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(2R,4R)-2-(2-Chlorophenyl)-3-(4-(3,5-dimethylisoxazol-4-yl)benzoyl)thiazolidine-4-carboxylic Acid ID: ALA4176503
Cas Number: 2247372-59-2
PubChem CID: 138319694
Product Number: T649206, Order Now?
Max Phase: Preclinical
Molecular Formula: C22H19ClN2O4S
Molecular Weight: 442.92
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: Cc1noc(C)c1-c1ccc(C(=O)N2[C@@H](c3ccccc3Cl)SC[C@H]2C(=O)O)cc1
Standard InChI: InChI=1S/C22H19ClN2O4S/c1-12-19(13(2)29-24-12)14-7-9-15(10-8-14)20(26)25-18(22(27)28)11-30-21(25)16-5-3-4-6-17(16)23/h3-10,18,21H,11H2,1-2H3,(H,27,28)/t18-,21+/m0/s1
Standard InChI Key: RZAMDGBOOPJHJQ-GHTZIAJQSA-N
Molfile:
RDKit 2D
30 33 0 0 0 0 0 0 0 0999 V2000
11.5810 -6.5953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3982 -6.5953 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
12.6525 -5.8186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.9896 -5.3365 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
11.3308 -5.8186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.6194 -5.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.6204 -4.5895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
9.9111 -5.8144 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.3557 -5.4025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.9883 -4.5193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.6954 -4.1096 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.4035 -3.9374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.6181 -3.1396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.0341 -2.5580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.2367 -2.7733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0266 -3.5755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.6121 -4.1537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.0672 -5.8064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.7699 -5.3910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.7616 -4.5731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.0447 -4.1724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.3449 -4.5901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.0744 -6.6236 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
9.6541 -2.2007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.7789 -1.3931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.0494 -1.0249 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
8.4737 -1.6049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
8.8475 -2.3316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.4793 -3.0611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.5056 -1.0194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 1 0
4 5 1 0
5 1 1 0
5 6 1 1
6 7 2 0
6 8 1 0
3 9 1 1
4 10 1 0
10 11 2 0
10 12 1 0
12 13 2 0
13 14 1 0
14 15 2 0
15 16 1 0
16 17 2 0
17 12 1 0
9 18 2 0
18 19 1 0
19 20 2 0
20 21 1 0
21 22 2 0
22 9 1 0
18 23 1 0
24 25 1 0
25 26 2 0
26 27 1 0
27 28 1 0
28 24 2 0
15 24 1 0
28 29 1 0
25 30 1 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 442.92Molecular Weight (Monoisotopic): 442.0754AlogP: 4.95#Rotatable Bonds: 4Polar Surface Area: 83.64Molecular Species: ACIDHBA: 5HBD: 1#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: 3.43CX Basic pKa: 1.41CX LogP: 4.19CX LogD: 0.80Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.61Np Likeness Score: -1.05
References 1. Hansen AH, Sergeev E, Bolognini D, Sprenger RR, Ekberg JH, Ejsing CS, McKenzie CJ, Rexen Ulven E, Milligan G, Ulven T.. (2018) Discovery of a Potent Thiazolidine Free Fatty Acid Receptor 2 Agonist with Favorable Pharmacokinetic Properties., 61 (21): [PMID:30247908 ] [10.1021/acs.jmedchem.8b00855 ]