(2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide

• ChemBase ID: 6050
• Molecular Formular: C22H29N7O5
• Molecular Mass: 471.50956
• Monoisotopic Mass: 471.22301706
• SMILES: N[C@@H](Cc1ccc(cc1)OC)C(=O)N[C@@H]1[C@@H](CO)O[C@@H](n2c3ncnc(N(C)C)c3nc2)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1NC(=O)[C@H](Cc1ccc(cc1)OC)N)O)n1cnc2c1ncnc2N(C)C
• InChI: InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
• InChIKey: RXWNCPJZOCPEPQ-NVWDDTSBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
• IUPAC Traditional name: puromycin
• Synonyms: PUROMYCIN

Database IDs

• CAS Number: 53-79-2
• PubChem SID: 160969475; 99444908
• PubChem CID: 439530
• CHEBI ID: 17939
• CHEMBL: 13840
• Chemspider ID: 388623
• DrugBank ID: DB08437
• KEGG ID: D05653
• MeSH Name: Puromycin
• Wikipedia Title: Puromycin

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.349177
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -2.7910948
• LogD (pH = 7.4): -1.0220257
• Log P: -0.29873976
• Molar Refractivity: 122.9609 cm^3
• Polarizability: 47.873817 Å^3
• Polar Surface Area: 160.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.1
• LOG S: -2.67
• Solubility (Water): 1.01e+00 g/l

DETAILS

DrugBank - DB08437

Drug information: experimental