(4aR,6R,7R,7aS)-6-[6-amino-8-(methylamino)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-one

• ChemBase ID: 102606
• Molecular Formular: C11H15N6O6P
• Molecular Mass: 358.247161
• Monoisotopic Mass: 358.07906886
• SMILES: OP1(=O)OC[C@H]2O[C@@H](n3c4ncnc(N)c4nc3NC)[C@H](O)[C@@H]2O1
• Canonical SMILES: CNc1nc2c(n1[C@@H]1O[C@H]3[C@H]([C@H]1O)OP(=O)(OC3)O)ncnc2N
• InChI: InChI=1S/C11H15N6O6P/c1-13-11-16-5-8(12)14-3-15-9(5)17(11)10-6(18)7-4(22-10)2-21-24(19,20)23-7/h3-4,6-7,10,18H,2H2,1H3,(H,13,16)(H,19,20)(H2,12,14,15)/t4-,6-,7-,10-/m1/s1
• InChIKey: BSUDVADBEMYPCQ-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6R,7R,7aS)-6-[6-amino-8-(methylamino)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one
• IUPAC Traditional name: (4aR,6R,7R,7aS)-6-[6-amino-8-(methylamino)purin-9-yl]-2,7-dihydroxy-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one
• Synonyms: 8-(METHYLAMINO)-ADENOSINE-3',5'-cyclic-MONOPHOSPHORIC ACID

Database IDs

• CAS Number: 33823-18-6
• PubChem SID: 162089827
• PubChem CID: 11858221

CALCULATED PROPERTIES

• Acid pKa: 1.8356613
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.5684345
• LogD (pH = 7.4): -3.537802
• Log P: -3.7416048
• Molar Refractivity: 79.9566 cm^3
• Polarizability: 30.883944 Å^3
• Polar Surface Area: 166.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02102306

Crystalline