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

• ChemBase ID: 125542
• Molecular Formular: C10H11BrN5O7P
• Molecular Mass: 424.101401
• Monoisotopic Mass: 422.95794635
• SMILES: O=c1nc(N)[nH]c2c1nc(Br)n2[C@@H]1O[C@@H]2COP(=O)(O[C@H]2[C@H]1O)O
• Canonical SMILES: O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1c(Br)nc2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C10H11BrN5O7P/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18)/t2-,4-,5-,8-/m1/s1
• InChIKey: YUFCOOWNNHGGOD-UMMCILCDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-8-bromo-6,9-dihydro-3H-purin-6-one
• IUPAC Traditional name: 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-8-bromo-3H-purin-6-one
• Synonyms: 8-Bromocyclic GMP;8-Bromo-cGMP; 8-Br-cyclic GMP; 8-Br-cGMP; 8-Bromoguanosine 3',5'-cyclic monophosphate

Database IDs

• CAS Number: 31356-94-2
• PubChem SID: 162219892
• PubChem CID: 104767
• Chemspider ID: 94575
• Wikipedia Title: 8-Bromoguanosine_3',5'-cyclic_monophosphate

CALCULATED PROPERTIES

• Acid pKa: 1.8477108
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -2.7081726
• LogD (pH = 7.4): -2.8491251
• Log P: -0.50134003
• Molar Refractivity: 78.9064 cm^3
• Polarizability: 31.141851 Å^3
• Polar Surface Area: 170.52 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true