(R)-3-((4-(2-(6-(1H-Pyrazol-1-yl)pyridin-3-yl)phenyl)thiazol-2-yl)(cyclopropyl)carbamoyl)-5-methylhexanoic acid

ID: ALA4177037

Chembl Id: CHEMBL4177037

PubChem CID: 117898644

Max Phase: Preclinical

Molecular Formula: C28H29N5O3S

Molecular Weight: 515.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](CC(=O)O)C(=O)N(c1nc(-c2ccccc2-c2ccc(-n3cccn3)nc2)cs1)C1CC1

Standard InChI:  InChI=1S/C28H29N5O3S/c1-18(2)14-20(15-26(34)35)27(36)33(21-9-10-21)28-31-24(17-37-28)23-7-4-3-6-22(23)19-8-11-25(29-16-19)32-13-5-12-30-32/h3-8,11-13,16-18,20-21H,9-10,14-15H2,1-2H3,(H,34,35)/t20-/m1/s1

Standard InChI Key:  IXPCRDWXEVHUJM-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA4177037

   (3R)-3-[cyclopropyl-[4-[2-(6-pyrazol-1-ylpyridin-3-yl)phenyl]-1,3-thiazol-2-yl]carbamoyl]-5-methylhexanoic 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: 515.64

Molecular Weight (Monoisotopic): 515.1991

AlogP: 5.69

#Rotatable Bonds: 10

Polar Surface Area: 101.21

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.77

CX Basic pKa: 1.41

CX LogP: 5.57

CX LogD: 2.99

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -1.48

References

1. Hoveyda HR, Fraser GL, Zoute L, Dutheuil G, Schils D, Brantis C, Lapin A, Parcq J, Guitard S, Lenoir F, Bousmaqui ME, Rorive S, Hospied S, Blanc S, Bernard J, Ooms F, McNelis JC, Olefsky JM..  (2018)  N-Thiazolylamide-based free fatty-acid 2 receptor agonists: Discovery, lead optimization and demonstration of off-target effect in a diabetes model.,  26  (18): [PMID:30253886] [10.1016/j.bmc.2018.09.015]

Source

Source(1):

• Scientific Literature