(E)-N-(4-fluoro-3-(trifluoromethyl)phenyl)-3-((3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)thio)propanamide

ID: ALA4476849

PubChem CID: 141764047

Max Phase: Preclinical

Molecular Formula: C24H18F4N4OS

Molecular Weight: 486.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCSc1ccc2c(/C=C/c3ccccn3)n[nH]c2c1)Nc1ccc(F)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C24H18F4N4OS/c25-20-8-4-16(13-19(20)24(26,27)28)30-23(33)10-12-34-17-6-7-18-21(31-32-22(18)14-17)9-5-15-3-1-2-11-29-15/h1-9,11,13-14H,10,12H2,(H,30,33)(H,31,32)/b9-5+

Standard InChI Key:  PZPRLQXNZZEXAP-WEVVVXLNSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4476849

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.49

Molecular Weight (Monoisotopic): 486.1137

AlogP: 6.41

#Rotatable Bonds: 7

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.47

CX Basic pKa: 4.59

CX LogP: 5.58

CX LogD: 5.58

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: -1.97

References

1. Liu X, Wang B, Chen C, Jiang Z, Hu C, Wu H, Zhang Y, Liu X, Wang W, Wang J, Hu Z, Wang A, Huang T, Liu Q, Wang W, Wang L, Wang W, Ren T, Li L, Xia R, Ge J, Liu Q, Liu J..  (2018)  Discovery of (E)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-((3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)thio)propanamide (CHMFL-ABL-121) as a highly potent ABL kinase inhibitor capable of overcoming a variety of ABL mutants including T315I for chronic myeloid leukemia.,  160  [PMID:30317026] [10.1016/j.ejmech.2018.10.007]

Source

Source(1):

• Scientific Literature