunha EF, Freitas MP, Ramalho TC..  (2010)  QSAR and docking studies of novel antileishmanial diaryl sulfides and sulfonamides.,  45  (11): [PMID:20728249] [10.1016/j.ejmech.2010.07.060]

Source

Source(1):

• Scientific Literature