3-[(2S)-2-amino-3-({5-[(E)-2-(pyridin-4-yl)ethenyl]pyridin-3-yl}oxy)propyl]-1H-indole

• ChemBase ID: 4760
• Molecular Formular: C23H22N4O
• Molecular Mass: 370.44698
• Monoisotopic Mass: 370.17936134
• SMILES: C(=C\c1ccncc1)/c1cncc(c1)OC[C@H](Cc1c2c(cccc2)[nH]c1)N
• Canonical SMILES: N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc(c1)/C=C/c1ccncc1
• InChI: InChI=1S/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2/b6-5+/t20-/m0/s1
• InChIKey: SGHXFHRRWFLILP-XJDXJNMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-2-amino-3-({5-[(E)-2-(pyridin-4-yl)ethenyl]pyridin-3-yl}oxy)propyl]-1H-indole
• IUPAC Traditional name: 3-[(2S)-2-amino-3-({5-[(E)-2-(pyridin-4-yl)ethenyl]pyridin-3-yl}oxy)propyl]-1H-indole
• Synonyms: (1S)-2-(1H-INDOL-3-YL)-1-[({5-[(E)-2-PYRIDIN-4-YLVINYL]PYRIDIN-3-YL}OXY)METHYL]ETHYLAMINE

Database IDs

• PubChem SID: 99443578; 160968192
• PubChem CID: 6914613

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.10772
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.080992304
• LogD (pH = 7.4): 1.276244
• Log P: 3.0947504
• Molar Refractivity: 111.7363 cm^3
• Polarizability: 44.238045 Å^3
• Polar Surface Area: 76.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.12
• LOG S: -5.69
• Solubility (Water): 7.53e-04 g/l

DETAILS

DrugBank - DB07107

Drug information: experimental