N-(3-((4-Amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)ethynyl)phenyl)-3-(trifluoromethyl)benzamide

ID: ALA3736320

Chembl Id: CHEMBL3736320

PubChem CID: 127034964

Max Phase: Preclinical

Molecular Formula: C24H19F3N6O

Molecular Weight: 464.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1nc(C#Cc2cccc(NC(=O)c3cccc(C(F)(F)F)c3)c2)c2c(N)ncnc21

Standard InChI:  InChI=1S/C24H19F3N6O/c1-14(2)33-22-20(21(28)29-13-30-22)19(32-33)10-9-15-5-3-8-18(11-15)31-23(34)16-6-4-7-17(12-16)24(25,26)27/h3-8,11-14H,1-2H3,(H,31,34)(H2,28,29,30)

Standard InChI Key:  NYUZAHPHSBKPPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3736320

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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: 464.45

Molecular Weight (Monoisotopic): 464.1572

AlogP: 4.66

#Rotatable Bonds: 3

Polar Surface Area: 98.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.27

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.59

References

1. Liu X, Kung A, Malinoski B, Prakash GK, Zhang C..  (2015)  Development of Alkyne-Containing Pyrazolopyrimidines To Overcome Drug Resistance of Bcr-Abl Kinase.,  58  (23): [PMID:26562217] [10.1021/acs.jmedchem.5b01125]

2. Assadieskandar A, Yu C, Maisonneuve P, Liu X, Chen YC, Prakash GKS, Kurinov I, Sicheri F, Zhang C..  (2018)  Effects of rigidity on the selectivity of protein kinase inhibitors.,  146  [PMID:29407977] [10.1016/j.ejmech.2018.01.053]

Source

Source(1):

• Scientific Literature