4-Dipropylamino-3,5-dinitro-N-propyl-benzenesulfonamide

ID: ALA298794

Chembl Id: CHEMBL298794

Cas Number: 483279-45-4

PubChem CID: 11440633

Max Phase: Preclinical

Molecular Formula: C15H24N4O6S

Molecular Weight: 388.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: sulfamidas22 | sulfamidas22|483279-45-4|Benzenesulfonamide, 4-(dipropylamino)-3,5-dinitro-N-propyl-|CHEMBL298794|DTXSID30465986

Canonical SMILES:  CCCNS(=O)(=O)c1cc([N+](=O)[O-])c(N(CCC)CCC)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C15H24N4O6S/c1-4-7-16-26(24,25)12-10-13(18(20)21)15(14(11-12)19(22)23)17(8-5-2)9-6-3/h10-11,16H,4-9H2,1-3H3

Standard InChI Key:  BFKKCQUHRYESAY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA298794

   Benzenesulfonamide, 4-(dipropylamino)-3,5-dinitro-N-propyl-

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: 388.45

Molecular Weight (Monoisotopic): 388.1417

AlogP: 2.82

#Rotatable Bonds: 11

Polar Surface Area: 135.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: -1.43

References

1. Bhattacharya G, Herman J, Delfín D, Salem MM, Barszcz T, Mollet M, Riccio G, Brun R, Werbovetz KA..  (2004)  Synthesis and antitubulin activity of N1- and N4-substituted 3,5-dinitro sulfanilamides against African trypanosomes and Leishmania.,  47  (7): [PMID:15027874] [10.1021/jm0304461]

2. 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]

3. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]

4. 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