3-hydroxybenzo[b]thiophene-2-carboxylic acid

ID: ALA2057738

Chembl Id: CHEMBL2057738

Cas Number: 191031-07-9

PubChem CID: 54698826

Max Phase: Preclinical

Molecular Formula: C9H6O3S

Molecular Weight: 194.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1sc2ccccc2c1O

Standard InChI:  InChI=1S/C9H6O3S/c10-7-5-3-1-2-4-6(5)13-8(7)9(11)12/h1-4,10H,(H,11,12)

Standard InChI Key:  VBHYTUXWVBNUBL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2057738

   3-Hydroxy-1-benzothiophene-2-carboxylic 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: 194.21

Molecular Weight (Monoisotopic): 194.0038

AlogP: 2.31

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.09

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: -0.34

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.73

Np Likeness Score: -0.94

References

1. Hansen FK, Khankischpur M, Tolaymat I, Mesaros R, Dannhardt G, Geffken D..  (2012)  Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives.,  22  (15): [PMID:22749420] [10.1016/j.bmcl.2012.06.012]

Source

Source(1):

• Scientific Literature