ID: ALA493484

Max Phase: Preclinical

Molecular Formula: C11H9N3O5S

Molecular Weight: 295.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)C(=O)Nc1nc2ccc([N+](=O)[O-])cc2s1

Standard InChI:  InChI=1S/C11H9N3O5S/c1-2-19-10(16)9(15)13-11-12-7-4-3-6(14(17)18)5-8(7)20-11/h3-5H,2H2,1H3,(H,12,13,15)

Standard InChI Key:  NZILSSCNFHBUCO-UHFFFAOYSA-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: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 295.28

Molecular Weight (Monoisotopic): 295.0263

AlogP: 1.71

#Rotatable Bonds: 3

Polar Surface Area: 111.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.89

CX Basic pKa:

CX LogP: 2.67

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: -2.44

References

1. Cho Y, Ioerger TR, Sacchettini JC..  (2008)  Discovery of novel nitrobenzothiazole inhibitors for Mycobacterium tuberculosis ATP phosphoribosyl transferase (HisG) through virtual screening.,  51  (19): [PMID:18778048] [10.1021/jm800328v]

2. Navarrete-Vazquez G, Ramírez-Martínez M, Estrada-Soto S, Estrada-Soto S, Nava-Zuazo C, Paoli P, Camici G, Escalante-García J, Medina-Franco JL, López-Vallejo F, Ortiz-Andrade R..  (2012)  Synthesis, in vitro and in silico screening of ethyl 2-(6-substituted benzo[d]thiazol-2-ylamino)-2-oxoacetates as protein-tyrosine phosphatase 1B inhibitors.,  53  [PMID:22583779] [10.1016/j.ejmech.2012.04.025]

Source

Source(1):

• Scientific Literature