3-fluoro-5-(((2-(4-(trifluoromethyl)phenyl)thiazol-4-yl)methyl)amino)benzoic acid

ID: ALA5287640

Max Phase: Preclinical

Molecular Formula: C18H12F4N2O2S

Molecular Weight: 396.37

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(F)cc(NCc2csc(-c3ccc(C(F)(F)F)cc3)n2)c1

Standard InChI:  InChI=1S/C18H12F4N2O2S/c19-13-5-11(17(25)26)6-14(7-13)23-8-15-9-27-16(24-15)10-1-3-12(4-2-10)18(20,21)22/h1-7,9,23H,8H2,(H,25,26)

Standard InChI Key:  BVRWZQACUALWDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.3722    0.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6605    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6605   -0.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3706   -0.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.9476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3706   -1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852   -1.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6559   -1.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8016    0.9472    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3763    1.9394    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887    1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.6121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6138    1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268    1.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    1.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8530    0.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0283    0.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000    1.9387    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    0.3973    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8016    0.8106    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
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  8  9  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287640

   ---

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: 396.37

Molecular Weight (Monoisotopic): 396.0556

AlogP: 5.28

#Rotatable Bonds: 5

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: 4.45

CX Basic pKa: 2.25

CX LogP: 4.61

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.88

References

1. Lee JJ, Hu Z, Wang YA, Nath D, Liang W, Cui Y, Ma JX, Duerfeldt AS..  (2023)  Design, Synthesis, and Structure-Activity Relationships of Biaryl Anilines as Subtype-Selective PPAR-alpha Agonists.,  14  (6): [PMID:37312852] [10.1021/acsmedchemlett.3c00056]

Source

Source(1):

• Scientific Literature