(3S,6S)-3,6-bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione

• ChemBase ID: 6364
• Molecular Formular: C18H18N2O4
• Molecular Mass: 326.34652
• Monoisotopic Mass: 326.12665707
• SMILES: O=C1[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N1)Cc1ccc(O)cc1
• Canonical SMILES: O=C1N[C@@H](Cc2ccc(cc2)O)C(=O)N[C@H]1Cc1ccc(cc1)O
• InChI: InChI=1S/C18H18N2O4/c21-13-5-1-11(2-6-13)9-15-17(23)20-16(18(24)19-15)10-12-3-7-14(22)8-4-12/h1-8,15-16,21-22H,9-10H2,(H,19,24)(H,20,23)/t15-,16-/m0/s1
• InChIKey: NGPCLOGFGKJCBP-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6S)-3,6-bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
• IUPAC Traditional name: (3S,6S)-3,6-bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
• Synonyms: (3S,6S)-3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione

Database IDs

• PubChem SID: 162103445
• PubChem CID: 11267350

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.185063
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.6323954
• LogD (pH = 7.4): 1.6254615
• Log P: 1.6324841
• Molar Refractivity: 87.7946 cm^3
• Polarizability: 33.88409 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.25
• LOG S: -3.35
• Solubility (Water): 1.47e-01 g/l

DETAILS

DrugBank - DB08761

Drug information: experimental