2-(3-Hydroxy-phenyl)-benzothiazol-6-ol

ID: ALA44326

Chembl Id: CHEMBL44326

PubChem CID: 10466948

Max Phase: Preclinical

Molecular Formula: C13H9NO2S

Molecular Weight: 243.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(-c2nc3ccc(O)cc3s2)c1

Standard InChI:  InChI=1S/C13H9NO2S/c15-9-3-1-2-8(6-9)13-14-11-5-4-10(16)7-12(11)17-13/h1-7,15-16H

Standard InChI Key:  ZZSNWDPLAJTAIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA44326

   6-Hydroxy-2-(3-hydroxy-phenyl)-benzothiazole

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: 243.29

Molecular Weight (Monoisotopic): 243.0354

AlogP: 3.37

#Rotatable Bonds: 1

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.03

CX Basic pKa: 2.26

CX LogP: 3.53

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.69

Np Likeness Score: -1.19

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. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data