6-{5-[(2S)-2-amino-3-[(3R)-3H-indol-3-yl]propoxy]pyridin-3-yl}isoquinoline

• ChemBase ID: 4613
• Molecular Formular: C25H22N4O
• Molecular Mass: 394.46838
• Monoisotopic Mass: 394.17936134
• SMILES: c1(cc2c(cc1)cncc2)c1cncc(c1)OC[C@H](C[C@@H]1c2c(cccc2)N=C1)N
• Canonical SMILES: N[C@@H](C[C@H]1C=Nc2c1cccc2)COc1cncc(c1)c1ccc2c(c1)ccnc2
• InChI: InChI=1S/C25H22N4O/c26-22(10-21-14-29-25-4-2-1-3-24(21)25)16-30-23-11-20(13-28-15-23)17-5-6-19-12-27-8-7-18(19)9-17/h1-9,11-15,21-22H,10,16,26H2/t21-,22-/m0/s1
• InChIKey: BUCZDJYEOAQTHL-VXKWHMMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{5-[(2S)-2-amino-3-[(3R)-3H-indol-3-yl]propoxy]pyridin-3-yl}isoquinoline
• IUPAC Traditional name: 6-{5-[(2S)-2-amino-3-[(3R)-3H-indol-3-yl]propoxy]pyridin-3-yl}isoquinoline
• Synonyms: (1S)-2-(1H-INDOL-3-YL)-1-{[(5-ISOQUINOLIN-6-YLPYRIDIN-3-YL)OXY]METHYL}ETHYLAMINE

Database IDs

• PubChem SID: 99443430; 160968045
• PubChem CID: 46937039

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.736662
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.22100024
• LogD (pH = 7.4): 0.9051964
• Log P: 2.9900591
• Molar Refractivity: 119.3845 cm^3
• Polarizability: 48.107487 Å^3
• Polar Surface Area: 73.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.33
• LOG S: -6.09
• Solubility (Water): 3.20e-04 g/l

DETAILS

DrugBank - DB06959

Drug information: experimental