4-[(E)-2-{2,6-diamino-3-methyl-5-[(E)-2-(4-sulfophenyl)diazen-1-yl]phenyl}diazen-1-yl]benzene-1-sulfonic acid

ID: ALA493482

Chembl Id: CHEMBL493482

PubChem CID: 146285

Max Phase: Preclinical

Molecular Formula: C19H18N6O6S2

Molecular Weight: 490.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(/N=N/c2ccc(S(=O)(=O)O)cc2)c(N)c(/N=N/c2ccc(S(=O)(=O)O)cc2)c1N

Standard InChI:  InChI=1S/C19H18N6O6S2/c1-11-10-16(24-22-12-2-6-14(7-3-12)32(26,27)28)18(21)19(17(11)20)25-23-13-4-8-15(9-5-13)33(29,30)31/h2-10H,20-21H2,1H3,(H,26,27,28)(H,29,30,31)/b24-22+,25-23+

Standard InChI Key:  AUPOYHVOSSAUEG-BQASJOSNSA-N

Alternative Forms

1. Parent:

   

   ALA493482

   4-[(E)-[2,4-diamino-5-methyl-3-[(E)-(4-sulfophenyl)azo]phenyl]azo]benzenesulfonic acid

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: 490.52

Molecular Weight (Monoisotopic): 490.0729

AlogP: 4.48

#Rotatable Bonds: 6

Polar Surface Area: 210.22

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -8.50

CX Basic pKa: 1.31

CX LogP: 0.94

CX LogD: -0.75

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: -0.46

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]

Source

Source(1):

• Scientific Literature