2-(3-(2-(1-(6-chlorobenzo[d]thiazol-2-yl)piperidin-4-yl)ethoxy)-4-methylphenyl)acetic acid

ID: ALA5180073

Chembl Id: CHEMBL5180073

PubChem CID: 57966530

Max Phase: Preclinical

Molecular Formula: C23H25ClN2O3S

Molecular Weight: 444.98

Names and Identifiers

Canonical SMILES:  Cc1ccc(CC(=O)O)cc1OCCC1CCN(c2nc3ccc(Cl)cc3s2)CC1

Standard InChI:  InChI=1S/C23H25ClN2O3S/c1-15-2-3-17(13-22(27)28)12-20(15)29-11-8-16-6-9-26(10-7-16)23-25-19-5-4-18(24)14-21(19)30-23/h2-5,12,14,16H,6-11,13H2,1H3,(H,27,28)

Standard InChI Key:  WWMKSYGAMJOHCB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5180073

   3-{2-[1-(6-Chlorobenzothiazole-2-yl)piperidine-4-yl]ethoxy}-4-methylphenyl acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.98

Molecular Weight (Monoisotopic): 444.1274

AlogP: 5.57

#Rotatable Bonds: 7

Polar Surface Area: 62.66

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.17

CX Basic pKa: 2.47

CX LogP: 6.00

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.57

References

1. Kato T, Ohara T, Suzuki N, Muto S, Tokuyama R, Mizutani M, Fukasawa H, Matsumura KI, Itai A..  (2022)  Discovery and structure-based design of a new series of potent and selective PPARδ agonists utilizing a virtual screening method.,  59  [PMID:35063634] [10.1016/j.bmcl.2022.128567]

2. Kato T, Ohara T, Suzuki N, Naya N, Fukao K, Tokuyama R, Muto S, Fukasawa H, Itai A, Matsumura KI..  (2023)  Discovery and structure-activity relationship study of 2-piperazinyl-benzothiazole derivatives as potent and selective PPARδ agonists.,  82  [PMID:36840990] [10.1016/j.bmc.2023.117215]

Source

Source(1):

• Scientific Literature