ID: ALA4294123

Max Phase: Preclinical

Molecular Formula: C21H20ClFN4O2S

Molecular Weight: 446.94

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1cc(-c2csc(NCC3CCOCC3)n2)c(Cl)cn1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C21H20ClFN4O2S/c22-17-11-24-19(27-20(28)14-1-3-15(23)4-2-14)9-16(17)18-12-30-21(26-18)25-10-13-5-7-29-8-6-13/h1-4,9,11-13H,5-8,10H2,(H,25,26)(H,24,27,28)

Standard InChI Key:  NDWWSYZOIOSBHQ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 446.94

Molecular Weight (Monoisotopic): 446.0980

AlogP: 5.09

#Rotatable Bonds: 6

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 14.00

CX Basic pKa: 2.88

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.86

References

1. Wang B, Wu J, Wu Y, Chen C, Zou F, Wang A, Wu H, Hu Z, Jiang Z, Liu Q, Wang W, Zhang Y, Liu F, Zhao M, Hu J, Huang T, Ge J, Wang L, Ren T, Wang Y, Liu J, Liu Q..  (2018)  Discovery of 4-(((4-(5-chloro-2-(((1s,4s)-4-((2-methoxyethyl)amino)cyclohexyl)amino)pyridin-4-yl)thiazol-2-yl)amino)methyl)tetrahydro-2H-pyran-4-carbonitrile (JSH-150) as a novel highly selective and potent CDK9 kinase inhibitor.,  158  [PMID:30253346] [10.1016/j.ejmech.2018.09.025]

Source

Source(1):

• Scientific Literature