(2R)-3-({5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)propane-1,2-diol

• ChemBase ID: 5289
• Molecular Formular: C21H20N4O2
• Molecular Mass: 360.4091
• Monoisotopic Mass: 360.1586259
• SMILES: c1nc2c(c(NC[C@H](CO)O)n1)c(c(c1ccccc1)[nH]2)c1ccccc1
• Canonical SMILES: OC[C@@H](CNc1ncnc2c1c(c1ccccc1)c([nH]2)c1ccccc1)O
• InChI: InChI=1S/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/t16-/m1/s1
• InChIKey: TWEONIHFGKSPLC-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-({5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)propane-1,2-diol
• IUPAC Traditional name: (2R)-3-({5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)propane-1,2-diol
• Synonyms: (2R)-3-{[(4Z)-5,6-DIPHENYL-6,7-DIHYDRO-4H-PYRROLO[2,3-D]PYRIMIDIN-4-YLIDENE]AMINO}PROPANE-1,2-DIOL

Database IDs

• PubChem SID: 160968718; 99444119
• PubChem CID: 4369435

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.269138
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.0400022
• LogD (pH = 7.4): 2.3130457
• Log P: 2.47721
• Molar Refractivity: 106.6734 cm^3
• Polarizability: 42.946514 Å^3
• Polar Surface Area: 94.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.58
• LOG S: -4.12
• Solubility (Water): 2.75e-02 g/l

DETAILS

DrugBank - DB07648

Drug information: experimental