5-[(2S)-2-amino-3-(1H-indol-3-yl)propoxy]-2-(pyridin-4-yl)-1,7-naphthyridine

• ChemBase ID: 4856
• Molecular Formular: C24H21N5O
• Molecular Mass: 395.45644
• Monoisotopic Mass: 395.17461032
• SMILES: n1ccc(cc1)c1ccc2c(n1)cncc2OC[C@@H](N)Cc1c[nH]c2c1cccc2
• Canonical SMILES: N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc2c1ccc(n2)c1ccncc1
• InChI: InChI=1S/C24H21N5O/c25-18(11-17-12-28-22-4-2-1-3-19(17)22)15-30-24-14-27-13-23-20(24)5-6-21(29-23)16-7-9-26-10-8-16/h1-10,12-14,18,28H,11,15,25H2/t18-/m0/s1
• InChIKey: DQIXTEDFNFZMCM-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2S)-2-amino-3-(1H-indol-3-yl)propoxy]-2-(pyridin-4-yl)-1,7-naphthyridine
• IUPAC Traditional name: 5-[(2S)-2-amino-3-(1H-indol-3-yl)propoxy]-2-(pyridin-4-yl)-1,7-naphthyridine
• Synonyms: (1S)-1-(1H-INDOL-3-YLMETHYL)-2-(2-PYRIDIN-4-YL-[1,7]NAPHTYRIDIN-5-YLOXY)-EHYLAMINE

Database IDs

• PubChem SID: 99443675; 160968288
• PubChem CID: 6914614

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.10772
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.03269974
• LogD (pH = 7.4): 1.1303704
• Log P: 2.9456396
• Molar Refractivity: 114.967 cm^3
• Polarizability: 48.721626 Å^3
• Polar Surface Area: 89.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.08
• LOG S: -5.12
• Solubility (Water): 2.97e-03 g/l

DETAILS

DrugBank - DB07204

Drug information: experimental