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

• ChemBase ID: 5290
• Molecular Formular: C19H23N5OS
• Molecular Mass: 369.48382
• Monoisotopic Mass: 369.16233138
• SMILES: Nc1ncnc2c1[nH]cc2CN1C[C@H](O)[C@H](C1)CSCc1ccccc1
• Canonical SMILES: O[C@H]1CN(C[C@@H]1CSCc1ccccc1)Cc1c[nH]c2c1ncnc2N
• InChI: InChI=1S/C19H23N5OS/c20-19-18-17(22-12-23-19)14(6-21-18)7-24-8-15(16(25)9-24)11-26-10-13-4-2-1-3-5-13/h1-6,12,15-16,21,25H,7-11H2,(H2,20,22,23)/t15-,16+/m1/s1
• InChIKey: DIGGNILBPCEZIV-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99444120; 160968719
• PubChem CID: 10067695

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.468163
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.98692703
• LogD (pH = 7.4): 0.7726394
• Log P: 2.0621738
• Molar Refractivity: 107.178 cm^3
• Polarizability: 41.866867 Å^3
• Polar Surface Area: 91.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.54
• LOG S: -3.83
• Solubility (Water): 5.51e-02 g/l

DETAILS

DrugBank - DB07649

Drug information: experimental