(2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazin-1-yl)-1H-indol-3-yl]propanal

• ChemBase ID: 6250
• Molecular Formular: C17H18N4O2
• Molecular Mass: 310.35042
• Monoisotopic Mass: 310.14297584
• SMILES: N[C@@H](Cc1c2c([nH]c1)c(c(cc2)NNc1ccccc1)O)C=O
• Canonical SMILES: O=C[C@H](Cc1c[nH]c2c1ccc(c2O)NNc1ccccc1)N
• InChI: InChI=1S/C17H18N4O2/c18-12(10-22)8-11-9-19-16-14(11)6-7-15(17(16)23)21-20-13-4-2-1-3-5-13/h1-7,9-10,12,19-21,23H,8,18H2/t12-/m0/s1
• InChIKey: PSUOZWHAKZSNOB-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazin-1-yl)-1H-indol-3-yl]propanal
• IUPAC Traditional name: (2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazin-1-yl)-1H-indol-3-yl]propanal
• Synonyms: TRW3-(2-AMINO-3-HYDROXY-PROPYL)-6-(N'-CYCLOHEXYL-HYDRAZINO)OCTAHYDRO-INDOL-7-OL

Database IDs

• PubChem SID: 99445117; 160969675
• PubChem CID: 46937169

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.396332
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 0.41170865
• LogD (pH = 7.4): 2.0623324
• Log P: 2.338891
• Molar Refractivity: 92.1615 cm^3
• Polarizability: 35.13322 Å^3
• Polar Surface Area: 103.17 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.5
• LOG S: -3.46
• Solubility (Water): 1.08e-01 g/l

DETAILS

DrugBank - DB08646

Drug information: experimental