5-[(E)-(3-carboxy-4-hydroxyphenyl)diazenyl]-2-hydroxybenzoic acid

ID: ALA425

Chembl Id: CHEMBL425

Max Phase: Approved

First Approval: 1990

Molecular Formula: C14H10N2O6

Molecular Weight: 302.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: C. i. mordant yellow 5 | Dipentum | Olsalazine

Synonyms from Alternative Forms(10): Olsalazine sodium | Olsalazine disodium salt | Ads | Azodisal sodium | Disodium azodisalicylate | Sodium azodisalicylate | Sodium olsalazine | CJ 91B | CJ-91B | Dipentum

Canonical SMILES:  O=C(O)c1cc(/N=N/c2ccc(O)c(C(=O)O)c2)ccc1O

Standard InChI:  InChI=1S/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+

Standard InChI Key:  QQBDLJCYGRGAKP-FOCLMDBBSA-N

Alternative Forms

1. Parent:

   

   ALA425

   OLSALAZINE

2. Alternative Forms:

   

   ALA425

   OLSALAZINE SODIUM

Molecule Features

Natural Product: No

Oral: Yes

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: Yes

Prodrug: Yes

Calculated Properties

Molecular Weight: 302.24

Molecular Weight (Monoisotopic): 302.0539

AlogP: 2.91

#Rotatable Bonds: 4

Polar Surface Area: 139.78

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.93

CX Basic pKa:

CX LogP: 4.39

CX LogD: -2.49

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -0.10

References

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18. PubChem BioAssay data set, 

19. WHO Anatomical Therapeutic Chemical Classification, 

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21.  (2016)  Nhe3-binding compounds and methods for inhibiting phosphate transport, 

22. Unpublished dataset, 

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26. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

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Source

Source(8):

• Scientific Literature
• PubChem BioAssays
• Clinical Candidates
• Patent Bioactivity Data
• WHO Anatomical Therapeutic Chemical Classification
• SARS-CoV-2 Screening Data 2020-21
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6