(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-2-benzopyran-5,6-diol

• ChemBase ID: 125563
• Molecular Formular: C20H27NO3
• Molecular Mass: 329.43328
• Monoisotopic Mass: 329.19909373
• SMILES: Oc1ccc2c(c1O)C[C@H](O[C@H]2CN)C12CC3CC(C1)CC(C3)C2
• Canonical SMILES: NC[C@@H]1O[C@@H](Cc2c1ccc(c2O)O)C12CC3CC(C2)CC(C1)C3
• InChI: InChI=1S/C20H27NO3/c21-10-17-14-1-2-16(22)19(23)15(14)6-18(24-17)20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,11-13,17-18,22-23H,3-10,21H2/t11?,12?,13?,17-,18-,20?/m0/s1
• InChIKey: QLJOSZATCBCBDR-DFKUFRTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-2-benzopyran-5,6-diol
• IUPAC Traditional name: (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-2-benzopyran-5,6-diol
• Synonyms: A-77636

Database IDs

• CAS Number: 778546-51-3
• PubChem SID: 162219913
• PubChem CID: 6603703
• CHEMBL: 313530
• Chemspider ID: 5036017
• Wikipedia Title: A-77636

CALCULATED PROPERTIES

• Acid pKa: 9.540895
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.122662
• LogD (pH = 7.4): 1.4239244
• Log P: 2.5734036
• Molar Refractivity: 92.3712 cm^3
• Polarizability: 36.538227 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true