7-Benzoyl-5-chloro-1,1-dioxo-2,3-dihydro-1H-1lambda*6*-benzo[b]thiophene-3-carboxylic acid

ID: ALA169957

Chembl Id: CHEMBL169957

PubChem CID: 13621299

Max Phase: Preclinical

Molecular Formula: C16H11ClO5S

Molecular Weight: 350.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)c1cc(Cl)cc2c1S(=O)(=O)CC2C(=O)O

Standard InChI:  InChI=1S/C16H11ClO5S/c17-10-6-11-13(16(19)20)8-23(21,22)15(11)12(7-10)14(18)9-4-2-1-3-5-9/h1-7,13H,8H2,(H,19,20)

Standard InChI Key:  XREPKAAFDKUVCF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA169957

   7-Benzoyl-5-chloro-1,1-dioxo-2,3-dihydro-1-benzothiophene-3-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: 350.78

Molecular Weight (Monoisotopic): 350.0016

AlogP: 2.53

#Rotatable Bonds: 3

Polar Surface Area: 88.51

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.08

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: -1.02

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.69

References

1. Boyle EA, Mangan FR, Markwell RE, Smith SA, Thomson MJ, Ward RW, Wyman PA..  (1986)  7-Aroyl-2,3-dihydrobenzo[b]furan-3-carboxylic acids and 7-benzoyl-2,3-dihydrobenzo[b]thiophene-3-carboxylic acids as analgesic agents.,  29  (6): [PMID:3086559] [10.1021/jm00156a004]

Source

Source(1):

• Scientific Literature