N-{9-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-2-methylpropanamide

• ChemBase ID: 138417
• Molecular Formular: C35H37N5O7
• Molecular Mass: 639.69758
• Monoisotopic Mass: 639.26929855
• SMILES: CC(C)C(=O)Nc1[nH]c(=O)c2c(n1)n(cn2)[C@H]1C[C@@H]([C@H](O1)COC(c1ccccc1)(c1ccc(cc1)OC)c1ccc(cc1)OC)O
• Canonical SMILES: COc1ccc(cc1)C(c1ccc(cc1)OC)(c1ccccc1)OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc(NC(=O)C(C)C)[nH]c2=O
• InChI: InChI=1S/C35H37N5O7/c1-21(2)32(42)38-34-37-31-30(33(43)39-34)36-20-40(31)29-18-27(41)28(47-29)19-46-35(22-8-6-5-7-9-22,23-10-14-25(44-3)15-11-23)24-12-16-26(45-4)17-13-24/h5-17,20-21,27-29,41H,18-19H2,1-4H3,(H2,37,38,39,42,43)/t27-,28+,29+/m0/s1
• InChIKey: RMQXDNUKLIDXOS-ZGIBFIJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{9-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-2-methylpropanamide
• IUPAC Traditional name: N-{9-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-6-oxo-1H-purin-2-yl}-2-methylpropanamide
• Synonyms: iBu-DMT-dG; N2-Isobutyryl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyguanosine

Database IDs

• CAS Number: 68892-41-1
• EC Number: 272-615-4
• MDL Number: MFCD00010059
• Beilstein Number: 3582365
• PubChem SID: 24896092; 162232673
• PubChem CID: 2724504

CALCULATED PROPERTIES

• Acid pKa: 9.027747
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 4.854005
• LogD (pH = 7.4): 4.845173
• Log P: 4.8541226
• Molar Refractivity: 174.4834 cm^3
• Polarizability: 66.544716 Å^3
• Polar Surface Area: 145.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ~150 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~98%; 97%
• Empirical Formula (Hill Notation): C35H37N5O7