2-amino-8-[(9H-fluoren-2-yl)amino]-9-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one

• ChemBase ID: 165922
• Molecular Formular: C23H22N6O4
• Molecular Mass: 446.45858
• Monoisotopic Mass: 446.17025321
• SMILES: c1ccc2c(c1)c1c(C2)cc(cc1)Nc1nc2c(n1C1C[C@@H]([C@H](O1)CO)O)[nH]c(nc2=O)N
• Canonical SMILES: OC[C@H]1OC(C[C@@H]1O)n1c(Nc2ccc3c(c2)Cc2c3cccc2)nc2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C23H22N6O4/c24-22-27-20-19(21(32)28-22)26-23(29(20)18-9-16(31)17(10-30)33-18)25-13-5-6-15-12(8-13)7-11-3-1-2-4-14(11)15/h1-6,8,16-18,30-31H,7,9-10H2,(H,25,26)(H3,24,27,28,32)/t16-,17+,18?/m0/s1
• InChIKey: RMYQNJYFBAYPNG-MYFVLZFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-8-[(9H-fluoren-2-yl)amino]-9-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one
• IUPAC Traditional name: 2-amino-8-(9H-fluoren-2-ylamino)-9-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
• Synonyms: N-(2’-Deoxyguanosin-8-yl)-2-aminofluorene; N-(Deoxyguanosine-C8-yl)-2-aminofluorene; 2'-Deoxy-8-(9H-fluoren-2-ylamino)-guanosine

Database IDs

• CAS Number: 73051-69-1
• PubChem SID: 162260055
• PubChem CID: 57369856

CALCULATED PROPERTIES

• Acid pKa: 8.031288
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 2.598787
• LogD (pH = 7.4): 2.515338
• Log P: 2.60198
• Molar Refractivity: 119.4519 cm^3
• Polarizability: 46.28071 Å^3
• Polar Surface Area: 147.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D232930

A C8-deoxyguanosine adduct of the dietary mutagen IQ.