2-(4-Hydroxy-phenyl)-benzothiazole-4,6-diol

ID: ALA45564

Chembl Id: CHEMBL45564

PubChem CID: 135511836

Max Phase: Preclinical

Molecular Formula: C13H9NO3S

Molecular Weight: 259.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2nc3c(O)cc(O)cc3s2)cc1

Standard InChI:  InChI=1S/C13H9NO3S/c15-8-3-1-7(2-4-8)13-14-12-10(17)5-9(16)6-11(12)18-13/h1-6,15-17H

Standard InChI Key:  PGOFDBJJAGTOMR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA45564

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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: 259.29

Molecular Weight (Monoisotopic): 259.0303

AlogP: 3.08

#Rotatable Bonds: 1

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.56

CX Basic pKa: 1.67

CX LogP: 3.23

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.63

Np Likeness Score: -0.32

References

1. Stevens MF, McCall CJ, Lelieveld P, Alexander P, Richter A, Davies DE..  (1994)  Structural studies on bioactive compounds. 23. Synthesis of polyhydroxylated 2-phenylbenzothiazoles and a comparison of their cytotoxicities and pharmacological properties with genistein and quercetin.,  37  (11): [PMID:8201603] [10.1021/jm00037a020]

2. Bertini S, Calderone V, Carboni I, Maffei R, Martelli A, Martinelli A, Minutolo F, Rajabi M, Testai L, Tuccinardi T, Ghidoni R, Macchia M..  (2010)  Synthesis of heterocycle-based analogs of resveratrol and their antitumor and vasorelaxing properties.,  18  (18): [PMID:20728369] [10.1016/j.bmc.2010.07.059]

Source

Source(1):

• Scientific Literature