3-[(2S)-2-amino-3-[(5-{7H-pyrazolo[3,4-c]pyridin-5-yl}pyridin-3-yl)oxy]propyl]-6H-indole

• ChemBase ID: 4777
• Molecular Formular: C22H20N6O
• Molecular Mass: 384.4338
• Monoisotopic Mass: 384.16985929
• SMILES: C1=CCC=C2C1=C(C=N2)C[C@@H](COc1cncc(C2=NCC3=NN=CC3=C2)c1)N
• Canonical SMILES: N[C@@H](CC1=C2C=CCC=C2N=C1)COc1cncc(c1)C1=NCC2=NN=CC2=C1
• InChI: InChI=1S/C22H20N6O/c23-17(5-14-9-25-20-4-2-1-3-19(14)20)13-29-18-6-15(8-24-11-18)21-7-16-10-27-28-22(16)12-26-21/h1,3-4,6-11,17H,2,5,12-13,23H2/t17-/m0/s1
• InChIKey: CCIACUJJBPSOHE-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-2-amino-3-[(5-{7H-pyrazolo[3,4-c]pyridin-5-yl}pyridin-3-yl)oxy]propyl]-6H-indole
• IUPAC Traditional name: 3-[(2S)-2-amino-3-[(5-{7H-pyrazolo[3,4-c]pyridin-5-yl}pyridin-3-yl)oxy]propyl]-6H-indole
• Synonyms: (2S)-1-(6H-INDOL-3-YL)-3-{[5-(7H-PYRAZOLO[3,4-C]PYRIDIN-5-YL)PYRIDIN-3-YL]OXY}PROPAN-2-AMINE

Database IDs

• PubChem SID: 160968209; 99443595
• PubChem CID: 46937052

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.33851
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -3.8615153
• LogD (pH = 7.4): -2.0922334
• Log P: -0.008304441
• Molar Refractivity: 115.7251 cm^3
• Polarizability: 41.958622 Å^3
• Polar Surface Area: 97.58 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.13
• LOG S: -4.0
• Solubility (Water): 3.84e-02 g/l

DETAILS

DrugBank - DB07124

Drug information: experimental