3-[5-({6-amino-1H-pyrazolo[3,4-b]pyridin-3-yl}methoxy)-2-chlorophenoxy]-5-chlorobenzonitrile

• ChemBase ID: 6072
• Molecular Formular: C20H13Cl2N5O2
• Molecular Mass: 426.25552
• Monoisotopic Mass: 425.04463004
• SMILES: Clc1c(Oc2cc(C#N)cc(c2)Cl)cc(cc1)OCc1n[nH]c2nc(N)ccc12
• Canonical SMILES: N#Cc1cc(cc(c1)Cl)Oc1cc(ccc1Cl)OCc1n[nH]c2c1ccc(n2)N
• InChI: InChI=1S/C20H13Cl2N5O2/c21-12-5-11(9-23)6-14(7-12)29-18-8-13(1-3-16(18)22)28-10-17-15-2-4-19(24)25-20(15)27-26-17/h1-8H,10H2,(H3,24,25,26,27)
• InChIKey: KXDIHAQCVNNLIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[5-({6-amino-1H-pyrazolo[3,4-b]pyridin-3-yl}methoxy)-2-chlorophenoxy]-5-chlorobenzonitrile
• IUPAC Traditional name: 3-[5-({6-amino-1H-pyrazolo[3,4-b]pyridin-3-yl}methoxy)-2-chlorophenoxy]-5-chlorobenzonitrile
• Synonyms: 3-{5-[(6-amino-1H-pyrazolo[3,4-b]pyridin-3-yl)methoxy]-2-chlorophenoxy}-5-chlorobenzonitrile

Database IDs

• PubChem SID: 99444931; 160969497
• PubChem CID: 16045418

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.521674
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.372554
• LogD (pH = 7.4): 4.4231935
• Log P: 4.4243755
• Molar Refractivity: 111.0083 cm^3
• Polarizability: 42.27427 Å^3
• Polar Surface Area: 109.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.73
• LOG S: -4.79
• Solubility (Water): 6.91e-03 g/l

DETAILS

DrugBank - DB08460

Drug information: experimental