3-(4-{[(5-{[3-(Trifluoromethyl)phenoxy]methyl}-1,3,4-thiadiazol-2-yl)carbonyl]amino}phenyl)propanoic acid

ID: ALA4217082

Chembl Id: CHEMBL4217082

PubChem CID: 145974478

Max Phase: Preclinical

Molecular Formula: C20H16F3N3O4S

Molecular Weight: 451.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc(NC(=O)c2nnc(COc3cccc(C(F)(F)F)c3)s2)cc1

Standard InChI:  InChI=1S/C20H16F3N3O4S/c21-20(22,23)13-2-1-3-15(10-13)30-11-16-25-26-19(31-16)18(29)24-14-7-4-12(5-8-14)6-9-17(27)28/h1-5,7-8,10H,6,9,11H2,(H,24,29)(H,27,28)

Standard InChI Key:  WANMHASEFFXOOK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4217082

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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: 451.43

Molecular Weight (Monoisotopic): 451.0814

AlogP: 4.41

#Rotatable Bonds: 8

Polar Surface Area: 101.41

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 0.54

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.66

References

1. Krasavin M, Lukin A, Bakholdina A, Zhurilo N, Onopchenko O, Borysko P, Zozulya S, Moore D, Tikhonova IG..  (2017)  Continued SAR exploration of 1,2,4-thiadiazole-containing scaffolds in the design of free fatty acid receptor 1 (GPR40) agonists.,  140  [PMID:28938138] [10.1016/j.ejmech.2017.09.019]

Source

Source(1):

• Scientific Literature