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

ID: ALA2057742

Chembl Id: CHEMBL2057742

PubChem CID: 62706322

Max Phase: Preclinical

Molecular Formula: C11H8O4S

Molecular Weight: 236.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1c(C(=O)O)sc2ccccc12

Standard InChI:  InChI=1S/C11H8O4S/c1-6(12)15-9-7-4-2-3-5-8(7)16-10(9)11(13)14/h2-5H,1H3,(H,13,14)

Standard InChI Key:  RVWRGRILUZBMKB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2057742

   3-Acetyloxy-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: 236.25

Molecular Weight (Monoisotopic): 236.0143

AlogP: 2.52

#Rotatable Bonds: 2

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: -0.95

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: -0.52

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