(3R,4S)-1-({4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol

• ChemBase ID: 5110
• Molecular Formular: C16H25N5OS
• Molecular Mass: 335.4676
• Monoisotopic Mass: 335.17798145
• SMILES: c1nc2c([nH]cc2CN2C[C@@H]([C@@H](O)C2)CSCCCC)c(N)n1
• Canonical SMILES: CCCCSC[C@H]1CN(C[C@@H]1O)Cc1c[nH]c2c1ncnc2N
• InChI: InChI=1S/C16H25N5OS/c1-2-3-4-23-9-12-7-21(8-13(12)22)6-11-5-18-15-14(11)19-10-20-16(15)17/h5,10,12-13,18,22H,2-4,6-9H2,1H3,(H2,17,19,20)/t12-,13+/m1/s1
• InChIKey: LTSUEVPGSXUJHT-OLZOCXBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S)-1-({4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol
• IUPAC Traditional name: (3R,4S)-1-({4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol
• Synonyms: (3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol

Database IDs

• PubChem SID: 160968540; 99443934
• PubChem CID: 11393519

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.4681635
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.3785044
• LogD (pH = 7.4): 0.38446882
• Log P: 1.6615998
• Molar Refractivity: 96.439 cm^3
• Polarizability: 37.788185 Å^3
• Polar Surface Area: 91.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.67
• LOG S: -3.59
• Solubility (Water): 8.61e-02 g/l

DETAILS

DrugBank - DB07463

Drug information: experimental