3-(2-(2-methyl-6-(piperazin-1-yl)pyrimidin-4-ylamino)thiazolo[5,4-b]pyridin-5-yl)-N-(3-(trifluoromethyl)phenyl)benzamide

ID: ALA2148120

Chembl Id: CHEMBL2148120

PubChem CID: 49838871

Max Phase: Preclinical

Molecular Formula: C29H25F3N8OS

Molecular Weight: 590.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2nc3ccc(-c4cccc(C(=O)Nc5cccc(C(F)(F)F)c5)c4)nc3s2)cc(N2CCNCC2)n1

Standard InChI:  InChI=1S/C29H25F3N8OS/c1-17-34-24(16-25(35-17)40-12-10-33-11-13-40)39-28-38-23-9-8-22(37-27(23)42-28)18-4-2-5-19(14-18)26(41)36-21-7-3-6-20(15-21)29(30,31)32/h2-9,14-16,33H,10-13H2,1H3,(H,36,41)(H,34,35,38,39)

Standard InChI Key:  LQPZDDNAQNTKSD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2148120

   3-(2-(2-methyl-6-(piperazin-1-yl)pyrimidin-4-ylamino)thiazolo[5,4-b]pyridin-5-yl)-N-(3-(trifluoromethyl)phenyl)benzamide

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: 590.63

Molecular Weight (Monoisotopic): 590.1824

AlogP: 5.88

#Rotatable Bonds: 6

Polar Surface Area: 107.96

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.34

CX Basic pKa: 8.63

CX LogP: 6.21

CX LogD: 5.22

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.23

Np Likeness Score: -2.08

References

1. Choi HG, Zhang J, Weisberg E, Griffin JD, Sim T, Gray NS..  (2012)  Development of 'DFG-out' inhibitors of gatekeeper mutant kinases.,  22  (16): [PMID:22819762] [10.1016/j.bmcl.2012.06.036]

2.  (2014)  Fused 2-aminothiazole compounds, 

Source

Source(2):

• Scientific Literature
• BindingDB Database