(E)-3-(4-((4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)methylamino)phenyl)acrylic acid

ID: ALA205434

Chembl Id: CHEMBL205434

PubChem CID: 44409933

Max Phase: Preclinical

Molecular Formula: C21H17F3N2O2S

Molecular Weight: 418.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(C(F)(F)F)cc2)sc1CNc1ccc(/C=C/C(=O)O)cc1

Standard InChI:  InChI=1S/C21H17F3N2O2S/c1-13-18(12-25-17-9-2-14(3-10-17)4-11-19(27)28)29-20(26-13)15-5-7-16(8-6-15)21(22,23)24/h2-11,25H,12H2,1H3,(H,27,28)/b11-4+

Standard InChI Key:  AKPCUYWXGDJENF-NYYWCZLTSA-N

Alternative Forms

1. Parent:

   

   ALA205434

   (E)-3-[4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylamino]phenyl]prop-2-enoic 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: 418.44

Molecular Weight (Monoisotopic): 418.0963

AlogP: 5.85

#Rotatable Bonds: 6

Polar Surface Area: 62.22

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.03

CX Basic pKa: 4.49

CX LogP: 4.65

CX LogD: 2.08

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.29

References

1. Garrido DM, Corbett DF, Dwornik KA, Goetz AS, Littleton TR, McKeown SC, Mills WY, Smalley TL, Briscoe CP, Peat AJ..  (2006)  Synthesis and activity of small molecule GPR40 agonists.,  16  (7): [PMID:16439116] [10.1016/j.bmcl.2006.01.007]

2. Kress BJ, Kim DH, Mayo JR, Farris JT, Heck B, Sarver JG, Andy D, Trendel JA, Heck BE, Erhardt PW..  (2021)  Synthesis and Evaluation of PPARδ Agonists That Promote Osteogenesis in a Human Mesenchymal Stem Cell Culture and in a Mouse Model of Human Osteoporosis.,  64  (10.0): [PMID:33988379] [10.1021/acs.jmedchem.1c00560]

Source

Source(1):

• Scientific Literature