N-(2-methyl-5-(2-oxo-9-(1H-pyrazol-1-yl)benzo[h][1,6]naphthyridin-1(2H)-yl)phenyl)acrylamide

ID: ALA4166664

Chembl Id: CHEMBL4166664

PubChem CID: 102594000

Max Phase: Preclinical

Molecular Formula: C25H19N5O2

Molecular Weight: 421.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(-n2c(=O)ccc3cnc4ccc(-n5cccn5)cc4c32)ccc1C

Standard InChI:  InChI=1S/C25H19N5O2/c1-3-23(31)28-22-14-19(7-5-16(22)2)30-24(32)10-6-17-15-26-21-9-8-18(13-20(21)25(17)30)29-12-4-11-27-29/h3-15H,1H2,2H3,(H,28,31)

Standard InChI Key:  SVIHDEUPJUWZRH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4166664

   N-[2-methyl-5-(2-oxo-9-pyrazol-1-ylbenzo[h][1,6]naphthyridin-1-yl)phenyl]prop-2-enamide

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: 421.46

Molecular Weight (Monoisotopic): 421.1539

AlogP: 4.16

#Rotatable Bonds: 4

Polar Surface Area: 81.81

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.75

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -1.70

References

1. Wang B, Deng Y, Chen Y, Yu K, Wang A, Liang Q, Wang W, Chen C, Wu H, Hu C, Miao W, Hur W, Wang W, Hu Z, Weisberg EL, Wang J, Ren T, Wang Y, Gray NS, Liu Q, Liu J..  (2017)  Structure-activity relationship investigation for benzonaphthyridinone derivatives as novel potent Bruton's tyrosine kinase (BTK) irreversible inhibitors.,  137  [PMID:28628824] [10.1016/j.ejmech.2017.06.016]

Source

Source(1):

• Scientific Literature