ID: ALA5315125

Max Phase: Approved

First Approval: 2018

Molecular Formula: C22H19ClN6O2

Molecular Weight: 416.87

Molecule Type: Small molecule

Representations

Synonyms (1): Duvelisib hydrate
Synonyms from Alternative Forms(1):

Trade Names(1): Copiktra

Canonical SMILES:  C[C@H](Nc1ncnc2nc[nH]c12)c1cc2cccc(Cl)c2c(=O)n1-c1ccccc1.O

Standard InChI:  InChI=1S/C22H17ClN6O.H2O/c1-13(28-21-19-20(25-11-24-19)26-12-27-21)17-10-14-6-5-9-16(23)18(14)22(30)29(17)15-7-3-2-4-8-15;/h2-13H,1H3,(H2,24,25,26,27,28);1H2/t13-;/m0./s1

Standard InChI Key:  FQLHRUBTGKTKPZ-ZOWNYOTGSA-N

Molecule Features

Natural Product: No

Oral: Yes

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: Yes

Chirality: Yes

Availability: Yes

Prodrug: No

Properties

Molecular Weight: 416.87

Molecular Weight (Monoisotopic): 416.1152

AlogP: 4.48

#Rotatable Bonds: 4

Polar Surface Area: 88.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.20

CX Basic pKa: 3.42

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -1.06

References

1. Unpublished dataset, 

2. European Medicines Agency, 

Source

Source(2):

• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)
• European Medicines Agency