ID: ALA377353

Max Phase: Phase

Molecular Formula: C13H11N3O5S

Molecular Weight: 321.31

Molecule Type: Small molecule

Representations

Synonyms (2): Nalazosulfamide | NSC-27236
Synonyms from Alternative Forms(2):

Canonical SMILES:  NS(=O)(=O)c1ccc(/N=N/c2ccc(O)c(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C13H11N3O5S/c14-22(20,21)10-4-1-8(2-5-10)15-16-9-3-6-12(17)11(7-9)13(18)19/h1-7,17H,(H,18,19)(H2,14,20,21)/b16-15+

Standard InChI Key:  NBSRUZQXRUNPNY-FOCLMDBBSA-N

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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 321.31

Molecular Weight (Monoisotopic): 321.0419

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 142.41

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.23

CX Basic pKa:

CX LogP: 2.99

CX LogD: -0.45

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -0.73

References

1. Tsai WJ, Shiao YJ, Lin SJ, Chiou WF, Lin LC, Yang TH, Teng CM, Wu TS, Yang LM..  (2006)  Selective COX-2 inhibitors. Part 1: synthesis and biological evaluation of phenylazobenzenesulfonamides.,  16  (17): [PMID:16814546] [10.1016/j.bmcl.2006.06.036]

2. Sierecki E, Sinko W, McCammon JA, Newton AC..  (2010)  Discovery of small molecule inhibitors of the PH domain leucine-rich repeat protein phosphatase (PHLPP) by chemical and virtual screening.,  53  (19): [PMID:20836557] [10.1021/jm100331d]

3. PubChem BioAssay data set, 

4. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names