(2R,4R)-2-(2-Chlorophenyl)-3-(4'-cyanobiphenyl-4-carbonyl)thiazolidine-4-carboxylic Acid

ID: ALA4177359

PubChem CID: 145971768

Max Phase: Preclinical

Molecular Formula: C24H17ClN2O3S

Molecular Weight: 448.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2ccc(C(=O)N3[C@@H](c4ccccc4Cl)SC[C@H]3C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C24H17ClN2O3S/c25-20-4-2-1-3-19(20)23-27(21(14-31-23)24(29)30)22(28)18-11-9-17(10-12-18)16-7-5-15(13-26)6-8-16/h1-12,21,23H,14H2,(H,29,30)/t21-,23+/m0/s1

Standard InChI Key:  GDZCDOSANCCHEG-JTHBVZDNSA-N

Molfile:  

     RDKit          2D

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    8.1106  -29.4347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6928  -25.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9029  -24.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237  -23.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342  -23.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9078  -25.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3686  -22.7086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4177359

   ---

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: 448.93

Molecular Weight (Monoisotopic): 448.0648

AlogP: 5.22

#Rotatable Bonds: 4

Polar Surface Area: 81.40

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.64

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -0.97

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]

Source

Source(1):

• Scientific Literature